Eastern Shore of Virginia Vacation Rentals from $141: Search Short-Term Rentals

A calm river reflecting the sky, surrounded by green fields and houses with red roofs.

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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

$126 nightly

Dec 15 - Dec 16

Total with taxes and fees

A beach with a palm tree, blue chairs, and a small table.

2. Blufin Bungalows & Marina

Down the Marsh

Rebecca

$137 nightly

Dec 14 - Dec 15

Total with taxes and fees

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.

$306 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

$285 nightly

Nov 16 - Nov 17

Total with taxes and fees

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.

$351 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

Downtown Chincoteague

Charles G.

$249 nightly

Dec 3 - Dec 4

Total with taxes and fees

A two-story house with a front porch, numbered 23314, and two rocking chairs on the porch.

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

Accomac

Rhiannon L.

$273 nightly

Nov 18 - Nov 19

Total with taxes and fees

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.

$450 nightly

Nov 17 - Nov 18

Total with taxes and fees

A treehouse with a balcony, surrounded by forest.

9. The Waverly Tree House

Machipongo

Jeanna C.

$254 nightly

Nov 16 - Nov 17

Total with taxes and fees

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 traveler

$212 nightly

Nov 16 - Nov 17

Total with taxes and fees

A sandy beach with a metal railing and a metal chair.

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

Cape Charles

DanSarah C.

$835 nightly

Nov 15 - Nov 16

Total with taxes and fees

A pond with a fountain, surrounded by trees and outdoor seating.

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

Historic Downtown Cape Charles

Kevin M.

$1,244 nightly

Nov 16 - Nov 17

Total with taxes and fees

A swimming pool with a wooden deck and a view of a lake.

13. Nassawadox Creek Waterfront Home with Private Pool

Exmore

Jayson J.

$384 nightly

Dec 1 - Dec 2

Total with taxes and fees

A hallway with a wooden floor, white doors, and a view of a house through a glass door.

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

Cape Charles

Michele W.

$569 nightly

Nov 24 - Nov 25

Total with taxes and fees

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.

$395 nightly

Dec 1 - Dec 2

Total with taxes and fees

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.

$497 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden pier extending into calm water, a grassy area with a bench, and a distant shoreline with vegetation and structures.

17. Smith Beach cottage w/ private sunset

Cape Charles

Eileen D.

$361 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with a table and chairs, surrounded by a garden with various plants and a small staircase leading to a house.

18. Beautifully Renovated Cottage

Historic Downtown Cape Charles

Wayland A.

$515 nightly

Dec 9 - Dec 10

Total with taxes and fees

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

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

Cape Charles

Sarah J.

$405 nightly

Dec 1 - Dec 2

Total with taxes and fees

A sandy path leading through a dune area with sparse vegetation.

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

Historic Downtown Cape Charles

John T.

$422 nightly

Nov 16 - Nov 17

Total with taxes and fees

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Find vacation rentals that suit your style

Top Eastern Shore of Virginia Hotel Reviews

A compact kitchenette with a built-in refrigerator, a coffee maker, and a sink with a granite countertop.

sea shell motel

Chincoteague

10/10 Excellent

Wanda

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

Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...

Kate

A hotel room with a large bed, two armchairs, a small table, and a view of trees through a sliding door.

Refuge Inn

Piney Island

10/10 Excellent

Stephanie

Key West Cottages

Downtown Chincoteague

10/10 Excellent

Chris

A beach with calm waters and a cloudy sky.

The Baywood Bed & Breakfast

Cape Charles

10/10 Excellent

Anonymous traveler

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

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

10/10 Excellent

Tatyana

A hotel room with two beds, a TV, a desk with a microwave, and a trash bin.

Spark by Hilton Chincoteague Island

Piney Island

10/10 Excellent

Stayed 3 nights. The staff was more then willing to assist or help in anyway I needed. Starting with the woman at the desk when I checked in. Polite and friendly explained what the motel had and when they have breakfast in the morning. By the way a real hot breakfast, not just pastries and coffee. The rooms were very clean. It was a totally pleasant experience. This will be my first choice of motels when I visit again next fall.

Bob

Blufin Bungalows & Marina

Down the Marsh

10/10 Excellent

Richard

A rooftop terrace with a sunset view, lounge chairs, a dining table with breakfast items, and a small table with a plant.

Hyatt Place Virginia Beach / Oceanfront

Northeast Virginia Beach

10/10 Excellent

My recent stay at the Hyatt Place Virginia Beach Oceanfront from July 13 to 16 was nothing short of spectacular! This hotel truly set the bar high for all future stays. From the moment we arrived, we were greeted with exceptional service, particularly the valet team, which was incredibly efficient and accommodating. The rain limited our outdoor activities, but we didn’t mind one bit because the comfort of our room made it an enjoyable stay. One of the highlights of our mornings was...

Adrian

A modern interior with a green wall, a neon sign, and a variety of seating arrangements including tables and chairs.

Fairfield Inn & Suites by Marriott Virginia Beach Town Center

North Central

10/10 Excellent

Maggie

A large, historic building with a prominent entrance and a well-maintained lawn.

The Historic Cavalier Hotel and Beach Club, Autograph Collection

Northeast Virginia Beach

10/10 Excellent

No. This is the like... fifth time we've gone through this exercise. I am not writing an actual review. Stop asking me to. Just let me rate it 5-stars. It was a wonderful hotel experience, but I have no desire to explain in detail what the issue is. At this point, I'm more annoyed about getting these emails from you all when you manually review the review and decide it doesn't fit your standards.

Jordan

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

Monique

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

I was looking for a place to stay in Chincoteague, Va. My youngest son and his wife were coming from Northern Virginia to meet me and my wife coming from Virginia Beach, Virginia. Our goal was to show my son's wife the wild ponies of Assateague Island. Also the statue of "Misty of Chincoteague" in the local park. Staying at the Fairfield Inn allowed us to get to the park area very quickly. On the last day of our stay we were able to see the ponies, take photos, and enjoy the park. We returned...

Bill