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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Eastern Shore of Virginia vacation rentals

A waterfront house with a balcony, dock, and a view of the water.

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (618 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 8 - Sep 9
Total with taxes and fees
Key West Cottages
A room with a wooden floor, a white wicker sofa, a wicker armchair, a wooden dining table with four chairs, and a door with a window.

2. 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
Sep 15 - Sep 16
Total with taxes and fees
Virginia Landing RV Campground
A living room with a sectional sofa, a red armchair, a ceiling fan, and a view of the outdoors through a window.

3. 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)
"Nice location. Quaint place. Nice for a couple getting away."
United States
Stephen C.
$255 nightly
The price is $281
Sep 1 - Sep 2
Total with taxes and fees
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
A two-story house with a front porch, a number '23314' on the door, and a small front yard.

4. 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 23 - Aug 24
Total with taxes and fees
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
A staircase with a dark door at the bottom and a light fixture above it.

5. 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 22 - Aug 23
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
A living room with a brick wall, two windows, a television, a wicker chair, a sofa, and a lamp.

6. The Harbour - Short Stays on Market

The Harbour - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"The Harbour on Market in Onancock, VA was a gorgeous condo and we will absolutely love to vacation here again in the future. Everything was top notch and the amenities surpassed our expectations. We had an unfortunate incident beyond anyone’s control and needed to vacate sooner than expected; however, the owners were so amazing and accommodated our needs. We highly recommend this place! 5 FULL STARS!"
United States
Jennifer M.
$251 nightly
The price is $277
Sep 9 - Sep 10
Total with taxes and fees
The Harbour - Short Stays on Market
A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

7. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
$381 nightly
The price is $445
Sep 2 - Sep 3
Total with taxes and fees
Smith Beach cottage w/ private sunset
A covered deck with wooden chairs and tables, overlooking a marina with boats.

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, (70 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
$313 nightly
The price is $356
Aug 23 - Aug 24
Total with taxes and fees
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

9. Sunnyside Cottage, close to town, boat ramps.

Sunnyside Cottage, close to town, boat ramps.
Cape Charles
$433 nightly
The price is $501
Sep 15 - Sep 16
Total with taxes and fees
Sunnyside Cottage, close to town, boat ramps.
A covered patio area with a wooden ceiling, a ceiling fan, a TV mounted on the wall, and a view of neighboring houses.

10. 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.
$480 nightly
The price is $546
Aug 27 - Aug 28
Total with taxes and fees
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
A living room with a light blue wall, a wooden coffee table, a beige sofa with blue cushions, a wicker chair, and a patterned rug.

11. 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.
$468 nightly
The price is $530
Sep 13 - Sep 14
Total with taxes and fees
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
A coastal town with a sandy beach, a rocky breakwater, and residential buildings.

12. 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.
$734 nightly
The price is $775
Aug 27 - Aug 28
Total with taxes and fees
Sol Mate: Sunset Cape Charles Shore Retreat
An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

13. 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.
$332 nightly
The price is $376
Aug 26 - Aug 27
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
A modern living room with a sliding glass door to a deck, a dining area with a table and chairs, and a cozy seating area with a sofa and cushions.

14. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (30 reviews)
"Had a great stay! Place was very clean and host was great a communication."
United States
Jen G.
$200 nightly
The price is $210
Sep 14 - Sep 15
Total with taxes and fees
Assateageue Inn 104 by Seaside Vacations & Sales
A wooden boardwalk leading to a beach with a pier in the background.

15. 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.
$554 nightly
The price is $617
Sep 2 - Sep 3
Total with taxes and fees
Park Place - Comfy Condo Close to Beach
A wooden deck with a chair, a welcome mat, and a view of a forest.

16. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
$486 nightly
The price is $541
Sep 3 - Sep 4
Total with taxes and fees
The Waverly Tree House
A two-story building with a central entrance and a wooden walkway leading to it.

17. 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
$196 nightly
The price is $205
Sep 1 - Sep 2
Total with taxes and fees
Assateague Inn 111 by Seaside Vacations & Sales
A two-story house with a porch, white railings, and a front door.

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.
$444 nightly
The price is $503
Sep 8 - Sep 9
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
A covered patio with a wooden ceiling, a table with chairs, and a view of a backyard with a grill and greenery.

19. Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"We loved everything about this house. Can’t wait to book it again for next year!"
United States
Steven F.
$545 nightly
The price is $616
Aug 30 - Aug 31
Total with taxes and fees
Golf cart included! 5 blocks to the beach, and in historic district!
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

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

Key West Cottages

Key West Cottages

10/10 Excellent
"We stayed at the Key West Cottages for 2 days during our anniversary. The cottage was very clean and so nice. The staff are super friendly, and the grounds were very clean. This is a beautiful place to stay. We will definitely be back in the future."
Christina 2-night trip
Posted 10 hours ago
Key West Cottages

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 $210 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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