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

Superhost
Home in Ocean Pines
4.67 out of 5 average rating, 9 reviews

Cozy Home near OC & Assateague Park

StevenRating, 5 stars4 months ago
Would be nice for a family who wants to be near the beach. Highly recommend.
Guest favorite
Home in Crisfield
4.79 out of 5 average rating, 131 reviews

BayTime

JessRating, 5 stars2 months ago
Thank you for another great stay!
Guest favorite
Home in Ocean City
4.97 out of 5 average rating, 162 reviews

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

BrandonRating, 5 stars2 weeks ago
Perfect place to stay. quiet neighborhood, nice fenced in yard so my dogs could run around. Short walk to the beach and restaurants are also in walking distance.
Top guest favorite
Home in Reedville
4.95 out of 5 average rating, 236 reviews

Waterfront FamilyFriendly Home Improved for 2023

BethRating, 5 stars1 week ago
We thoroughly enjoyed our stay at Karen's place! For most of the time the weather was rainy, windy and chilly, so we did not get to enjoy the outdoors as we would have liked. But the views were still amazing - made even more dramatic and beautiful with the dark and stormy skies! The home was cozy and comfortable - a real treat to be there! Would definitely return to this amazing place!
Superhost
Home in Georgetown
4.82 out of 5 average rating, 160 reviews

Maplewood - Simply Comfortable, Dog Friendly

LeahRating, 5 stars1 week ago
We love coming to Georgetown and love staying at Rick's place. It's perfect for us, and we can relax there. The house is beautiful with great amenities. My mom appreciates the walk-in shower. The kitchen is fantastic for cooking. The beds are comfortable, as is the furniture in living and dining rooms. Rick is a fantastic host. I highly recommend this home!
Top guest favorite
Home in Ocean City
5 out of 5 average rating, 14 reviews

Waterfront Coastal Casual + Dock + Dog-Friendly!

KyraRating, 5 stars4 months ago
Jill’s vacation home was perfect for our family of 7 adults and 5 kids ages 1-13. The house was very clean and super cozy! Our family visited for Thanksgiving and we were able to prep our entire meal in the well-stocked kitchen and had room for all of us to sit to eat. The family room and kitchen area were large enough for us to all to play games, watch tv, and for the kids to play with their toys. The location was perfect, close to everything but far enough away to be able to sit outside peacefully (even though it was cold!) or take walks from the property. Jill was a wonderful host and made sure we had everything we needed for our arrival. I would highly recommend this vacation rental! This was definitely one of the best vacation rentals we’ve stayed in.
Top guest favorite
Home in Ocean City
5 out of 5 average rating, 33 reviews

New waterfront home on bay, quick walk to beach

MaureenRating, 5 stars2 weeks ago
This was my second time staying at John's and it was just a wonderful this time around. Easy walk to the beach, wonderful view from the deck onto the channel, and nearby restaurants and grocery store. My dogs and I love the location, layout, views, and amenities (dogs especially love napping in the sunshine on the deck), and will 100% come back in the future!
Guest favorite
Home in Parsonsburg
4.85 out of 5 average rating, 155 reviews

Forest Grove Retreat

AnnaRating, 5 stars5 days ago
We enjoyed our one-night stay very much. The cabin is located along a quiet country road, 15 minutes from downtown Salisbury, surrounded by a farm with chickens and a friendly goat. The cabin was very clean, had everything we needed (and then some), and was decorated with a lot of care and love. We’d stay here again.

Pet-friendly home rentals with a pool

Superhost
Townhouse in Ocean City
5 out of 5 average rating, 9 reviews

Bahama 33 Near beach/board 3 bed/pool / grads ok

WayneRating, 5 stars6 months ago
The house was huge—there was lots of space for everyone!! The WiFi was not working, but Marcia came right away and fixed it. The beds were comfortable!
Guest favorite
Home in Ocean City
4.92 out of 5 average rating, 39 reviews

West OC Bayside Getaway w/ pool

ZacharyRating, 5 stars3 months ago
House is in one of the best spots for easy in and out of inlet access to beach, shopping, and restaurants. Gives you an extremely personal, and private way to thoroughly enjoy beach life environment. Doug was absolutely amazing from start to finish. Hospitality beyond expectations, which made the stay that much more enjoyable.
Guest favorite
Home in Selbyville
5 out of 5 average rating, 5 reviews

Dogs Welcome Beaches| Nature Trails|Gym|Pool

AmyRating, 5 stars8 months ago
My family and I enjoyed our stay in Delaware! The home was clean, beautiful, and just as described. Serena was easy to work with and very responsive. With the pool, access to the bay, walkable neighborhood, and close proximity to restaurants and the beach, we would love to stay here again!!
Guest favorite
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home. Perfect for Families.

Leslie RogersRating, 5 stars4 months ago
We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!
Guest favorite
Home in Lewes
4.94 out of 5 average rating, 18 reviews

New Bayside Cottage -6 Pool Passes & Dogs Welcome

JonRating, 5 stars2 months ago
House was very cute and in a great neighborhood. We stayed for 2 months and we were happy that is was dog friendly. Close to the beach and good restaurants
Superhost
Home in Selbyville
5 out of 5 average rating, 3 reviews

Bayside home in Fenwick across from Sunridge pool

JonRating, 5 stars8 months ago
Wonderful stay in a fun, family-friendly community. Close proximity to great restaurants and DE beach towns. House was spacious with great amenities. We look forward to renting again in the future!
Superhost
Condo in Ocean City
4.9 out of 5 average rating, 135 reviews

2BR- St. Tropez Condominiums- Ocean City, MD!

TerryRating, 5 stars6 days ago
This was the cleanest, nicest place we have ever stayed in! Everything was perfect for our sister stay. Wonderful place, updated kitchen, bathrooms and easy to use sliders. Porch table and chairs, room darkening shades. Management company top of their game. Would love to come back with my husband, would also like to bring our medium sized non shedding dog, but $200 fee a stay be it two nights or two months is a bit steep. We have traveled with him a lot and have never seen a fee so high. I understand why it is so high with having to deep clean furniture and fumigate for those allergic who may rent after us. Keep up the great work, will check out some of your other locations, but the St. Tropez is going on a favorite list! Thank you!!
Guest favorite
Vacation home in Ocean Pines
5 out of 5 average rating, 23 reviews

Cozy Stay by the Bay

CherieRating, 5 stars4 months ago
We travel with service dogs & it is rare to find a place to allows dogs and is so well cared for. Samantha also decorated for Christmas, which is why we were there … to visit with family for the holidays. What a thoughtful host. Even the way the home is set up was done with ‘guests’ in mind. We look forward to staying there again!

Private, pet-friendly home rentals

Superhost
Cottage in Rehoboth Beach
4.72 out of 5 average rating, 32 reviews

Classic Home One Block to Beach & Boardwalk

MattRating, 5 stars3 months ago
We had an amazing stay at Surrey’s Airbnb! Checking in was a breeze, and the house was spotless. The updated kitchen and ample space made it comfortable for our group, and the cozy rooms felt like home. Even during the off-season, there were plenty of activities to enjoy. The wrap-around porch with a pool table and games was a highlight for us! The location is fantastic—just a short walk to the beach, making it easy to enjoy the area. A quick tip: Don’t forget to bring your own sheets and towels, as they’re not provided. This didn’t take away from the experience at all, though—it’s just something to keep in mind when packing. Surrey and Vera were outstanding hosts and communicators. Vera went above and beyond, even during an unusual snowstorm, ensuring the driveway was cleared and the steps were safe for us to check-in. All in all, a great stay. Highly recommend this Airbnb for anyone visiting Rehoboth Beach!
Superhost
Apartment in Ocean City
4.87 out of 5 average rating, 53 reviews

Downtown-walk to Boardwalk! Unit 2

LanaRating, 5 stars6 months ago
Wonderful 3-night stay in a very cute rental home! Great communication with the owner and she even let us know that we could enter our rental hours before the official check-in. The home was very clean and I would recommend!
Top guest favorite
Cottage in Ocean City
4.99 out of 5 average rating, 68 reviews

WalktotheBeach! FencedYard-FirePit-PingPong-Bikes!

SubhajitRating, 5 stars1 month ago
This is an excellent home and the host is just awesome! Very responsive and proactively made sure we had the best time over there in OC. This is our first trip with our 6 month old pet and she was very happy and we had no problem at all. Very highly recommended. This will be our go to place in OC
Superhost
Condo in Ocean City
4.86 out of 5 average rating, 49 reviews

⭐️CB9-Partial ocean view-Upscale Dir beach access🏖

CelesteRating, 5 stars7 months ago
My husband and I and our 2 dogs had an exceptional mini getaway. Location was perfect, honestly like 20 steps till you were on the beach! The unit was very spacious, open layout, large rooms, bright and cheerful and beautifully decorated. The furniture was modern and stylish, beds were extremely comfortable, bathroom had a beautiful walk-in shower with great water pressure, and the kitchen was to die for! Large and fully stocked with everything you could need, gorgeous countertops and ss appliances and a basket with all the necessities plus some little extras to make you feel right at home. There's also a wonderful porch for relaxing, we especially liked the optional doggie gates.⁹ Our host, Hollin made everything super easy and simple. Communication was a breeze from the very start. Hollin was very friendly, responsive and onsiderate. I feel like she genuinely went out of her way to make sure we had a great experience. Which we did and we definitely plan to stay again next year!
Townhouse in Chincoteague
5 out of 5 average rating, 20 reviews

Oyster Bay Hideaway - Adorable, Affordable,

KarenRating, 5 stars15 months ago
We booked this property on AirBnB, but later found out that we would have saved a lot of money booking directly through the rental agency, which we will do next time.
Top guest favorite
Home in Ocean Pines
4.88 out of 5 average rating, 58 reviews

Sunny Days

ScottRating, 5 stars6 months ago
Sunny Days is a fun place for a family gathering - in our case to attend a festival. Bill+ are great hosts: you know upfront everything about the property, and they deliver!! Wonderful hosts!
Superhost
Home in Westover
4.94 out of 5 average rating, 32 reviews

Private beach with comfort

AmyRating, 5 stars7 months ago
if you need a place with privacy and respite with beautiful sunsets this is the place to go. we took our dogs and it was great for our dogs in that there was an outdoor deck that was fenced in as well as a yard area for the dogs to go to the bathroom in a little spot on the beach to take small walks. I also took my elderly mom and she appreciated the ramp as well as the low shower in the main floor bedroom. this place accommodates elderly, dogs, kids, people who want to do water activities, or people who just want to get away and rock in a rocking chair. there were a lot of games and activities in the house for probably ages 12 and up. host was absolutely fantastic as well
Top guest favorite
Guesthouse in Pocomoke City
4.95 out of 5 average rating, 142 reviews

2 Bedroom Apartment

AlyssaRating, 5 stars2 weeks ago
Had a great stay! Apartment was very clean and simple yet a great size for four guests and multiple dogs that we brought! Wendie was very responsive and quick to answer any questions. Definitely will book from now on as a place to stay when we come into town to see family!

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