
Assateague Island Rentals

- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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
- 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
- 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)VRBO
- 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
- From $374 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 $374 per night (USD)VRBO
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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
- 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
- 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
- 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
- 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)Expedia
- 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
- 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
- From $482 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 $482 per night (USD)VRBO
- From $584 per night (USD)
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 ...
From $584 per night (USD)Expedia
- From $222 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 $222 per night (USD)VRBO
- From $268 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 $268 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $163 per night (USD)
Expedia
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)Expedia
- From $546 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 $546 per night (USD)VRBO
- From $325 per night (USD)
Expedia
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)Expedia
- From $468 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 $468 per night (USD)VRBO
- From $285 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 $285 per night (USD)Expedia
- From $309 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 $309 per night (USD)VRBO
- From $272 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 $272 per night (USD)Expedia
- From $840 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 $840 per night (USD)VRBO
- From $236 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 $236 per night (USD)Expedia
- From $243 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 $243 per night (USD)VRBO
- From $235 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 $235 per night (USD)Expedia
- From $285 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 $285 per night (USD)VRBO
- From $600 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 $600 per night (USD)Expedia
- From $323 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 $323 per night (USD)VRBO
- From $249 per night (USD)
Expedia
The Belmare Condominiums, Somerset Street, Ocean City, Md.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful - decorator furnished condo in a newer masonry building, in the popular boardwalk area in downtown Ocean City! ...
From $249 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Cute one bedroom condo with outdoor pool in downtown Ocean City.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Located downtown bayside, Harbor Breeze #68 is a quaint third floor walk up. This one bedroom and one bathroom condo is ...
From $230 per night (USD)VRBO
- From $725 per night (USD)
Expedia
4 Bed W/ \nPool Steps to the Beach/Ride
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our 3BR beachfront condo in Ocean City, MD! With a prime location steps from the boardwalk, beach, restaurant ...
From $725 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Belmont Towers 509 is a fabulous vacation experience right on the Ocean City Boa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Belmont Tower 509 - Time wasted at the Beach is time well spent. Life is short and we understand that Vacation time wit ...
From $346 per night (USD)VRBO
- From $715 per night (USD)
Expedia
Seaside Bliss in West Ocean City is a Family vacation Dream come true!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 15
When was the last time that you had a Vacation that took your breath away? Clear the calendar, grab those that matter m ...
From $715 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Olive Ponies - Upper level w/ Water Views!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Olive Ponies! This charming house offers a serene living experience with picturesque water views that promise ...
From $482 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Hailey's Roundhouse - New & Unique Home w/ Water Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Check out Chincoteague's newest Piney Island vacation rental! Hailey's Round House is in a prime location on Chincoteagu ...
From $306 per night (USD)Expedia
- 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
- From $339 per night (USD)
Expedia
Bayside Condo in the Heart of OC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great couple or small family get away! You'll be close to everything downtown OCMD has to offer. Only a 3 block walk to ...
From $339 per night (USD)Expedia
- From $562 per night (USD)
VRBO
Misty Breeze - Welcome to your dream Chincoteague Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our Memories of the Ocean live on, long after our footprints are gone…. Making Memories - isn’t that what it’s all abou ...
From $562 per night (USD)VRBO
- 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
- 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)VRBO
- From $804 per night (USD)
Expedia
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)Expedia
- From $480 per night (USD)
VRBO
One of a Kind Direct Bay Views From This 3 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Searching for the perfect getaway and close to absolutely anything Ocean City MD has to offer? Well, look no further you ...
From $480 per night (USD)VRBO
- 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
- From $626 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $239 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 $239 per night (USD)VRBO
- From $344 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 $344 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Assateague House 204 2BR 2BA Bayfront Condo w/pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Want the best sunsets at the beach? This is the vacation home for you. Recently updated, beautifully decorated ...
From $455 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Parrot Bay 42-Bayside 5th St, W/D, AC, Pool, WIFI
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This terrific 3rd floor walk-up unit features one bedroom and one bath. Conveniently located in old town Ocean City and ...
From $178 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Bel Mare 101-Oceanside 1st St, Free WiFi, Pool, Elev, W/D, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the charm of historic downtown Ocean City like never before in this stunning three-bedroom, two-bath vacation ...
From $343 per night (USD)VRBO
- From $241 per night (USD)
Expedia
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)Expedia
- From $364 per night (USD)
VRBO
Belle Vue - Waterfront with Lighthouse Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Memories are timeless treasures of the heart…. When was the last time you took a Vacation that truly touched your heart ...
From $364 per night (USD)VRBO
- From $319 per night (USD)
Expedia
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)Expedia
- From $227 per night (USD)
VRBO
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)VRBO
- From $422 per night (USD)
Expedia
2 Bed/1 Bath on the Boardwalk by the Inlet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "White Cap" at Bungalows on the Boards – your dream escape on Ocean City's iconic boardwalk by the inlet! Thi ...
From $422 per night (USD)Expedia
- From $421 per night (USD)
VRBO
2 Bed/1 Bath on the Boardwalk by the Inlet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Beachcomber" at Bungalows on the Boards – your perfect getaway on Ocean City's iconic boardwalk by the inlet ...
From $421 per night (USD)VRBO
- From $344 per night (USD)
Expedia
3BR Townhouse Steps from Ocean City Inlet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Experience the ultimate beach vacation at "No Walk to the Boardwalk," a charming 3-bedroom, 2-bath townhouse just steps ...
From $344 per night (USD)Expedia
- From $438 per night (USD)
VRBO
2 Bed/1 Bath on the Boardwalk by the Inlet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Seaspray" at Bungalows on the Boards – your ultimate retreat on Ocean City's renowned boardwalk by the inlet ...
From $438 per night (USD)VRBO
- From $401 per night (USD)
Expedia
2 Bed/1 Bath on the Boardwalk by the Inlet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Shorebreak" at Bungalows on the Boards – your ideal retreat right on the iconic Ocean City Boardwalk by the ...
From $401 per night (USD)Expedia
- From $562 per night (USD)
VRBO
2 Bed/1 Bath on the Boardwalk by the Inlet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Sandbar" at Bungalows on the Boards – your perfect getaway on Ocean City's iconic boardwalk by the inlet! Th ...
From $562 per night (USD)VRBO
- From $408 per night (USD)
Expedia
2nd Floor 2 Bed/1 Bath Directly on the Boardwalk by the Inlet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "High Tide" at Bungalows on the Boards – your perfect getaway spot right on the iconic Ocean City Boardwalk b ...
From $408 per night (USD)Expedia