Search Vacation Homes in Eastern Shore of Virginia

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Eastern Shore of Virginia

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (149)
"Excellent place to stay"
Blufin Bungalows & Marina

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (87)
"Excellent experience. Perfect place to stay if you have kids! Right across from the park. Home itself is also equipped for kids with a pack n play and high chair for little ones and games and arts for older. Would go again! "
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

At the Water's Edge - is there anywhere you'd rather be?!

10.0 out of 10, Exceptional, (48)
"Property was clean and it was an enjoyable vacation"
At the Water's Edge - is there anywhere you'd rather be?!

Pet Friendly Tiny Livin 3min from Cape Charles

10.0 out of 10, Exceptional, (8)
"We booked this tiny house for a spontaneous night away to do some fishing in Cape Charles. The property and house were absolutely adorable and the accommodations were exactly what we needed for a weekend away. The property had an amazing bonfire pit and grill if you don’t want to eat out, and there’s plenty of space with a fence and grassy areas if you’re traveling with a dog. The owners were extremely communicative and even went to the trouble of mailing us back something we left. We would...
The price is AED 1,131
AED 1,414 total
includes taxes & fees
27 Jul - 28 Jul
Pet Friendly Tiny Livin 3min from Cape Charles

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

9.4 out of 10, Exceptional, (10)
"Great play to stay with your family! Close to the park and town, and an easy golf cart ride to the beach!"
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

The Pearl at Grand Bay on Chincoteague Island!

9.2 out of 10, Wonderful, (5)
"We had one snag in the trip with the TV remotes not working, automated response from property manager stated additional information would be coming but request for assistance wasn’t addressed until the next day. This would have been fine if automated response didn’t indicate they would get back to us soon. Otherwise, property was very clean and as advertised!"
The Pearl at Grand Bay on Chincoteague Island!

The Sandpiper has gone SOLAR!!! exceptional family vacation, and private pool.

10.0 out of 10, Exceptional, (27)
"Great place to stay was the best equipped place i have ever rented the owner takes care of their customers. Great stay"
The Sandpiper has gone SOLAR!!! exceptional family vacation, and private pool.

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

9.6 out of 10, Exceptional, (136)
"We planned a quick get-a-way and decided to come to Cape Charles to spend the day and stay over night. The house was charming with plenty of room. The owners communicated well and they were very accommodating on my last minute trip planning. The beach wasn’t far at all and town was in walking distance with nice weather. We came in March so it wasn’t perfect beach weather but we are hoping to come back when it’s warmer! "
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

The Happy Crab - Waterfront on Chincoteague Island!

9.2 out of 10, Wonderful, (13)
"Really enjoyed the place, beautiful sunrises, great little island and food "
The Happy Crab - Waterfront on Chincoteague Island!

Kick back and relax at “Knot Stressed” in total comfort.

10.0 out of 10, Exceptional, (24)
"We were visiting family in Pocomoke City and this was the perfect place for us to stay. Comfortable beds. Bright and spacious. Great area! We enjoyed nice walks in the morning."
Kick back and relax at “Knot Stressed” in total comfort.

Overlooking Park with 1st and 2nd Floor Primary Suites.

10.0 out of 10, Exceptional, (89)
"Great house. Fun stay in Cape Charles"
Overlooking Park with 1st and 2nd Floor Primary Suites.

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

9.6 out of 10, Exceptional, (14)
"We loved our stay at Blufin Bungalows. Great views and location. "
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.

10.0 out of 10, Exceptional, (2)
"This home is spacious with kitchen and multiple dining areas, large living spaces, and comfortable bedrooms. It is well stocked. It’s convenient to everything on Chincoteague Island. We’d definitely come back!"
Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.

Cape Utopia - sister to existing ID# 7559899

9.8 out of 10, Exceptional, (34)
"Clean, comfortable beds, close to town and beach, beach chairs, beach towels provided and a beautiful porch to sit and watch the world go by. Fantastic stay. Will be back!"
Cape Utopia - sister to existing ID# 7559899

Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se

9.6 out of 10, Exceptional, (29)
"Our family had a great time at Happy Pines! The house was spacious, clean, and comfortable with two incredible decks."
Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se

Sisters 3 by the Sea, 400 Feet To The Beach

9.4 out of 10, Exceptional, (156)
"Clean, neat and extremely close to the sea"
Sisters 3 by the Sea, 400 Feet To The Beach

Fishhook Hideaway - Adorable AND Affordable!

10.0 out of 10, Exceptional, (1)
"We loved our stay here! The kitchen was well-stocked with housewares, the living room was cozy and comfortable, and the bedrooms were perfectly sized! Very clean and convenient location. Washer and Dryer, a tub and a shower, and an outdoor drying area were perfect amenities for our little family. Would definitely recommend! "
Fishhook Hideaway - Adorable AND Affordable!

No Problem (Formerly The Teague House) - Wonderful Waterfront!

9.6 out of 10, Exceptional, (7)
"Great property- would return. Highly recommend."
No Problem (Formerly The Teague House) - Wonderful Waterfront!

Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

9.6 out of 10, Exceptional, (32)
"This charming, coastal themed cottage was conveniently located to Assateague Island, Wallops Island, and Chincoteague! It was clean, gave abundant information on the area, and in a quiet location. My husband and I enjoyed our stay at our home away from home for a reasonable price!"
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

Salt Box II, One Block to the Beach

10.0 out of 10, Exceptional, (2)
"Stayed with my family of 4 (2 daughters - 3 and 6). The house was a good size (even a bit big for us - with a 3rd bedroom we didnt use), clean and had everything we needed for the week. It's a short walk to the beach (1.5 blocks) and Mason Ave with all the shops and restaurants (2.5 blocks). Golf kart was fun to have but not required - if everyone is up for a bit of walking. Check-in and out were a breeze and Anna (the host) was very responsive and helpful on messages through the app. Will stay...
Salt Box II, One Block to the Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in