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Assateague Island Rentals

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Results: 701 Rentals

  • Home in private gated community - Assateague Pointe/tons of fun amenities
    From $195 per night (USD)

    VRBO

    Home in private gated community - Assateague Pointe/tons of fun amenities

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This recently renovated 2-bedroom home in Assateague Pointe is thoughtfully appointed and exudes a beachy charm througho ...

    From $195 per night (USD)

    VRBO

    Details
  • EVENTIDE on Chincoteague Island!
    From $277 per night (USD)

    Expedia

    EVENTIDE on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    “Travel is the only thing that leaves you speechless, then turns you into a storyteller.” ~ Ibn Battuta Have you been l ...

    From $277 per night (USD)

    Expedia

    Details
  • Happy Ours- Firepit, Close to Beach!
    From $245 per night (USD)

    VRBO

    Happy Ours- Firepit, Close to Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...

    From $245 per night (USD)

    VRBO

    Details
  • Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
    From $208 per night (USD)

    Expedia

    Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Boho Beach Cottage, located in the heart of West Ocean City. Where elegant boho style meets the beach. Th ...

    From $208 per night (USD)

    Expedia

    Details
  • Driftwood-  Close to Beach!!
    From $351 per night (USD)

    VRBO

    Driftwood- Close to Beach!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Wonderful location - quiet street and close to the beach. Great one-level floor plan features: Updated fully equipped ki ...

    From $351 per night (USD)

    VRBO

    Details
  • Oyster Catcher - Pet friendly; Deep water access!
    From $440 per night (USD)

    Expedia

    Oyster Catcher - Pet friendly; Deep water access!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...

    From $440 per night (USD)

    Expedia

    Details
  • Enjoy all that Chincoteague has to offer! Bbb bbb.
    From $178 per night (USD)

    VRBO

    Enjoy all that Chincoteague has to offer! Bbb bbb.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Close to everything! Xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...

    From $178 per night (USD)

    VRBO

    Details
  • 2 Bedroom-Downtown-Near Boardwalk-Laundry-TVs-WiFi
    From $450 per night (USD)

    Expedia

    2 Bedroom-Downtown-Near Boardwalk-Laundry-TVs-WiFi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Two Angels | 2BR Condo in Downtown Ocean City | Walk to Beach & Boardwalk | Pool + Parking | Sleeps 6 Stay in the heart ...

    From $450 per night (USD)

    Expedia

    Details
  • The Coastal Retreat you've been longing for!
    From $312 per night (USD)

    VRBO

    The Coastal Retreat you've been longing for!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Live for the moments you can’t put into words….. When was the last time you took a Vacation that truly took your breat ...

    From $312 per night (USD)

    VRBO

    Details
  • Channel View Charmer - Water Views and Pet Friendly!
    From $202 per night (USD)

    Expedia

    Channel View Charmer - Water Views and Pet Friendly!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Channel View Charmer - Every moment has the potential to be amazing…. **Now Dog Friendly!** Looking for the perfect b ...

    From $202 per night (USD)

    Expedia

    Details
  • George's Retreat - Tucked away, yet close to the Beach!
    From $138 per night (USD)

    VRBO

    George's Retreat - Tucked away, yet close to the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Traveling - it leaves you speechless, then turns you into a Storyteller. Welcome to the Chincoteague Island Retreat you' ...

    From $138 per night (USD)

    VRBO

    Details
  • Island Retreat - Lovely Marsh Views and Pet Friendly!
    From $184 per night (USD)

    Expedia

    Island Retreat - Lovely Marsh Views and Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Travel - the only thing you pay for that makes you richer. But, you don't have to break the bank to have the Vacation of ...

    From $184 per night (USD)

    Expedia

    Details
  • True Ocean Front
    From $1626 per night (USD)

    VRBO

    True Ocean Front

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Stay on the beach with unobstructed ocean views and beautiful sun rises from your own private balcony. Access to Ocean C ...

    From $1626 per night (USD)

    VRBO

    Details
  • Whelks on Willow - Private Pool!
    From $287 per night (USD)

    Expedia

    Whelks on Willow - Private Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Whelks on Willow - Live in the Sunshine, Swim the Sea, drink the Wild Air..... Welcome to Whelks on Willow - a lovely ...

    From $287 per night (USD)

    Expedia

    Details
  • Boardwalk Bungalow | Whole House Downtown OC
    From $649 per night (USD)

    VRBO

    Boardwalk Bungalow | Whole House Downtown OC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: You want to be right in the middle of the action? Wait until you see this downtown Ocean Side beach cottage wit ...

    From $649 per night (USD)

    VRBO

    Details
  • Updated waterfront condo with washer/dryer, central AC, & seasonal pool
    From $359 per night (USD)

    Expedia

    Updated waterfront condo with washer/dryer, central AC, & seasonal pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    White Marlin 202A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $359 per night (USD)

    Expedia

    Details
  • Chincoteague Pony Penning Hideaway
    Click For Pricing

    VRBO

    Chincoteague Pony Penning Hideaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our unique getaway is perfect for large families or a personal spot just for two. We have a great advantage because we a ...

    Click For Pricing

    VRBO

    Details
  • Lighthouse Overlook - Amazing Views!
    From $266 per night (USD)

    Expedia

    Lighthouse Overlook - Amazing Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lighthouse Overlook - Every day should be a Beach Day….. Life is busy - too busy at times, it seems. When was the last ...

    From $266 per night (USD)

    Expedia

    Details
  • Sunset Breeze - Waterfront!
    From $330 per night (USD)

    VRBO

    Sunset Breeze - Waterfront!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Sunset Breeze - if you’re not wearing flip flops, you’re overdressed….. At the Beach, Life is different - Time doesn’t ...

    From $330 per night (USD)

    VRBO

    Details
  • Riptide’s Crossing:  A waterfront getaway w/deep water dock and incredible views
    From $367 per night (USD)

    VRBO

    Riptide’s Crossing: A waterfront getaway w/deep water dock and incredible views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    When you need to check off ALL of the boxes, you'll find everything you’re looking for at "Riptide's Retreat". Named ...

    From $367 per night (USD)

    VRBO

    Details
  • Swordfish Beach House
    From $755 per night (USD)

    VRBO

    Swordfish Beach House

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Discover luxury at our 5-bedroom beachfront property, designed for ultimate comfort and elegance. Boasting a modern kitc ...

    From $755 per night (USD)

    VRBO

    Details
  • Amazing Bay view from this Assateague House Condo
    From $479 per night (USD)

    Expedia

    Amazing Bay view from this Assateague House Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Spectacular corner unit with a big bay view! This property will WOW you from the moment you walk in! Beautifully decorat ...

    From $479 per night (USD)

    Expedia

    Details
  • Somerset at 2nd 401 is a Family beach escape in a Dream location!
    From $572 per night (USD)

    VRBO

    Somerset at 2nd 401 is a Family beach escape in a Dream location!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Somerset at 2nd 401 - Live in the sunshine, swim in the sea, drink in the wild air! Life at the Beach, the waves crashi ...

    From $572 per night (USD)

    VRBO

    Details
  • 107 Somerset Ave., Unit 301, Ocean City, Maryland
    Click For Pricing

    Expedia

    107 Somerset Ave., Unit 301, Ocean City, Maryland

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy a true beach experience for this year's vacation in this beautiful, large, end unit in Bel Mare with four balconie ...

    Click For Pricing

    Expedia

    Details
  • Lovely 2 Bedroom condo closer to Downtown and view of the Bay
    From $260 per night (USD)

    VRBO

    Lovely 2 Bedroom condo closer to Downtown and view of the Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A perfect location for a perfect vacation. This property's unique location is located across the street from the new 4t ...

    From $260 per night (USD)

    VRBO

    Details
  • Beechnut Villa-Waterfront-Cozy
    From $334 per night (USD)

    Expedia

    Beechnut Villa-Waterfront-Cozy

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Waterfront duplex offers some of the best views of Assateague Island and the Lighthouse. Enjoy amazing views from the s ...

    From $334 per night (USD)

    Expedia

    Details
  • OCHG Oceanfront Villa 3
    From $1153 per night (USD)

    VRBO

    OCHG Oceanfront Villa 3

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    20

    Summary: Close to all the action is this 5 bedroom 3 bath apartment. This place is perfect for family and friends that e ...

    From $1153 per night (USD)

    VRBO

    Details
  • Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
    From $292 per night (USD)

    Expedia

    Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Parrot Bay 25 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $292 per night (USD)

    Expedia

    Details
  • Downtown 2 Bedroom White Marlin Condo short walk to the Beach and Boardwalk!
    From $533 per night (USD)

    VRBO

    Downtown 2 Bedroom White Marlin Condo short walk to the Beach and Boardwalk!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Fantastic property for a family getaway! Perfectly located The White Marlin complex is walking distance to many food fun ...

    From $533 per night (USD)

    VRBO

    Details
  • OCHG Bay Mist Bottom
    From $377 per night (USD)

    Expedia

    OCHG Bay Mist Bottom

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Classic Ocean City beach cottage with bay views! This charming bottom floor condo has all you need to complete ...

    From $377 per night (USD)

    Expedia

    Details
  • OCHG Bay Mist House S
    From $410 per night (USD)

    VRBO

    OCHG Bay Mist House S

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    Summary: Lovely beach bungalow with beautiful bay views. This classic beach house is located in downtown Ocean City step ...

    From $410 per night (USD)

    VRBO

    Details
  • OCHG Bay Mist Top Sum
    From $400 per night (USD)

    Expedia

    OCHG Bay Mist Top Sum

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Beautiful 2 second floor condo in a charming Ocean City cottage! This 2 bedroom condo features serene bay views ...

    From $400 per night (USD)

    Expedia

    Details
  • Four Bedroom West Ocean City Home with Pool
    From $864 per night (USD)

    VRBO

    Four Bedroom West Ocean City Home with Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    The Space: Plenty of space for the whole family in this coastal-inspired West Ocean City home. This home offers four be ...

    From $864 per night (USD)

    VRBO

    Details
  • Charming cottage near the boardwalk & beach with AC, WiFi, kitchen
    From $315 per night (USD)

    Expedia

    Charming cottage near the boardwalk & beach with AC, WiFi, kitchen

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Cottages on St Louis #2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $315 per night (USD)

    Expedia

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  • Charming cottage near beach/boardwalk with modern amenities, AC, WiFi
    From $287 per night (USD)

    VRBO

    Charming cottage near beach/boardwalk with modern amenities, AC, WiFi

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Cottages on St Louis #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $287 per night (USD)

    VRBO

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  • Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette
    From $315 per night (USD)

    Expedia

    Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Cottages on St Louis #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $315 per night (USD)

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  • Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor
    From $303 per night (USD)

    VRBO

    Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just completely Updated! Interior Photos Coming Soon, It is worth the wait! This beautiful unit offers spectacular view ...

    From $303 per night (USD)

    VRBO

    Details
  • Mermaid Manor-Water Lovers Paradise
    From $1251 per night (USD)

    Expedia

    Mermaid Manor-Water Lovers Paradise

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Just Listed! More Photos Coming Soon! This gorgeous home is located directly on the Assateague Channel and affords brea ...

    From $1251 per night (USD)

    Expedia

    Details
  • The Salty Pinecone-Waterfront-Peaceful
    From $338 per night (USD)

    VRBO

    The Salty Pinecone-Waterfront-Peaceful

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Fully Updated townhome with stunning views of Assateague Island & the Lighthouse. Located on deep water with Private B ...

    From $338 per night (USD)

    VRBO

    Details
  • True Luxury Vacationing in Downtown Ocean City!
    From $2106 per night (USD)

    Expedia

    True Luxury Vacationing in Downtown Ocean City!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    19

    ​​​​​​​Two of the most highly awaited homes to be completed in Ocean City are now completed and awaiting your arrival! ...

    From $2106 per night (USD)

    Expedia

    Details
  • True Luxury Vacationing in Downtown Ocean City!
    From $2143 per night (USD)

    VRBO

    True Luxury Vacationing in Downtown Ocean City!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    19

    ​​​​​​​Two of the most highly awaited homes to be completed in Ocean City are now completed and awaiting your arrival! ...

    From $2143 per night (USD)

    VRBO

    Details
  • Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.
    From $355 per night (USD)

    Expedia

    Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    If rest and relaxation is what you need then Sunnywood Retreat is the place for you! This is a beautiful impeccably mai ...

    From $355 per night (USD)

    Expedia

    Details
  • Radiant Bay Manor !!
    From $471 per night (USD)

    VRBO

    Radiant Bay Manor !!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to Radiant Bay Manor, your luxurious bayside retreat in Ocean City, MD! This 3-bedroom, 4-bath townhouse boasts ...

    From $471 per night (USD)

    VRBO

    Details
  • Bay Breeze Mini Mansion
    From $437 per night (USD)

    Expedia

    Bay Breeze Mini Mansion

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Welcome to Bay Breeze Mini Mansion, a spacious 3-bedroom, 3.5-bath townhome in Ocean City, MD! Enjoy stunning bayside su ...

    From $437 per night (USD)

    Expedia

    Details
  • Crab Cove On The Bay 407-Baywater 3rd St,Free WiFi,Pool,Elev,W/D,AC
    From $259 per night (USD)

    VRBO

    Crab Cove On The Bay 407-Baywater 3rd St,Free WiFi,Pool,Elev,W/D,AC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Direct bayfront view, close to the Boardwalk, exceptional accommodations, and green space right next door - what more co ...

    From $259 per night (USD)

    VRBO

    Details
  • 🏖️Luxurious Coastal Haven, Spacious & Elegant, minutes from OC Beach!🏖️
    From $420 per night (USD)

    Expedia

    🏖️Luxurious Coastal Haven, Spacious & Elegant, minutes from OC Beach!🏖️

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Discover coastal living at its finest at 13008 Bowline Ln #5, a beautifully designed 4-bedroom, 3.5-bathroom townhome in ...

    From $420 per night (USD)

    Expedia

    Details
  • Surf Crest Downtown Condo
    From $216 per night (USD)

    VRBO

    Surf Crest Downtown Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    This charming 1-bedroom, 1-bathroom condo in the heart of downtown Ocean City, MD, offers the perfect coastal getaway. J ...

    From $216 per night (USD)

    VRBO

    Details
  • Belmont Towers 710 - Stunning Inlet Views and steps from the beach!
    From $518 per night (USD)

    Expedia

    Belmont Towers 710 - Stunning Inlet Views and steps from the beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Belmont 710 - Beach more, worry less! Life is short and we understand that Vacation time with family is so precious! Ma ...

    From $518 per night (USD)

    Expedia

    Details
  • Bayside Haven - Dog Friendly!
    From $292 per night (USD)

    VRBO

    Bayside Haven - Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    “To travel in the company of those we love is Home in motion.” ~ Unknown When was the last time you stepped away from t ...

    From $292 per night (USD)

    VRBO

    Details
  • Remodeled 1-bedroom, 2-Queen bed condo. Close to parks, beach, & boardwalk.
    From $174 per night (USD)

    Expedia

    Remodeled 1-bedroom, 2-Queen bed condo. Close to parks, beach, & boardwalk.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Beach days and boardwalk nights start here! This newly remodeled 1st-floor condo is the perfect home base for your getaw ...

    From $174 per night (USD)

    Expedia

    Details
  • Cantering Sands-  New for 2025 3BR/2Bath home w/patio & Sc Porch.
    From $304 per night (USD)

    VRBO

    Cantering Sands- New for 2025 3BR/2Bath home w/patio & Sc Porch.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New Rental for 2025. Amenities:3BR/2B***(1B Down2T , 2 bedroom (2Q) up) {2T,2Q} Linens and Towels Provided, screen porch ...

    From $304 per night (USD)

    VRBO

    Details
  • Pristine West OC townhome close to shopping, w/kitchen, washer/dryer & free WiFi
    From $726 per night (USD)

    Expedia

    Pristine West OC townhome close to shopping, w/kitchen, washer/dryer & free WiFi

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    9823 Golf Course Rd # 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $726 per night (USD)

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  • Island Time-Newly Renovated Waterman's Cottage w/ Water & Sunset Views
    From $311 per night (USD)

    VRBO

    Island Time-Newly Renovated Waterman's Cottage w/ Water & Sunset Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy stunning views from this Classic Waterman's Style Home. The entire home has been gutted and lovingly restored and ...

    From $311 per night (USD)

    VRBO

    Details
  • Closest Community to the Beach!
    From $247 per night (USD)

    Expedia

    Closest Community to the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    “Time has a wonderful way of showing us what really matters…..” ~ Unknown Time flies, as they say - you blink and the k ...

    From $247 per night (USD)

    Expedia

    Details
  • Cozy downtown villa near boardwalk and beach sleeps 10 persons
    From $567 per night (USD)

    VRBO

    Cozy downtown villa near boardwalk and beach sleeps 10 persons

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    New Listing Alert!!! Welcome to Fifth Street Downtown Villa - a spacious and charming two-level home perfectly situated ...

    From $567 per night (USD)

    VRBO

    Details
  • Tranquil 3-bedroom house in Ocean City with AC, WiFi
    From $325 per night (USD)

    Expedia

    Tranquil 3-bedroom house in Ocean City with AC, WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This charming house in Ocean City offers a tranquil retreat for guests. With 3 cozy bedrooms and 2 bathrooms, this gorge ...

    From $325 per night (USD)

    Expedia

    Details
  • Harborview Retreat Mansion
    From $366 per night (USD)

    VRBO

    Harborview Retreat Mansion

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    11

    Welcome to Harborview Retreat Mansion, a luxurious 3-story townhouse with breathtaking marina waterfront views in Ocean ...

    From $366 per night (USD)

    VRBO

    Details
  • New For 2025! One of the largest oceanfront balconies overlooking the beach and boardwalk!
    From $559 per night (USD)

    Expedia

    New For 2025! One of the largest oceanfront balconies overlooking the beach and boardwalk!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    New For 2025! This stunning large 1,955 sq ft beautiful 3 bedroom and 3 bath condo is located at the desirable 7th stree ...

    From $559 per night (USD)

    Expedia

    Details
  • 2 Bedroom downtown, with a pool, , close to the beach and boardwalk
    From $289 per night (USD)

    VRBO

    2 Bedroom downtown, with a pool, , close to the beach and boardwalk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Welcome to Parrot Bay Unit 7, a delightful vacation rental located just a short walk from the famous Ocean City Boardwal ...

    From $289 per night (USD)

    VRBO

    Details
  • Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill- A
    From $312 per night (USD)

    Expedia

    Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill- A

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED Quick and seamless check-in/ ...

    From $312 per night (USD)

    Expedia

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  • Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill- C
    From $441 per night (USD)

    VRBO

    Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill- C

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED FASTEST RESPONSE time GUARANTE ...

    From $441 per night (USD)

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  • Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill-B
    From $810 per night (USD)

    Expedia

    Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill-B

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED Quick and seamless check-in/ch ...

    From $810 per night (USD)

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  • Belmont Towers 707 |Ocean View| Balcony
    From $336 per night (USD)

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    Belmont Towers 707 |Ocean View| Balcony

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: This is an Ocean City Vacation Homes property. Experience breathtaking ocean views from Belmont Towers 707, a s ...

    From $336 per night (USD)

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  • 605 RENOVATED Belmont Towers Ocean Boardwalk EPIC, 605 RENOVATED Belmont Towers Ocean Boardwalk EPIC
    From $455 per night (USD)

    Expedia

    605 RENOVATED Belmont Towers Ocean Boardwalk EPIC, 605 RENOVATED Belmont Towers Ocean Boardwalk EPIC

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED FASTEST RESPONSE time GUARANTE ...

    From $455 per night (USD)

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  • 3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
    From $263 per night (USD)

    VRBO

    3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Close to the beach! Enjoy this unique and tranquil 2 bedroom home with occupancy for 6. Pack and play crib is also avail ...

    From $263 per night (USD)

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  • My Happy Place :  Space for EVERYONE plus a PRIVATE POOL too!
    From $440 per night (USD)

    VRBO

    My Happy Place : Space for EVERYONE plus a PRIVATE POOL too!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    15

    If you're looking for a spacious vacation home suitable for ALL of your friends and family members, My Happy Place will ...

    From $440 per night (USD)

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  • Misty Mare Townhouse - Gorgeous home on Chincoteague Island
    From $149 per night (USD)

    VRBO

    Misty Mare Townhouse - Gorgeous home on Chincoteague Island

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your Chincoteague adventure begins at this 2-bedroom townhome. Step inside and be greeted by the gorgeous decor and soot ...

    From $149 per night (USD)

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  • Sanibel Seas 4BR 3.5BA Townhome w/pool
    From $533 per night (USD)

    Expedia

    Sanibel Seas 4BR 3.5BA Townhome w/pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Summary: Discover brand new luxury vacationing in this exquisite 4 BR 3.5BA townhome w/a garage just a short walk from t ...

    From $533 per night (USD)

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  • Beautiful  2 Bedroom Condo with a View of the Bay and an Bayfront Outdoor Pool Only Two Blocks to the Beach and Boardwalk!
    From $470 per night (USD)

    VRBO

    Beautiful 2 Bedroom Condo with a View of the Bay and an Bayfront Outdoor Pool Only Two Blocks to the Beach and Boardwalk!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Downtown Ocean City: The Assateague House is two blocks from the Boardwalk and Beach on Worcester Street. Assateague Ho ...

    From $470 per night (USD)

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  • Charming 2-bedroom cottage in the heart of West Ocean City
    From $355 per night (USD)

    Expedia

    Charming 2-bedroom cottage in the heart of West Ocean City

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Unwind in Ocean City at this lovely cottage. Thoughtful coastal vibe enhances this 900 sf home with everything you could ...

    From $355 per night (USD)

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  • Boho chic modern 1-bedroom cottage with AC, WiFi in the heart of West Ocean City
    From $397 per night (USD)

    VRBO

    Boho chic modern 1-bedroom cottage with AC, WiFi in the heart of West Ocean City

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This marvelous cottage in Ocean City offers a cozy retreat for guests. With a comfortable king bed in the bedroom and a ...

    From $397 per night (USD)

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  • Cozy Heaven 17 2bd sleeps 4 West OC
    From $272 per night (USD)

    Expedia

    Cozy Heaven 17 2bd sleeps 4 West OC

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your cozy retreat in the heart of West Ocean City! Located in a tranquil neighborhood surrounded by nature an ...

    From $272 per night (USD)

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  • Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath
    From $973 per night (USD)

    VRBO

    Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Tie up your boat at our Deep Water Dock. Swim from the Dock! Escape to this brilliant 4-bedroom Chincoteague retreat o ...

    From $973 per night (USD)

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  • 2 Br / 2 bath townhouse downtown OC by Rt 50 bridge, great location for festivals
    From $524 per night (USD)

    Expedia

    2 Br / 2 bath townhouse downtown OC by Rt 50 bridge, great location for festivals

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...

    From $524 per night (USD)

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  • 2 Br/2Ba townhouse in downtown OC by Rt 50 bridge, perfect location for festival goers
    From $513 per night (USD)

    VRBO

    2 Br/2Ba townhouse in downtown OC by Rt 50 bridge, perfect location for festival goers

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...

    From $513 per night (USD)

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  • 2 Br / 2 Ba townhouse, downtown OC next to Rt 50 Bridge, perfect location for festival goers!
    From $526 per night (USD)

    Expedia

    2 Br / 2 Ba townhouse, downtown OC next to Rt 50 Bridge, perfect location for festival goers!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...

    From $526 per night (USD)

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  • Brand new Villas by the  Rt 50 bridge, perfect location for festival goers, 2 br / 2 baths occ 8
    From $479 per night (USD)

    VRBO

    Brand new Villas by the Rt 50 bridge, perfect location for festival goers, 2 br / 2 baths occ 8

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...

    From $479 per night (USD)

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  • Downtown 3 bedroom condo. 2 blocks to the boardwalk, beach and Atlantic Ocean! NW2
    From $392 per night (USD)

    Expedia

    Downtown 3 bedroom condo. 2 blocks to the boardwalk, beach and Atlantic Ocean! NW2

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    DOWNTOWN Ocean City 3 bedroom modern townhouse in one of the best locations you will find - just a couple of blocks away ...

    From $392 per night (USD)

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  • Bay Pony on Chincoteague - Pool and 5 min. to Beach!
    From $279 per night (USD)

    VRBO

    Bay Pony on Chincoteague - Pool and 5 min. to Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Isn't it time for a new romance.....with Life?! A visit to fabulous Bay Pony is certainly the place to begin. This pheno ...

    From $279 per night (USD)

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    Details
  • OCbeachparadise, Paradise Off The Boardwalk
    From $531 per night (USD)

    Expedia

    OCbeachparadise, Paradise Off The Boardwalk

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A rare find to be a part of the magic and excitement of the downtown boardwalk area, inlet, and vast open beach area. Th ...

    From $531 per night (USD)

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    Details
  • OC Downtown Dream Home sleeps 10
    From $835 per night (USD)

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    OC Downtown Dream Home sleeps 10

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    10

    *** 21+ to book, no senior week rentals*** Welcome to your dream home in the heart of Ocean City, Maryland! This spacio ...

    From $835 per night (USD)

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  • Sunset in Sunnywood:   A peaceful retreat with a PRIVATE POOL!
    From $500 per night (USD)

    VRBO

    Sunset in Sunnywood: A peaceful retreat with a PRIVATE POOL!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    18

    Nestled away on a serene and private lot in the sought-after Sunnywood neighborhood, this beloved vacation home will mak ...

    From $500 per night (USD)

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  • Surf Crest 205 |Boardwalk| South OC
    From $312 per night (USD)

    VRBO

    Surf Crest 205 |Boardwalk| South OC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Welcome to Surf Crest 205, a charming coastal retreat in the heart of Ocean City, MD! Perfectly located just st ...

    From $312 per night (USD)

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    Details
  • Beautiful & Comfortable Waterfront Home with Private Dock!
    From $699 per night (USD)

    Expedia

    Beautiful & Comfortable Waterfront Home with Private Dock!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to this comfortable two-story coastal home that provides the tranquility of a stunning waterfront retreat while ...

    From $699 per night (USD)

    Expedia

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  • Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
    From $504 per night (USD)

    VRBO

    Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy your home away from home at Misty Manor on Piney Island, off of Chincoteague Island. It is the second closest stre ...

    From $504 per night (USD)

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  • Newly Renovated 2 bed 1.5 bath Condo in Quiet Yet Convenient West OC
    From $301 per night (USD)

    VRBO

    Newly Renovated 2 bed 1.5 bath Condo in Quiet Yet Convenient West OC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our newly renovated condo in West OC Maryland. There is not a surface that has not been touched during this r ...

    From $301 per night (USD)

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  • Waterfront Home in West Ocean CIty
    From $716 per night (USD)

    VRBO

    Waterfront Home in West Ocean CIty

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Waterfront home located on the commercial fishing harbor in West Ocean City. Close to numerous restaurants, marinas and ...

    From $716 per night (USD)

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  • Walk to the Marinas & all the fun stuff! Cottage from the movie Ping Pong Summer
    From $379 per night (USD)

    VRBO

    Walk to the Marinas & all the fun stuff! Cottage from the movie Ping Pong Summer

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Quaint historic fishermans cottage on the commercial fishing harbor in West Ocean City. Walk to Harborside Bar and Gril ...

    From $379 per night (USD)

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  • Balcony w/ Inlet View: Dtwn Ocean City Condo
    From $374 per night (USD)

    VRBO

    Balcony w/ Inlet View: Dtwn Ocean City Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Live like an Ocean City local when you book this 2-bedroom, 2-bath condo in Seabright, situated just 2 blocks from the b ...

    From $374 per night (USD)

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  • Belmont Towers Beauty in the Heart of Ocean City
    From $425 per night (USD)

    VRBO

    Belmont Towers Beauty in the Heart of Ocean City

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    10

    YOU WONT BE DISSAPOINTED! Not your typical Ocean City rental. Belmont Towers was built in 2007 Located on the widest spa ...

    From $425 per night (USD)

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  • Wildflower - Waterfront; Deep water dock!
    From $309 per night (USD)

    VRBO

    Wildflower - Waterfront; Deep water dock!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio per ...

    From $309 per night (USD)

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    Details
  • Return - Waterfront w/ Boat dock!
    From $623 per night (USD)

    Expedia

    Return - Waterfront w/ Boat dock!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Isl ...

    From $623 per night (USD)

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  • Almost Heaven - Pet friendly; Waterfront home!
    From $313 per night (USD)

    VRBO

    Almost Heaven - Pet friendly; Waterfront home!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Private pier with boat docking, Waterfront, Pet friendly, Internet, A/C, Fireplace, Charcoal grill. Vintage charm with a ...

    From $313 per night (USD)

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    Details
  • Misty's Thicket - Water access; Screened porches!
    From $268 per night (USD)

    Expedia

    Misty's Thicket - Water access; Screened porches!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Located on South Ridge Road, this lovely town-home features a private pier, central air conditioning, and galley style k ...

    From $268 per night (USD)

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    Details
  • Shady Side - Water access, screened porch!
    From $321 per night (USD)

    VRBO

    Shady Side - Water access, screened porch!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Shady Side is located in Piney Island, which is among the closest communities to the beach. There is community water acc ...

    From $321 per night (USD)

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    Details
  • Morning Memories - Pet friendly; Shared pool & dock!
    From $226 per night (USD)

    Expedia

    Morning Memories - Pet friendly; Shared pool & dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A light, bright and airy beach rental with community pool and water access with shared dock. The spacious 2 bedroom, 2.5 ...

    From $226 per night (USD)

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    Details
  • Stingray - Waterfront; Waterside balcony!
    From $381 per night (USD)

    VRBO

    Stingray - Waterfront; Waterside balcony!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, fea ...

    From $381 per night (USD)

    VRBO

    Details
  • Moon Rising - Waterfront; Shared dock!
    From $329 per night (USD)

    Expedia

    Moon Rising - Waterfront; Shared dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck ...

    From $329 per night (USD)

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  • Mermaid Crossing - Pet friendly; Waterfront w/ Dock!
    From $356 per night (USD)

    VRBO

    Mermaid Crossing - Pet friendly; Waterfront w/ Dock!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Comfortable, pet friendly home on large, side-creek lot with fantastic views from both the front and back of house! Exce ...

    From $356 per night (USD)

    VRBO

    Details
  • Marsh Point - Screened Porch & Shared Dock!
    From $250 per night (USD)

    Expedia

    Marsh Point - Screened Porch & Shared Dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Located just off of Ridge Road on the southern portion of the island, you'll find Marsh Point. A two bedroom, two and a ...

    From $250 per night (USD)

    Expedia

    Details