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Assateague Island Rentals

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  • Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED
    From $439 per night (USD)

    VRBO

    Edie's Folly - Water View -Screen Porch-NO LINENS AND TOWELS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Amenities: Central A/C, Microwave, Dishwasher, W/D, Screen Porch, 2 Deck, Gas Grill, WiFi, TV w/Roku (bring your own log ...

    From $439 per night (USD)

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    Details
  • Lighthouse Estates #10 - Shared Pool & Dock
    From $214 per night (USD)

    Expedia

    Lighthouse Estates #10 - Shared Pool & Dock

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>Located in Chincoteague, this welcoming vacation home lets you experience it all. With the property's convenient onsi ...

    From $214 per night (USD)

    Expedia

    Details
  • ⭐️Gorgeous Spacious TH Steps to Boardwalk and Beach⭐️
    From $257 per night (USD)

    VRBO

    ⭐️Gorgeous Spacious TH Steps to Boardwalk and Beach⭐️

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED SPACIOUS TOWNHOUSE! Sleeps 1 ...

    From $257 per night (USD)

    VRBO

    Details
  • Stoney Point on Chincoteague Island - Pure Luxury....
    From $990 per night (USD)

    Expedia

    Stoney Point on Chincoteague Island - Pure Luxury....

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Stop for a moment and imagine your dream vacation - what would it be like? A spectacular Custom Home perched on the Assa ...

    From $990 per night (USD)

    Expedia

    Details
  • Cheerful 3 bedroom cottage minutes from the beach
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    VRBO

    Cheerful 3 bedroom cottage minutes from the beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Relax with the whole family at this peaceful escape. Just 6 minutes from the beach, this home will invite you in and all ...

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  • Townhome with central AC, washer/dryer, & pool access - close to beach
    From $215 per night (USD)

    Expedia

    Townhome with central AC, washer/dryer, & pool access - close to beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Sunset Village 31E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $215 per night (USD)

    Expedia

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  • Sunset View - 4BR Water Front -Water Access, Gazebo, fire pit LINENS INCLUDED
    From $553 per night (USD)

    VRBO

    Sunset View - 4BR Water Front -Water Access, Gazebo, fire pit LINENS INCLUDED

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Amenities: Central A/C, Cable TV, DVD, W/D, Microwave, Dishwasher, WiFi, Porch, Gazebo, Outside Shower, Firepit and Wate ...

    From $553 per night (USD)

    VRBO

    Details
  • Island Escape: Bikes, Kayaks, Grill, Firepit, Beach Gear, Large Quiet Property
    From $199 per night (USD)

    Expedia

    Island Escape: Bikes, Kayaks, Grill, Firepit, Beach Gear, Large Quiet Property

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Happy Ours! Relax with the whole family at this peaceful Chincoteague home. Walk to the park (Pony Swim!). Th ...

    From $199 per night (USD)

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    Details
  • 1BR Waterfront cottage with a view of the wild Chincoteague ponies!
    From $325 per night (USD)

    VRBO

    1BR Waterfront cottage with a view of the wild Chincoteague ponies!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    It is a unique and cozy waterfront cottage with the most amazing view of the National Park, the wildlife Refuge, the lig ...

    From $325 per night (USD)

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    Details
  • The Mermaid Lounge on Chincoteague island!
    From $158 per night (USD)

    Expedia

    The Mermaid Lounge on Chincoteague island!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    “Rainbows and Mermaids are proof that imagination and beauty go hand in hand." Welcome to The Mermaid Lounge on Chincot ...

    From $158 per night (USD)

    Expedia

    Details
  • Cathy’s Chincoteague Cottage\n
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    VRBO

    Cathy’s Chincoteague Cottage\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy a stylish experience at this centrally-located beauty. A Modern take on the classic “Teaguer” cottage. Custom feat ...

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  • Cozy 1 bedroom condo, Downtown, with a pool, close to the beach and the famous OC boardwalk
    From $173 per night (USD)

    Expedia

    Cozy 1 bedroom condo, Downtown, with a pool, close to the beach and the famous OC boardwalk

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Parrot Bay Unit 17 (Seashell Suite). Enjoy your stay in a one bedroom, second floor nostalgic vibe condo with ...

    From $173 per night (USD)

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    Details
  • Assateague House 306 | Condo in Ocean City
    From $225 per night (USD)

    VRBO

    Assateague House 306 | Condo in Ocean City

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Assateague House 306 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $225 per night (USD)

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  • Nice Renovated Townhome in the Heart of Ocean City
    From $209 per night (USD)

    Expedia

    Nice Renovated Townhome in the Heart of Ocean City

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Space: Beautifully renovated townhome close to everything in downtown Ocean City. The living area features a large ...

    From $209 per night (USD)

    Expedia

    Details
  • Everyday should be a Beach Day!
    From $224 per night (USD)

    VRBO

    Everyday should be a Beach Day!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    When was the last time you had a Vacation that truly took your breath away? Life is so busy - work, school, non-stop com ...

    From $224 per night (USD)

    VRBO

    Details
  • Lovely 1 Bedroom Condo in Ocean City by the beach
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    Expedia

    Lovely 1 Bedroom Condo in Ocean City by the beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy a stylish experience at this centrally-located place. 2 minute walk from the beach and the world famous Ocean City ...

    Click For Pricing

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  • Bay-view townhome with private deck, pool access, central AC, & W/D
    From $347 per night (USD)

    VRBO

    Bay-view townhome with private deck, pool access, central AC, & W/D

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Seaside Village - #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $347 per night (USD)

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  • OCHG 208 Cottage Green 4
    From $252 per night (USD)

    Expedia

    OCHG 208 Cottage Green 4

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    11

    Summary: Ocean City Beach Cottage located in the heart of Downtown OC. This beach cottage has 5 beds and1 bath and an ou ...

    From $252 per night (USD)

    Expedia

    Details
  • OCHG Oceanfront Villa 1
    From $296 per night (USD)

    VRBO

    OCHG Oceanfront Villa 1

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Close to all the action is this 2 bedroom 1 bath apartment. This place is perfect for family and friends that e ...

    From $296 per night (USD)

    VRBO

    Details
  • OCHG Ocean 1 Suite 3
    From $402 per night (USD)

    Expedia

    OCHG Ocean 1 Suite 3

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Summary: Great Ocean views from this 3rd floor balcony. Best location in town, just steps to the beach and very large li ...

    From $402 per night (USD)

    Expedia

    Details
  • OCHG Beachview 3 Summ
    From $334 per night (USD)

    VRBO

    OCHG Beachview 3 Summ

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    Summary: Close to all the action is this 4 bedroom 3.5 bath townhouse. This place is perfect for large groups that enjoy ...

    From $334 per night (USD)

    VRBO

    Details
  • Serenity at Deep Hole Hideaway - Pet friendly!
    From $248 per night (USD)

    Expedia

    Serenity at Deep Hole Hideaway - Pet friendly!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your blissful oasis, "Serenity at Deep Hole Hideaway!" This charming haven has been given a complete makeover ...

    From $248 per night (USD)

    Expedia

    Details
  • All Done - Pet Friendly; New for 2024!
    From $323 per night (USD)

    VRBO

    All Done - Pet Friendly; New for 2024!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    All Done is located on the popular East Side Road, just minutes from downtown, Maddox Blvd (Beach Road), Memorial Park a ...

    From $323 per night (USD)

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    Details
  • Charlie's Cove - Pet friendly w/ Fenced yard!
    From $240 per night (USD)

    Expedia

    Charlie's Cove - Pet friendly w/ Fenced yard!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Charlie's Cove is waiting to accommodate you and your guests! Conveniently located on Ridge Road in the middle of Chinco ...

    From $240 per night (USD)

    Expedia

    Details
  • Downtown 3 bedroom condo with large pool! 2 blocks to the boardwalk, Atlantic ocean and beach! BH44
    From $214 per night (USD)

    VRBO

    Downtown 3 bedroom condo with large pool! 2 blocks to the boardwalk, Atlantic ocean and beach! BH44

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    DOWNTOWN UPDATED 3 bedroom condo with outdoor pool - great location on 5th St. and a rare find! You'll be just 2 blocks ...

    From $214 per night (USD)

    VRBO

    Details
  • Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED
    From $138 per night (USD)

    Expedia

    Pine Island Retreat - 3BR's, 1st & 2nd level porches NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Amenities: C/A, Microwave, W/D, 3 Screened Porches, Charcoal Grill, W/D, WiFi, Smart TV, Pet Friendly, Step back in ti ...

    From $138 per night (USD)

    Expedia

    Details
  • Belmont Towers 501 - Luxury in the Heart of the OC Boardwalk!
    From $1017 per night (USD)

    VRBO

    Belmont Towers 501 - Luxury in the Heart of the OC Boardwalk!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Belmont 501 - There’s no place like home - except the Beach! Vacation - that magical word puts a smile on your face ev ...

    From $1017 per night (USD)

    VRBO

    Details
  • Wave view condo with balcony, pool, smart TVs, elevator access, W/D, & AC
    From $289 per night (USD)

    Expedia

    Wave view condo with balcony, pool, smart TVs, elevator access, W/D, & AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    White Marlin 303B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $289 per night (USD)

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    Details
  • Lily Pad 2 - Brand New and Dog Friendly!
    From $190 per night (USD)

    VRBO

    Lily Pad 2 - Brand New and Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    “Not all who wander are lost…..” Welcome to Lily Pad 2 in the very heart of Chincoteague Island! If you’ve been looking ...

    From $190 per night (USD)

    VRBO

    Details
  • Ocean City Snug Harbor Sunrise Entire Home
    From $848 per night (USD)

    Expedia

    Ocean City Snug Harbor Sunrise Entire Home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    What better way then to enjoy the Maryland coast than relaxing at out direct bay front home with AMAZING views! The prop ...

    From $848 per night (USD)

    Expedia

    Details
  • Sunkissed Sandbar Lane
    From $226 per night (USD)

    VRBO

    Sunkissed Sandbar Lane

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Bring the whole family or your best group of friends to Sandbar Lane! This house has it all! Room to fit 10 guests,- rel ...

    From $226 per night (USD)

    VRBO

    Details
  • Beautiful Bayfront Townhouse located downtown Ocean City. Free WiFi, Elevator
    From $359 per night (USD)

    Expedia

    Beautiful Bayfront Townhouse located downtown Ocean City. Free WiFi, Elevator

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    A welcome package will be provided at check-in. Enjoy gorgeous sunsets over the bay from the comfort of a private balc ...

    From $359 per night (USD)

    Expedia

    Details
  • El Capitan 105.Direct Ocean Front Townhouse located on the boardwalk, famous Ocean City Boardwalk, with outdoor pool.
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    VRBO

    El Capitan 105.Direct Ocean Front Townhouse located on the boardwalk, famous Ocean City Boardwalk, with outdoor pool.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    El Capitan 105 looking for a boardwalk vacation condo with a pool, you just found it. Like people watching this first fl ...

    Click For Pricing

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  • Brand New 2023 Luxury Waterfront Home w private Boat Dock, Community Indoor/Outdoor Pools
    From $805 per night (USD)

    Expedia

    Brand New 2023 Luxury Waterfront Home w private Boat Dock, Community Indoor/Outdoor Pools

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    This BRAND NEW-2023 spacious, modern open-concept waterfront home is a Families Paradise so bring the whole family to en ...

    From $805 per night (USD)

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    Details
  • BAYDREAM BELIEVER Island getaway in a quiet neighborhood.
    From $170 per night (USD)

    VRBO

    BAYDREAM BELIEVER Island getaway in a quiet neighborhood.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Right off Main Street. Watch the Ponies run down the street right from the yard during Pony Penning. Enjoy beautiful sun ...

    From $170 per night (USD)

    VRBO

    Details
  • Stella della Baia - Close to town, Brand new!
    From $225 per night (USD)

    Expedia

    Stella della Baia - Close to town, Brand new!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to 'Stella della Baia'! This is the perfect little getaway spot if you're looking for something simple, comforta ...

    From $225 per night (USD)

    Expedia

    Details
  • ⭐️Stunning Spacious Home Steps to Boardwalk Grill⭐️
    From $10986 per night (USD)

    VRBO

    ⭐️Stunning Spacious Home Steps to Boardwalk Grill⭐️

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED PRIVATE 2 CAR GARAGE SPACIOU ...

    From $10986 per night (USD)

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  • Ocean City Condo: Covered Deck, Walk to Boardwalk!
    From $571 per night (USD)

    Expedia

    Ocean City Condo: Covered Deck, Walk to Boardwalk!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    Plan your next coastal retreat at this 3-bed, 2.5-bath vacation rental in Ocean City, MD! Just a short walk away from th ...

    From $571 per night (USD)

    Expedia

    Details
  • Fiddler on the Creek Unit #4-Waterfront, Crabbing Pier & Views of Lighthouse
    From $280 per night (USD)

    VRBO

    Fiddler on the Creek Unit #4-Waterfront, Crabbing Pier & Views of Lighthouse

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Fiddler on the Creek is the perfect place to start your Chincoteague vacation. Newly renovated, this unit offers beautif ...

    From $280 per night (USD)

    VRBO

    Details
  • Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location
    From $246 per night (USD)

    Expedia

    Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Looking to get off the beaten path & totally unwind? This quaint, coastal cottage is located down a private drive just o ...

    From $246 per night (USD)

    Expedia

    Details
  • The Blue Heron-Close to Beach & Large Screened Porch!
    From $370 per night (USD)

    VRBO

    The Blue Heron-Close to Beach & Large Screened Porch!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    New for 2024! Call Now to Book For Next Season! This great home features an open floor plan, perfect for the whole fami ...

    From $370 per night (USD)

    VRBO

    Details
  • White Marlin 304B - 1 bedroom bayside, outdoor pool, downtown close to beach and boards
    From $656 per night (USD)

    Expedia

    White Marlin 304B - 1 bedroom bayside, outdoor pool, downtown close to beach and boards

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    White Marlin 304B – Welcome to this charming one-bedroom bayside condo located in the heart of downtown Ocean City. With ...

    From $656 per night (USD)

    Expedia

    Details
  • Downtown Ocean City condo with air hockey, kitchen, & AC  - walk to the beach
    From $154 per night (USD)

    VRBO

    Downtown Ocean City condo with air hockey, kitchen, & AC - walk to the beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Cavalier 204 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...

    From $154 per night (USD)

    VRBO

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  • WOC PETS OK! Walk to Harborside, Bayhopper water taxi! Nature Lovers Delight!
    From $333 per night (USD)

    Expedia

    WOC PETS OK! Walk to Harborside, Bayhopper water taxi! Nature Lovers Delight!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    West OC- Feel the newest HOTSPOT VIBE OF OCEAN CITY! Pet lovers & Nature activists! Hangout & chill in cozy beach cottag ...

    From $333 per night (USD)

    Expedia

    Details
  • Belmont Towers - Pure luxury on the Boardwalk in OCMD!
    From $503 per night (USD)

    VRBO

    Belmont Towers - Pure luxury on the Boardwalk in OCMD!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Belmont 504 - There’s no place like home - except the Beach! Vacation - that magical word that puts a smile on your fa ...

    From $503 per night (USD)

    VRBO

    Details
  • Parrot Bay Townhouse 28 is a Classic Downtown Beach Getaway for the family looki
    From $290 per night (USD)

    Expedia

    Parrot Bay Townhouse 28 is a Classic Downtown Beach Getaway for the family looki

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Just a short stroll from the Boardwalk is Parrot Bay Townhouse 28, a charming 3 Bedroom/2.5 Bath Beach Home comfortably ...

    From $290 per night (USD)

    Expedia

    Details
  • Parrot Bay Townhouse 30 is a Classic Downtown Beach Getaway for the family looki
    From $333 per night (USD)

    VRBO

    Parrot Bay Townhouse 30 is a Classic Downtown Beach Getaway for the family looki

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Just a short stroll from the Boardwalk is Parrot Bay Townhouse 30, a charming 3 Bedroom/2.5 Bath Beach Home comfortably ...

    From $333 per night (USD)

    VRBO

    Details
  • Saltwater Pony on Chincoteague Island!
    From $212 per night (USD)

    Expedia

    Saltwater Pony on Chincoteague Island!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Saltwater Pony - Beach Mode activated! Have you been longing for a Beach Vacation that is truly easy-breezy? ...

    From $212 per night (USD)

    Expedia

    Details
  • Walk to Ocean City Beach: Condo w/ Rooftop Deck
    From $222 per night (USD)

    VRBO

    Walk to Ocean City Beach: Condo w/ Rooftop Deck

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Nestled in the heart of Ocean City, this 2-bedroom, 2-bath vacation rental offers a charming coastal getaway with an unb ...

    From $222 per night (USD)

    VRBO

    Details
  • Large Four Bedroom Townhome with Nice Amenities
    From $302 per night (USD)

    Expedia

    Large Four Bedroom Townhome with Nice Amenities

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    The Space: Large townhome in West Ocean City with a great location and nice amenities. This home offers four bedrooms, ...

    From $302 per night (USD)

    Expedia

    Details
  • Seahorse Shanty - Bring your Dog AND your horses!
    From $228 per night (USD)

    VRBO

    Seahorse Shanty - Bring your Dog AND your horses!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    At the Beach, life is different. Time doesn't move hour to hour, but with the flow of the Ocean. We live by the currents ...

    From $228 per night (USD)

    VRBO

    Details
  • Sweet Caroline -Boardwalk, Luxury, 2 Bedroom, OCMD
    From $435 per night (USD)

    Expedia

    Sweet Caroline -Boardwalk, Luxury, 2 Bedroom, OCMD

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: "Sweet Caroline" - Brand new construction ready for the summer of 2023. This stunning beach condo is absolute ...

    From $435 per night (USD)

    Expedia

    Details
  • One bedroom condo within walking distance to shopping, dining, fishing and the famous Ocean City Boardwalk
    From $193 per night (USD)

    VRBO

    One bedroom condo within walking distance to shopping, dining, fishing and the famous Ocean City Boardwalk

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Harbor Breeze is located in the downtown area of Ocean City on 5th street and bayside, within walking distance of many a ...

    From $193 per night (USD)

    VRBO

    Details
  • Caribbean Ketch - Ride your bike to the Beach!
    From $211 per night (USD)

    Expedia

    Caribbean Ketch - Ride your bike to the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Take a Vacation that makes you forget to check your cell phone…. Looking to leave the real world behind - just for a fe ...

    From $211 per night (USD)

    Expedia

    Details
  • Whispering Pines on Chincoteague - Dog Friendly!
    From $232 per night (USD)

    VRBO

    Whispering Pines on Chincoteague - Dog Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Trees listen to the Breeze; and then rustle its voice so beautifully…. Looking for a getaway that makes you feel a mill ...

    From $232 per night (USD)

    VRBO

    Details
  • Adorable Dog-Friendly Cottage in the heart of Chincoteague!
    From $194 per night (USD)

    Expedia

    Adorable Dog-Friendly Cottage in the heart of Chincoteague!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Ava’s Beach Cottage - Relax, Rejuvenate, and Reconnect….. Life takes you down many paths, but our favorite ones always ...

    From $194 per night (USD)

    Expedia

    Details
  • Endless Summer - Spacious , Pets allowed , WiFi , Fireplace ,  Yard
    From $241 per night (USD)

    VRBO

    Endless Summer - Spacious , Pets allowed , WiFi , Fireplace , Yard

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Total Gem!! Historic Chincoteague Island home totally refurbished for comfortable island living. 3 bedrooms, 2.5 bathro ...

    From $241 per night (USD)

    VRBO

    Details
  • Single home BAY FRONT at 13019 Old Bridge Rd Ocean City, Md.
    From $651 per night (USD)

    Expedia

    Single home BAY FRONT at 13019 Old Bridge Rd Ocean City, Md.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Experience your best vacation with amazing views and breathtaking sunsets in this beautiful 4 bedroom, 3.5 bath single f ...

    From $651 per night (USD)

    Expedia

    Details
  • Walk to everything the inlet has to offer! Amazing bay views!
    From $974 per night (USD)

    VRBO

    Walk to everything the inlet has to offer! Amazing bay views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The best view and close to everything! Watch all of the boats cruise by on the bay or look for the wild horses on Assa ...

    From $974 per night (USD)

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    Details
  • Seaside Village Beach House
    From $264 per night (USD)

    Expedia

    Seaside Village Beach House

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Relax at our Seaside Village Beach House, a charming 4-bed townhome with a stunning bay view from the deck. Enjoy the co ...

    From $264 per night (USD)

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    Details
  • 3BR Belmont Towers on Boardwalk , Ocean & Bay Views, Outdoor Pool
    From $399 per night (USD)

    VRBO

    3BR Belmont Towers on Boardwalk , Ocean & Bay Views, Outdoor Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Enjoy PANORAMIC OCEAN & BAY VIEWS in one of Ocean City's NEWEST Buildings-Belmont Towers directly on BOARDWALK! ALL L ...

    From $399 per night (USD)

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    Details
  • Waterfront Wonder - Private Pier on the Chincoteague Bay!
    From $252 per night (USD)

    Expedia

    Waterfront Wonder - Private Pier on the Chincoteague Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Sunsets are proof that no matter what happens, every day can end beautifully - and there is no better place to take in o ...

    From $252 per night (USD)

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    Details
  • OCHG Beachview 2 Summ
    From $311 per night (USD)

    VRBO

    OCHG Beachview 2 Summ

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    Summary: Close to all the action is this 3 bedroom 3.5 bath townhouse. This place is perfect for large groups that enjoy ...

    From $311 per night (USD)

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    Details
  • OCHG Beachview 4 Summ
    From $459 per night (USD)

    Expedia

    OCHG Beachview 4 Summ

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    Summary: Close to all the action is this 4 bedroom 3.5 bath townhouse. This place is perfect for large groups that enjoy ...

    From $459 per night (USD)

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    Details
  • OCHG 208 Cottage Yellow 5
    From $267 per night (USD)

    VRBO

    OCHG 208 Cottage Yellow 5

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    9

    Summary: Ocean City Beach Cottage located in the heart of Downtown OC. This beach cottage has 3 bedroom 1 bath and an ...

    From $267 per night (USD)

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    Details
  • OCHG Ocean 1 Suite 2
    From $422 per night (USD)

    Expedia

    OCHG Ocean 1 Suite 2

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Summary: Best location in town steps to the beach and very large living area. This 4 bedroom 2 bath single story unit is ...

    From $422 per night (USD)

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    Details
  • OCHG 208 Cottage Yellow 6
    From $332 per night (USD)

    VRBO

    OCHG 208 Cottage Yellow 6

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    9

    Summary: Ocean City Beach Cottage located in the heart of Downtown OC. This beach cottage has 4 bedroom 1 bath and an o ...

    From $332 per night (USD)

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    Details
  • OCHG Oceanfront Villa 2
    From $683 per night (USD)

    Expedia

    OCHG Oceanfront Villa 2

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    18

    Summary: Close to all the action is this 4 bedroom 3 bath apartment. This place is perfect for large groups that enjoy a ...

    From $683 per night (USD)

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    Details
  • OCHG Beachview 1 Summ
    From $342 per night (USD)

    VRBO

    OCHG Beachview 1 Summ

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    15

    Summary: Close to all the action is this 4 bedroom 3.5 bath townhouse. This place is perfect for large groups that enjoy ...

    From $342 per night (USD)

    VRBO

    Details
  • OCHG Ocean 1 Suite 1
    From $787 per night (USD)

    Expedia

    OCHG Ocean 1 Suite 1

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Summary: Best location in town steps to the beach and very large living area. This 4 bedroom 2 bath single story unit is ...

    From $787 per night (USD)

    Expedia

    Details
  • OCHG 208 Cottage Green 3
    From $254 per night (USD)

    VRBO

    OCHG 208 Cottage Green 3

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Ocean City Beach Cottage located in the heart of Downtown OC. This beach cottage has 3 beds 1 bath and an outsi ...

    From $254 per night (USD)

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    Details
  • OCHG Oceanfront Villa 4
    From $359 per night (USD)

    Expedia

    OCHG Oceanfront Villa 4

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    Summary: Close to all the action is this 3 bedroom 2 bath apartment. This place is perfect for family and friends that ...

    From $359 per night (USD)

    Expedia

    Details
  • Touch of Grey- Waterfront, Pet Friendly
    From $319 per night (USD)

    VRBO

    Touch of Grey- Waterfront, Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to "Touch of Grey," a delightful waterfront rental that blends comfort, style, and convenience into a perfect li ...

    From $319 per night (USD)

    VRBO

    Details
  • Ms Kitty's Bayside Bungalow, Park, Pet Friendly
    From $227 per night (USD)

    Expedia

    Ms Kitty's Bayside Bungalow, Park, Pet Friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Ms Kitty's Bayside Bungalow! A charmingly remodeled home now available for rent on Eastside Drive. This deli ...

    From $227 per night (USD)

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    Details
  • Mom and Dad's Sweet Memories - Single home - Pet Friendly, NO LINENS PROVIDED
    From $241 per night (USD)

    VRBO

    Mom and Dad's Sweet Memories - Single home - Pet Friendly, NO LINENS PROVIDED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Amenities: 3BR/2B*** {1Q, 1D, 2T, QSS } Amenities: WiFi, Roku TV, Microwave, Dishwasher, Central HVAC,W/D, TV, Deck, G ...

    From $241 per night (USD)

    VRBO

    Details
  • 5th St Downtown Beach House - 4 Bedroom/2 Bath
    From $626 per night (USD)

    Expedia

    5th St Downtown Beach House - 4 Bedroom/2 Bath

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    16

    5th Street Beach House - Downtown OC - Great for Groups or Families! Enjoy this 4 bedroom/2 bath home located on 5th st ...

    From $626 per night (USD)

    Expedia

    Details
  • Spectacular Water Views and Short Walk to the Boardwalk
    From $191 per night (USD)

    VRBO

    Spectacular Water Views and Short Walk to the Boardwalk

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    ****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...

    From $191 per night (USD)

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    Details
  • Luxurious coastal getaway with multiple balconies, patio, & stunning ocean views
    Click For Pricing

    Expedia

    Luxurious coastal getaway with multiple balconies, patio, & stunning ocean views

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Ashore Thing Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...

    Click For Pricing

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    Details
  • Amazing Sunsets and Cool Summer Breezes
    From $163 per night (USD)

    VRBO

    Amazing Sunsets and Cool Summer Breezes

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    ****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...

    From $163 per night (USD)

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    Details
  • 🏖️ Bold and Bright Oceanfront unit on the Boardwalk!  🏖️
    From $330 per night (USD)

    Expedia

    🏖️ Bold and Bright Oceanfront unit on the Boardwalk! 🏖️

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    Location, location, location! If you like being at the center of it all for your beach vacation, this is the place. A pr ...

    From $330 per night (USD)

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    Details
  • 100 S Baltimore, Close to the beach and Boardwalk
    From $325 per night (USD)

    VRBO

    100 S Baltimore, Close to the beach and Boardwalk

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Minimum age to book: 18 Welcome to this fully renovated, spacious 3-bedroom unit that offers the perfect blend of comfor ...

    From $325 per night (USD)

    VRBO

    Details
  • The Light of Seabright Your luxury retreat in OC. Walking distance to Boardwalk!
    From $841 per night (USD)

    Expedia

    The Light of Seabright Your luxury retreat in OC. Walking distance to Boardwalk!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Gorgeous three bedroom, 2.5 bath penthouse condominium with sweeping views of both the ocean and Assateague Island. Loc ...

    From $841 per night (USD)

    Expedia

    Details
  • Heron Creek on Chincoteague Island!
    From $266 per night (USD)

    VRBO

    Heron Creek on Chincoteague Island!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Heron Creek - Relax, Rejuvenate, and Reconnect….. Life is busy - schedules, school, meetings, and games - it’s nonstop. ...

    From $266 per night (USD)

    VRBO

    Details
  • Ohana Sunrise - Close to the beach - Linens and Towels are provided.
    From $213 per night (USD)

    Expedia

    Ohana Sunrise - Close to the beach - Linens and Towels are provided.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amenities: 3BR / 2BA *** ( Single Level Home) ( 3D) Amenities: Central A/C, Microwave, W/D, DW. WIFI. Gas Grill, Screene ...

    From $213 per night (USD)

    Expedia

    Details
  • Downtown Condo with Great Views and Prime Location
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    VRBO

    Downtown Condo with Great Views and Prime Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Downtown condo with great views and a prime location in the heart of Ocean City, Maryland. This condo offers two bedroo ...

    Click For Pricing

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  • Baltimore & 1st Home
    Click For Pricing

    Expedia

    Baltimore & 1st Home

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Summary: 5 bedroom 2.5 bathroom single Family home located just steps from the Boardwalk downtown OC, this location can ...

    Click For Pricing

    Expedia

    Details
  • Martha's Vista- Waterfront w/ Kayaks & Fenced in Yard.
    From $401 per night (USD)

    VRBO

    Martha's Vista- Waterfront w/ Kayaks & Fenced in Yard.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy stunning views from this updated Chincoteague Cape Cod-style home. Crab or launch your kayak from the private bul ...

    From $401 per night (USD)

    VRBO

    Details
  • Grandma's House - Close to town, game area & large yard!
    From $332 per night (USD)

    Expedia

    Grandma's House - Close to town, game area & large yard!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Introducing a charming and newly renovated home on Chincoteague Island! Grandma's House is a delightful residence, boas ...

    From $332 per night (USD)

    Expedia

    Details
  • The Pelican of Bahia Vista discover your coastal sanctuary with direct bay views
    From $804 per night (USD)

    VRBO

    The Pelican of Bahia Vista discover your coastal sanctuary with direct bay views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape to your coastal haven! This ground-level apartment, cradled by the bay, blends comfort and elegance. Featuring 3 ...

    From $804 per night (USD)

    VRBO

    Details
  • 507 Belmont Towers Oceanfront Pool
    From $243 per night (USD)

    Expedia

    507 Belmont Towers Oceanfront Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED Gorgeous direct ocean front c ...

    From $243 per night (USD)

    Expedia

    Details
  • Stay Salty OC Beach House
    From $432 per night (USD)

    VRBO

    Stay Salty OC Beach House

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boas ...

    From $432 per night (USD)

    VRBO

    Details
  • Luxury three-bedroom, sophisticated decor with free Wi-Fi located downtown
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    Expedia

    Luxury three-bedroom, sophisticated decor with free Wi-Fi located downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Luxury three-bedroom, sophisticated decor with free Wi-Fi located downtown and just two blocks to the beach and Boardwal ...

    Click For Pricing

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    Details
  • Belmont Towers 411 HUGE BALCONY, Boardwalk, Pool, Gym, Sauna, Ocean & Bay Views!
    From $363 per night (USD)

    VRBO

    Belmont Towers 411 HUGE BALCONY, Boardwalk, Pool, Gym, Sauna, Ocean & Bay Views!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    LINENS & TOWELS PROVIDED Experience the epitome of luxury and relaxation in this exquisite 3 bedroom, 2.5 bathroom mode ...

    From $363 per night (USD)

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    Details
  • Spacious Townhome | Pool | Bay Views | Shopping
    From $551 per night (USD)

    Expedia

    Spacious Townhome | Pool | Bay Views | Shopping

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    This spacious 3-story townhouse offers beautiful bay views, seasonal community pool access, a clubhouse gym, and all the ...

    From $551 per night (USD)

    Expedia

    Details
  • Snug Harbor Hideaway
    From $354 per night (USD)

    VRBO

    Snug Harbor Hideaway

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Escape to Snug Harbor Hideaway, a 4-bedroom, 2-bath bayfront and canalfront retreat located in Berlin, MD. This cozy bun ...

    From $354 per night (USD)

    VRBO

    Details
  • Casa Rosa - 12 Spacious friendly environment
    From $351 per night (USD)

    VRBO

    Casa Rosa - 12 Spacious friendly environment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    About this space Historic Downtown, Ocean City Bungalow located at 4th street and St Louis Ave. Free reliable WiFi and ...

    From $351 per night (USD)

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    Details
  • OCHG Ocean 1 Suites
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    VRBO

    OCHG Ocean 1 Suites

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    <p>While you're here, you can enjoy all the comforts of home and more, including an oven and a stovetop, as well as free ...

    Click For Pricing

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    Details
  • Seaside Rendezvous Chincoteague, Seaside Rendezvous Chincoteague
    From $233 per night (USD)

    VRBO

    Seaside Rendezvous Chincoteague, Seaside Rendezvous Chincoteague

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    7

    Seaside Rendezvous on Chincoteague Island Welcome to our 3 Bedroom 2.5 Bath townhome in beautiful, secluded, Silver Sai ...

    From $233 per night (USD)

    VRBO

    Details
  • Comfortable cottage in gated community, 5 mins to OC and Assateague
    From $174 per night (USD)

    VRBO

    Comfortable cottage in gated community, 5 mins to OC and Assateague

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Assateague Pointe! Located next to Frontier Town, only minutes to the Ocean City inlet and minutes to Assatea ...

    From $174 per night (USD)

    VRBO

    Details
  • Two bedroom condo on the boardwalk!
    From $245 per night (USD)

    Expedia

    Two bedroom condo on the boardwalk!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Looking for an oceanfront getaway for your family? Look no further! El Capitan is a 2BR 2BA condominium, located downt ...

    From $245 per night (USD)

    Expedia

    Details