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

Eastern Shore of Virginia Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (648 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is CA $285
CA $320 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is CA $225
CA $248 total
includes taxes & fees
Sep 28 - Sep 29
Virginia Landing RV Campground

3. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (330 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is CA $215
CA $321 total
includes taxes & fees
Oct 13 - Oct 14
Blufin Bungalows & Marina
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.
The price is CA $215
CA $448 total
includes taxes & fees
Sep 28 - Sep 29
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
A two-story house with a front porch, a number '23314' on the door, and a small bench.

5. 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 $215
CA $498 total
includes taxes & fees
Sep 29 - Sep 30
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
A hallway with striped sofas, a wooden floor, and wall-mounted lights.

6. The Glick - Short Stays on Market

The Glick - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $131
CA $358 total
includes taxes & fees
Sep 28 - Sep 29
The Glick - Short Stays on Market
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, (23 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is CA $223
CA $621 total
includes taxes & fees
Sep 28 - Sep 29
Smith Beach cottage w/ private sunset
A covered porch with white wooden walls and large windows. There are two rocking chairs with floral cushions and a small table with a chair.

8. 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 $144
CA $483 total
includes taxes & fees
Sep 30 - Oct 1
2 Mi to Downtown: Tranquil Abode in Chincoteague!
A wooden deck with a chair, a welcome mat, and a view of a forest.

9. 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 $297
CA $508 total
includes taxes & fees
Sep 28 - Sep 29
The Waverly Tree House
A covered deck with wooden chairs and tables, overlooking a marina with boats.

10. 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, (76 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is CA $354
CA $500 total
includes taxes & fees
Sep 28 - Sep 29
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
A house surrounded by dense greenery and a small dock extending into a body of water.

11. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (76 reviews)
"It was a beautiful setting there. We loved the pool. Manager was very friendly n welcoming."
United States
Rita T.
The price is CA $312
CA $712 total
includes taxes & fees
Oct 7 - Oct 8
Nassawadox Creek Waterfront Home with Private Pool
A wooden boardwalk leading to a beach with a sunset view.

12. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (23 reviews)
"This lovely home was conveniently located a block from the beach and two blocks from the shops. Anna was a wonderful host and we would definitely come back!"
United States
Sharon L.
The price is CA $249
CA $610 total
includes taxes & fees
Oct 20 - Oct 21
Salt Box, One Block to the Beach
A marina with boats docked, a crowd of people on the pier, and a building with a red roof in the background.

13. Family-Friendly Fun Just 1 Block from Downtown Cape Charles

Family-Friendly Fun Just 1 Block from Downtown Cape Charles
Historic Downtown Cape Charles
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful home, tons of room! Had a great stay there!"
United States
Colleen B.
The price is CA $216
CA $1,243 total
includes taxes & fees
Sep 28 - Sep 29
Family-Friendly Fun Just 1 Block from Downtown Cape Charles
A sandy beach with footprints and a person walking.

14. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $168
CA $584 total
includes taxes & fees
Sep 28 - Sep 29
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
A covered porch with wicker furniture, a glass coffee table, and a view of the neighborhood.

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 $196
CA $775 total
includes taxes & fees
Sep 28 - Sep 29
Cape Haven - Condo 1.5 Blocks from Beach
A living room with a light blue wall, a wooden coffee table, a beige sofa with blue cushions, a wicker chair, and a patterned rug.

16. Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (64 reviews)
"We loved our stay. The house was clean and the location is perfect. The house has aged into some wonky shifted floors but that did not bother us. It had everything we needed."
United States
Demmie M.
The price is CA $258
CA $755 total
includes taxes & fees
Sep 30 - Oct 1
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
A covered porch with wicker chairs and a view of the outdoors.

17. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (140 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is CA $231
CA $480 total
includes taxes & fees
Sep 28 - Sep 29
Pet-friendly creekside cottage w/ backyard
A two-story building with a central entrance and a wooden walkway leading to it.

18. Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.4 out of 10, Very good, (37 reviews)
"The location was central with a deck out on the marsh, which was lovely. The pool seemed well kept and was nice. It was clean and the communication with the hosts was quite good. The smart TVs didn’t really work and could only work with live tv. No apps worked. Overall, though, would stay again."
United States
Erin
The price is CA $144
CA $271 total
includes taxes & fees
Sep 28 - Sep 29
Assateague Inn 111 by Seaside Vacations & Sales
A two-story house with a covered porch, a front door, and a small front yard.

19. 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 $195
CA $851 total
includes taxes & fees
Oct 21 - Oct 22
Beautifully Renovated Cottage
A spacious bedroom with a large bed, wooden beams on the ceiling, and a view of the outdoors through the windows.

20. Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is CA $367
CA $469 total
includes taxes & fees
Oct 1 - Oct 2
Tiny House Hideaway with King sized Bed
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

Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

10/10 Excellent
"We had so much fun here with our littles. Views, people, and glamping tent were amazing. The shop was pricey but had everything we needed for the most part. Food truck was good but also pricey. Will definitely be back and utilize the firepit more!"
Sarah 2-night trip
Posted 10 hours ago
Chincoteague Bay RV Resort & Cottages

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern Shore of Virginia vacation rentals we have selected for you start as low as CA $320 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 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.