
Assateague Island Rentals

- From $253 per night (USD)
VRBO
Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill-B
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
<p></p>Book 3 nights, get 1 night FREE stays thru March 10. inquire before booking<p> This is a Ocbeachfrontrentals .com ...
From $253 per night (USD)VRBO
- From $364 per night (USD)
Expedia
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 $364 per night (USD)Expedia
- From $275 per night (USD)
VRBO
We provide Linens! 3-bedrooms, AC, WiFi, Pool in Downtown Ocean City
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Downtown 3-bedroom condo with an outdoor pool on 5th St. You are just 2 blocks to the boardwalk, beach, and Atlantic Oce ...
From $275 per night (USD)VRBO
- From $308 per night (USD)
Expedia
OCHG 208 Cottage 7 House 2
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 17
Summary: Ocean City Beach Cottage located in the heart of Downtown OC. This Original Beach house has 4 bedrooms and 2 ba ...
From $308 per night (USD)Expedia
- From $183 per night (USD)
VRBO
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 $183 per night (USD)VRBO
- From $395 per night (USD)
Expedia
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 $395 per night (USD)Expedia
- From $236 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 $236 per night (USD)VRBO
- From $529 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 $529 per night (USD)VRBO
- From $208 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 $208 per night (USD)VRBO
- From $306 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 $306 per night (USD)Expedia
- From $134 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 $134 per night (USD)VRBO
- From $428 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 $428 per night (USD)Expedia
- From $265 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 $265 per night (USD)VRBO
- From $127 per night (USD)
Expedia
Updated 1st floor, 1-bedroom, 2-Queen bed condo. Close to parks, beach, & boards
- 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 $127 per night (USD)Expedia
- From $537 per night (USD)
VRBO
Sunkissed Ocean Haven
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sunkissed Ocean Haven, a stunning 3-bedroom, 3-bath beachfront retreat in Ocean City, MD! Fully renovated in ...
From $537 per night (USD)VRBO
- From $706 per night (USD)
Expedia
Marlin Cove II E4 - Ocean City, MD
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
You're going to love staying in this two-level vacation home located within walking distance from the beach during your ...
From $706 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Downtown Condo with Great Views and Prime Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Space: Downtown condo with great views and a prime location in the heart of Ocean City, Maryland. This condo offers ...
From $222 per night (USD)VRBO
- 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 PricingExpedia
- From $378 per night (USD)
VRBO
New for 2025! Spacious 3 bedroom condo with stunning open bay view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New for 2025! Experience an unforgettable vacation. A beautifully spacious open bay view condo in Ocean City, MD. This i ...
From $378 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Starfish on the Channel - New waterfront townhome with golf cart!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Introducing a pristine rental opportunity at this newly-listed townhouse, offering a blend of modern amenities and seren ...
From $304 per night (USD)Expedia
- Click For Pricing
VRBO
Chincoteague Hideaway - Close to town - Linens and Towels Provided - No pets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Amenities:3BR/2B*** {3Q, 1Q S/S} Amenities: Nice yard, short walk to town, glimpse of the Word Famous Chincoteague Pon ...
Click For PricingVRBO
- From $344 per night (USD)
Expedia
Boardwalk to Beach ready! Boat Slip & Parking. Dogs allowed OffSeason W Approval
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your family will be close to everything when you stay at this centrally-located condo. Walk to Inlet and Boardwalk and a ...
From $344 per night (USD)Expedia
- From $231 per night (USD)
VRBO
The Chincoteague Cottage, A charming recently renovated 2BR, 2BA island home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our Chincoteague cottage, l is perfect for a relaxing beach vacation or an off-season getaway from life's hustle and bus ...
From $231 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Parrot Bay 25 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $208 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Downtown Lazy Days
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
You will be close to everything when you stay at this centrally-located condo. This is the perfect location for couples ...
From $252 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Cute Ocean City single family home with Central AC & W/D
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
St Louis Avenue 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $265 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Ocean City Modern 2BR | Walk to Boardwalk | Pool | Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern 2BR/2BA bayside condo in Ocean City just 2 blocks to the beach, boardwalk & inlet events. Sleeps 6 with king & 2 ...
From $218 per night (USD)VRBO
- From $722 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 $722 per night (USD)Expedia
- From $744 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 $744 per night (USD)VRBO
- From $373 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 $373 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Alexander Townhomes - Main Manor!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Alexander Townhomes, your luxurious bayside retreat in Ocean City, MD! This 3-bedroom, 4-bath townhouse boast ...
From $339 per night (USD)VRBO
- From $287 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 $287 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Dorchester Drift B: Shore Nest
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Dorchester Drift B: Shore Nest—your cozy, family-friendly escape just one block from the beach and Boardwalk ...
From $282 per night (USD)VRBO
- From $360 per night (USD)
Expedia
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 $360 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Dorchester Drift A: Sea Lookout
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Dorchester Drift A: Sea Lookout—your family’s perfect beachside retreat in the heart of Ocean City! Located j ...
From $226 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Modern Beachfront Studio 307
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This studio is the prime spot for your beach+boardwalk vacation! Please read through the entire listing descri ...
From $200 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Modern Beachfront Studio 205
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This studio is the prime spot for your beach+boardwalk vacation! Please read through the entire listing descri ...
From $180 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Updated and Comfortable Trailer in West OC!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Updated and family-friendly 5 BR/2 Bath trailer in West Ocean City! Comfortable and fully equipped for a seamle ...
From $340 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Modern Beachfront Studio 207
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This studio is the prime spot for your beach+boardwalk vacation! Please read through the entire listing descri ...
From $313 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Modern Beachfront Studio 305
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This studio is the prime spot for your beach+boardwalk vacation! Please read through the entire listing descri ...
From $274 per night (USD)Expedia
- Click For Pricing
VRBO
Charming 3 BR/2BA spacious home in W. Ocean City near Shopping and Restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This marvelous house in West Ocean City is a gem waiting to be discovered by guests. With 3 bedrooms that sleeps up to 9 ...
Click For PricingVRBO
- From $703 per night (USD)
Expedia
Pristine West OC townhome close to shopping, w/kitchen, washer/dryer & free WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
9823 Golf Course Rd # 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $703 per night (USD)Expedia
- From $285 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 $285 per night (USD)VRBO
- From $148 per night (USD)
VRBO
Newly Renovated 2 bed 1.5 bath 2 story Condo in Quiet Yet Convenient West OC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our newly renovated two story condo in West OC Maryland. There is not a surface that has not been touched dur ...
From $148 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Seaside Village Apt 102, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $245 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Seaside Village Apt 101, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $264 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Seaside Village Apt 104, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $237 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Seaside Village Apt 101, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $231 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Seaside Village Apt 202, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $230 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Seaside Village Apt 201, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $262 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Seaside Village Apt 203, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $238 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Seaside Village Apt 204, New Construction Summer 2025
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Seaside Village, a newly constructed apartment complex located in one of the most desirable neighborhoods of ...
From $261 per night (USD)Expedia
- 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
- From $225 per night (USD)
Expedia
Large Three Bedroom Townhome with Nice Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The Space: Large townhome in West Ocean City, Maryland with nice amenities and a prime location. This home offers three ...
From $225 per night (USD)Expedia
- From $231 per night (USD)
VRBO
2 Blocks to Boardwalk, End Unit Condo at the Inlet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spotless, beautifully decorated corner condo just 2 blocks from the Boardwalk, beach, & all of OC's downtown attractions ...
From $231 per night (USD)VRBO
- From $439 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 $439 per night (USD)Expedia
- From $251 per night (USD)
VRBO
2 Blocks to the Boardwalk - Panoramic Views of Assateague Island, Bay and Ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
4th-floor corner condo with breathtaking panoramic views of the bay, ocean, & inlet—2 blocks from the Boardwalk, beach, ...
From $251 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Sandpiper Shanty - Brand New and Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
A day spent at the Beach is never a wasted day…. Welcome to stunningly beautiful and Brand New Sandpiper Shanty on Chin ...
From $247 per night (USD)Expedia
- From $716 per night (USD)
VRBO
Waterfront 4BR w/ Dock & Kids’ Rec Room
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Bring the whole family to this spacious 4-bedroom waterfront retreat in West Ocean City. Whether you’re arriving by car ...
From $716 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Parrot Bay 35 | Pet Friendly | Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to Parrot Bay 35, a recently updated 2-bedroom, 1-bath condo located just steps from the beach in Ocean ...
From $270 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Tori's Landing-Charming Townhome with Shared Pier, Kayak Launch & Water Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tori's Landing is a charming townhome nestled in a tranquil setting. The community offers convenient water access with ...
From $214 per night (USD)VRBO
- Click For Pricing
Expedia
Seadar-Charming Coastal Cottage with Water Views of Assateague Channel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stunning Cape-Style house with views overlooking the marshes and across to the Assateague Channel. Just a short stroll ...
Click For PricingExpedia
- From $183 per night (USD)
VRBO
Surf Crest 104 Summar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: Just a short stroll from the Ocean, this charming 1-bedroom, 1-bathroom vacation rental condo offers the ideal ...
From $183 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Stay where the Sun meets the Bay! Just steps to Boardwalk and Park-Bayfront Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the best of Ocean City from this remodeled 2BR/2BA condo with over 1,000 sq. ft. of space and breathtaking bay vie ...
From $204 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Luxury - bay view condo with balcony, pool, W/D, AC & a short walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
White Marlin 308B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $424 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Sunny - bay view condo with balcony, shared pool, W/D, AC, blocks from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
White Marlin 208B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $354 per night (USD)Expedia