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

Eastern Shore of Virginia Vacation Rentals

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Eastern Shore of Virginia vacation rentals

Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (612 reviews)
"Absolutely adorable, clean and staff super friendly"
United States
Misty
$242 nightly
The price is $272
Sep 8 - Sep 9
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, (21 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 12 - Aug 13
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, (27 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 12 - Aug 13
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Smart TV

4. A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Onancock
9.8 out of 10, Exceptional, (13 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
$262 nightly
The price is $289
Aug 18 - Aug 19
Total with taxes and fees
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
1 bedroom, iron/ironing board, WiFi, bed sheets

5. The Oak - Short Stays on Market

The Oak - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"Terrific property. Well appointed, comfortable, and situated in the heart of Onancock. I will be back!"
United States
Betty A.
$271 nightly
The price is $299
Aug 16 - Aug 17
Total with taxes and fees
The Oak - Short Stays on Market
Exterior

6. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (306 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
$359 nightly
The price is $403
Aug 20 - Aug 21
Total with taxes and fees
Blufin Bungalows & Marina
Terrace/patio

7. 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, (66 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
$315 nightly
The price is $358
Aug 17 - Aug 18
Total with taxes and fees
The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Property grounds

8. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful place by the ocean with a sunset so amazing it humbles you. Will stay here again. The host was excellent in communicating and helping out when required."
United States
Arun S.
$381 nightly
The price is $444
Sep 7 - Sep 8
Total with taxes and fees
Smith Beach cottage w/ private sunset
Exterior

9. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very Good, (35 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
$212 nightly
The price is $223
Sep 2 - Sep 3
Total with taxes and fees
Assateague Inn 111 by Seaside Vacations & Sales
Smart TV, books

10. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful space. Lots of space for sleeping options. Easy check in process. Close to different shops!"
United States
Virginia D.
$302 nightly
The price is $339
Sep 8 - Sep 9
Total with taxes and fees
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Property grounds

11. 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.
$576 nightly
The price is $641
Sep 2 - Sep 3
Total with taxes and fees
Park Place - Comfy Condo Close to Beach
Beach nearby

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, (10 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
$360 nightly
The price is $408
Sep 2 - Sep 3
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
Beach nearby

13. Sol Mate: Sunset Cape Charles Shore Retreat

Sol Mate: Sunset Cape Charles Shore Retreat
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (7 reviews)
"The house was great for our weekend stay. The king size bed was very comfortable and the bathroom was nice. Even in November we spent a lot of time on the porch and were able to eat on the picnic table in the back yard. The hosts were great and we would surely come back again."
United States
Elizabeth K.
$749 nightly
The price is $792
Aug 27 - Aug 28
Total with taxes and fees
Sol Mate: Sunset Cape Charles Shore Retreat
TV, DVD player

14. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (66 reviews)
"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."
United States
Francis
$409 nightly
The price is $451
Aug 23 - Aug 24
Total with taxes and fees
The purple door at the bay.
Outdoor dining

15. Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Wachapreague
10.0 out of 10, Exceptional, (3 reviews)
"Cozy , comfortable, clean and all the amenities one would need. Wonderful helpful hosts. Wachapreague General Store just across the street with coffee and breakfast sandwiches that were out of this world. If you find yourself in need of a place to decompress The Artist Apartment in Wachapreague is certainly your destination."
United States
Frank W.
$484 nightly
The price is $551
Aug 27 - Aug 28
Total with taxes and fees
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
House (3 Bedrooms) | Interior

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

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
$410 nightly
The price is $460
Aug 20 - Aug 21
Total with taxes and fees
2 Mi to Downtown: Tranquil Abode in Chincoteague!
Smart TV, books

17. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
$276 nightly
The price is $309
Sep 8 - Sep 9
Total with taxes and fees
Cozy 2-bedroom house in Chincoteague
TV, offices

18. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (6 reviews)
"Excellent accommodations, cleanliness, communication, and location. Highly recommended!"
United States
Aaron L.
$359 nightly
The price is $407
Aug 31 - Sep 1
Total with taxes and fees
Crab Crib Loft in Historic Downtown Cape Charles
Property grounds

19. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"The condo is spacious and beautiful. Loved the layout, balcony, and proximity to shops, food, and the beach. We plan to make this an annual getaway!"
United States
Donna H.
$621 nightly
The price is $701
Aug 31 - Sep 1
Total with taxes and fees
Cape Haven - Condo 1.5 Blocks from Beach
Beach

20. Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles
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

Birchwood Inn

Birchwood Inn

8/10 Good
"It was good"
Isabel 1-night trip
Posted 5 hours ago
Birchwood 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.

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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 $272 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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