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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, (596 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
The price is CA $435
CA $488 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 $232
CA $256 total
includes taxes & fees
Jul 21 - Jul 22
Virginia Landing RV Campground

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (286 reviews)
"Loved everything about our stay"
United States
Elizabeth
Blufin Bungalows & Marina

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 $215
CA $501 total
includes taxes & fees
Jul 14 - Jul 15
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

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, (60 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is CA $354
CA $506 total
includes taxes & fees
Jul 20 - Jul 21
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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 $215
CA $448 total
includes taxes & fees
Jul 14 - Jul 15
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 $151
CA $390 total
includes taxes & fees
Jul 20 - Jul 21
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

The Social - Short Stays on Market

The Social - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (2 reviews)
"Loved every thing about the rental, the furniture was trendy and comfy. The unit was also spacious and clean. We enjoyed walking to the harbor and window shopping thru town. Also, had an awesome lunch across the street and even went back for dinner."
United States
Karen S.
The price is CA $190
CA $406 total
includes taxes & fees
Jul 14 - Jul 15
The Social - Short Stays on Market

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (29 reviews)
"Had a great stay! Place was very clean and host was great a communication."
United States
Jen G.
Assateageue Inn 104 by Seaside Vacations & Sales

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 $177
CA $226 total
includes taxes & fees
Aug 4 - Aug 5
Charming camper within Trails End ChinoteagueBay Resort in Horntown VA

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 $309
CA $528 total
includes taxes & fees
Aug 3 - Aug 4
Cozy 2-bedroom house in Chincoteague

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 $161
CA $406 total
includes taxes & fees
Jul 20 - Jul 21
Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (62 reviews)
"This is a great property with a great view of the bay. It's tucked away in a quiet little neighborhood in a nice and friendly community. Chincoteague is close by and it's not too far from Assateague. The property management team is excellent. They were extremely responsive to our questions and requests. They were patient with all our questions. Kelly was fantastic. The best hosts I've had."
United States
A Shabeen J.
The price is CA $223
CA $638 total
includes taxes & fees
Jul 26 - Jul 27
The purple door at the bay.

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.8 out of 10, Exceptional, (7 reviews)
"The booking was fast and easy. When we got there the place was very clean and organized. I would totally recommend this location to friends and loved ones. We had a wonderful time there. The whole experience was great from booking to leaving."
United States
Jessika S.
The price is CA $289
CA $704 total
includes taxes & fees
Aug 9 - Aug 10
Smith Beach cottage w/ private sunset

Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (9 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
The price is CA $333
CA $653 total
includes taxes & fees
Jul 26 - Jul 27
Oyster Oasis, Modern Loft in Historic Downtown

Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"Everything was as it was stated. Clean, neat and stocked with essentials. Cozy and comfortable. Quiet and peaceful. Loved the island and will be coming back. "
United States
Kera S.
The price is CA $226
CA $379 total
includes taxes & fees
Jul 26 - Jul 27
Assateague Inn 213 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 $310
CA $758 total
includes taxes & fees
Jul 14 - Jul 15
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

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 $270
CA $624 total
includes taxes & fees
Jul 17 - Jul 18
2 Mi to Downtown: Tranquil Abode in Chincoteague!

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 $546
CA $873 total
includes taxes & fees
Aug 11 - Aug 12
Pet-friendly creekside cottage w/ backyard

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 $241
CA $533 total
includes taxes & fees
Jul 14 - Jul 15
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

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.