Pet-friendly vacation rentals in Chincoteague

This was our third stay here and it was great as always. We hope to be back again next year.

Rebecca’s home was lovely and exactly as described. It was comfortable, clean, and had everything we needed. Rebecca also provided very clear instructions and helpful local advice. We would absolutely stay here again and recommend it to others.

Relaxing!!! That house was so quiet, and my German shepherd loved his 1st trip to the beach . That house was a perfect spot to walk to the beach , like 5 minutes. Also the fenced in yard was great for our fur baby to hang out in .Also recommend a walk to Lombardis for an excellent take out Italian meal , lazed around… just what my husband and I needed to recharge our batteries for a weekend getaway!!! Thank you 🙏 to our hosts , what a blessing you are for others needing rest !

Awesome view with an extremely peaceful setting. This is definitely a great place for a relaxing weekend getaway for family and friends. 🧡 So thankful our great hosts Eric and Melanie allowed us the opportunity to create new memories!! ✨️

This was the perfect little getaway. The property is beautiful and private, and the views are incredible. Bella, the neighbor’s sweet Lab, is such great company. She is so friendly, full of love, and great with other dogs! If you’re looking for somewhere to relax and unwind, this is exactly what you need.

we love the small town of Wachapeague, and a clean home to enjoy it all in. Thanks for a great stay, the best thing was to come back after a day on the water 100°, the house was nice and cris. Ac kept the house cold, 100% recommend.

David was a great host, very friendly and responsive. His house has a great location, was super clean and spacious and had everything that we needed. It’s also very pet friendly with a fully fenced yard.

Wow, wow, wow! We LOVED our stay at the Grace Cottage. The Cottage was incredibly clean, the location was absolutely perfect, and the neighborhood was quiet (yet still very convenient). We will absolutely be back!

One of the cleanest Airbnb’s I’ve been to. It had everything we needed for our stay and was in a great location. Just a few minute drive from the beach. We brought our pup, and he loved it. They even had a little doggie water bowl for him. There was extra parking Nextdoor at the pool and Liz was very friendly and accommodating. We would absolutely stay here again!

I recently stayed at a vacation rental from Mad Men Vacation rental in Ocean City, and I can’t recommend Rebecca enough! The booking process was incredibly smooth, and they were very accommodating to our needs for our 4 fur babies, which was a huge plus. Upon arrival, we found the house clean and absolutely adorable inside. The decor and ambiance made our stay even more enjoyable. The location was perfect, with plenty of activities and attractions nearby. One of my favorite moments was stepping out onto the back deck and enjoying the beautiful view of the water—truly a peaceful escape! The team at Mad Men Vacations was fantastic, always kind, helpful, and quick to respond to any questions I had. Overall, we had an amazing time with family and made wonderful memories. I highly recommend staying with them if you're looking for a delightful vacation experience!

We enjoyed our stay. The place was clean and welcoming. She was able to accommodate an early check-in and she checked on us during our stay. Very responsive and looking forward to another trip soon!

These hosts are great! If we needed anything, they were responsive and helpful. The place was clean and best of all, we were right on the ocean! The office staff, Sari, was outstanding!!Thanks so much for another great stay!

Our stay at Rose Retreat was excellent. It is a quiet, quaint community and the property is beautiful. We appreciated the welcome gifts, screened back porch, and the amenities for our dog. The home is very well appointed and master bed was very comfortable. We had an excellent time at CAMP on Saturday night listening to music and enjoying the evening. It was a quick drive to visit our favorite spots in Irvington, White Stone and Kilmarnock. We especially loved the offer to have late check out on Sunday since there were no guests checking in. We will definitely return-thanks for a wonderful long weekend get away!

All around great experience for our family.

Karla and Dave were the absolute best hosts! They had the Crab Shack so clean and full of every amenity that you could even consider wanting for a stay away. They had extra of everything and even toys and treats for our dog Malley! The view is so beautiful, my husband and I did not want to leave. We are so grateful for everything from Karla and Dave and hope to come back soon! P.S. they knew it was our anniversary and even had a bottle of champagne for us. Thank you again!

This house was perfect for our family weekend trip. We stayed for a baseball tournament, and it was just a few minutes away from the fields, but it felt private and safe! The space was exactly as shown in the photos, and everything was pristine and clean. They offered many small touches that made it feel even more welcoming - a welcome note, local goodies (jam, soaps and popcorn), and chocolates on the pillows! They also had many family board and card games as well as all toiletries, soaps, trash bags, laundry detergent, and dish soap. I would stay here again!

A Hidden Gem – The Perfect Getaway! It was hard to leave this hidden gem, but we will definitely be back! The Crab Shack is everything and more than described—charming, quaint, quiet, and the ultimate relaxing waterfront retreat. The peaceful atmosphere, the sound of lapping waves, watching the boats go by - truly a serene experience. We were graced by the most amazing star-filled skies each night, and a beautiful blue heron who gave us a swoon each sunset. Our lab had a great time too, enjoying fun and frolic with Sister Brown, the neighbors sweet pup. We were familiar with the area, and so loved coming back to our favorite foodie restaurants and enjoyed strolling through the shops and exploring roads less travelled. Carlisle (owner) was incredibly responsive, so helpful and ensured The Shack was stocked with everything needed -- he was the perfect (and most pleasant) host. We can’t recommend the Crab Shack enough—it’s a perfect slice of paradise!

This petite, cute, and clean Airbnb is ideal for walking around and exploring the island, to include sunset views mere steps away. The space has two peekaboo water views to boot. We thought the Airbnb was even cuter in person than in the photos, which already made the place look lovely. The dedicated parking space right by the front door is super helpful. The Airbnb is about one block away from the famous Tiki Bar and Tiki Grill. We would readily stay here again! And host Terri is great--very helpful and communicative.

This was my second stay at Tim’s place. Place was clean and had everything I needed and lots of little extras, too. The fishing was great, and I was also able to do some bike riding and sightseeing around the island. Tim is a great host, and I will be booking again!

Dawn was extremely flexible when I needed an early check in due to a work event I was running and also allowed me to tack on an extra night to the stay at the last minute due to lost car keys! Thank you, Dawn. You were truly a lifesaver! We loved the calmness of the neighborhood and it was short drive to all the action.

The last time we were here at the cottage was 2 years ago and we got engaged, it was so special being back.. we just love this little home. Thanks again Barbara I’m sure we will be back next year🩵

We had a wonderful time with our dog in Rehoboth Beach. Brett’s place was perfect for someone vacationing with a pet. The location was ideal—close to beach, restaurants , and shops. We had one unfortunate issue with a drain, but Brett immediately addressed it. We will definitely come again!

Frank and Dayle have thought of everything. The house is charming and very clean. It’s close to everything… we walked to dinner and to the beach very easily. They provide everything you might need for a fun weekend away . I hope we can return sometime soon.⭐️⭐️⭐️⭐️⭐️

This house was perfect for our stay at Chincoteague- it is a well-designed space with a wonderful back screened-in porch. The kitchen is well-stocked with high quality appliances and everything we needed. Our dog loved the dog bed too! Thank you!