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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, (589 reviews)
"We loved it and will be back for sure!"
United States
Jennifer
The price is CA $445
CA $500 total
includes taxes & fees
Jul 15 - Jul 16
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (276 reviews)
"Loved everything about our stay"
United States
Elizabeth
Blufin Bungalows & Marina

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
Jun 30 - Jul 1
Virginia Landing RV Campground

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 $221
CA $371 total
includes taxes & fees
Jul 15 - Jul 16
Assateageue Inn 104 by Seaside Vacations & Sales

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, (54 reviews)
"Host was quickly responsive when we needed help getting into the property. Extremely friendly. Enjoyed our stay."
United States
Amanda S.
The price is CA $355
CA $508 total
includes taxes & fees
Jul 20 - Jul 21
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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 $173
CA $516 total
includes taxes & fees
Jul 1 - Jul 2
2 Mi to Downtown: Tranquil Abode in Chincoteague!

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 $224
CA $640 total
includes taxes & fees
Jul 5 - Jul 6
The purple door at the bay.

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 $446 total
includes taxes & fees
Jun 30 - Jul 1
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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 1 - Jul 2
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

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, (45 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $256
CA $698 total
includes taxes & fees
Jul 5 - Jul 6
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
The price is CA $319
CA $750 total
includes taxes & fees
Jul 13 - Jul 14
Smith Beach cottage w/ private sunset

The Oak - Short Stays on Market

The Oak - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (1 review)
"Terrific property. Well appointed, comfortable, and situated in the heart of Onancock. I will be back!"
United States
Betty A.
The Oak - Short Stays on Market

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 $298
CA $519 total
includes taxes & fees
Jul 6 - Jul 7
Cozy 2-bedroom house in Chincoteague

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 $282
CA $461 total
includes taxes & fees
Jul 6 - Jul 7
Palm Villa

Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.2 out of 10, Very good, (33 reviews)
"It’s a good location. Property is clean. We enjoyed our visit. "
United States
Aysegul M.
The price is CA $255
CA $414 total
includes taxes & fees
Jul 10 - Jul 11
Assateague Inn 111 by Seaside Vacations & Sales

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 $307
CA $755 total
includes taxes & fees
Jul 1 - Jul 2
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is CA $433
CA $554 total
includes taxes & fees
Jun 30 - Jul 1
Tiny House Hideaway with King sized Bed

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 $129
CA $367 total
includes taxes & fees
Jul 1 - Jul 2
Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

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.
Park Place - Comfy Condo Close to Beach

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (138 reviews)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is CA $531
CA $861 total
includes taxes & fees
Jul 12 - Jul 13
Pet-friendly creekside cottage w/ backyard
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.