Eastern Shore of Virginia Vacation Rentals from CA $120: 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 $184 total

includes taxes & fees

Dec 15 - Dec 16

2. Blufin Bungalows & Marina

Down the Marsh

Rebecca

CA $219 total

includes taxes & fees

Dec 15 - Dec 16

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

Accomac

Deborah G.

CA $460 total

includes taxes & fees

Nov 16 - Nov 17

A covered deck with wooden chairs and tables, overlooking a marina with boats.

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

Cape Charles

Bart

CA $485 total

includes taxes & fees

Nov 20 - Nov 21

An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

5. Oyster Oasis, Modern Loft in Historic Downtown

Historic Downtown Cape Charles

Julia G.

CA $590 total

includes taxes & fees

Nov 22 - Nov 23

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

Downtown Chincoteague

Charles G.

CA $400 total

includes taxes & fees

Dec 3 - Dec 4

A staircase with a dark door at the bottom and a light fixture above it.

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

Accomac

Rhiannon L.

CA $431 total

includes taxes & fees

Nov 18 - Nov 19

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.

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

Historic Downtown Cape Charles

Dorothy A.

CA $726 total

includes taxes & fees

Nov 17 - Nov 18

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

9. The Waverly Tree House

Machipongo

Jeanna C.

CA $411 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a stainless steel refrigerator, a dark wall with framed artwork, and a brick wall with a hanging light fixture.

10. The Lilliston - Short Stays on Market

Onancock

"This is a gorgeous property! From the entrance/foyer to the closets it's top notch. You can't match the convenience in the heart of downtown Onancock and the walkability to just about anything. This is like staying in a friend's luxe apartment - sure, you're on vacation, but staying inside isn't such a bad thing, either! After an active day, you can wind down in a beautiful space and people watch through the windows. As much as I love to treat myself to dining out when I'm in Onancock, I...

Anonymous traveller

CA $349 total

includes taxes & fees

Nov 18 - Nov 19

A residential area with multiple two-story houses featuring balconies, a central courtyard with outdoor seating, and a swimming pool.

11. The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

Cape Charles

DanSarah C.

CA $1,343 total

includes taxes & fees

Nov 23 - Nov 24

A modern kitchen with white cabinets, a large island with stools, stainless steel appliances, and a decorative stained glass window.

12. Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Historic Downtown Cape Charles

Kevin M.

CA $2,109 total

includes taxes & fees

Nov 23 - Nov 24

A house surrounded by dense greenery and a small dock extending into a body of water.

13. Nassawadox Creek Waterfront Home with Private Pool

Exmore

Jayson J.

CA $613 total

includes taxes & fees

Dec 1 - Dec 2

A modern kitchen with white cabinetry, a central island with stools, a refrigerator, and a microwave.

14. First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!

Cape Charles

Michele W.

CA $918 total

includes taxes & fees

Nov 24 - Nov 25

A wooden boardwalk leading to a beach with a sunset view.

15. Salt Box, One Block to the Beach

Historic Downtown Cape Charles

Katie I.

CA $581 total

includes taxes & fees

Nov 29 - Nov 30

A beach scene with a couple walking along the shore.

16. Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!

Cape Charles

Julia O.

CA $807 total

includes taxes & fees

Nov 15 - Nov 16

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

17. Smith Beach cottage w/ private sunset

Cape Charles

Eileen D.

CA $602 total

includes taxes & fees

Nov 15 - Nov 16

A two-story house with a covered porch, a front door, and a small front yard.

18. Beautifully Renovated Cottage

Historic Downtown Cape Charles

Wayland A.

CA $837 total

includes taxes & fees

Dec 9 - Dec 10

An aerial view of a resort with multiple swimming pools, a water slide, and lounge areas.

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

Cape Charles

Sarah J.

CA $645 total

includes taxes & fees

Dec 1 - Dec 2

A beach with sand dunes, a wooden fence, and a calm sea under a cloudy sky.

20. Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Historic Downtown Cape Charles

John T.

CA $682 total

includes taxes & fees

Nov 16 - Nov 17

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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

An outdoor patio area with wicker furniture, a stone fire pit, and a view of the street at dusk.

Residence Inn by Marriott Virginia Beach Town Center

Northwest

10/10 Excellent

Stephane

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 hot tub with a view of the ocean through large windows.

Coastal Hotel and Suites Virginia Beach Oceanfront

Northeast Virginia Beach

10/10 Excellent

Lloyd

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 $120 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. Blufin Bungalows & Marina

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

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

5. Oyster Oasis, Modern Loft in Historic Downtown

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

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

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

9. The Waverly Tree House

10. The Lilliston - Short Stays on Market

11. The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

12. Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

13. Nassawadox Creek Waterfront Home with Private Pool

14. First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!

15. Salt Box, One Block to the Beach

16. Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!

17. Smith Beach cottage w/ private sunset

18. Beautifully Renovated Cottage

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

20. Bay cottage, Beach 100 yards away! RESERVE NOW!!!

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