A beach with waves crashing onto the shore and a person walking along the beach.

Eastern Shore of Virginia Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Eastern Shore of Virginia vacation rentals

Palm Cottage

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (623 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
$242 nightly
The price is $272
Sep 7 - Sep 8
Total with taxes and fees
Key West Cottages
Exterior

2. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
$323 nightly
The price is $356
Aug 31 - Sep 1
Total with taxes and fees
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Interior

3. 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, (28 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
Aug 31 - Sep 1
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Room

4. The Social - Short Stays on Market

The Social - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, recommend it and would stay there again."
United States
Roscoe B.
$239 nightly
The price is $264
Aug 31 - Sep 1
Total with taxes and fees
The Social - Short Stays on Market
Property grounds

5. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (16 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
$379 nightly
The price is $442
Sep 2 - Sep 3
Total with taxes and fees
Smith Beach cottage w/ private sunset
Living area

6. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (32 reviews)
"Our room was clean and ready for our stay. We could walk to some shops, miniature golfing,restaurants."
United States
Paula
$192 nightly
The price is $202
Sep 14 - Sep 15
Total with taxes and fees
Assateageue Inn 104 by Seaside Vacations & Sales
Terrace/patio

7. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (73 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
$315 nightly
The price is $358
Aug 31 - Sep 1
Total with taxes and fees
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Living area

8. 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
9.8 out of 10, Exceptional, (62 reviews)
"We loved our stay. The house was clean and the location is perfect. The house has aged into some wonky shifted floors but that did not bother us. It had everything we needed."
United States
Demmie M.
$495 nightly
The price is $559
Sep 15 - Sep 16
Total with taxes and fees
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Property grounds

9. Park Place - Comfy Condo Close to Beach

Park Place - Comfy Condo Close to Beach
Kiptopeke
9.8 out of 10, Exceptional, (51 reviews)
"Quiet qnd very convenient"
United States
Hocine B.
$529 nightly
The price is $589
Sep 2 - Sep 3
Total with taxes and fees
Park Place - Comfy Condo Close to Beach
Exterior

10. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very Good, (36 reviews)
"The location was central with a deck out on the marsh, which was lovely. The pool seemed well kept and was nice. It was clean and the communication with the hosts was quite good. The smart TVs didn’t really work and could only work with live tv. No apps worked. Overall, though, would stay again."
United States
Erin
$190 nightly
The price is $199
Sep 1 - Sep 2
Total with taxes and fees
Assateague Inn 111 by Seaside Vacations & Sales
Living area

11. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"Overall nice stay!"
United States
Becky S.
$437 nightly
The price is $482
Aug 31 - Sep 1
Total with taxes and fees
Bayfront Modern Retreat • Dock, Kayaks, Views
Beach

12. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
$349 nightly
The price is $396
Sep 2 - Sep 3
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
House (3 Bedrooms) | Interior

13. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
$324 nightly
The price is $364
Sep 16 - Sep 17
Total with taxes and fees
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Beach

14. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
$372 nightly
The price is $417
Sep 1 - Sep 2
Total with taxes and fees
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Exterior

15. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
$593 nightly
The price is $670
Sep 15 - Sep 16
Total with taxes and fees
Beautifully Renovated Cottage
Interior

16. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
9.8 out of 10, Exceptional, (9 reviews)
"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."
United States
Katlyn
$333 nightly
The price is $374
Sep 16 - Sep 17
Total with taxes and fees
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Living area

17. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (7 reviews)
"Excellent accommodations, cleanliness, communication, and location. Highly recommended!"
United States
Aaron L.
$338 nightly
The price is $384
Sep 1 - Sep 2
Total with taxes and fees
Crab Crib Loft in Historic Downtown Cape Charles
Exterior

18. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
$409 nightly
The price is $464
Sep 8 - Sep 9
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Property grounds

19. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (23 reviews)
"This lovely home was conveniently located a block from the beach and two blocks from the shops. Anna was a wonderful host and we would definitely come back!"
United States
Sharon L.
$460 nightly
The price is $499
Sep 7 - Sep 8
Total with taxes and fees
Salt Box, 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.
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Top Eastern Shore of Virginia Hotel Reviews

Refuge Inn

Refuge Inn

10/10 Excellent
"Everything about our stay was excellent will definitely go back"
Joe 5-night trip
Posted 7 hours ago
Refuge Inn

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 $202 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.

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