
Pet-friendly holiday rentals in Assateague Island
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Top-rated pet-friendly home rentals in Assateague Island
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Popular amenities for Assateague Island pet-friendly home rentals
Pet-friendly house rentals

Church Creek Charm (close to Blackwater Refuge)
This place truly was charming! It was a peaceful home and just as described in the listing. Great value and plenty of space for our family of 3. We came because we wanted something close to Blackwater National Wildlife Refuge and it was the perfect, close location! Also not far from the little downtown for a nice dinner out at RAR brewing over the weekend, and Rebecca was helpful in suggesting good local spots to check out. Rebecca was a great host, providing clear instructions & communications before, during & after our stay. Her family home felt cozy & inviting, and she was great with all the little details that made the house feel special! We would recommend this place & would stay here again if we're in the area!

Waterfront Getaway with Dock
We loved the experience from booking to check-out. The setting exceeded our expectations. Peaceful and beautiful landscape. Easy to launch kayaks. Chickens were an added bonus. Appreciated the close proximity of Blackwater. Would love to return.

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!
The house and neighborhood were extremely nice and peaceful. The privacy fence in the back yard is wonderful for traveling with dogs. There were two huskies next door that liked to look down from the second floor and woo at you so keep that in mind if you have a reactive doggo. Not sure if they live there or just vacation. The house was nice and clean. You'll need to take your own linens. There were ants in the kitchen but mostly contained by the ant traps. There was a storm that tripped one of the electric controls for the kitchen. Danna was able to respond the next morning and let us know where the fuse box was to fix it. Only about 0.4 miles from a nice but busy coffee shop and store. Only a couple blocks from the beach. Easy to Uber down to the boardwalk or restaurants. Overall very nice place if you're looking for peace but close to activities.

Waterfront FamilyFriendly Home Improved for 2023
Thanks again! We feel at home here. I am noting that holiday weekends are less peaceful in the Northern Neck! We'll remember that. Fondly, Lois and Ken

cozy sunset cottage
Christy's Cottage was very comfortable and pet friendly. It was close to everything we wanted to do, and the kitchen was fully stocked. You can tell why she is considered a Superhost. We enjoyed our stay there, and would certainly consider returning. If you are going to see the ponies, we recommend Captain Mike with Up The Bay Pony Tours. Chincoteague and Assateague are lovely places to visit. Bring your camera if you are a nature lover. Pets aren't allowed on Assateague Island (not even in your car), but at Christy's we were able to leave our pups in their crates for a little while so that we go.

Rest A'Shored charming Chincoteague getaway
The living room and porch were terrific gathering spots. The beds were comfortable, kitchen was very well appointed and we were able to walk to some coffee shops, stores and restaurants. It was an exceedingly nice place to hang out and we appreciated that they had boogey boards, beach toys and beach chairs available.

Panoramic Waterfront: Fire pit, Game Room, Kayaks!
stayed with family, very comfortable, loved being on the water. took out a kayak, and much fun with corn hole. Enjoyed watching baby osprey from backyard!

Waterfront Beach Home in the Ocean City, MD Area
we had a fantastic time at this home. the location was beautiful! The dogs enjoyed their own beach vacation right in the back yard while the family fished off of the pier. the neighborhood was perfect for evening bike rides. everyone had plenty of space to spread out in all of the bedrooms/loft. perfect location near OC and Berlin.
Pet-friendly home rentals with a pool

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!

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Great deal and pet friendly! Responded when I needed something within seconds and answered any questions I had. Clean and beautiful! Thanks again!

Beach Perfect Getaway: 2-Bedroom Apartment
Great location, close to Rehoboth Beach and good access to stores and restaurants. House was exactly as described, would recommend.

Gorgeous, waterfront home - Perfect for Families.
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf
Stephanie was a wonderful host. She was always responsive, kind and very welcoming. We definitely enjoyed her beach house because it was clean, organized and well taken care of. I will reach out again whenever we are staying in Ocean City to book a reservation!

“Old Smokey”A cozy, single bedroom, unique getaway
Absolutely cutest rv and unique setting ! We had a blast. We went to the Tiki bar, great dog park in Kilmarnock and many walks along the shore. We even saw a bald eagle fly over us while we were drinking our morning coffee! Everyone we met human and dog was super friendly! That made the trip extra special. Morgan is friendly and a great communicator. Her rv was spotless! Hope to get back to stay another time. Take care Morgan! You have a gem! 💎 ✨ Keep shining! ✨

Tortuga Cottage: Your All- Season Getaway
This was our second stay at Tortuga Cottage. As spacious and clean for my husband, me, and our two young boys plus our Labrador retriever as we remembered it from 2 years ago. It is nestled in a friendly, shaded neighborhood that felt safe and welcoming to walk our dog around and explore the local restaurants, trails, and stores. Only 15 minutes from the beach with accessible parking and locker rooms. Kristy was great at communicating before, during, and leading up to departing from our stay. If you’re on the fence about booking this place, just do it! You’ll be overjoyed that you did.

Stunning waterfront panoramic view getaway house
We loved our stay in Captain’s Cove! Nick was a very responsive host with wonderful local suggestions. Do be aware that there is really not much in the way of gas stations, grocery stores or restaurants in the immediate area. We knew that going in, though, and it wasn’t an issue for us. Just know you will need to drive a bit or prepare with those items on your way in (which Nick told us in advance as well!) The view is beautiful! The Airbnb is exactly as pictured. It was very quiet as well. Loved that it was pet friendly so we could bring our dog! Would definitely stay again!
Private, pet-friendly home rentals

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
Fantastic airbnb experience! The house is cozy and comfortable, fits a lot of people, and has so many amenities. You can have a peaceful time without going stir crazy and I didn't have any concerns about anything while there because of the great hosts! Will be back the next time I find myself in the area!

Spacious waterfront family retreat. Dogs welcome!
What an amazing place! The photos did not do it justice. We had beautiful weather and the back patio/deck was the perfect hangout. We went kayaking, caught a lot of crabs, and enjoyed being by the water. We had the firepit going while one of us was grilling food and the vibes were perfect. The detached game room saw plenty of heated pool games with a great selection of music and sound system. Bedrooms were comfortable and the kitchen was a joy to cook in. Dawn provided very detailed instructions so that you know all that you need to do. All-in-all, great spot that is a perfect group getaway!

Lighthouse Cottage- Pet Friendly & Close to beach
This cottage is absolutely beautiful! Perfect for a couple or family. Honestly it’s so much nicer than the pictures, it’s bigger than I thought. Such a clean place to stay also. The deck is absolutely beautiful, we sat out there every morning and evening and watched deer! They even had a water bowl for our fur baby. It is so close to ocean city and Bethany beach!. You will not be sorry staying here, I’ll just say that!! Thank you Jay for letting us stay at the Lighthouse Cottage, we will always Remember our experience there, we will be back!❤️

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

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.

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..

Private beach with comfort
We were able to check in earlier which was great tho some of us weren’t able to get there right away… we enjoyed our stay very peaceful and were wishing we could have one more day! 😊 we were going to grill burgers but couldn’t find grill utensils so just did our best inside and still turned out great!!! Thank you for your house and allowing us to stay there!
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