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, (508 reviews)
"Love the resort! "
United States
Hannah
$119 nightly
The price is $134
Feb 11 - Feb 12
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, (210 reviews)
"yesss amazing stay "
United States
EDA
$149 nightly
The price is $167
Feb 13 - Feb 14
Total with taxes and fees
Blufin Bungalows & Marina

Cozy cottage w/creekside fire pit & pet‑friendly

Cozy cottage w/creekside fire pit & pet‑friendly
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.
$269 nightly
The price is $292
Feb 11 - Feb 12
Total with taxes and fees
Cozy cottage w/creekside fire pit & pet‑friendly

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (61 reviews)
"This is a unique home with beautiful views! The amenities were wonderful, the home was so clean, and Nick was great with checking in to make sure everything was good. Would definitely stay here again! "
United States
Kristy C.
$388 nightly
The price is $428
Feb 11 - Feb 12
Total with taxes and fees
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (18 reviews)
"Two blocks to Mason Ave and two blocks to the beach, the location was a real highlight for us. The house was clean, and check-in/check-out could not be easier. I was a little nervous about having the owners right next-door, but they were so polite when we saw them, and that was very rare. We had a great time, and hope that it’s available for our Cape Charles trip next year. "
United States
David S.
$281 nightly
The price is $298
Feb 22 - Feb 23
Total with taxes and fees
Salt Box, One Block 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, (25 reviews)
"Loved that it was right on the bay. "
United States
Debra
$139 nightly
The price is $156
Feb 12 - Feb 13
Total with taxes and fees
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (22 reviews)
"Stay at Assateague Inn was clean, comfy, cozy, and convenient. "
United States
Anonymous traveler
$184 nightly
The price is $192
Feb 11 - Feb 12
Total with taxes and fees
Assateague Inn 104 by Seaside Vacations & Sales

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (31 reviews)
"Everything was great. Will stay again "
United States
Richard R.
$181 nightly
The price is $189
Mar 5 - Mar 6
Total with taxes and fees
Only 5 min. from the Beach!

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, (66 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
$255 nightly
The price is $286
Feb 11 - Feb 12
Total with taxes and fees
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

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.
$1,294 nightly
The price is $1,457
Feb 11 - Feb 12
Total with taxes and fees
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
$288 nightly
The price is $318
Feb 14 - Feb 15
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Maryland | Rooftop Terrace w/ Marina Views, Walk Downtown Cape Charles + Cozy Fireplace

Maryland | Rooftop Terrace w/ Marina Views, Walk Downtown Cape Charles + Cozy Fireplace
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Clean, great amenities, and perfect location. Owners were nearby and friendly and helpful"
United States
Meghan D.
$666 nightly
The price is $747
Feb 11 - Feb 12
Total with taxes and fees
Maryland | Rooftop Terrace w/ Marina Views, Walk Downtown Cape Charles + Cozy Fireplace

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

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (145 reviews)
"Nicely located. Clean. Convenient to town center and beach. Good on-street parking and renter/owner communication. Limited household amenities. Could use an interior refresh and bathroom updating. "
United States
Thomas R.
$423 nightly
The price is $479
Feb 11 - Feb 12
Total with taxes and fees
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

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
Feb 11 - Feb 12
Total with taxes and fees
The purple door at the bay.

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.4 out of 10, Exceptional, (8 reviews)
"Close to everything, quiet, clean"
United States
Eileen D.
$206 nightly
The price is $217
Feb 11 - Feb 12
Total with taxes and fees
Only 5 min. from the Beach!

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.
$439 nightly
The price is $496
Feb 11 - Feb 12
Total with taxes and fees
Bay Creek Meets Historic Cape Charles! pool access!

Indoor-Outdoor 2BR on Working Farm | Creek View

Indoor-Outdoor 2BR on Working Farm | Creek View
Melfa
$268 nightly
The price is $285
Feb 11 - Feb 12
Total with taxes and fees
Indoor-Outdoor 2BR on Working Farm | Creek View

Blue Haven - Chesapeake Properties

Blue Haven - Chesapeake Properties
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved pretty much everything about this house! Highly recommend!"
United States
Elizabeth K.
$654 nightly
The price is $739
Feb 28 - Mar 1
Total with taxes and fees
Blue Haven - Chesapeake Properties

Coral Villa

Coral Villa
Piney Island
8.4 out of 10, Very Good, (5 reviews)
"Close to the beach. Peaceful stay. My family enjoyed."
United States
Natasha M.
$182 nightly
The price is $197
Feb 17 - Feb 18
Total with taxes and fees
Coral Villa

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, (28 reviews)
"The comfort and ease of this property was perfect for our quick wedding weekend! I just wish we could have more time to relax and use the amenities."
United States
Barbara A.
$862 nightly
The price is $972
Feb 11 - Feb 12
Total with taxes and fees
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to 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.
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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.