
Beachfront vacation rentals in Eastern Shore of Virginia
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Top-rated beachfront rentals in Eastern Shore of Virginia
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Popular amenities for Eastern Shore of Virginia beachfront rentals
Pet-friendly beachfront home rentals

Water Oaks at Chic's Beach
We stayed here over spring break with our young kids. Tommy and Janet were very friendly and responsive. The location is great! Literally right across the street from the beach, and close to our all time favorite brewery :) we'd love to come back again in the summer months!

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
Our family of 7 had a wonderful stay. Everything was clean and tidy when we arrived and we felt at home right away. The location was fantastic- private and peaceful but also very convenient to walk out the door and be on the beach in a couple of minutes. My favorite feature was all the amenities provided by the hosts- beach towels, laundry detergent, games and books for the kids, etc. Even just having access to a broom and dustpan to sweep up the sand we tracked in was very helpful (and something we have missed in past Airbnb experiences). We would definitely recommend Richard’s place and would love to stay here again in the future.

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!

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

Historic St. Mary's City, MD
Had a lovely stay at Pat and Nell’s. Was able to work in the mornings and take advantage of beautiful outdoors and access to the water from the dock. Highly recommend! Is a quiet, peaceful, clean, comfortable place to stay while adventuring in St Mary’s county.

Harbor View- (Sun - Sun rental June- Aug.)
We absolutely loved the stay at Janie’s place! It was great and such a short walk to the beach. The beach wagon, chairs, and umbrellas were a nice touch and saved us from having to bring our own! There is also a propane and charcoal grill available for use, which is amazing. We look forward to booking our next trip to Cape Charles here, hopefully sooner rather than later! We have heard Christmas time is beautiful!

Charming Waterfront Home with Expansive Views
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.

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!
Beachfront home rentals with a pool

Positano Villa
Wow! We had such a wonderful time at Mr. Roger’s place! The house was just beautiful and clean. The weather caused us not to be able to enjoy the pool and beach, but thats no fault of Mr. Roger! We will definitely book here again. Thanks again!

THE OLD BEACON 1 | Beach Living
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!!

Ocean & Bay Views - Local Family Owned & Operated
Had an amazing time with my family which was made very easy with the hosts! Lots of recs for things to do and places to eat. Had kid friendly items in the house which was great. Very clean and in a beautiful location. Would definitely like to return in the future!

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool
Great location, right on the beach. The place was clean and had everything I needed for my stay. Josh and Maegan were very detailed in their instruction I didn’t have to reach out to them for anything.

Oceanfront, beachfront, boardwalk, fun, dolphins
We enjoyed staying at Kelly's place in VB. Its an ideal location for anyone who wants to stay right at the boardwalk. We witnessed amazing sunrises and moonrises. The ocean was right in front of us and from the 6th floor, the view was expansive. A lot of restaurants were also nearby. Kelly was always very communicative, polite and professional. The apartment was clean with the kitchen well stocked with utensils The bedrooms were of a pretty large size. And parking was on the premises. Overall, it was a wonderful experience and holiday for us. We strongly recommend Kelly's place.

Stunning Views of Back Bay & Seconds to the Beach
Jade & Nathan were great host. Their home was beautiful and exactly what we needed for our trip. My only recommendation is to come with your own cookware if you’re into cooking. They had plenty of kitchen items that I just had to make work. Other than that the neighborhood was peaceful. The kids enjoyed the pool area it was actually warm temperature and the view behind the house was one of the most amazing parts. I will definitely be back.

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Beautifully updated condo with great views. Host was very responsive. The unit was nice an clean and fully stocked with everything you needed including a very nice coffee maker! The master bedroom does get a little hotter than the rest of the unit but the view with floor to ceiling windows is worth making the rest of the unit a little chilly to compensate. I would definitely recommend this place!

Direct Ocean Front/Gorgeous Views/Indoor Pool
We had a great time at Seth’s place. The location was perfect, quiet but still plenty to do. Easy beach access and clear directions for everything. Watched dolphins from the balcony and loved hearing the waves.
Private beachfront home rentals

The Waverly Treehouse
We had a delightful stay in the Waverly treehouse. We definitely recommend checking it out. The amenities and host were absolutely wonderful and the trip exceeded all of our expectations. Thank you!!! ⭐️ ⭐️⭐️⭐️⭐️

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.

The Haven On The Chesapeake Bay
The Haven on the Bay is an incredible property - we stayed here last year and loved it so much we had to stay here again. And this won’t be our last time - we plan to make it an annual trip at a minimum! Ashley is an amazing host and ensures her guests have a fantastic experience! Stay at this property - you won’t regret it.

Smokehouse on the Chesapeake Bay
Kenneth was an exceptional host for the following reasons -provided great recommendations for food, adventure on & off the property, & everything in between -approachable when we had questions and/or curiosity -clear & prompt communication -such a cozy, welcoming restored smokehouse (smelled like cedar, oak, & pine in there..LOVED it) -very well kept & clean, his & her robes were perfect for the shower & towels, washcloths, & linens were ready & waiting - fully stocked with treats, coffees & teas -gorgeous property w/ amazing dock for casting a few & enjoying unreal sunsets - super peaceful & serene My husband & I had our mini moon here & it was a continuation of our dreamy marriage to each other. We look forward to our return <3 Love, The Sassers

The Seaglass Cottage by the Chesapeake Bay
Our stay at Paige and Grant’s Seaglass Cottage was absolutely perfect—5 stars all around! Their place is beautifully kept, super clean, and in an ideal location—just a short walk to the beach and right in the heart of town, yet tucked away enough to feel private and peaceful. Paige and Grant were incredibly responsive and thoughtful hosts, making everything easy from start to finish. This was our kids’ very first beach trip, and Seaglass Cottage truly made it unforgettable. A short walk to beach or short drive to everything. The home was well-equipped, charming, and felt like a true retreat. We made lasting memories here and couldn’t have asked for a better experience. Highly recommend to anyone looking for a coastal getaway that’s both relaxing and close to all the action. We will absolutely be back!

Little Gray Beach House
We loved our short stay at the Little Gray House. The view alone was worth the stay. The beaches are both easy walks and the area is lovely. Everything was clean and cozy and Bronwyn and Kat gave lots of information ahead of time, including some great recommendations. Would definitely recommend checking out The Hatchery and the Gwynn’s Island Museum on the island and spending some time exploring Mathews. We will be staying here again and hopefully soon!

Chesapeake Bayfront Home with Amazing Views!
This waterfront home has gorgeous views. The location is very private and peaceful. Our family really enjoyed fishing from the dock, playing yard games (we brought our own), and just relaxing. Our two-night stay was the perfect amount of time for us to recharge. I would rent the house again.

Water's Edge Cottage | Luxury Retreat
Incredibly peaceful, beautiful spot. The interior was so nicely set up—it really allowed us to enjoy the gorgeous views of the river. Kitchen is very well appointed, we didn’t have to go anywhere. Great, quiet area, enjoyed the tranquil evenings.
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Assateague Island National Seashore
- Busch Gardens Williamsburg
- Bethel Beach
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Buckroe Beach and Park
- Grandview Beach
- Snead Beach
- Sarah Constant Beach Park
- Wilkins Beach
- Haven Beach
- Assateague Beach
- Norfolk Botanical Garden
- Grove Beach
- Wallops Beach
- Little Creek Beach
- Outlook Beach
- Cape Charles Beachfront
- Kiptopeke Beach
- Parramore Beach