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

Eastern Shore of Virginia Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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 vacation rentals

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (668 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is CA $169
CA $190 total
includes taxes & fees
Nov 30 - Dec 1
Key West Cottages

2. The Harbour - Short Stays on Market

The Harbour - Short Stays on Market
Onancock
9.8 out of 10, Exceptional, (8 reviews)
"The Harbour on Market in Onancock, VA was a gorgeous condo and we will absolutely love to vacation here again in the future. Everything was top notch and the amenities surpassed our expectations. We had an unfortunate incident beyond anyone’s control and needed to vacate sooner than expected; however, the owners were so amazing and accommodated our needs. We highly recommend this place! 5 FULL STARS!"
United States
Jennifer M.
The price is CA $104
CA $320 total
includes taxes & fees
Nov 2 - Nov 3
The Harbour - Short Stays on Market

3. Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Cape Charles
The price is CA $154
CA $202 total
includes taxes & fees
Nov 2 - Nov 3
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

4. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"First time in Cape Charles! Our stay was perfect, great location and wonderful amenities!!"
United States
Julia G.
The price is CA $303
CA $608 total
includes taxes & fees
Nov 21 - Nov 22
Oyster Oasis, Modern Loft in Historic Downtown

5. 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, (28 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is CA $213
CA $444 total
includes taxes & fees
Nov 6 - Nov 7
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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, (22 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 $213
CA $498 total
includes taxes & fees
Nov 2 - Nov 3
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

7. Marvelous Farm house style with 3-bedrooms in charming Cape Charles

Marvelous Farm house style with 3-bedrooms in charming Cape Charles
Cape Charles
The price is CA $110
CA $483 total
includes taxes & fees
Nov 2 - Nov 3
Marvelous Farm house style with 3-bedrooms in charming Cape Charles

8. ESVA Down by the Sea & Pet Friendly

ESVA Down by the Sea & Pet Friendly
Onancock
9.8 out of 10, Exceptional, (7 reviews)
"This was great place, especially since we need to make our reservation on short notice. Everything we needed for ourselves and our cats was there and it really is convenient to town and shopping. It snowed while we were there so it wasn’t exactly beach weather, but it was cozy."
United States
Marc W.
The price is CA $152
CA $450 total
includes taxes & fees
Nov 11 - Nov 12
ESVA Down by the Sea & Pet Friendly

9. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is CA $145
CA $785 total
includes taxes & fees
Nov 4 - Nov 5
Beautifully Renovated Cottage

10. The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"The peach Street house was perfect for our girls trip. Beds were very comfortable, house is adorable. Host was great to communicate with. Perfect location!!"
United States
Joyce E.
The price is CA $157
CA $647 total
includes taxes & fees
Oct 31 - Nov 1
The Peach St. House - 1 Block to Park and Shops, close to beach!

11. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
The price is CA $140
CA $540 total
includes taxes & fees
Nov 2 - Nov 3
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

12. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 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 price is CA $259
CA $462 total
includes taxes & fees
Nov 4 - Nov 5
The Waverly Tree House

13. Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!

Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!
Historic Downtown Cape Charles
The price is CA $143
CA $517 total
includes taxes & fees
Nov 3 - Nov 4
Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!

14. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
The price is CA $152
CA $588 total
includes taxes & fees
Nov 2 - Nov 3
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

15. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is CA $138
CA $696 total
includes taxes & fees
Nov 2 - Nov 3
Cape Haven - Condo 1.5 Blocks from Beach

16. Walk 2 Beach & Restaurants~Central Park~ King Bed!

Walk 2 Beach & Restaurants~Central Park~ King Bed!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed this spot and look forward to returning! The hosts were very responsive and nearby should something come up. When we arrived there were items for us from the local bakery and the house is was stocked in a thoughtful way which allows you to pack lightly. Park proximity and a short beach walk was perfect. Sets a high bar for a pet friendly stay!"
United States
Alex and Celena M.
The price is CA $164
CA $496 total
includes taxes & fees
Nov 3 - Nov 4
Walk 2 Beach & Restaurants~Central Park~ King Bed!

17. Bay Creek Home~ King Suite & Family Friendly Loft!

Bay Creek Home~ King Suite & Family Friendly Loft!
Cape Charles
9.8 out of 10, Exceptional, (8 reviews)
"So many amenities and a wonderful place to stay! Loved the beach and Downtown Cape Charles! Just a great stay all around! Best Spring Break Ever : )"
United States
Sarah J.
The price is CA $153
CA $649 total
includes taxes & fees
Nov 9 - Nov 10
Bay Creek Home~ King Suite & Family Friendly Loft!

18. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (82 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is CA $350
CA $500 total
includes taxes & fees
Oct 31 - Nov 1
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

19. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (79 reviews)
"We loved our stay. We have stayed here multiple times over the years and our entire family, including the dog look forward to it. Hope to return."
United States
Jayson J.
The price is CA $271
CA $656 total
includes taxes & fees
Nov 7 - Nov 8
Nassawadox Creek Waterfront Home with Private Pool
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

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.