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Our top choices for Eastern Shore of Virginia holiday homes

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (59)
"Nick is an excellent host. The home was so fun for our family to stay in. The view is so beautiful and peaceful. It is even more beautiful in person. Short drive to reach Chincoteague and Assateague. Stocked with everything you need. I walked down the street and got a massage using the info provided in the house. Thanks for a wonderful and beautiful stay. "
United States
Natalie K.
The price is HK$1,081
HK$4,059 total
includes taxes & fees
19 Dec - 20 Dec
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

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, (26)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is HK$1,183
HK$2,472 total
includes taxes & fees
19 Dec - 20 Dec
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Cape Charles
10.0 out of 10, Exceptional, (1)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
The price is HK$1,126
HK$3,672 total
includes taxes & fees
7 Jan - 8 Jan 2026
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
The price is HK$1,106
HK$2,907 total
includes taxes & fees
21 Dec - 22 Dec
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
The price is HK$1,610
HK$2,037 total
includes taxes & fees
24 Dec - 25 Dec
Restored 1930’s Tiny Home 3 min to Cape Charles

Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (15)
"A warm, inviting house with everything you need. Private backyard. Joel and Brittney are super responsive hosts who will make sure you have a nice stay!"
United States
Donna A.
The price is HK$1,407
HK$4,276 total
includes taxes & fees
6 Jan - 7 Jan 2026
Golf cart included! 5 blocks to the beach, and in historic district!

Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (1)
"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 HK$1,570
HK$1,984 total
includes taxes & fees
24 Dec - 25 Dec
Experience Tiny Living, in Cape Charles, Va

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)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is HK$1,610
HK$1,977 total
includes taxes & fees
24 Dec - 25 Dec
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (14)
"Very nice. Central to everything. "
United States
Greg D.
The price is HK$573
HK$2,333 total
includes taxes & fees
5 Jan - 6 Jan 2026
Salt Box, One Block to the Beach

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, (66)
"Great location. The house was perfect for our family. I especially enjoyed the swing on the porch "
United States
pat B.
The price is HK$805
HK$2,110 total
includes taxes & fees
19 Dec - 20 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
The price is HK$856
HK$3,250 total
includes taxes & fees
28 Dec - 29 Dec
The Neigh-Neigh - Location! Location! Location!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
2.0 star property
Deep Hole
10.0 out of 10, Exceptional, (7)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
The price is HK$816
HK$2,035 total
includes taxes & fees
6 Jan - 7 Jan 2026
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

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, (42)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$817
HK$3,128 total
includes taxes & fees
29 Dec - 30 Dec
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Deep Hole
9.4 out of 10, Exceptional, (13)
"Went for a guys trip and enjoyed it "
United States
John W.
The price is HK$1,206
HK$3,110 total
includes taxes & fees
19 Dec - 20 Dec
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

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, (145)
"Nicely located. Clean. Convenient to town center and beach. Good on-street parking and renter/owner communication. Limited household amenities. Could use an interior refresh and bathroom updating. "
United States
Thomas R.
The price is HK$1,361
HK$3,718 total
includes taxes & fees
15 Jan - 16 Jan 2026
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!
Onancock
10.0 out of 10, Exceptional, (2)
"Very clean beautiful home lots of room. Family oriented. Beautiful view,plentiful parking space quiet peaceful relaxing pla e to stay. Highly recommend for a wonderful vacation or getaway. "
United States
David E.
The price is HK$1,212
HK$4,469 total
includes taxes & fees
21 Dec - 22 Dec
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is HK$1,225
HK$3,497 total
includes taxes & fees
24 Dec - 25 Dec
The purple door at the bay.

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)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is HK$1,745
HK$2,231 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tiny House close to the Beaches of Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (11)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is HK$2,094
HK$2,665 total
includes taxes & fees
22 Dec - 23 Dec
Pet Friendly Tiny Livin 3min from Cape Charles

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (7)
"Cute, well stocked rental. We had a comfortable stay and the house met the needs of our family of 4. We enjoyed the central location and close proximity to the park. The hosts were friendly and responsive. We hope to visit again!"
United States
Beth
The price is HK$1,315
HK$3,220 total
includes taxes & fees
4 Jan - 5 Jan 2026
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
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

Find out more about Eastern Shore of Virginia

Eastern Shore of Virginia Vacation Homes information

Number of reviews
422
Accommodation
922 Vacation Homes
Lowest Price
HK$1,977
Highest Price
HK$4,469