Eastern Shore of Virginia Vacation Rentals

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Our top choices for Eastern Shore of Virginia vacation rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (527 reviews)
"Great place to stay very clean great location "
United States
Philip
$119 nightly
The price is $134
Mar 24 - Mar 25
Total with taxes and fees
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (212 reviews)
"yesss amazing stay "
United States
EDA
$239 nightly
The price is $268
Apr 4 - Apr 5
Total with taxes and fees
Blufin Bungalows & Marina

Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages
2.0 star property
Chincoteague
$899 nightly
The price is $1,010
Mar 25 - Mar 26
Total with taxes and fees
Chincoteague Bay RV Resort & Cottages

Cozy creekside cottage w/fire pit near Assateague

Cozy creekside cottage w/fire pit near Assateague
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
$296 nightly
The price is $321
Mar 22 - Mar 23
Total with taxes and fees
Cozy creekside cottage w/fire pit near Assateague

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Cape Charles
10.0 out of 10, Exceptional, (29 reviews)
"Great communication and everything you need. The golf carts were a huge bonus. "
United States
Amy F.
$862 nightly
The price is $972
Mar 22 - Mar 23
Total with taxes and fees
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (82 reviews)
"Beautiful home and very well equipped with everything you would need to have a wonderful vacation. Perfect location just blocks from the park/play ground, down town and the beach."
United States
Scott D.
$1,234 nightly
The price is $1,390
Apr 1 - Apr 2
Total with taxes and fees
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Bay Creek Meets Historic Cape Charles! pool access!

Bay Creek Meets Historic Cape Charles! pool access!
Cape Charles
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
United States
Sarah M.
$461 nightly
The price is $522
Mar 22 - Mar 23
Total with taxes and fees
Bay Creek Meets Historic Cape Charles! pool access!

The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (41 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
$313 nightly
The price is $356
Mar 22 - Mar 23
Total with taxes and fees
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
$317 nightly
The price is $355
Mar 22 - Mar 23
Total with taxes and fees
Pet Friendly Tiny Livin 3min from Cape Charles

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (52 reviews)
"It was a good stay. Nice weekend getaway "
United States
Kathy S.
$544 nightly
The price is $614
Mar 22 - Mar 23
Total with taxes and fees
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
$258 nightly
The price is $289
Mar 22 - Mar 23
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles

Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
$270 nightly
The price is $303
Mar 22 - Mar 23
Total with taxes and fees
Whimsical Tiny House, Cape Charles Virginia

Sisters 3 by the Sea, 400 Feet To The Beach

Sisters 3 by the Sea, 400 Feet To The Beach
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (166 reviews)
"We had a great stay. The location is amazing! The beach is right across the street, and shops and restaurants are within walking distance."
United States
Rene N.
$611 nightly
The price is $690
Mar 31 - Apr 1
Total with taxes and fees
Sisters 3 by the Sea, 400 Feet To The Beach

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

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (26 reviews)
"Loved that it was right on the bay. "
United States
Debra
$159 nightly
The price is $179
Mar 22 - Mar 23
Total with taxes and fees
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very Good, (36 reviews)
"Nice cabin in the country along the water. Great place to relax. "
United States
Julie
$159 nightly
The price is $175
Apr 1 - Apr 2
Total with taxes and fees
Virginia Landing RV Campground

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
$409 nightly
The price is $451
Mar 22 - Mar 23
Total with taxes and fees
The purple door at the bay.

Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (2 reviews)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
$252 nightly
The price is $282
Mar 22 - Mar 23
Total with taxes and fees
Experience Tiny Living, in Cape Charles, Va

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (22 reviews)
"Convenient location with everything we needed"
United States
John S.
$181 nightly
The price is $189
Mar 22 - Mar 23
Total with taxes and fees
Assateague Inn 104 by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very Good, (8 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
$181 nightly
The price is $189
Mar 22 - Mar 23
Total with taxes and fees
Bella's Beach Retreat by Seaside Vacations & Sales

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (67 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
$265 nightly
The price is $297
Mar 26 - Mar 27
Total with taxes and fees
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
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.
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Top Eastern Shore of Virginia Hotel Reviews

Find out more about Eastern Shore of Virginia

Everything you need to know about Eastern Shore of Virginia vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Shore of Virginia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastern Shore of Virginia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Eastern Shore of Virginia vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Shore of Virginia. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Eastern Shore of Virginia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $134 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Eastern Shore of Virginia rentals

At Expedia, we put the best Eastern Shore of Virginia vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Eastern Shore of Virginia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastern Shore of Virginia vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastern Shore of Virginia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.