
Pet-friendly vacation rentals in Assateague Island
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Top-rated pet-friendly home rentals in Assateague Island
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Pet-friendly house rentals

Ocean Pines 2BR 1BA Cottage with Fire Pit
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!

BayTime
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

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

Rusty Anchor
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.

Endless Sunsets(Formerly Honeymooner)Dock Sunsets
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.

Snug Harbor Hideaway
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

House of the Setting Sun/Deal Island Bayfront Home
Once again, our family had an awesome stay in this beautiful home. Definitely will be back..

Rest A'Shored charming Chincoteague getaway
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

3-bedroom cottage in Ocean Pines
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.

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
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!

Beach Perfect Getaway: 2-Bedroom Apartment
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!

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf
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.

Little house in Berlin, Md.
Great for a few days getaway! Comfortable and cozy!

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

Luxury Carriage House in Rehoboth Beach
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.

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

The Puskar’s Landing
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!

SNUG HARBOR waterfront cottage with a grand view!
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.

Beachfront Chesapeake Bay Retreat
Me encantó muy cómodo bonita la playa y organizado se los recomiendo

Lighthouse Cottage- Pet Friendly & Close to beach
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

Leave your paw prints by the bay
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.

Awesome private off grid cabin with creek view.
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.

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

Luxurious Bay Front Condo
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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