A beach with waves crashing onto the shore and a person walking along the beach.

Search Holiday Rentals in Eastern Shore of Virginia

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Eastern Shore of Virginia holiday 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 £257
includes taxes & fees
4 Aug - 5 Aug
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (287 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
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 £268
includes taxes & fees
22 Jul - 23 Jul
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 £269
includes taxes & fees
27 Jul - 28 Jul
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 £234
includes taxes & fees
17 Jul - 18 Jul
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 £211
includes taxes & fees
20 Jul - 21 Jul
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 £200
includes taxes & fees
16 Jul - 17 Jul
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 £122
includes taxes & fees
4 Aug - 5 Aug
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, (3 reviews)
"Very nice and well designed property. As soon as you open the door, you can tell that a lot of love and dedication came into designing this beautiful little cottage.Done with taste. Well located, away from the busy beach town center, yet very close to the main street (Maddox Street) and to the National Park where the beach is located.It will be our to-go-to place in the Island."
United States
Jean-Charles G.
The price is £259
includes taxes & fees
12 Aug - 13 Aug
Cozy 2-bedroom house in Chincoteague

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 £343
includes taxes & fees
8 Aug - 9 Aug
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 £375
includes taxes & fees
9 Aug - 10 Aug
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 £313
includes taxes & fees
16 Jul - 17 Jul
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 £203
includes taxes & fees
26 Jul - 27 Jul
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.
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
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 £452
includes taxes & fees
11 Aug - 12 Aug
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 £337
includes taxes & fees
21 Jul - 22 Jul
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Eastern Shore of Virginia Hotel Reviews

Find out more about Eastern Shore of Virginia

Everything you need to know about Eastern Shore of Virginia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Shore of Virginia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastern Shore of Virginia holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Eastern Shore of Virginia holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Shore of Virginia. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastern Shore of Virginia holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern Shore of Virginia holiday rentals we have selected for you start as low as £257 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Eastern Shore of Virginia rentals

At Expedia, we put the best Eastern Shore of Virginia holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Eastern Shore of Virginia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastern Shore of Virginia holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastern Shore of Virginia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.