Pet-friendly holiday rentals in Assateague Island

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Assateague Island pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Crisfield
4.79 out of 5 average rating, 131 reviews

BayTime

JessRating, 5 stars2 months ago
Thank you for another great stay!
Top guest favourite
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 favourite
Home in Reedville
5 out of 5 average rating, 60 reviews

Spacious waterfront family retreat. Dogs welcome!

JanetRating, 5 stars4 days ago
Dawn’s place is the nicest Airbnb we have ever found! I never experienced a house where there are so many extras to make your visit special! Dawn and her husband have gone above and beyond to create this peaceful dog-friendly oasis. The game room was a blast, the dock and patios were comfortable with chairs, cushions, lounges and a fire pit. Dawn even supplied graham crackers, marshmallows and chocolate to make Smores! The beds were super comfortable and there were tons of towels for people and pets. We also enjoyed the deep bathtub, bubble bath and shower. It was go great not to have to bring shampoo, body wash and all this much need toiletries that fill your suitcase. My family had a relaxing fun week there and will definitely be back. I wish we could give a ten star rating because that’s what this place deserves! Thanks Dawn 😇
Superhost
Home in Rehoboth Beach
4.75 out of 5 average rating, 178 reviews

Charming Cottage; Fenced Backyard; Pet Friendly

KelseyRating, 5 stars1 week ago
This place was sooo cozy and has the best couch I've ever sat on in my life. It was an easy check in. It was so quiet. Private. Everything you need is there. The host Bobdan was super friendly. Pet friendly and has a great fenced in backyard to take your pup out to potty. It's walking distance from a dunkin and it is near a bunch of places including a short drive to the beach. Wonderful stay!
Guest favourite
Home in Parsonsburg
4.85 out of 5 average rating, 155 reviews

Forest Grove Retreat

AnnaRating, 5 stars1 week 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.
Top guest favourite
Home in Chincoteague
4.95 out of 5 average rating, 354 reviews

Tranquil Shores - Nature Inspired Relaxation!

NancyRating, 5 stars1 month ago
This is a lovely place in a spectacular setting. It’s at the end of the road so very private and quiet. Two decks overlooking a vast marsh. Very clean and well appointed. Very responsive host.
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 Ocean Pines
5 out of 5 average rating, 49 reviews

OC Gateway: Modern 4BR/2.5BA home (dog friendly)

VickyRating, 5 stars2 days ago
This beautiful house is a 5 stars accommodation. An absolute pleasure to stay in and also to appreciate all the design and decor details. Very cozy and you feel right at home! Bedrooms and linens were so comfortable that it was hard to get up in the morning. Squeaky clean bathrooms with a hi-quality towels! Fully stoked kitchen with condiments and all the necessary dishes, appliances and equipment for a meal preparation and enjoying a family dinner around the counter or dinning table! We had a one year old with us and Steven provided a high chair, pack-n-play, and lots of toys and board games! Steven is a wonderful host, very professional and proactive, checked on us every day to make sure that we are good and don't need anything else. Highly recommend this place for a nice getaway to MD. Steven, we will be back!

Pet-friendly home rentals with a pool

Top guest favourite
Guest suite in Rehoboth Beach
4.98 out of 5 average rating, 124 reviews

*Radcliffe Retreat* Studio, Pool & RB Parking Pass

GraceRating, 5 stars1 month ago
Awesome stay close to Rehoboth beach! Spacious suite, extremely clean, complete with coffee and some snacks for breakfast. Our dog loved the quiet neighborhood. Would stay again if in the area!
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 favourite
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 favourite
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!!
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
Home in Ocean City
4.81 out of 5 average rating, 52 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

CarlaRating, 5 stars5 months ago
My family and I enjoyed our stay. We didn’t want to leave. The location was excellent. It was close to boardwalk, restaurants and the outlet mall. I loved not having to drive far to places. We will be back.
Guest favourite
Home in Rehoboth Beach
4.9 out of 5 average rating, 117 reviews

Luxury Carriage House in Rehoboth Beach

TerryRating, 5 stars7 months ago
Beautiful home in beautiful neighborhood! Kitchen was well-equipped. Convenient location was an easy walk to the town of Rehoboth. Linda was very responsive to our questions and at check-in she walked us through how to use the appliances.
Superhost
Home in Lewes
4.78 out of 5 average rating, 45 reviews

Slps 6 | Comm. Pool | PetsOK | WD | Bikes | Kayaks

AlyciaRating, 5 stars6 months ago
Such a perfect mix of private and secluded but easy access to the beach. Loved the fire pit. Family had a great time, house had everything needed for the weekend.

Private, pet-friendly home rentals

Superhost
Cottage in Rehoboth Beach
4.73 out of 5 average rating, 33 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
Flat 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 favourite
Guest suite in Rehoboth Beach
4.96 out of 5 average rating, 132 reviews

Steps From The Ocean & Boardwalk On Surf Ave.

KatyRating, 5 stars2 days ago
Lovely, calming place and location! Place is as shown, and you can hear the ocean and watch sunrise from one of the bedrooms. The front porch was great for relaxing and reading. The fenced yard perfect for our dog; she had so much fun sniffing the ocean air and playing ball. The house is in a quieter part of town, but a 10 min easy walk via beach or boardwalk to shops and restaurants. We misread the kitchenette description: there are no pots/pans for cooking, but making toast or reheating leftovers was easy (and there was also a BBQ grill). Place was clean, and Carol was a great host. Would love to stay again!
Top guest favourite
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 favourite
Cottage in Ocean View
4.9 out of 5 average rating, 20 reviews

Monthly Rental w/ TONS of Storage! Please message

SueRating, 5 stars7 months ago
We had a very nice stay. Everything was very clean and nicely appointed. Our two doodles loved it too. Will is a very gracious host and we highly recommend him and his properties anytime you want to come to the Bethany beach area. We will be coming back very soon. Thank you.
Guest favourite
Townhouse in Ocean City
4.94 out of 5 average rating, 82 reviews

Coastal chic waterfront TH on quiet street

NicoleRating, 5 stars7 months ago
Lara and her home was great! We really enjoyed our stay. It felt like we were right at home, and we weren’t too far from the boardwalk and all of the fun but it felt nice coming home to a quiet, peaceful, clean neighborhood. Lara’s home was just as pictured very clean and she was very responsive. We will definitely keep Lara’s home in mind when coming back to Ocean City.
Superhost
Apartment 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!
Superhost
Home in Ocean City
4.75 out of 5 average rating, 4 reviews

Fiesta Road 3BR 2BA Home w/Sunroom close to beach

AmberRating, 5 stars8 months ago
We had a wonderful stay. The location in uptown Ocean City is peaceful and the neighborhood is idyllic. The house is very clean and exactly as pictured. I definitely recommend this house for families visiting OCMD!

Destinations to explore