Eastern Shore of Virginia Vacation Rentals from CA $117: Short-Term Rentals for 2026

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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

Downtown Chincoteague

Melissa

CA $182 total

includes taxes & fees

Dec 10 - Dec 11

A two-story house with a front porch, a number '23314' on the door, and a small bench.

2. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Accomac

Deborah G.

CA $455 total

includes taxes & fees

Nov 13 - Nov 14

A living room with a brick wall, two windows, a television, a wicker chair, a sofa, and a lamp.

3. The Harbour - Short Stays on Market

Onancock

"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!"

Jennifer M.

CA $325 total

includes taxes & fees

Nov 10 - Nov 11

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

Accomac

Rhiannon L.

CA $407 total

includes taxes & fees

Nov 13 - Nov 14

A patio with a metal fire pit, two chairs with cushions, and a wooden table.

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

Cape Charles

CA $742 total

includes taxes & fees

Nov 18 - Nov 19

A living room with a brick wall, a sofa, a coffee table, and a painting.

6. Oyster Oasis, Modern Loft in Historic Downtown

Historic Downtown Cape Charles

Julia G.

CA $585 total

includes taxes & fees

Nov 22 - Nov 23

A covered porch with wicker furniture, a glass coffee table, and a view of the neighborhood.

7. Cape Haven - Condo 1.5 Blocks from Beach

Historic Downtown Cape Charles

Donna L.

CA $657 total

includes taxes & fees

Nov 12 - Nov 13

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

Historic Downtown Cape Charles

CA $485 total

includes taxes & fees

Nov 12 - Nov 13

A two-story house with a porch, surrounded by trees and a grassy yard.

9. Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower

Oyster

CA $540 total

includes taxes & fees

Nov 18 - Nov 19

A two-story house with a porch, white railings, and a front door.

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

Historic Downtown Cape Charles

Doreen G.

CA $513 total

includes taxes & fees

Nov 12 - Nov 13

A wooden deck with a chair, a welcome mat, and a view of a forest.

11. The Waverly Tree House

Machipongo

Jeanna C.

CA $410 total

includes taxes & fees

Nov 10 - Nov 11

A dining area with a long table, chairs, a candle centerpiece, and a staircase with a railing.

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

Historic Downtown Cape Charles

Jeff

CA $439 total

includes taxes & fees

Nov 11 - Nov 12

Bright open living space with modern kitchen island and cozy lounge

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

Tower Hill

CA $556 total

includes taxes & fees

Nov 18 - Nov 19

A kitchen with granite countertops, a black refrigerator, a microwave, a toaster, and wooden cabinets.

14. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

Oyster

Jacob W.

CA $834 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with white cabinets, a coffee maker, a microwave, and a refrigerator.

15. Crab Crib Loft in Historic Downtown Cape Charles

Historic Downtown Cape Charles

Patrick S.

CA $585 total

includes taxes & fees

Nov 21 - Nov 22

A kitchen with a refrigerator, microwave, and wooden cabinets. A black TV stand with a flat-screen TV is in the foreground.

16. Palm Villa

Piney Island

Scott D.

CA $264 total

includes taxes & fees

Nov 29 - Nov 30

A wicker basket on a round wooden table in a room with a brown sofa and a lamp.

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

Cape Charles

A two-story house with a porch, a front door, and a garage.

18. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Historic Downtown Cape Charles

Elsie W.

CA $575 total

includes taxes & fees

Nov 11 - Nov 12

A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

19. Smith Beach cottage w/ private sunset

Cape Charles

Eileen D.

CA $520 total

includes taxes & fees

Nov 10 - Nov 11

A porch with a blue swing seat, two cushions, and a wooden bench.

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

Downtown Chincoteague

Charles G.

CA $403 total

includes taxes & fees

Dec 1 - Dec 2

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Find vacation rentals that suit your style

Top Eastern Shore of Virginia Hotel Reviews

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

10/10 Excellent

Sriram

A round table with a plate of food, two mugs, and two glasses of orange juice on a balcony.

Refuge Inn

Piney Island

10/10 Excellent

Geneviève

A room with a view of the ocean through a large window, a white door, and a white railing outside.

The Baywood Bed & Breakfast

Cape Charles

10/10 Excellent

The well treed and curving road entrance to the property was out-charmed by the gracious lawn and gardens opening to the broad blue gorgeousness of Chesapeake Bay. Then again, being greeted by chickens and cats on the front steps had an appeal. However, the friendliness and ease of the owners was also a welcome part of this property. The Inn is well lit with many windows and is nicely decorated. A wide verandah invites you to sit and relax into the view. Much consideration is given to visitor...

David

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

10/10 Excellent

Kathy

A beachside balcony with lounge chairs and a view of the ocean.

Hyatt Place Virginia Beach / Oceanfront

Northeast Virginia Beach

10/10 Excellent

HEATHER

A waterfront hotel with multiple balconies, a dock, and a calm water body.

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

10/10 Excellent

Anonymous traveller

A modern lobby with a wooden sofa, teal ottomans, and a striped wall.

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Downtown Chincoteague

10/10 Excellent

J E Gordon

A reception area with a wooden counter, a clock, a framed map, and a vintage suitcase labeled "the Charlotte".

The Charlotte Hotel & Restaurant

Onancock

10/10 Excellent

This hotel was a lucky find for us. It is located in a small historic town located by the water a short distance from the highway. There is a good restaurant on the wharf a 5 minute walk from the hotel although there is a better restaurant at the hotel which is more upscale and is very good. The hotel and restaurant are in a old building which has been updated in a style called shabby-chic which works well in this setting. Our room was neat and clean and the bed very comfortable. The owners and...

Herb

A pool area with a building that has a covered patio and a gazebo.

Atlantic Shores Inn and Suites

Downtown Chincoteague

10/10 Excellent

Jason

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 $117 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.

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Eastern Shore of Virginia Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Eastern Shore of Virginia vacation rentals

1. Key West Cottages

2. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

3. The Harbour - Short Stays on Market

4. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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

6. Oyster Oasis, Modern Loft in Historic Downtown

7. Cape Haven - Condo 1.5 Blocks from Beach

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

9. Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower

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

11. The Waverly Tree House

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

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

14. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

15. Crab Crib Loft in Historic Downtown Cape Charles

16. Palm Villa

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

18. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

19. Smith Beach cottage w/ private sunset

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

Find vacation rentals that suit your style

Top Eastern Shore of Virginia Hotel Reviews

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent

Find out more about Eastern Shore of Virginia

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

How to find incredible deals on Eastern Shore of Virginia rentals

Explore a world of travel with Expedia