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Eastern Shore of Virginia Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Eastern Shore of Virginia vacation rentals

Smart TV

1. 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.
$329 nightly
The price is $362
Aug 15 - Aug 16
Total with taxes and fees
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
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 10 - Aug 11
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 10 - Aug 11
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Dining

4. The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"This was a wonderful, large and beautiful accommodation. It was quite the surprise to find in such an exceptional bayside harbor town. Everything was incredibly clean and modern and comfortable."
United States
Jacob P.
$278 nightly
The price is $307
Aug 12 - Aug 13
Total with taxes and fees
The Lilliston - Short Stays on Market
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

5. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (610 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

6. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (303 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 13 - Aug 14
Total with taxes and fees
Blufin Bungalows & Marina
Property grounds

7. 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.
$393 nightly
The price is $458
Sep 3 - Sep 4
Total with taxes and fees
Smith Beach cottage w/ private sunset
Terrace/patio

8. 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, (65 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.
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
$215 nightly
The price is $227
Sep 2 - Sep 3
Total with taxes and fees
Assateague Inn 111 by Seaside Vacations & Sales
Coffee/tea maker, fridge, microwave, oven

10. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Oyster
9.0 out of 10, Wonderful, (2 reviews)
"Great quiet neighborhood was awesome to be able to bring a boat there and not have to worry about it. "
United States
Jacob W.
$603 nightly
The price is $671
Aug 10 - Aug 11
Total with taxes and fees
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Beach nearby

11. 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.
$727 nightly
The price is $768
Aug 11 - Aug 12
Total with taxes and fees
Sol Mate: Sunset Cape Charles Shore Retreat
Smart TV, books

12. 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.
$303 nightly
The price is $340
Sep 8 - Sep 9
Total with taxes and fees
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Outdoor dining

13. Stunning Waterfront Home with Private Dock - Wright on the Water!

Stunning Waterfront Home with Private Dock - Wright on the Water!
Belle Haven
10.0 out of 10, Exceptional, (1 review)
"As advertised - designed in the style of Frank Lloyd Wright in the 60s but renovated with gathering places for a group, modern kitchen, and beautiful bedrooms. Quiet neighborhood and amazing views."
United States
Linda L.
$534 nightly
The price is $589
Aug 12 - Aug 13
Total with taxes and fees
Stunning Waterfront Home with Private Dock - Wright on the Water!
Property grounds

14. 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.
$582 nightly
The price is $648
Sep 2 - Sep 3
Total with taxes and fees
Park Place - Comfy Condo Close to Beach
Beach nearby

15. 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)
"Clean, well-decorated space. Close to beach access, shopping & dining. Parking is on-street only. Agents were responsive when questions were asked. Would stay again."
United States
Sara
$372 nightly
The price is $422
Aug 26 - Aug 27
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
Exterior

16. 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)
"Chip was a great host with a very nice property and excellent communication. Property was very well maintained, clean, and lovely. Located a short walk away from the shops and beach. Watch out for the stray kitties when parking at the property and driving around the area. Overall 10/10. Thank you, Chip!"
United States
Elisa G.
$454 nightly
The price is $514
Aug 12 - Aug 13
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Outdoor dining

17. 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
TV, DVD player

18. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (64 reviews)
"Great host, clean space, beautiful water view from the Master, great location right on the water."
United States
Melissa W.
$409 nightly
The price is $451
Aug 23 - Aug 24
Total with taxes and fees
The purple door at the bay.
Indoor pool

19. Palm Villa

Palm Villa
Piney Island
9.2 out of 10, Wonderful, (5 reviews)
"The property was exactly as advertised and met our expectations. The manager was very nice. We would have preferred check-in instructions ahead of time without needing to call, but did not have any problems with check-in or our stay. We enjoyed the location and close proximity to shops, restaurants, and the Chincoteague Wildlife Refuge. We would stay here again."
United States
Scott D.
Palm Villa
TV, offices

20. 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.
$378 nightly
The price is $429
Aug 25 - Aug 26
Total with taxes and fees
Crab Crib Loft in Historic Downtown 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

Chincoteague Inn

Chincoteague Inn

10/10 Excellent
"Reserving room, check-in, and check-out were super easy and pleasant. The room was immaculate and couldn't have been cleaner. Attendant cheerfully allowed me to inspect the room before committing to the reservation. I went over it with a fine-toothed comb to check for cleanliness (and mainly bed bugs) and couldn't even find a stitch of dust much less anything else. Not a single sign of pests, and I inspected the headboards, chairs, table, beds, and linens. SOOOO CLEAN! Staff respected the Do Not Disturb sign. We spent a lot of time in the room and were never disturbed by noise of any kind. Our third floor room faced the back of the hotel which was brightly lit. There was an air of safety. The air conditioning worked great. Television was a big screen with sharp detail. Very nice. Ample parking. This hotel is in the heart of everything and it was utterly convenient. Super clean and safe swimming pool, too! Five stars, Chincoteague Inn! * * * * * World class cleanliness and accommodations."
Mellanie 6-night trip
Posted 11 hours ago
Chincoteague 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 $272 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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