House holiday rentals in Eastern Shore of Virginia

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Eastern Shore of Virginia

House rentals with a pool

Superhost
Home in Virginia Beach
4.84 out of 5 average rating, 128 reviews

THE OLD BEACON 1 | Beach Living

HollyRating, 5 stars1 month ago
Beautiful home within walking distance to everything you need, especially the beach and restaurants. Clean home with cozy feel. My son never wanted to leave the beautiful pool at the property. Would recommended to families!!
Guest favourite
Home in Portsmouth
4.94 out of 5 average rating, 115 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

JoeyRating, 5 stars1 week ago
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.
Guest favourite
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

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

ErikaRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Gloucester Point
4.99 out of 5 average rating, 184 reviews

York River Vacation Home

AdamRating, 5 stars3 days ago
We had a wonderful stay here! Everything was exactly as described. Eugene was really responsive when communicating and super friendly! I would highly recommend staying here if you get the chance. Thank you again for such a relaxing place to stay!
Superhost
Home in Montross
4.92 out of 5 average rating, 208 reviews

The Glebe

KristinaRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Virginia Beach
4.94 out of 5 average rating, 108 reviews

Country Comfort Close to the Beaches

MaryJaneRating, 5 stars1 month ago
I can't say enough positive things about Alice and her home. She was incredibly welcoming, and made my entire weekend a delight. Her home is beautiful, and it was a very comfortable stay. But Alice's kindness and generosity really went above and beyond. Thank you again!
Guest favourite
Home in Cobbs Creek
4.98 out of 5 average rating, 155 reviews

Blue Heron WaterSide

DeborahRating, 5 stars1 week ago
Of my many Airbnb stays, Laura’s comes up with the very best. Her home is lovely, inside and out, with a lot of fun activities to choose from. Located on a beautiful creek opening to wide water gave us a chance to explore in her kayaks and paddle board. Rainy weather meant indoor board games, reading etc on the beautiful protected porch. The kitchen had all sorts of amenities for cooking. Plenty of bedrooms for sleeping in the peaceful atmosphere. I can’t wait to return there!
Guest favourite
Home in Montross
4.99 out of 5 average rating, 155 reviews

Beach Please! River cottage w/private beach & dock

SarahRating, 5 stars2 weeks ago
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!

Weekly house rentals

Guest favourite
Home in Reedville
4.95 out of 5 average rating, 42 reviews

Sunnybank Getaway - Waterfront w/Pier & Kayaks

SandyRating, 5 stars3 weeks ago
We love our stay here! The house had everything we needed and more. It was easy to find, and the views were amazing. We spent the whole time outside in the nature, and we loved how quiet it was. Kevin was easy to reach for any questions we had, and we appreciated his help. We would definitely come back here in the future.
Top guest favourite
Home in Heathsville
5 out of 5 average rating, 46 reviews

Northern Neck Creek Retreat w/ king suite, firepit

JulietteRating, 5 stars3 weeks ago
Creek Retreat is a perfect place to kick back and relax. Surrounded by nature, a private oasis. The space is well appointed, clean and comfortable. Tastefully decorated. Added amenities and attention to details elevate the experience. Enjoy kayaking and sitting by the fire. Georgia is a great hostess and is proactive and responsive. If you're looking for a getaway, book it here!
Top guest favourite
Home in Urbanna
5 out of 5 average rating, 45 reviews

Blue Pearl Cottage

MarieRating, 5 stars2 weeks ago
Very cozy, comfortable cottage with charm and modern upgrades. Private and quiet; lovely view of the water. Comfortable beds and sofa. All amenities, just like home. Three TVs, large screens in LR and MSBR. Large screened porch overlooking water. Hosts were responsive and helpful.
Top guest favourite
Home in Gloucester County
4.95 out of 5 average rating, 56 reviews

York River | Chesapeake Bay Bliss: Fishing Retreat

MagdaRating, 5 stars2 months ago
Our family of four loved staying here. Our 10-year-old delighted in crabbing and playing board games (chess and Battleship). Our 7-year-old desperately wanted to splash around the York River even though it was freezing in April. The local recommendations were much appreciated and the impact of staring at a horizon line cannot be overestimated.
Guest favourite
Home in Lancaster
5 out of 5 average rating, 7 reviews

The Perfect View Virginia Tiny Home

SusanRating, 5 stars4 days ago
The Perfect view was a perfect place with a perfect host. We didn't know what to expect and can say our experience exceeded our expectations. The place feels very clean. The property is well thought out - with the landscaping/garden, the seats/firepit/jacuzzi overlooking the water, and the tranquil garden fountain. We enjoyed sitting on the porch, eating special meals prepared by Brenda and enjoying the company of her pets. Nellie Mae is the ideal sweet, soft, cuddly lap dog. (We normally are big dog people :) Brenda KNOWS hospitality and couldn't have been a better host. She makes the most delicious meals - we had her dinners and breakfasts several times and were never disappointed. Suprisingly, the fold-out King bed was extremely comfortable and the room had cool temperature with A/C and fan to help us sleep soundly every night. Delightful place with delightful host - one of our top Airbnb experiences! We will certainly be back. Thank you Ms. Brenda!!
Superhost
Home in Belle Haven
4.76 out of 5 average rating, 17 reviews

Huge Waterfront Patio-Private Dock! King Size Beds

susanRating, 5 stars2 days ago
Unbelievable views. Very comfortable! Safe area.
Guest favourite
Home in Onancock
5 out of 5 average rating, 19 reviews

Leave your paw prints by the bay

MaryRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in Reedville
5 out of 5 average rating, 68 reviews

The Haven On The Chesapeake Bay

KaceeRating, 5 stars2 days ago
The Haven was truly a gem. It was so private and secluded- just what we needed to relax and reset. Ashley was so friendly and provided so many helpful accommodations that you’d typically not find elsewhere, such as complimentary coffee and a stocked s'mores station. Collectively, I think my family most enjoyed using the kayaks and paddle boards to explore the bay everyday. The kids absolutely loved hunting for wildlife around the house and pond. I’ll never forget this trip!

Private house rentals

Guest favourite
Home in White Stone
5 out of 5 average rating, 10 reviews

Serenity on the Bay | Dock | Kayak | Fish

MeganRating, 5 stars2 months ago
House was fabulous! It looks even better than the pictures! Everything was spotless and the kitchen had everything we needed plus more. It was a girls weekend birthday celebration for 5 of us and there was plenty of room for everyone. We loved that each one of us had our own bedroom/bathroom. The view is spectacular. Host very responsive to any questions we had. We hope to return next year!!
Top guest favourite
Home in Reedville
5 out of 5 average rating, 65 reviews

Spacious waterfront family retreat. Dogs welcome!

ShariRating, 5 stars6 days ago
We had a wonderful relaxing vacation at Paws & Reflect! The pictures really do not do it justice! Dawn was very informative and responsive! The house was comfortable, beautiful and so clean. The game room was a blast and we enjoyed relaxing on the dock and the back patio. My little girl said this was the best vacation house ever!
Top guest favourite
Home in Chincoteague
4.95 out of 5 average rating, 19 reviews

Jay's Retreat

SteveRating, 5 stars1 week ago
Words just can’t describe how great of a time we had at Jays Retreat. Everything was labeled and easy to find. First rental that had everything you need and I mean everything. The views, crabbing at the dock, kayaking the canal at sunset, eating on the screened in porch, and so much more made this trip probably one of the best we ever taken to the island. Slept 4 adults, 2 kids and 2 dogs comfortably. Mosquitoes were a nuisance but thats any where on the island. We rode electric scooters into the town which was maybe a 10 minute ride. Water was hot, AC was on point. Kevin was very responsive and even provided an early check in. Appreciate everything about this trip!! Just sad it had to end! Can’t wait until next time.
Guest favourite
Home in Topping
4.92 out of 5 average rating, 12 reviews

Waterfront Home - Dock, Kayaks, Fire Pit, Grill

AmandaRating, 5 stars5 days ago
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.
Top guest favourite
Home in Tangier
5 out of 5 average rating, 35 reviews

Hope Haven Cottage

TommyRating, 5 stars1 week ago
We truly enjoyed our trip to Hope Haven Cottage. From the initial booking, everything went smoothly. Mildred & Spencer were wonderful, and assisted us in every aspect of our stay. The cottage had everything we needed and more… since Muddy Toes was closed at the time, Mildred & Spencer made sure we were stocked with all the breakfast things we would need. Coffee, half and half, muffins, eggs, all kinds of extra goodies and a welcome basket full of snacks! We loved the bikes for riding around on the island and down to the beach. The golf cart was made available as well, and we enjoyed using it for bringing some extra gear to the beach. They had it all… a beach umbrella, folding chairs, beach towels, paperback books. It was a beautiful stay. The bed was very comfortable and the whole house was charming. The kitchen was fully equipped. We didn’t lack anything at all. Mildred & Spencer communicated well, were flexible & helpful. I wholly recommend this beautiful haven on Tangier.
Top guest favourite
Home in Onancock
4.96 out of 5 average rating, 85 reviews

Family Retreat Private Beach Eastern Shore w dock

AdrienneRating, 5 stars8 months ago
Eastview is beautiful, the home and the surroundings. There’s plenty of room if you are traveling with a large group.
Guest favourite
Home in Reedville
4.93 out of 5 average rating, 40 reviews

Summer Breeze waterfront new home-Private Beach

StormyRating, 5 stars2 weeks ago
This is a perfect spot for a girls weekend to just be. The surroundings are gorgeous and the home is fantastic. It is a quiet neighborhood for those who enjoy early morning walks. Every room of the home feels airy and comfortable. I would return for sure.
Guest favourite
Home in Reedville
4.96 out of 5 average rating, 54 reviews

Private Waterfront KingBed Dock Firepit Kayak SUP

GregRating, 5 stars3 weeks ago
We decided on a last minute Memorial Day weekend getaway and could not have gotten any luckier on this app than Shao and Ryan’s waterfront escape. The house was adorable and exactly as pictured. The master is enormous and the bed was super comfortable while the rest of the house was pristine. As nice as the house is, the real star is the yard and dock. We won the weather lottery and were out on the dock or in the kayaks from sun up to sun down. Check in was easy and they were super responsive and knowledgeable of the areas events and happenings.

Destinations to explore