Assateague Island Vacation Rentals

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Vacation Rentals in Assateague Island

Key West Cottages

3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (475)
"Amazing place for vacation "
United States
carla
$134 nightly
The price is $151
Dec 1 - Dec 2
Total with taxes and fees
Key West Cottages

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

Assateague Pointe
9.8 out of 10, Exceptional, (43)
"This is a beautiful clean modern home."
United States
Toni R.
$275 nightly
The price is $305
Nov 10 - Nov 11
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague

Shore Point Cottages

3.0 star property
Berlin
9.4 out of 10, Exceptional, (297)
"Was a great place to bring kids and dogs! "
United States
AMANDA
$124 nightly
The price is $138
Nov 10 - Nov 11
Total with taxes and fees
Shore Point Cottages

2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville

3.5 star property
Selbyville
10.0 out of 10, Exceptional, (3)
"We had a great couple of days here. The community is well located to get to and from the beaches (Fenwick and Bethany) and yet away from the crowds and in a really scenic part of Selbyville. We loved our stay and enjoyed the pool (there are 2). The place itself felt like home from the start, owner is really responsive and friendly, and it exceeded our expectations. Would definitely stay again. Felt like home away from home. "
United States
Lauren
$265 nightly
The price is $275
Nov 9 - Nov 10
Total with taxes and fees
2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1294)
"Nice view from balcony "
United States
Grant
$75 nightly
The price is $83
Nov 17 - Nov 18
Total with taxes and fees
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Selbyville
9.8 out of 10, Exceptional, (39)
"Great place for a quick weekend stay! So clean; had everything we needed!"
United States
Peggy M.
$300 nightly
The price is $306
Nov 9 - Nov 10
Total with taxes and fees
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

Selbyville
9.2 out of 10, Wonderful, (118)
"Had a great experience, although some minor issues with the heating, it was quickly taken care of and handled with much importance! Truly a great host to work with!"
United States
Kimberly L.
$230 nightly
The price is $233
Nov 24 - Nov 25
Total with taxes and fees
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Ocean View
9.2 out of 10, Wonderful, (78)
"Really enjoy the stay and the home. Always a good time and relaxing space. "
United States
Armando L.
$372 nightly
The price is $375
Nov 10 - Nov 11
Total with taxes and fees
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

On Main Street - Apartment C - Berlin, MD

Downtown Berlin
9.4 out of 10, Exceptional, (28)
"Small but sufficient space for my wife & myself…we could walk to everything we wanted to see in Berlin…we ate at half a dozen different places within quick walking distance of the rooms…never had to worry about directions or parking…will come back in the fall for more!"
United States
JOHN B.
$212 nightly
The price is $235
Nov 24 - Nov 25
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD

Blufin Bungalows & Marina

3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (204)
"yesss amazing stay "
United States
EDA
$169 nightly
The price is $190
Nov 27 - Nov 28
Total with taxes and fees
Blufin Bungalows & Marina

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Downtown Ocean City
9.8 out of 10, Exceptional, (58)
"A wonderful stay in close walking distance to mini golf, the beach, restaurants, boardwalk, etc. The place was clean, had great amenities, and the host was easy to reach for any questions. "
United States
Emily D.
$316 nightly
The price is $351
Nov 9 - Nov 10
Total with taxes and fees
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

North Ocean City
9.6 out of 10, Exceptional, (92)
"Good location with great views."
United States
Mark M.
$391 nightly
The price is $434
Nov 10 - Nov 11
Total with taxes and fees
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Up the Neck
9.4 out of 10, Exceptional, (136)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
$322 nightly
The price is $350
Nov 11 - Nov 12
Total with taxes and fees
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Love Above the Waves - Best Ocean View + Heated Pool

North Ocean City
9.6 out of 10, Exceptional, (41)
"Convenient and pleasant. "
United States
Robert K.
$209 nightly
The price is $232
Nov 9 - Nov 10
Total with taxes and fees
Love Above the Waves - Best Ocean View + Heated Pool

Charming 2-Bed Condo Steps From the Beach!

North Ocean City
10.0 out of 10, Exceptional, (31)
"I stayed at this property with my toddler, two girlfriends, and mom. It was clean, spacious, and very close to the beach. Only a few stairs to get into the front door made it super easy lugging all the beach things around. Will definitely look into staying here again next year! "
United States
Nicole F.
$301 nightly
The price is $334
Nov 9 - Nov 10
Total with taxes and fees
Charming 2-Bed Condo Steps From the Beach!

Only 5 min. from the Beach!

Chincoteague Island
9.2 out of 10, Wonderful, (28)
"Our 2 bedroom stay was the perfect size. It was right on the corner of the second floor so we felt like we have the balcony to ourselves. The staff was friendly and the communication was great. Will definitely stay again!"
United States
Mallory
$184 nightly
The price is $192
Nov 16 - Nov 17
Total with taxes and fees
Only 5 min. from the Beach!

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Accomac
10.0 out of 10, Exceptional, (26)
"This property is exactly as advertised. Safe area and easy to find. Nice yard. Plenty of room. Nice outdoor deck. A lot of nice extra touches, too. "
United States
Wynona
$287 nightly
The price is $317
Nov 22 - Nov 23
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Down the Marsh
9.8 out of 10, Exceptional, (20)
"We stayed three nights and they were all delightful. The cabins are super clean, well equipped, comfortable beds, screened in front porch.- in other words anything you could wish! My only critique is that I don’t think the smoke alarm in the CO2 detectors were listed in the ad and they should be because they definitely are there!We will gladly come again someday."
United States
Anne T.
$182 nightly
The price is $204
Nov 20 - Nov 21
Total with taxes and fees
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Only 5 min to Assateague National Seashore!

Chincoteague Island
9.4 out of 10, Exceptional, (20)
"Nice place. "
United States
Rick B.
$183 nightly
The price is $191
Nov 11 - Nov 12
Total with taxes and fees
Only 5 min to Assateague National Seashore!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Downtown Chincoteague
10.0 out of 10, Exceptional, (63)
"We absolutely loved the location of the property - so walkable and bikeable to so many fun things, and nestled in a neighborhood with a great vibe. Easy communication with the host when we needed it, too. "
United States
Kimberley M.
$222 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Assateague Island Hotel Reviews

Find out more about Assateague Island

Everything you need to know about Assateague Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Assateague Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Assateague Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Assateague Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Assateague Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Assateague Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Assateague Island rentals

At Expedia, we put the best Assateague Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Assateague Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Assateague Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Assateague Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.