Pet-friendly holiday rentals in Eastern Shore of Virginia

This place was great for our golf trip to Williamsburg! This was our second time renting it.

My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!

This little getaway exceeded my expectations and more. The pictures listed on Airbnb are beautiful, but it will never match the views in person. The house was clean and fully loaded with any and all things you may need. I will definitely be back! My dog LOVED playing with the neighbor dog, Bella. By the end of the weekend they were best of friends :)

We had such a wonderful stay! The house was beautiful, peaceful, and had everything we needed for a relaxing getaway. The layout was perfect for spending quality time together while still giving everyone space to unwind. Private beach access made it even more special—we made great memories, met some lovely neighbors, and even had a chance to paddle board and spot a stingray! Huge shout-out to Leigh, our amazing host—so thoughtful, responsive, and kind. We’re so grateful for the experience and would absolutely stay here again. Highly recommend!

what can I say...what an amazing home and community. Wachapreague is the best kept secret on the east coast. So much to do. Fishing kayaking exploring the barrier islands. Great restaurant in walking distance of the house. There's everything you need at the house. Super comfortable and clean. Thank you Brian 😊

This home is just as advertised...it is very large, great for several families vacationing together! Our group was small so we didn't even make use of all of the space. The house is right on Tanner Creek which is just beautiful for sitting on the dock and relaxing, paddleboarding and kayaking, birdwatching, etc. It's also about a mile from Lookout Point State Park which is absolutely gorgeous. Restaurants and grocery stores are few and far between in this area, so it's a good idea to bring your own food, and the kitchen is well stocked with pots and pans for cooking. If you are looking for a place to relax in a calm and beautiful setting, this is it!

Jimmie and Megan let us come early on Friday to get checked in. Approved as early as 11am because of all the wedding preparations we needed to help with. This location was extremely convenient to Mimosa Barn. which was the wedding venue. It is also within 5 minutes of Cape Charles Brewing Company, other restaurants, downtown, and nature reserves. we had a really great time there. Thank you Jimmie and Megan!

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!

We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!

Me and my family loved our stay. The pool and hot tub was great and lots of fun, we didn’t expect how deep it was. The mini golf course is a good time as well. There was so much to enjoy at the house we barely had time to go to the beach. And the host and owner were extremely friendly, and helpful.

Crystal's condo was spotless and an easy place to stay. Crystal was very proactive and made us feel welcome. her dinner suggestions were superb too! perfect for a weekend getaway in a resort atmosphere. Thank you so much, we highly recommend!

Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

Just spent Thanksgiving weekend at the Bugaboo. What a delightful house. I arrived late Wednesday night and quickly discovered there was no running water. With Thanksgiving being the next day, I assumed nothing could be done until Friday. However, much to my surprise, Rita and Elaine were right on it, knocking on the door early Thursday morning to let me know that water would be restored within hours. And it was! I was so impressed with the quick response and handling of the situation. Before checking out on Sunday, Elaine again visited and told me I didn’t have to rush to be out of the house at checkout time because no one was coming in that day. Again, pleasantly surprised and appreciative. The icing on the cake was that the host reimbursed me for one night’s stay because of the water situation even though I didn’t ask for it or expect it. I definitely plan to rent Bugaboo again. It’s clean, has nice furniture, a most comfortable bed, a great kitchen and a great location!

My family and I stayed here for a week for our family vacation. We are a group of 8 (6 adults and 2 kids) and there was plenty of room for all of us. We barely left the house because with the beautiful view, dock, beach area, canoe, kayaks, hot tub, game room/ library, corn hole, and fire pit we all had plenty to keep us entertained. Everyone loved Mary & Shelly’s place, and it provided the perfect space for us to enjoy the river and each other’s company!

Words cannot describe how wonderful our stay was. The location, the accommodations, and the ‘residents’ of Grateful Meadows were absolutely magical. We really enjoyed our time there, and are extremely thankful we found it. Such a great experience, thank you!

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.

A wonderful spot for a weekend getaway! Super clean, charming, and cozy. Peaceful nature and views yet not too far from town. As so many guests have mentioned, the winery next door is lovely and makes for a fun outing. The cabin has everything you need and more! Highly recommend!

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.

Incredible stay on a beautiful property. It’s quiet, private, VERY well maintained and just awesome. I truly hope to stay at this location again in the future because it was that great! You can tell the history in the cottage yet it’s updated and cozy. Also I’ve NEVER stayed at a location so clean!!!! From the cottage itself to the grounds, everything was very well taken care of.

Beautiful, peaceful place to stay! The host was friendly and very responsive when communicating! This cottage was exactly as the pictures show and the description given! I would recommend Parker’s Creek Cottage to anyone looking to stay in beautiful Kinsale!

Cute, spacious, super close to everything Williamsburg has to offer but still a private and quiet spot. A gem!

Host answered questions timely. House was as advertised. It’s in a good location top of the island. You can walk to get coffee and groceries. Welcome sign was a cute surprise 🙂

Had a great stay with TV, truly one of the best hosts we have had, great place to stay. Easy walk to Tides Inn and quick bike ride to downtown. Pool and waterview from the roof deck were awesome amenities and hard to find in the area.

There is no better place for a relaxing time away with family (including dogs!). The hosts have taken such care to ensure that every need is taken care of and even added little touches to make the experience extra special. We had originally planned to explore more of the eastern shore, but we could barely get ourselves to leave the awesome property. Nothing prepared me to see such a great sunset on the western horizon from the east coast! What a delight! Most of all, and most importantly for us, the home was truly dog inclusive. We brought our two large dogs with us and the hosts had prepared for it all - covers on furniture, dog bowls at the ready, even dog towels and shampoo! We had an absolute blast at the little beach area and on the dock, but definitely do watch out and follow the host’s instructions to stay safe from the sharp rocks and steep dock stairs. The home is easy to care for with no unreasonable expectations from the host (like in some airbnbs). Check in and relax!