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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Eastern Shore of Virginia vacation homes

Terrace/patio
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Down the Marsh
9.8 out of 10, Exceptional, (23)
"Loved that it was right on the bay. "
United States
Debra
The price is AED 364
AED 491 total
includes taxes & fees
11 Dec - 12 Dec
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Exterior
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (207)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina
Fridge, microwave, oven, stovetop
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 AED 559
AED 1,167 total
includes taxes & fees
12 Dec - 13 Dec
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Property grounds
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 AED 441
AED 1,831 total
includes taxes & fees
19 Dec - 20 Dec
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Fridge, microwave, oven, stovetop
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, (65)
"Great location. The house was perfect for our family. I especially enjoyed the swing on the porch "
United States
pat B.
The price is AED 311
AED 910 total
includes taxes & fees
10 Dec - 11 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Exterior detail
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 AED 404
AED 1,534 total
includes taxes & fees
28 Dec - 29 Dec
The Neigh-Neigh - Location! Location! Location!
Beach nearby, sun loungers, beach towels
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 AED 255
AED 1,051 total
includes taxes & fees
10 Dec - 11 Dec
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
Beach nearby
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 AED 271
AED 1,106 total
includes taxes & fees
15 Dec - 16 Dec
Salt Box, One Block to the Beach
Microwave, oven, stovetop, dishwasher
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 AED 389
AED 1,569 total
includes taxes & fees
17 Dec - 18 Dec
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Exterior
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 AED 386
AED 1,477 total
includes taxes & fees
10 Dec - 11 Dec
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Fridge, microwave, oven, stovetop
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 AED 477
AED 1,369 total
includes taxes & fees
10 Dec - 11 Dec
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Outdoor dining
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 AED 467
AED 1,978 total
includes taxes & fees
15 Dec - 16 Dec
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!
Exterior detail
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)
"Had a wonderful time , house was warm and inviting walking distance to both the beach and local shops and restaurants. Hope we ca n come back again@"
United States
Jean w.
The price is AED 643
AED 1,759 total
includes taxes & fees
2 Jan - 3 January 2026
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Terrace/patio
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 AED 578
AED 1,655 total
includes taxes & fees
10 Dec - 11 Dec
The purple door at the bay.
Property grounds
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 AED 334
AED 1,149 total
includes taxes & fees
17 Dec - 18 Dec
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
Smart TV, fireplace, books, computer monitors
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Historic Downtown Cape Charles
The price is AED 344
AED 1,692 total
includes taxes & fees
10 Dec - 11 Dec
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
Beach
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 AED 824
AED 1,049 total
includes taxes & fees
18 Dec - 19 Dec
Experience Tiny Living, in Cape Charles, Va
Beach nearby
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 AED 845
AED 1,069 total
includes taxes & fees
10 Dec - 11 Dec
Restored 1930’s Tiny Home 3 min to Cape Charles
Beach nearby
Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia

Cape Charles
9.2 out of 10, Wonderful, (14)
"The place was cute and clean, it is NOT in the town of Cape Charles. Surrounding area less than desirable. Perfect if the actual tiny house was within the town as advertised. "
United States
Tanya R.
The price is AED 883
AED 1,111 total
includes taxes & fees
4 Jan - 5 January 2026
Whimsical Tiny House, Cape Charles Virginia
Beach nearby
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 AED 845
AED 1,069 total
includes taxes & fees
10 Dec - 11 Dec
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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Top Eastern Shore of Virginia Hotel Reviews

Key West Cottages

Key West Cottages

10/10 Excellent
"The friendliest staff and gorgeous rooms "
Donna 2-night trip
Posted 2 days ago
Key West Cottages

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