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Pet-friendly vacation rentals in Assateague Island

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Assateague Island pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Ocean Pines
5 out of 5 average rating, 5 reviews

Ocean Pines 2BR 1BA Cottage with Fire Pit

Chelsea and Elizabeth Rating, 5 stars1 month ago
Our family has a beach house in Ocean Pines, and we are looking to purchase our own in the coming years. We have stayed in all parts of ocean Pines and love it so much, we came across this house a couple months ago and I’m so glad we did! We spend most of the summer in Ocean Pines had different rentals and will definitely be coming back specifically to this one!! it’s perfect for our small family and pet friendly! The house was small but spacious, quiet and tranquil. 10/10 highly recommend!
Guest favorite
Home in Crisfield
4.79 out of 5 average rating, 133 reviews

BayTime

BeckyRating, 5 stars1 week ago
this was the second time we have stayed and it was just as nice as the first time. we love the house and ms Brenda is a great host.10 out of 10 recommend
Guest favorite
Home in Ocean City
4.96 out of 5 average rating, 169 reviews

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

Mary JaneRating, 5 stars1 month ago
Our second awesome stay at Dana’s house. Spotless home, the best yard with deck, quiet location, and great hosts. I especially want to thank Joseph with my text at 5 am as I was not working the mini splits correctly. His immediate response was awesome. Thanks again! Tom and MJ
Top guest favorite
Home in Deal Island Historic District
4.97 out of 5 average rating, 29 reviews

Rusty Anchor

RachelRating, 5 stars2 weeks ago
Rustic and charming, the Rusty Anchor was exactly what we hoped for. The screened porch was a favorite hang out spot. The kitchen sink was absolutely adorable. And the host had tons of family friendly amenities available like a baby bath, beach toys, coloring books, and board games. It looks just like the pictures. Her recommendations for the Washington Inn (now Sugar Water), the local beach, and the produce stand were all fantastic. We didn’t want to leave. If you are looking for a low-key, relaxing get-away, this is the perfect place.
Superhost
Home in Chincoteague
4.83 out of 5 average rating, 40 reviews

Endless Sunsets(Formerly Honeymooner)Dock Sunsets

CynthiaRating, 5 stars1 month ago
From the unbearable sunsets on the end of the dock to sleeping with salt air breeze, screened in porch for breakfast and lingering over a good book - our stay was everything we needed.
Guest favorite
Home in Berlin
5 out of 5 average rating, 5 reviews

Snug Harbor Hideaway

DougRating, 5 stars1 month ago
we came in a couple hours early from long island they let us pay a fee to get in early. very clean place was better then the pictures quiet area
Guest favorite
Home in Deal Island Historic District
4.94 out of 5 average rating, 32 reviews

House of the Setting Sun/Deal Island Bayfront Home

DawnRating, 5 stars3 weeks ago
Once again, our family had an awesome stay in this beautiful home. Definitely will be back..
Guest favorite
Home in Chincoteague
4.91 out of 5 average rating, 192 reviews

Rest A'Shored charming Chincoteague getaway

DominicRating, 5 stars1 week ago
Our second stay here in Chincoteague at this location and we plan on continuing the tradition next year. We had a great time and the place was exactly as described.

Pet-friendly home rentals with a pool

Top guest favorite
Cottage in Ocean Pines
4.98 out of 5 average rating, 41 reviews

3-bedroom cottage in Ocean Pines

SylvainRating, 5 stars4 weeks ago
Viktoria's place was exactly what we were looking for. A three-bedroom place not far from Ocean City and Assateague, in a peaceful environment. Was super easy to go to both places during the long Week-End. The house was as advertised, spacious enough to accommodate the family but not too big. Next time we plan another WE in this area, we will certainly Viktoria's place again.
Top guest favorite
Guest suite in Rehoboth Beach
4.98 out of 5 average rating, 131 reviews

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

JaidynRating, 5 stars2 weeks ago
We love Liz’s place so much this is our third visit. Very clean, great location, and an unbeatable price for a beach town in the summer. 1000/10 recommend!
Top guest favorite
Condo in Rehoboth Beach
4.95 out of 5 average rating, 115 reviews

Beach Perfect Getaway: 2-Bedroom Apartment

NormRating, 5 stars1 week ago
Florian's place in Rehoboth was great. Pictures perfectly show the apartment. Spotlessly clean! Although it is not in town, the place is close to the outlets, grocery stores and restaurants, and is a short drive to town and the beach. The unit is really comfortable, and has all the kitchen amenities one needs for a stay there. The grounds of the condo are really nice - surrounded by woods, and it is very quiet. Would definitely recommend it!
Guest favorite
Townhouse in Ocean Pines
4.95 out of 5 average rating, 60 reviews

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

JonathonRating, 5 stars3 days ago
As my first time experiencing an AirBNB rental, Stephanie & Enrique have set the bar high. Their home was perfect for our family of 5. Stephanie gave great recommendations to keep us busy during our stay whether it was for indoor activities if the weather was bad & plenty of outdoor activities when the weather was nice. We wish had stayed more days to try out everything she recommended. My family felt comfortable in their home & that was most important to me having 3 small children.
Guest favorite
Home in Ocean Pines
4.95 out of 5 average rating, 129 reviews

Little house in Berlin, Md.

AmandaRating, 5 stars2 months ago
Great for a few days getaway! Comfortable and cozy!
Superhost
Bungalow in Horntown
4.81 out of 5 average rating, 146 reviews

Nature's retreat @ the Bug-a-Boo. Beaches nearby

SunnyRating, 5 stars6 months ago
Just spent Thanksgiving weekend at the Bugaboo. What a delightful house. I arrived late Wednesday night and quickly discovered there was no running water. With Thanksgiving being the next day, I assumed nothing could be done until Friday. However, much to my surprise, Rita and Elaine were right on it, knocking on the door early Thursday morning to let me know that water would be restored within hours. And it was! I was so impressed with the quick response and handling of the situation. Before checking out on Sunday, Elaine again visited and told me I didn’t have to rush to be out of the house at checkout time because no one was coming in that day. Again, pleasantly surprised and appreciative. The icing on the cake was that the host reimbursed me for one night’s stay because of the water situation even though I didn’t ask for it or expect it. I definitely plan to rent Bugaboo again. It’s clean, has nice furniture, a most comfortable bed, a great kitchen and a great location!
Top guest favorite
Home in Rehoboth Beach
4.9 out of 5 average rating, 120 reviews

Luxury Carriage House in Rehoboth Beach

LoriRating, 5 stars3 weeks ago
Linda was so friendly and responsive to all my questions. Her place is absolutely beautiful, clean, close to the beach and shopping outlets. It felt like home away from home. She thought about every need for her guests, even having bike available! This was my first time booking an Airbnb and the experience will absolutely make me a returning customer.
Top guest favorite
Condo in Lewes
4.94 out of 5 average rating, 260 reviews

Spacious| Modern &Cozy| Pool| Close to the Beaches

VictoriaRating, 5 stars1 day ago
Our stay at this comfortable condo was exactly what we needed it to be and more! When we walked inside, the property was larger than anticipated and in great condition. For three coupes, this was the perfect amount of space. We definitely felt like we were in a "home away from home" and after the quick and friendly responses from our host, we knew we were in good hands. Thank you!

Private, pet-friendly home rentals

Top guest favorite
Home in Snow Hill
5 out of 5 average rating, 19 reviews

The Puskar’s Landing

CandaceRating, 5 stars3 weeks ago
Such a beautiful home! It also was very cozy and peaceful. The beach and pier is a nice walk away and the hot tub was perfect for relaxing. Host was very friendly and responsive if we needed anything. I will most definitely be staying here again!
Superhost
Cottage in Chincoteague
4.72 out of 5 average rating, 100 reviews

SNUG HARBOR waterfront cottage with a grand view!

AlexandraRating, 5 stars3 weeks ago
We ABSOLUTELY loved our visit, and plan to return and stay with Basia! Our weekend consisted of rainy weather and she offered us a covered porch which was well worth it!! Each morning we had a peaceful water view with the horses in the distance. I don’t think it could get any better. The boat tour was SO much fun. Basia stayed in contact with us about when would be the better time to go. She really looked out for us when the weather would be at its peak. Her recommendations never failed to impress. Thank you SO much for having us!! We plan to be back.
Superhost
Home in Westover
4.94 out of 5 average rating, 82 reviews

Beachfront Chesapeake Bay Retreat

MarvinRating, 5 stars3 weeks ago
Me encantó muy cómodo bonita la playa y organizado se los recomiendo
Top guest favorite
Home in Selbyville
5 out of 5 average rating, 72 reviews

Lighthouse Cottage- Pet Friendly & Close to beach

DenisRating, 5 stars4 days ago
We loved our stay at the beautiful cottage. Clean, charming, well decorated and the kitchen everything you need to cook your meals if you choose to. The grocery store is very near and so are the beaches. Ideal location to relax away from the traffic and crowds but at the same time close to everything. Hope to come back and stay again
Guest favorite
Home in Onancock
5 out of 5 average rating, 19 reviews

Leave your paw prints by the bay

MaryRating, 5 stars1 month ago
First of all, this house and the views are STUNNING. This was the first vacation that I have taken with my fiancé and our 2 pups, and we had the best time--it was such a sad day when we had to leave lol. We basically ordered Doordash and Walmart Pickups the entire time we were there and never left the property during our stay. The kitchen was very well stocked with all the cookware you could need, there are kayaks and paddle boards for entertainment, and plenty of floats for relaxing in the bay. There is a little private beach within 1 min walking distance from the house and there is access to the water from the backyard. It had everything we wanted for a relaxing vacation with our pups. I am already working on convincing my fiancé that we need to go back in the near future. 10/10 would recommend.
Guest favorite
Cabin in Onancock
4.94 out of 5 average rating, 50 reviews

Awesome private off grid cabin with creek view.

DanielRating, 5 stars4 weeks ago
This place was as described. Very peaceful get away for my family and totally worth the price we paid. Teresa was quick to respond and recommended some place to eat. We will be back to experience the fall weather.
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 15 reviews

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

TammyRating, 5 stars3 weeks ago
We had a wonderful stay during our first visit to Rohoboth. The house was beautiful, spacious, and clean. The host was quick to respond to any question or need. The kitchen had everything we needed to cook and the dining area was great for playing our group games. We loved the pool and hot tub area as well. We would definitely come back!
Top guest favorite
Home in Ocean City
4.98 out of 5 average rating, 50 reviews

Luxurious Bay Front Condo

AbbyRating, 5 stars1 week ago
Perfect Beach Getaway! We had an amazing stay at this condo! It was incredibly clean and spacious, with plenty of room for our family to relax. The views were stunning, and we loved being just a short walk from the beach and boardwalk—super convenient, especially with kids. The space is definitely kid-friendly, and the overall vibe was comfortable and welcoming. On top of it all, the host was extremely responsive and friendly, making the entire experience smooth and stress-free. Highly recommend for anyone visiting Ocean City!

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