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Eastern Shore of Virginia, United States of America

Eastern Shore of Virginia vacation rentals

We found 475 vacation rentals — enter your dates for availability

Discover a selection of 475 vacation rentals in Eastern Shore of Virginia that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $120 per night, and houses and cottages are popular options for a stay in Eastern Shore of Virginia. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

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Cottages

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Cabins

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Bungalows

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Condos/Apartments

View 57 Condos/Apartments

Townhouses

View 34 Townhouses

Find the best place to stay — Eastern Shore of Virginia

Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$219 avg/night
(19)

As close as you can get to the ocean south of Chincoteague

Sleeps 6 · 3 Bedrooms
$300 avg/night
(43)

Chesapeake Bay View-The Only Thing We Overlook is the Bay

Sleeps 14 · 5 Bedrooms · 4 Bathrooms
$520 avg/night
(25)

Cabin at Holdens Creek on Eastern Shore of VA

Sleeps 6 · 1 Bedroom · 1 Bathroom
$120 avg/night
(74)

Smith Beach Waterfront Cottage

Sleeps 6 · 2 Bedrooms · 1 Bathroom
$175 avg/night
(81)

Waterfront Home/ Private Dock, A/C, broadband wireless internet, Pet ok, Quiet!

Sleeps 8 · 4 Bedrooms · 3 Bathrooms
$242 avg/night
(24)

Search 475 vacation rentals

Top rated rentals — Eastern Shore of Virginia
Stayed Apr 2021

Great property to get away from it all and connect with nature

My husband and I needed a break from the hustle and bustle of life, and this was the perfect spot for just that. We took our jon boat and had a nice outing on the water, which was quiet and peaceful. Just be sure to come in at high tide until the ram...

Suzy D.
Suzy D.
Stayed Apr 2021

Loved it! Just warm inside.

We absolutely loved the location and the cabin itself it was nice to be secluded. Very clean and cozy. Only issue we had was with the air conditioner, the cabin stayed pretty hot (around 85 degrees) no matter what we did so we had to crack the doors ...

Kaylene C.
Kaylene C.
Stayed Apr 2021

Beautiful house, but some major disappointments

The good: It's an absolutely lovely and spacious house with a beautiful view of the water. The house has an elevator in it! We also really enjoyed using the fire pit. The bad: -the outdoor grill really, really needs to be replaced. It's old and ru...

Kaleigh B.
Kaleigh B.
Stayed Apr 2021

Cutest little house in town!

We had a great weekend stay, this house is very well equipped and clean. We had good communication with the host and she made herself available, one other great thing is that the house it’s pet friendly and although we decide not to bring our dog I t...

Dina W.
Dina W.
Stayed Apr 2021

Great getaway

The property was beautiful and a great location. We enjoyed ourselves. The air conditioner broke but they sent someone out immediately and although it couldn't be fixed the temperatures were such that we were comfortable. It was only on one floor but...

Keeva C.
Keeva C.
Stayed Apr 2021

Flawless

You will be hard pressed to come up with something you’re missing at this house. Well maybe nightlife, but we managed to make our own on the screened in porch each night. The home is well equipped with items that all seem brand new, and it is well bu...

Jill P.
Jill P.

Center Valley, PA

Stayed Apr 2021

A Beautiful Location on Chesapeake Bay

The property was terrific. Wonderful views of the sunset and bay from all our rooms. Quiet location, great beach. Well equipped kitchen and large porch for lunches and dinners. We has a small problem with the DirectTV reception. But Montaigne, the p...

Steven R.
Steven R.
Stayed Mar 2021

Rustic bungalow in a fabulous location

The location! Wow. Really unbeatable bungalow on the bay side of the eastern shore. Restaurants, shops, and places of interest all within driving distance. Good heat and beds. The main drawback was the shower stall. It was wiped down but it was still...

gui w.
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How many vacation rentals are available around Eastern Shore of Virginia?

Our 2021 property listings offer a large selection of 475 vacation rentals around Eastern Shore of Virginia. From 402 house rentals to 34 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.