Photo by Grace Noelle

Holiday Homes in Eastern Shore of Virginia

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Eastern Shore of Virginia holiday homes

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

1. 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)
"Exactly as it looks in the photos, comfortable, clean, generously stocked and thoughtfully curated. We will absolutely stay here again if we drive this route in the future!"
United States
Rhiannon L.
The price is €266
includes taxes & fees
6 Nov - 7 Nov
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Terrace/patio

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

Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Cape Charles
The price is €477
includes taxes & fees
9 Nov - 10 Nov
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
A wicker basket on a round wooden table in a room with a brown sofa and a lamp.

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

Marvelous Farm house style with 3-bedrooms in charming Cape Charles
Cape Charles
Marvelous Farm house style with 3-bedrooms in charming Cape Charles
A two-story house with a covered porch, a front door, and a small front yard.

4. 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 €489
includes taxes & fees
8 Nov - 9 Nov
Beautifully Renovated Cottage
A house surrounded by dense greenery and a small dock extending into a body of water.

5. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (79 reviews)
"We loved our stay. We have stayed here multiple times over the years and our entire family, including the dog look forward to it. Hope to return."
United States
Jayson J.
The price is €381
includes taxes & fees
1 Dec - 2 Dec
Nassawadox Creek Waterfront Home with Private Pool
A two-story house with a porch, white railings, and a front door.

6. 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.
The price is €324
includes taxes & fees
16 Nov - 17 Nov
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Bright open living space with modern kitchen island and cozy lounge

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

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
The price is €367
includes taxes & fees
17 Nov - 18 Nov
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
A modern kitchen with a brick accent wall, white cabinetry, and a dining area with a white table and chairs.

8. 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, (13 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.
The price is €345
includes taxes & fees
23 Nov - 24 Nov
Walk 2 Beach & Restaurants~Central Park~ King Bed!
A dining area with a long table, chairs, a candle centerpiece, and a staircase with a railing.

9. 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, (9 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
The price is €280
includes taxes & fees
11 Nov - 12 Nov
Walk to Dining, Beach & Park~Family Friendly Home!
A row of colorful cabins with individual porches and small steps leading to the entrance.

10. 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.
The price is €259
includes taxes & fees
1 Dec - 2 Dec
Tiny House close to the Beaches of Cape Charles
An aerial view of a residential area with houses, roads, and a large body of water in the background.

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

Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Oyster
9.0 out of 10, Wonderful, (2 reviews)
"Great quiet neighborhood was awesome to be able to bring a boat there and not have to worry about it. "
United States
Jacob W.
The price is €509
includes taxes & fees
9 Nov - 10 Nov
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
A porch with a blue swing seat, two cushions, and a wooden bench.

12. 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, (85 reviews)
"Great house and location. Comfortable for a family - the kids really enjoyed the upstairs loft."
United States
Charles G.
The price is €245
includes taxes & fees
19 Nov - 20 Nov
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
A two-story house with a porch, a front door, and a garage.

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

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
The price is €363
includes taxes & fees
11 Nov - 12 Nov
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
A row of colorful mobile homes with a small porch and potted plants.

14. 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.
The price is €221
includes taxes & fees
11 Nov - 12 Nov
Restored 1930’s Tiny Home 3 min to Cape Charles
A row of colorful mobile homes with a small porch and potted plants.

15. Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (2 reviews)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
The price is €226
includes taxes & fees
18 Nov - 19 Nov
Experience Tiny Living, in Cape Charles, Va
A two-story house with a porch, surrounded by trees and a grassy yard.

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

Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower
Oyster
The price is €339
includes taxes & fees
9 Nov - 10 Nov
Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower
A spacious bedroom with a large bed, wooden beams on the ceiling, and a view of the outdoors through the windows.

17. 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 €248
includes taxes & fees
11 Nov - 12 Nov
Tiny House Hideaway with King sized Bed
A spacious living area with a wooden floor, a sofa, a coffee table, and a staircase.

18. A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Really enjoyed our stay! Great location by the park, lots of space for our family. Fun board games, too :)"
United States
Alexa Q.
The price is €554
includes taxes & fees
9 Nov - 10 Nov
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
A two-story house with a wrap-around porch, a chimney, and a flag.

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

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (153 reviews)
"Great property and location. Loved easy walk to down town and the beach. Spent lots of time on front porch."
United States
John T.
The price is €446
includes taxes & fees
5 Dec - 6 Dec
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
A row of colorful cabins with individual porches and small steps leading to the entrance.

20. Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is €221
includes taxes & fees
11 Nov - 12 Nov
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
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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Learn more about Eastern Shore of Virginia

Serene beaches and charming coastal towns beckon along this tranquil peninsula. Explore wildlife refuges, climb historic lighthouses, and savour fresh seafood at local eateries overlooking the Chesapeake Bay.

See all hotels in Eastern Shore of Virginia
A calm river reflecting the sky, surrounded by green fields and houses with red roofs.
Photo by Grace Noelle
Open Photo by Grace Noelle

Top reviews in Eastern Shore of Virginia

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

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
Downtown Chincoteague

10/10 Excellent

We love staying here. Always clean. Friendly staff. Quiet location.
Ireland
Linda
Reviewed October 23, 2018
Hampton Inn & Suites Chincoteague Waterfront