House vacation rentals in Eastern Shore of Virginia

Find and book unique houses on Airbnb

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Popular amenities for Eastern Shore of Virginia house rentals

House rentals with a pool

Superhost
Home in Virginia Beach
4.84 out of 5 average rating, 129 reviews

THE OLD BEACON 1 | Beach Living

ErinRating, 5 stars2 weeks ago
This place was perfect! Matthew was a great host, responses are very fast and he is very accountable. The house was perfect, looked exactly like the pictures! Highly recommend staying here, you're in the heart of VA beach and a 5 min walk to the boardwalk and ocean front with tons of food, shops, and things to do.
Guest favorite
Home in Portsmouth
4.94 out of 5 average rating, 115 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

JoeyRating, 5 stars2 weeks 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 favorite
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 stars4 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 favorite
Home in Gloucester Point
4.99 out of 5 average rating, 185 reviews

York River Vacation Home

AdamRating, 5 stars1 week 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!
Top guest favorite
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 favorite
Home in Cobbs Creek
4.98 out of 5 average rating, 156 reviews

Blue Heron WaterSide

DeborahRating, 5 stars2 weeks 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 favorite
Home in Montross
4.99 out of 5 average rating, 156 reviews

Beach Please! River cottage w/private beach & dock

LisaRating, 5 stars2 weeks ago
Our family had beautiful weather on our vacation! Everything was as described, Mary & Shelly thought of everything. We would highly recommend.
Top guest favorite
Home in Irvington
4.99 out of 5 average rating, 116 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

KristiRating, 5 stars4 weeks ago
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!

Weekly house rentals

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

Sunnybank Getaway - Waterfront w/Pier & Kayaks

SandyRating, 5 stars4 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 favorite
Home in Gloucester County
4.95 out of 5 average rating, 57 reviews

York River | Chesapeake Bay Bliss: Fishing Retreat

AmyRating, 5 stars1 week ago
We had a two night stay at this beautiful house. Everything was nice and clean. We loved sitting on the deck, overlooking the river. It was a perfect place to drink our morning coffee!
Guest favorite
Home in Topping
4.86 out of 5 average rating, 14 reviews

Waterfront Home - Dock, Kayaks, Fire Pit, Grill

AmandaRating, 5 stars1 week 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 favorite
Home in Machipongo
5 out of 5 average rating, 82 reviews

Private Country Beach Retreat

RuthRating, 5 stars1 week ago
Kristy’s place was so peaceful! If you are looking for a quiet space then this is the place for you! Everything from the location to the details in the home curated a calm environment. And if you need to hear a little noise Cape Charles is just a drive away! Also check out the lovely Chatham vineyard just down the road!
Guest favorite
Home in Onancock
5 out of 5 average rating, 19 reviews

Leave your paw prints by the bay

MaryRating, 5 stars1 month 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 favorite
Home in Reedville
5 out of 5 average rating, 69 reviews

The Haven On The Chesapeake Bay

KaceeRating, 5 stars1 week 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!
Top guest favorite
Home in Onancock
5 out of 5 average rating, 67 reviews

Egret’s Point on the Creek

ElizabethRating, 5 stars2 days ago
Do not hesitate in booking this Airbnb. We absolutely love our stay. Not sure where to start. We took the canoes out as well as the golf cart and explored the area both on land and in the water. Karen’s place was squeaky clean! Including all the linens and kitchen items. We all felt so comfortable. Karen was very responsive and even had a sweet treat waiting for us when we arrived! The eastern shore proved to be a beautiful place to visit and we hope to come back in the future.
Top guest favorite
Home in Onancock
4.96 out of 5 average rating, 85 reviews

Chesapeake Bay Retreat | Private Dock + Beach

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.

Private house rentals

Top guest favorite
Home in Kilmarnock
5 out of 5 average rating, 59 reviews

Secluded beach front cottage on the Chesapeake Bay

AngieRating, 5 stars2 months ago
My absolute favorite airbnb ever ! This was the 3rd time I've stayed here, and if I could afford it, I'd go monthly. The location is perfect, right on the water, small private beach, lots of privacy and soooo incredibly relaxing. The house is very well laid out, super clean and comfortable. Keri provides more than most hosts, from the kitchen and bathrooms, to beach gear, movies, books, games, and the kayaks ! I love love love this house and location so very much. It feels like "my" home away from home and I'll continue to go back as much as possible. THANK YOU again Keri, for another amazing getaway !
Top guest favorite
Home in Kilmarnock
5 out of 5 average rating, 35 reviews

Waterfront, Private Beach, Dock, HotTub, GameRoom

BenjaminRating, 5 stars1 week ago
5 stars! We have stayed at a number of Airbnbs in the US and Canada over the years. While we have never had a negative experience, this home exceeded ALL our expectations - a tall order indeed when traveling with 3 generations! The property struck a rare balance of serenity and fun. This was our first trip to the Chesapeake Bay and the home was a perfect example of hospitality and beauty we enjoyed around every turn of our adventure.
Top guest favorite
Home in Heathsville
5 out of 5 average rating, 47 reviews

Northern Neck Creek Retreat w/ king suite, firepit

JulietteRating, 5 stars4 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!
Guest favorite
Home in Lottsburg
4.96 out of 5 average rating, 48 reviews

Waterfront Escape!

RoxanneRating, 5 stars2 days ago
We had such a nice visit! Ryan was very responsive to questions and requests. The house is very cute and perfect for a family with kids. Lots of toys and games and outdoor equipment - and a fun tree swing! The little sandy area was just right for our three kids (ages 1, 4 and 7). We ate all our meals outside on the deck overlooking the water. The neighbors were very friendly. Everything was great!
Top guest favorite
Home in Urbanna
5 out of 5 average rating, 46 reviews

Blue Pearl Cottage

JamesRating, 5 stars2 days ago
Ashley and Ben’s Blue Pearl Cottage was one of the best Airbnb’s we have stayed at, and we’ve been to a lot! The home was spotless and inviting. The back porch was perfect for hanging out in, relaxing and reading. We loved kayaking and exploring too. Ashley and Ben thought of everything you need. We will be back!
Top guest favorite
Home in Port Haywood
4.92 out of 5 average rating, 39 reviews

Anne's Beachfront Shangri-La

KimRating, 5 stars4 days ago
We had a great couple of days together with our family. Really great place particularly for littles!
Top guest favorite
Home in Virginia Beach
4.94 out of 5 average rating, 66 reviews

Paint The Beach Pink! Full House | Private Pool

WyattRating, 5 stars1 week ago
Check in was super easy, the AC was on when we arrived which was great after a long Uber. The pool felt nice and the whole backyard area was fantastic. We ended up using the bikes a lot more than we thought which was a lot of fun. It's a quick bike ride to the boardwalk and walking didn't take too much longer. Bradley was very quick to respond whenever I had a question about anything. If we come back to Virginia Beach we will definitely be checking the availability of this house!
Guest favorite
Home in Lancaster
5 out of 5 average rating, 7 reviews

The Perfect View Virginia Tiny Home

SusanRating, 5 stars1 week 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!!

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