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Eastern Shore of Virginia Vacation Rentals

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Our top choices for Eastern Shore of Virginia vacation rentals

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (646 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is CA $284
CA $319 total
includes taxes & fees
Oct 18 - Oct 19
Key West Cottages

2. Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very good, (38 reviews)
"If you’re looking for a resort atmosphere, this isn’t it—and that’s exactly the point. If you want a beautiful, peaceful place to reset, unplug, and escape for a while, you’ve just hit the jackpot. Every second of our stay was perfect. I read all of the reviews beforehand, so I knew what to expect and came prepared. It was everything I hoped it would be and more. We will absolutely be back—without a single doubt."
United States
Nicole
The price is CA $224
CA $247 total
includes taxes & fees
Sep 28 - Sep 29
Virginia Landing RV Campground

3. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (330 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is CA $215
CA $320 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina

4. 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.
The price is CA $214
CA $447 total
includes taxes & fees
Sep 27 - Sep 28
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

5. The Glick - Short Stays on Market

The Glick - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $130
CA $357 total
includes taxes & fees
Sep 27 - Sep 28
The Glick - Short Stays on Market

6. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is CA $144
CA $481 total
includes taxes & fees
Sep 30 - Oct 1
2 Mi to Downtown: Tranquil Abode in Chincoteague!

7. 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.
The price is CA $214
CA $496 total
includes taxes & fees
Sep 29 - Sep 30
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

8. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (23 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is CA $222
CA $619 total
includes taxes & fees
Sep 28 - Sep 29
Smith Beach cottage w/ private sunset

9. 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.
The price is CA $317
CA $532 total
includes taxes & fees
Sep 28 - Sep 29
The Waverly Tree House

10. 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)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is CA $203
CA $783 total
includes taxes & fees
Sep 28 - Sep 29
Cape Haven - Condo 1.5 Blocks from Beach

11. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 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.
The price is CA $221
CA $882 total
includes taxes & fees
Oct 21 - Oct 22
Beautifully Renovated Cottage

12. 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, (76 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is CA $353
CA $473 total
includes taxes & fees
Sep 25 - Sep 26
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

13. 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, (64 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.
The price is CA $258
CA $753 total
includes taxes & fees
Sep 30 - Oct 1
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

14. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (76 reviews)
"It was a beautiful setting there. We loved the pool. Manager was very friendly n welcoming."
United States
Rita T.
The price is CA $311
CA $710 total
includes taxes & fees
Oct 7 - Oct 8
Nassawadox Creek Waterfront Home with Private Pool

15. 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.
The price is CA $250
CA $606 total
includes taxes & fees
Sep 28 - Sep 29
Salt Box, One Block to the Beach

16. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (37 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
The price is CA $143
CA $270 total
includes taxes & fees
Sep 28 - Sep 29
Assateague Inn 111 by Seaside Vacations & Sales

17. 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.
The price is CA $344
CA $437 total
includes taxes & fees
Sep 27 - Sep 28
Tiny House close to the Beaches of Cape Charles

18. 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.
The price is CA $168
CA $581 total
includes taxes & fees
Sep 27 - Sep 28
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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

Stunning Waterfront Home with Private Dock - Wright on the Water!
Belle Haven
6.8 out of 10, (3 reviews)
"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.
The price is CA $312
CA $746 total
includes taxes & fees
Sep 27 - Sep 28
Stunning Waterfront Home with Private Dock - Wright on the Water!

20. The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"The peach Street house was perfect for our girls trip. Beds were very comfortable, house is adorable. Host was great to communicate with. Perfect location!!"
United States
Joyce E.
The price is CA $234
CA $747 total
includes taxes & fees
Oct 21 - Oct 22
The Peach St. House - 1 Block to Park and Shops, close 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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Eastern Shore of Virginia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.