House vacation rentals in Assateague Island

Find and book unique houses on Airbnb

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Popular amenities for Assateague Island house rentals

House rentals with a pool

Superhost
Home in Rehoboth Beach
4.75 out of 5 average rating, 4 reviews

New property with private pool! Sleeps 10

KimberlyRating, 5 stars5 months ago
Exactly as described, great space! Bedrooms, bathrooms and kitchen brand new and super high end appliances. Living room space comfortable and well appointed. Highly recommend!
Guest favorite
Home in Rehoboth Beach
4.87 out of 5 average rating, 228 reviews

Dodd House Beach Home w/private pool and hot tub

AmandaRating, 5 stars2 months ago
Lynn & Brian were amazing Hosts! They were always responsive & available. They had plenty of things to do around the house & around town as well. The property was amazing & beautiful and was only a short little walk to the beach. I would highly recommend this place to all friends & family! Being pet friendly was an awesome addition as well!
Superhost
Home in Ocean View
4.87 out of 5 average rating, 67 reviews

Quiet Beach Cottage with PRIVATE POOL

Phil Rating, 5 stars1 week ago
We stayed at Trina’s place on a resent golf trip. She was great, and her place is exactly as described. She reached out days before we arrived with clear directions for check in, which was a breeze. Trina responded very quickly to my question and I would highly recommend stay with her if you are traveling to the area.
Guest favorite
Home in Salisbury
4.9 out of 5 average rating, 60 reviews

The Bury Oasis: Pool◈Hot Tub◈Master Suite◈PingPong

DavidRating, 5 stars3 months ago
The Oasis was perfect for our needs . We will definitely book it again in the future!
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 72 reviews

Spacious Living in Rehoboth, with a Pool

ClaireRating, 5 stars3 months ago
Lovely place to stay! My family and I had our Christmas here and it was the perfect space. It was comfortable, came well stocked, and had nice touches throughout the home.
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 19 reviews

Pet friendly house w/shared pool, slide & hot tub

MeghanRating, 5 stars7 months ago
Booking with Chad made my family vacation a breeze. Super accommodating, very considerate and friendly. Beautiful home and lovely atmosphere. 10/10 would recommend and would book again.
Top guest favorite
Home in Rehoboth Beach
4.97 out of 5 average rating, 86 reviews

Modern Beach House w/ Private Pool

LaurenRating, 5 stars7 months ago
We had an amazing stay and we loved the pool! It's definitely not your average Airbnb and felt like home. We had 5 adults & 1 toddler. The upstairs was great for the toddler/my husband and I since it was larger and had the private bathroom but was still usable to other guests, if needed because of the separate doors. There also had all the beach amenities you would need, which was so helpful - along with the Rehoboth parking pass. We can't thank M&M enough for this great option!
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 50 reviews

Charming 4bd beach house- Private pool in BayVista

JoergRating, 5 stars1 week ago
Danielle’s place was just awesome. From the minute we walked in we felt right at home. Very spacious, bright and just lovely overall! The kitchen had everything that you could dream of. Whenever we thought, oh we need this and that, it was right there. The sunroom is a dream to enjoy your morning coffee or afternoon drink. The bedrooms upstairs are spacious, very comfortable and the bathrooms had all amenities that you needed. We didn’t really use the backyard due to the weather but I am convinced that you will have a great time outdoors if the temperatures are right!! We will definitely try to come back!! Thank you!!!

Weekly house rentals

Guest favorite
Home in Rehoboth Beach
4.92 out of 5 average rating, 132 reviews

Vintage 1929 Rehoboth Beach House

AmyRating, 5 stars6 days ago
We had a wonderful stay. The location was fantastic for the kids to ride bikes on the boardwalk by themselves.
Guest favorite
Home in Dewey Beach
4.96 out of 5 average rating, 163 reviews

McAvoy B & B

EricRating, 5 stars2 months ago
Great place and location, thank you!
Guest favorite
Home in Dewey Beach
4.94 out of 5 average rating, 211 reviews

Cozy Home at 109 Swedes St

KelleyRating, 5 stars6 months ago
Eileen’s place did not disappoint. It was as beautiful as the pictures. The kitchen was well appointed. We enjoyed the outdoors space. It was a great place for some rest and relaxation. Thank you Eileen for sharing you house with us and being a great host.
Guest favorite
Home in Ocean City
4.89 out of 5 average rating, 18 reviews

New 5 Bdrm/Bayside Home/Prime Spot/Private Parking

MeghanRating, 5 stars6 months ago
The house was huge and super clean! It was great for our large group.
Top guest favorite
Home in Salisbury
4.98 out of 5 average rating, 196 reviews

Beautiful Renovated Home, Perfect Getaway!

DanielleRating, 5 stars1 week ago
This was our second time staying at this rental and we would recommend to others. Ann's communication was great and she even gave us the option to check in early and check out late as it was available.
Guest favorite
Home in Rehoboth Beach
4.92 out of 5 average rating, 61 reviews

Salt Forest RB Home - Centrally Located

HollyRating, 5 stars7 months ago
My parents, myself, and my 2 youngest kids (9, 11) thoroughly loved the house. We felt right at home. You can tell the owners actually use the house as it has everything that you may need. No need to bring towels, sheets, blankets, or towels. They have it. Plenty of dishes and glasses. Games! Wine opener. Awesome refrigerator. Huge washer and dryer. Back porch is screened in. The 2 zones for HVAC were much appreciated as my parents are older and get cold. They were able to have the downstairs area a little warmer while we had the upstairs comfortable for us. My mom uses a cane. We really appreciated the ease of one floor living for her once we were in the house. Easy instructions to follow. A binder full of helpful local tips and info. We didn’t have any issues but based on my prior experiences with them, I know the owners would have responded. It was so nice to not deal with a property mgt comp. Neighborhood was nice. Everyone waves. Felt safe. Close to all. We hope to return!
Guest favorite
Home in Rehoboth Beach
4.82 out of 5 average rating, 172 reviews

IN-TOWN - WALK/BIKE/DRIVE TO BEACH/DINING & STORES

GeorgiaRating, 5 stars8 months ago
We had a great stay at Rhonda’s house. She’s an excellent communicator and instructions were very clear. We had a small issue and she responded right away she walked us through how to correct it. As for house it was very clean and updated. Plenty of space for 5 people. The beds were very comfortable (attested to by my 9 year old son). The location was great as it was less than a 10 minute walk to the Main Street with restaurants, coffee shops and stores.About a 20 -25 minute to the boardwalk. We did drive to the beach and my husband rode his bike but you could walk the 20-25 minutes. We would definitely stay here again on our next trip to Rehoboth.
Guest favorite
Home in Chincoteague
4.94 out of 5 average rating, 18 reviews

Coastal Daze Cottage

CatherineRating, 5 stars6 months ago
Christine was a wonderful and very responsive host. The stay was really wonderful for a last minute trip with my husband. The house is walking distance to many restaurants on the island and you can walk a short distance to the sound side of the island. The shower is on the main floor and the bedrooms are on the second. Theres a small bathroom on the second floor which was very convenient. The house was incredibly charming and well air conditioned. The bed was incredibly comfortable - we would stay here again!

Private house rentals

Guest favorite
Home in Rehoboth Beach
4.88 out of 5 average rating, 48 reviews

Family beach house near the beach and bay, 3BR 2BA

AmandaRating, 5 stars2 months ago
Loved our stay! The house is in a great location. Close enough to walk to the beach and restaurants and yet secluded and peaceful. The house was perfect for our family. A little yard space for the dog and we enjoyed the hot tub. Bill was incredibly accommodating and went above and beyond to make sure we had a great stay. We hope to come back soon. Highly recommend!
Top guest favorite
Home in Selbyville
4.9 out of 5 average rating, 173 reviews

Country Private Vacation House

ElizabethRating, 5 stars6 months ago
This was a great place to stay while we went to the Ocean’s Calling music festival in Ocean City. The location was great, away from everything but still only a short drive. As someone who easily gets grossed out by air bnbs, it was so clean and comfortable, with plenty of space! Thanks for an incredible stay, will definitely want to stay again if we come back to the area!
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 65 reviews

Beautiful 4 bd/3.5 ba Rehoboth Beach House

WendyRating, 5 stars6 months ago
What an amazing place! We were here for a family reunion, with 6 adults and 2 teens, and it felt so spacious and comfortable for all of us. The kitchen is amazing - so well appointed and functionally designed - it's much nicer than my kitchen at home! :) We enjoyed the open floorplan upstairs for lots of easy hang-out time while cooking, eating, playing games, etc. Luda was incredibly responsive and a wonderful host. Overall, a fantastic stay - we will be back!
Top guest favorite
Home in Rehoboth Beach
4.95 out of 5 average rating, 204 reviews

Pet friendly cottage 4 blocks to Beach

CarlosRating, 5 stars6 days ago
David’s house was well appointed and in a quiet, walkable neighborhood. The front and rear screened porches made for a very inviting atmosphere, and the bed linens were super comfortable. A great kitchen and dining space helped round out what was a terrific home overall. Thank you.
Superhost
Home in Berlin
4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

ZacharyRating, 5 stars44 months ago
What a truly incredible place and host! I can’t say enough about Kate’s responsiveness and the incredible space. We loved it and hope to be back again!
Top guest favorite
Home in Salisbury
4.87 out of 5 average rating, 123 reviews

Hudson House

WendyRating, 5 stars4 months ago
We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.
Top guest favorite
Home in Cambridge
4.95 out of 5 average rating, 231 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars3 weeks ago
What a gem! My daughters and I loved our week spent here. The home is a true beauty with all the charm of a seaside getaway. All of the amenities truly made it feel like home, and the kitchen is amazing! Everything was streamlined and easy, the host was wonderfully responsive, and the home had such a friendly, warm, relaxing feel to it. It was such a terrific experience through and through, I would highly recommend taking full advantage of this beaut!
Top guest favorite
Home in Taylors Island
4.97 out of 5 average rating, 39 reviews

A Vacation for All, Away From It All

ChristyneRating, 5 stars4 months ago
If you are looking for a peaceful escape, you found it. Although this home can be used for large gatherings, it is also the perfect getaway for 2. My husband and I loved watching the water and the natural wildlife. DO NOT MISS THE OPPORTUNITY TO EXPERIENCE THIS HOUSE!

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