
Cottage holiday rentals in Eastern Shore of Virginia
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Top-rated cottage rentals in Eastern Shore of Virginia
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Popular amenities for Eastern Shore of Virginia cottage rentals
Cottage rentals with a hot tub

Block to Private Beach, Screened deck, Hot Tub
The cottage was so cute, the back porch was so cozy and comfortable, the kitchen well stocked and everything was clean. The walk to the beach was so pleasant and super close, the hot tub was private and clean. We had a romantic weekend for two but this would be perfect for a young family, for some very relaxing beach time. The host was so gracious and responsive and the location so convenient from DC.

Bethany Beach Sea Colony Canalside Sleeps 7
We enjoyed Kristen’s home it was so he perfect location for our itinerary on this adventure. Blessings - joe and Jen

Waterfront Cottage, Pier, Sunsets, Hot Tub,Kayaks
The house is wonderful! We enjoyed being in the fenced backyard with our dogs, hanging out on the dock watching the boats go by, or just sitting in the house admiring the view through the huge picture windows. It was very clean and had all that we needed for a relaxing get away weekend. Natalie was very responsive and very helpful with great local suggestions. Emily's Produce is only a few minutes away and has everything we needed, including fully cooked meals. We can't wait to come back!

Year Round Playground - Rare Rustic-Modern Getaway
Had a mini friend vacation with 6 people total and we all immediately felt right at home. The layout of the home is extremely convenient-there’s a half bath next to the washer/dryer right near the door to the deck- it was perfect for fast bathroom breaks without getting the entire house wet! We spent most of our time in the pool area and game room, and both spaces had everything we needed! (Nadia, I hope you don’t mind we left a few pool new loungers behind!) We took advantage of pretty much everything aside from swimming in the lake (bugs were really bad, no one’s fault at all but be warned- you NEED to have bug spray.) The only critique I could give was the softness of the beds, they were all really firm and if you have any sort of sleeping and or back/pain problems, it could be evident the next morning. But overall it was an amazing time and the host was extremely courteous and genuinely caring! A lot of love goes into this spot and you can tell. We can’t wait to go back.

Cozy Cottage close to Beaches & Solomon’s Island
Emilio and Wanda’s home was absolutely lovely. They thought of everything to make our stay so enjoyable. Would recommend to anyone wanting a relaxing stay. So very close to Solomon’s Island. Thank you Emilio and Wanda!

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach
This lake house was such a relaxing place to stay! Had everything we needed and then some. It’s a bit of a hill to climb to get back to the house from the lake but not terrible. The beach recommendations were great! We found a ton of shark teeth and the kids really enjoyed themselves.

Hot Tub Hideaway by Shark Tooth Shores
Surrounded by trees and the sound of waves- perfect place to relax & unwind. Quick but steep hike to the secret beach. Cool spot and more shell than I expected. Kyli was a responsive host, answered all my questions. Also, recommended Island Hideaway for dinner and it was amazing. Homemade pasta and desserts made in house daily. Great views and delicious foods & drinks.

Hays Beach House - Hot Tub - Private Beach
Hays Beach House was the perfect home base for my group of 10 sailors. We were able to comfortably sleep, relax in the hot tub, and cook enough to feed a small army. The beds are comfy, the kitchen is well stocked, and the sunrises here are stunning. Tim is a friendly and helpful host and overall the experience was nothing but pleasant.
Pet-friendly cottage rentals

Positano Villa
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!!!

The Little House at Waveland
We had a great time at Diana’s place. The water access was awesome and we had lots of fun with the kayaks. We were able to walk through a wooded trail to a nearby restaurant which was so nice. The location felt private and naturally beautiful while being not far from grocery stores and restaurants. Diana’s neighborhood is beautiful and the space is charming and comfortable. Such a fun way to see the Chesapeake, we would love to come back!

Modern 2 Bdrm Cottage in Historic River Community
Loved staying at this quiet retreat! Mornings listening to birds, afternoons in the sunny backyard, stars and stars! Really loved this place and will be back again.

Lovely Ocean View Cottage
The cottage was in a nice quiet neighborhood, could walk the dog, it also has a fenced in yard. The home was exceptionally clean, it has all amenities needed, even a few extras, gas grill, beach chairs etc.. The bed was comfortable. Also enjoyed the water and snack basket that was left with a welcome note. Definitely recommend! Really felt like home! Short drive to restaurants and shops and a 2 minute drive to a cute little beach with lifeguards, restrooms and a free parking lot!

Charming Waterfront Home with Expansive Views
We had a truly wonderful stay at this Airbnb! The house was nice, cozy, and felt like a home away from home, which made it easy to relax from the moment we arrived. The view was absolutely breathtaking—we found ourselves simply gazing out and soaking it all in. A highlight of our trip was the time we spent fishing on the beach; it was peaceful, fun, and made for some unforgettable memories. What made our stay even better was the warm and welcoming family next door. They were incredibly friendly and went out of their way to help us with the few questions we had. It was a small gesture that made a big difference. This place was everything we hoped for and more. We'd absolutely recommend it to anyone looking for a serene, comfortable spot to unwind and enjoy nature.

Quaint 2 Bedroom Cottage in Chicks Beach
Perfect place to play with our grandson! Just a quick easy walk to the beach! Thank you for the stay!!

Historic Ware River Cottage at Glebefield
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.

Shewell’s Cottage by the Shore
We had a great stay, it was exactly the relaxing family vacation we were looking for! Hyrum and Lisa were excellent hosts and made sure we had all the information we needed and everything was going well throughout the stay. Thank you Hyrum and Lisa!
Private cottage 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!!

Maggie’s Cottage on Poplar - Our Happy Place!
We stayed at Maggie's Place for 4 nights with our 5 and 7 year old sons and had a wonderful time. The abundance of games / toys was great - our kids loved playing with them when we needed some downtime from the beach. The kitchen was VERY well equipped and it was so nice to have condiments and spices so we didn't have to buy a ton of items just to cook a meal. The beds were comfy and we all slept great. It was nice to have two TVs - one in the family room and another in the main bedroom - so we could watch NetFlix and HBO from our bedroom (they had other streaming services, too). The house is walkable from a fantastic playground (Brianna's Kindness Park) as well as some amazing coffee shops. We loved AmaRin - go early for the pastries and the Vietnamese egg coffee is a must-try. Maggie's Place was our perfect landing place for our trip to Chincoteague!

Cottage with a view!
Beautiful place to stay. Quite peaceful area with friendly neighbors. Home was cozy and welcoming. Kitchen had everything you could need. Amenities were amazing. Had a spectacular time would definitely come back to stay again.

Sarah's Creek Starlight
My father, husband, kids, and I spent a week here just “getting away”. Close enough to drive to Williamsburg to find entertainment, and far enough from the busy-ness of life to feel very peaceful. My favorite part was reading on the front porch over coffee and watching the crane looking for food in the river. Would definitely recommend!

ESVA Silver Beach Getaway August week open
Such a cute, well stocked and clean cottage. Extremely quiet neighborhood. Sunsets over the bay were stunning. Jennifer was easy to teach and communicate with.

Mystic Seahorse Cottage & game room
Mystic Is a quaint, clean and welcoming houae. All details from pictures to knick knacks create a complete theme. Instructions were easy and thoughtful. Communications were prompt and thorough. This home and its owners create a perfect sanctuary.

Waterfront Bay Cottage w/ Your Own Private Beach
We had a fantastic stay at this charming cottage on a private beach! The peaceful setting and direct access to the water made for a truly relaxing getaway. We especially loved the Adirondack chairs and firepit overlooking the Chesapeake Bay—perfect for amazing views and cozy evenings. The master bedroom and living spaces offered beautiful water views that made every moment feel serene and special. The owner was incredibly accommodating with check-in and shared thoughtful, personal tips that made our stay even more enjoyable. Highly recommend this spot for anyone looking to unwind by the bay!

"3 Sisters" Ivy's Cottage-Lovely downtown cottage
Sherry is such a lovely host! Super responsive and so sweet. Everything was perfect in the space. And the most Ideal location. 10min from the park. 2 min into town! Comfy accommodations.
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Assateague Island National Seashore
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Water Country USA
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- Salt Ponds Public Beach
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- Bow Beach
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