
Pet-friendly holiday rentals in Eastern Shore of Virginia
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Top-rated pet-friendly home rentals in Eastern Shore of Virginia
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Pet-friendly house rentals

Wooded Wonderland Miniature Golf Hot tub Pool
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.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
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!

Private House 4BR -Eastern Shore VA Wachapreague
Location, location, location! This was our second stay this year in this property. It’s the perfect location in town. Close to the restaurant, boat ramp, and friends at the campground. We thoroughly enjoyed our stay again. Clean property with responsive hosts. We will be back!

Colonial Retreat
We stayed at this AirBnB during the weekend of our son’s graduation. It’s only 10 minutes away from campus but it seemed like a different world as it was almost rural! The house is extremely quiet and has a lovely large backyard. There is ample parking. Every thing is well labeled and the kitchen is well stocked with utensils and crockery.

Chicks Beachfront
Jeremy’s place could not have been in a better location. Beach is beautiful and not crowded. Nice area to walk to restaurants and all of Jeremy’s recommendations were spot on. The views could not be beat. The unit accommodated us well. Maria

Beach Please! River cottage w/private beach & dock
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!

"Live Life Sunnyside Up" - Minutes From The Beach!
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!

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!
Pet-friendly home rentals with a pool

Villa Positano
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!!!

Kingsmill 1bed/1ba on Golf Course 9th Fairway
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!

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg
Nice place. Definitely what you pay for. Very spacious house. Could use some more deep cleaning but otherwise good. Good location. Tim seems super nice and is very responsive!

Nature's retreat @ the Bug-a-Boo. Beaches nearby
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!

“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! ✨

The Cozy Cottage At Grateful Meadows
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!

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.

4BD home w/ game room & pool near Langley & PTC!
The house was exactly as described. Central location easy to get around
Private, pet-friendly home rentals

The Ladybug - arcade, dog-friendly, firepit, & EV
Dave & Anjeli have truly done a wonderful job with this Airbnb. Airbnbs often don't live up to their marketing but I think this is the first one I've encountered that greatly exceeded even our wildest expectations. There's something for everyone whether you're into gaming, music, cooking, the outdoors, or want easy access to town. The house was spotless, fully outfitted, effortless to check in and out, and Dave was perfectly communicative, always available when needed and on top of anything that came up during our stay but never felt overbearing in any way. This was the best experience I've ever had with an Airbnb and we would be happy to stay here again. A word to the wise- the Ladybug is surrounded by a nature preserve so it was buggy with both natural pollinators but also mosquitos and ticks which should come as no surprise given the timing of our stay. Make sure your pets are up to date on their tick preventatives and don't forget your personal pest preventatives. Thanks again!!

Summer Perfect, Water Front A-frame on Winery
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!

Waterfront Home - Dock, Kayaks, Fire Pit, Grill
Talk about being sad 😢to leave! Sometimes a location for an air BnB just hits it out of the park, and this is a great example. We LOVED our stay and took advantage of the yard and beautiful view daily! We fished off the dock and shore. Tip, since it is tidal water as long as you are on the shore or dock you don’t need a fishing license. Our pups loved the yard and going for a swim. There are a lot of great places to eat within a 30min drive. We were on a work trip, but would love to come back when we could take advantage of everything this place has to offer. It’s a gem! The surrounding area is fun to explore if you like antiques and boutiques. We loved the local vibe! You will have a great time.

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.

Little Gray Beach House
Great getaway place, super peaceful, and quiet. Beautiful views. Just a few helpful tips for your visit …might want to bring tin foil, plastic wrap, etc. We didn’t care for the taste of the tapwater, may want to bring your own. Matches for the grill were found in the utility room. Shed had plenty of extra space to store our 2 bikes, could fit 3-4. Highly recommend, we would definitely stay here again!!

Renovated by Central Park-Walk 2 Beach! King Bed!
We had a great time in Cape Charles! The house was nice, clear, and was ready early for us to check-in. It was also a nice surprise to see the local coffee, treats, and coupons to help is enjoy our stay and explore the town. The house is right next to the park, and walkable to the beach but we rented a golf-cart for the week. There was plenty of street parking between neighbor cars and carts. Chip was super responsive and practice throughout the trip, clearly trying to make vacation as smooth as possible. Overall a great host and experience.

Peaceful Waterfront 3 BR/2BA
quiet get away spot- very quiet. No direct access to sand/water; just a view - (we knew that going in)- you have to walk a little to get a small little public beach area...but thats not why we went. Just to get away for a weekend from city noise; the place was great. walked dog off leash.

Pelican Place, Cozy Retreat | Pool | Walk to Tides
Nothing but great things to say about Pelican Place. The accommodations were excellent and TV couldn’t have been a more kind and helpful host. The location was perfect for exploring Irvington and the surrounding area. Hope to get back again soon!
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- House rentals Eastern Shore of Virginia
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Assateague Island National Seashore
- Busch Gardens Williamsburg
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