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 stars6 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 favourite
Home in Rehoboth Beach
4.87 out of 5 average rating, 229 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 stars5 days ago
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!
Superhost
Home in Ocean View
4.87 out of 5 average rating, 67 reviews

PRiVATE Pool, Peaceful, and Close to Bethany Beach

Phil Rating, 5 stars2 weeks 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.
Top guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 72 reviews

Spacious Living in Rehoboth, with a Pool

ClaireRating, 5 stars4 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 favourite
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 favourite
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 favourite
Home in Rehoboth Beach
5 out of 5 average rating, 50 reviews

Charming 4bd beach house- Private pool in BayVista

JoergRating, 5 stars2 weeks 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!!!
Guest favourite
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars8 months ago
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.

Weekly house rentals

Guest favourite
Home in Dewey Beach
4.96 out of 5 average rating, 164 reviews

McAvoy B & B

JaimeeRating, 5 stars2 weeks ago
Great spot, responsive host, overall great experience!
Guest favourite
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 favourite
Home in Ocean City
4.89 out of 5 average rating, 18 reviews

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

MeghanRating, 5 stars7 months ago
The house was huge and super clean! It was great for our large group.
Guest favourite
Home in Rehoboth Beach
4.96 out of 5 average rating, 124 reviews

REHO HAVEN: Near Beaches, Shopping & Restuarants

KaraRating, 5 stars1 week ago
We love this gorgeous home so much, we just keep coming back! It's our third stay at this property because it's the best! Our family of four relaxed comfortably in this beautifully decorated, super-clean three-bedroom , two bath house that's so close to the action, you won't miss a thing, but is tucked away just enough that you can enjoy the peacefulness of a quiet neighborhood for walks and sitting/dining outside. Let's not forget our fabulous host, Beth, who was available for any questions we had and made check-in/check-out a breeze!What a wonderful spring break! If you're reading this and aren't sure what to do, book THIS house! ;)
Guest favourite
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 favourite
Home in Milton
4.97 out of 5 average rating, 125 reviews

Near Dogfish, DE Turf Sports@Bch Linen-towels incl

CoraRating, 5 stars6 months ago
We absolutely love staying at Bernard’s, we have continued to come every year since 2020 because Bernard and Alison are fantastic hosts, the location is perfect and the home is so comfortable for my family. We love to walk to the adorable downtown section of Milton and, of course, Dogfishead Brewery is 2 blocks away - it’s so perfect. It’s an easy drive to downtown Rehoboth, Lewes and we like going through the back roads to Bethany. The location is spot on. The home itself is always pristinely clean and has plenty of space for my family of 5 - me, husband, 2 young kids my father. The backyard is amazing with a lot of space, corn hole and a fire pit. I recommend this so highly - my kids are always asking, when are we going back to Bernard’s? It’s become such an important part of our family travel!
Guest favourite
Home in Chincoteague
4.94 out of 5 average rating, 18 reviews

Coastal Daze Cottage

CatherineRating, 5 stars7 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!
Superhost
Home in Lewes
4.92 out of 5 average rating, 59 reviews

Modern Comfort in Historic Lewes

DonRating, 5 stars6 months ago
Mark's house was perfect for my son's in-laws who came into town for his wedding this past weekend. They didn't have a car, so the location was important - walking distance to downtown Lewes and walking distance to our home. The house was clean and well equipped. Other than a musty smell from being closed when we first arrived, it was perfect.

Private house rentals

Guest favourite
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 favourite
Home in Selbyville
4.9 out of 5 average rating, 173 reviews

Country Private Vacation House

ElizabethRating, 5 stars7 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 favourite
Home in Rehoboth Beach
5 out of 5 average rating, 65 reviews

Beautiful 4 bd/3.5 ba Rehoboth Beach House

WendyRating, 5 stars7 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!
Superhost
Home in Rehoboth Beach
4.9 out of 5 average rating, 109 reviews

Secluded Beach Cottage, 9 min from the beach

JarrettRating, 5 stars5 days ago
We had a great time at Sergiu’s place! Our two dogs had an excellent time and there was a perfect amount of space where both us and our other two friends felt like we had plenty of privacy and each couple had their own bathroom to use. We grilled out back and used the fire pit too and really enjoyed the location. Short drive to the beach and to all the restaurants and stores in Rehoboth. Sergiu was very easy to communicate with and responded quickly. Highly recommend!
Superhost
Home in Berlin
4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

ZacharyRating, 5 stars45 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 favourite
Home in Taylors Island
4.97 out of 5 average rating, 39 reviews

A Vacation for All, Away From It All

ChristyneRating, 5 stars5 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!
Superhost
Home in Rehoboth Beach
5 out of 5 average rating, 5 reviews

Rehoboth Beach Getaway II

LeighRating, 5 stars9 months ago
Beautiful home that felt even more spacious than the pictures made it look. Large master suite, large kitchen/family room area, large upstairs family room. Lots of bedrooms, clean bathrooms, clean and well stocked kitchen, etc. We had one or two questions for Ashley and she was very responsive and helpful. We felt right at home in this lovely house.
Top guest favourite
Home in Lewes
5 out of 5 average rating, 26 reviews

LEWES BEACH, DE Large In-Town House with Parking!

GraceRating, 5 stars1 day ago
this is our second time staying here ! we love the house and the area so much .. will definitely be coming back .. thanks again for a great stay ….

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