
Pet-friendly holiday rentals in Chincoteague
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Top-rated pet-friendly home rentals in Chincoteague
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Pet-friendly house rentals

Central Haven with Great Fenced Yard
We enjoyed our stay here. Our older dog was going through chemo for cancer, and we made this trip for dog friendly spot. The lab loves water and the beach. It was nice having a fenced in yard. The host was very responsive. The house was well stocked. The kitchen was well stocked. The neighborhood was quiet. We would definitely stay here again.

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.

Angela’s Shore Dreams
Loved our stay! The house was extremely clean and living room couches and beds were very comfortable and in great shape. The house was a perfect getaway for our family, and the one level interior and just a few steps at the outside doors made it so easy for our young children and old dog. Would definitely stay again.

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.

Forest Grove Retreat
My boyfriend and I absolutely loved this AirBNB and i was so sad to go. I absolutely want to come back, Tanya was a lovely host and so kind!! Her recommendations were great and we enjoyed the beaches in the DE area. She even brought us matches for a campfire! We loved the house so much, it was quaint and beautiful and we were surprised at how amazing it was for the price! Very worth it! On the last day, I was planning to ask Tanya if we could check out late, and she beat me to it offering to let us check out later. She also allowed for early check-in the first day of our trip. Overall, Tanya made our trip so amazing and was the most kind, flexible, host I've experienced. We will definitely be back!

The Rosé Retreat: Pool-Screened Porch-RELAX
We had a really nice stay at the Rose Retreat! The home is wonderfully appointed with nice furnishings. We especially appreciated the well stocked kitchen with upscale drink and dinnerware. The hand written welcome note, bottle of wine and snacks were so thoughtful - thank you! A perfect location from which to enjoy Irvington and the surrounding towns. We hope to come back in warmer weather to enjoy the pool!

cozy sunset cottage
the place was beautiful and felt very cozy! It was a very short drive to and from the beach as well with plenty of things to do nearby!

Cove Point Cottage with Chesapeake Bay views
Very nice house in a great walkable neighborhood. Host were very helpful and responsive.
Pet-friendly home rentals with a pool

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Celebrating the Veterans on Memorial Day weekend was a honor and being able too stay at a wonderful place made this a great experience. Thank you!

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!

Spacious| Modern &Cozy| Pool| Close to the Beaches
Great location, super clean, helpful hosts, great layout... we can't say enough good things about this place! We will be back for sure!

Magical wooded cottage pool +priv hottub walk2town
We needed a peaceful, relaxing weekend away and that’s exactly what we got by choosing this AirBnB. While neighbors were close, the trees made it feel like we were secluded. The home was comfortable. We especially enjoyed the back room off the kitchen for just hanging out and chatting. Maria provided thorough details up front and was responsive during our stay. We are already planning our next trip.

“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.

The Barn at Pond Point - Riverfront Home
We had so much at Anne and Neil’s place. It was more beautiful in person than in the photos. The furniture and antiques were so beautifully appointed. We had lots of fun as a family enjoying their pool, searching for shark teeth and shells on their beach, and getting on the water in their boats. Lots of fun. We all wish we could have stayed longer.

1st Floor Beach-town Condo in Lewes
We really enjoyed our stay at Sara‘s condo. The location was convenient to a lot of activities, and we appreciated the shopping center within walking distance. Our dog also enjoyed his stay! Thank you for the friendly, welcoming touches such as the complementary waters and snack/coffee as well as the dog treats! We would stay here 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
I loved it, very comfortable, nice beach and organized, I recommend it

Island Serenity—dog friendly, EV charger
We had an enjoyable stay at Melissa's place for our 25th wedding anniversary the week of Memorial Day. The listing is very accurate and the communication from the hosts was great! Questions were answered quickly. Location is very central to everthing. Would come 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.

Waterfront Bay Cottage w/ Your Own Private Beach
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!

Peaceful 2 bedroom townhouse in a central location
Had a very nice stay. The pretty townhouse has easy parking and is ideally located next to many great restaurants. We had spent a lovely day in Chincoteague and the house was so easy to get too afterwards. I would recommend. In the details it said to bring your own toilet paper, bin bags and kitchen towel - all of these were at the house

Pelican Place, Cozy Retreat | Pool | Walk to Tides
Had a great time at the Pelican place. TV was very accommodating and easy to communicate with. Check-in was smooth and TV even gave us welcome food & drinks. He also recommended good local spots to go. His place is located walkable distance to Tides Inn and other restaurants. Douglas (labrador pup) is also friendly and playful. We loved our stay and we’ll definitely 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!
Quick stats about holiday rentals that are pet-friendly in Chincoteague
Total rentals
190 properties
Nightly prices starting at
$77 SGD before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
180 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Assateague Beach
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Snead Beach
- Peninsula Golf & Country Club
- Plantation Lakes Golf and Country Club
- Bear Trap Dunes
- Wallops Beach
- Trimper Rides of Ocean City
- Fenwick Island State Park Beach
- Coin Beach
- Bow Beach
- Assateague State Park
- Parramore Beach
- Gargathy Beach
- Guard Shore
- Langford Sand