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Eastern Shore of Virginia Vacation Rentals

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Our top choices for Eastern Shore of Virginia vacation rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (594 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
The price is CA $432
CA $485 total
includes taxes & fees
Aug 4 - Aug 5
Key West Cottages

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
The price is CA $233
CA $257 total
includes taxes & fees
Jul 15 - Jul 16
Virginia Landing RV Campground

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, (20 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 $216
CA $503 total
includes taxes & fees
Jul 11 - Jul 12
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 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, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is CA $216
CA $450 total
includes taxes & fees
Jul 10 - Jul 11
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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, (11 reviews)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is CA $141
CA $378 total
includes taxes & fees
Jul 9 - Jul 10
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (29 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is CA $232
CA $386 total
includes taxes & fees
Jul 23 - Jul 24
Assateageue Inn 104 by Seaside Vacations & Sales

The Social - Short Stays on Market

The Social - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (1 review)
"Clean, spacious and charming apartment located in the center of Onancock. Our hosts were responsive and kind."
United States
Sadiq Z.
The price is CA $179
CA $393 total
includes taxes & fees
Jul 8 - Jul 9
The Social - Short Stays on Market

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, (57 reviews)
"Lovely little place. We really enjoyed the deck and the proximity to downtown. "
United States
Raven L.
The price is CA $355
CA $508 total
includes taxes & fees
Jul 21 - Jul 22
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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, (46 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $278
CA $724 total
includes taxes & fees
Jul 10 - Jul 11
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Charming camper within Trails End ChinoteagueBay Resort in Horntown VA

Charming camper within Trails End ChinoteagueBay Resort in Horntown VA
Horntown
The price is CA $178
CA $227 total
includes taxes & fees
Aug 4 - Aug 5
Charming camper within Trails End ChinoteagueBay Resort in Horntown VA

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Onancock
The price is CA $156
CA $402 total
includes taxes & fees
Jul 13 - Jul 14
Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay. It was perfect for our 2 night getaway. Great location for everything on the island. Quiet and comfortable beds. Only suggestion would be a picnic table outside and a fan/vent for the bathroom. Maybe some hooks or place to hang clothes."
United States
Julie M.
The price is CA $256
CA $462 total
includes taxes & fees
Jul 9 - Jul 10
Cozy 2-bedroom house in Chincoteague

Assateague Inn 106 by Seaside Vacations & Sales

Assateague Inn 106 by Seaside Vacations & Sales
Chincoteague Island
9.8 out of 10, Exceptional, (7 reviews)
"Cute rooms in close proximity to several restaurants. "
United States
Sandy G.
The price is CA $295
CA $467 total
includes taxes & fees
Aug 6 - Aug 7
Assateague Inn 106 by Seaside Vacations & Sales

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (58 reviews)
"Great place on the water. We caught enough crabs off the dock to have dinner. Relaxing place to take the family and enjoy the seaside. I wish we had more time to enjoy."
United States
Randy R.
The price is CA $249
CA $672 total
includes taxes & fees
Jul 26 - Jul 27
The purple door at the bay.

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
The price is CA $372
CA $838 total
includes taxes & fees
Jul 15 - Jul 16
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.8 out of 10, Exceptional, (7 reviews)
The price is CA $320
CA $748 total
includes taxes & fees
Jul 12 - Jul 13
Smith Beach cottage w/ private sunset

Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.2 out of 10, Wonderful, (5 reviews)
"Excellent accommodations, cleanliness, communication, and location. Highly recommended!"
United States
Aaron L.
The price is CA $336
CA $657 total
includes taxes & fees
Jul 21 - Jul 22
Crab Crib Loft in Historic Downtown Cape Charles

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 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 Waverly Tree House

Oyster Oasis Loft in Historic Downtown Cape Charles

Oyster Oasis Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"Clean, nicely decorated, comfortable bed, and excellent location. "
United States
Alice T.
The price is CA $400
CA $736 total
includes taxes & fees
Aug 6 - Aug 7
Oyster Oasis Loft in Historic Downtown Cape Charles

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.
The price is CA $254
CA $425 total
includes taxes & fees
Aug 2 - Aug 3
Palm Villa
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.