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

Eastern Shore of Virginia Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Eastern Shore of Virginia vacation rentals

A waterfront house with a balcony, dock, and a view of the water.

1. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (662 reviews)
"First time here and we absolutely loved it."
United States
Melissa
$224 nightly
The price is $252
Oct 22 - Oct 23
Total with taxes and fees
Key West Cottages
A room with a wooden floor, a white wicker sofa, a wicker armchair, a wooden dining table with four chairs, and a door with a window.

2. Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very good, (38 reviews)
"If you’re looking for a resort atmosphere, this isn’t it—and that’s exactly the point. If you want a beautiful, peaceful place to reset, unplug, and escape for a while, you’ve just hit the jackpot. Every second of our stay was perfect. I read all of the reviews beforehand, so I knew what to expect and came prepared. It was everything I hoped it would be and more. We will absolutely be back—without a single doubt."
United States
Nicole
$159 nightly
The price is $175
Oct 22 - Oct 23
Total with taxes and fees
Virginia Landing RV Campground
A two-story house with a front porch, a number '23314' on the door, and a small bench.

3. 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.
$323 nightly
The price is $356
Oct 25 - Oct 26
Total with taxes and fees
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
A staircase with a dark door at the bottom and a light fixture above it.

4. 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.
$287 nightly
The price is $317
Oct 22 - Oct 23
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
A hallway with a wooden herringbone floor, two striped armchairs, a small round table, and a door in the background.

5. The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (6 reviews)
"This was a wonderful, large and beautiful accommodation. It was quite the surprise to find in such an exceptional bayside harbor town. Everything was incredibly clean and modern and comfortable."
United States
Jacob P.
$221 nightly
The price is $244
Oct 22 - Oct 23
Total with taxes and fees
The Lilliston - Short Stays on Market
A wooden deck with a chair, a welcome mat, and a view of a forest.

6. 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.
$322 nightly
The price is $358
Oct 22 - Oct 23
Total with taxes and fees
The Waverly Tree House
A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

7. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (24 reviews)
"Peaceful and quiet with amazing views!"
United States
Eileen D.
$381 nightly
The price is $444
Oct 22 - Oct 23
Total with taxes and fees
Smith Beach cottage w/ private sunset
A covered porch with wicker furniture, a glass coffee table, and a view of the neighborhood.

8. 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.
$457 nightly
The price is $517
Oct 28 - Oct 29
Total with taxes and fees
Cape Haven - Condo 1.5 Blocks from Beach
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

9. Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
$274 nightly
The price is $307
Oct 22 - Oct 23
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles
An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

10. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (15 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
$360 nightly
The price is $408
Oct 22 - Oct 23
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
A two-story house with a covered porch, a front door, and a small front yard.

11. 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.
$477 nightly
The price is $540
Oct 28 - Oct 29
Total with taxes and fees
Beautifully Renovated Cottage
A covered deck with wooden chairs and tables, overlooking a marina with boats.

12. 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
$315 nightly
The price is $358
Oct 22 - Oct 23
Total with taxes and fees
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

13. 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, (14 reviews)
"Great little place just off Main Street. Super close to Resturants and a block from the water. Perfect for a couples getaway"
United States
Patrick S.
$355 nightly
The price is $403
Oct 22 - Oct 23
Total with taxes and fees
Crab Crib Loft in Historic Downtown Cape Charles
Terrace/patio

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

Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Cape Charles
$147 nightly
The price is $163
Nov 2 - Nov 3
Total with taxes and fees
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
A modern kitchen with a brick accent wall, white cabinetry, and a dining area with a white table and chairs.

15. 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, (12 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.
$313 nightly
The price is $355
Oct 25 - Oct 26
Total with taxes and fees
Walk 2 Beach & Restaurants~Central Park~ King Bed!
A fire pit with chairs around it, surrounded by trees and string lights.

16. Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Loved this small vacation village of tiny houses for a weekend getaway!"
United States
Kevin B.
$239 nightly
The price is $267
Oct 22 - Oct 23
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles
A dining area with a long table, chairs, a candle centerpiece, and a staircase with a railing.

17. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (7 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
$313 nightly
The price is $355
Oct 22 - Oct 23
Total with taxes and fees
Walk to Dining, Beach & Park~Family Friendly Home!
A beach with waves and a sunset.

18. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (83 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
$266 nightly
The price is $299
Oct 22 - Oct 23
Total with taxes and fees
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
A house surrounded by dense greenery and a small dock extending into a body of water.

19. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (77 reviews)
"It was a beautiful setting there. We loved the pool. Manager was very friendly n welcoming."
United States
Rita T.
$417 nightly
The price is $464
Nov 1 - Nov 2
Total with taxes and fees
Nassawadox Creek Waterfront Home with Private Pool
A two-story house with a porch, white railings, and a front door.

20. 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.
$357 nightly
The price is $404
Oct 27 - Oct 28
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Shore of Virginia Hotel Reviews

Waterside Inn

Waterside Inn

10/10 Excellent
"Cute and comfortable room with a balcony overlooking the chincoteague bay, Great views and a convenient location downtown with lots to do nearby. Staff was friendly and helpful, breakfast was good and we were even able to get it to go."
Reina 1-night trip
Posted 8 hours ago
Waterside Inn

Find out more about Eastern Shore of Virginia

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Shore of Virginia vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Eastern Shore of Virginia vacation 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 low season months. For more hustle and bustle, you may prefer to visit Eastern Shore of Virginia in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $202 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

Explore a world of travel with Expedia