Holiday Homes in Eastern Shore of Virginia

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Featured Holiday Homes in Eastern Shore of Virginia

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (168)
"excellent place to stay on the water"
Blufin Bungalows & Marina

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (53)
"The roundhouse was amazing on many levels, figuratively and literally. There are many creature, comforts throughout this sprawling home and the views were serene and relaxing, and the couches and beds were comfy! And the host was very helpful and accommodating. Highly recommend would definitely stay here again."
The price is AU$799
includes taxes & fees
1 Sept - 2 Sept
Stunning waterfront panoramic view getaway house

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

10.0 out of 10, Exceptional, (26)
"Wonderful stay and beautiful accomodations"
The price is AU$493
includes taxes & fees
26 Aug - 27 Aug
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Salt Box, One Block to the Beach

10.0 out of 10, Exceptional, (10)
"This is our second time staying and it was just was lovely as we remembered! Great location!"
The price is AU$589
includes taxes & fees
15 Sept - 16 Sept
Salt Box, One Block to the Beach

The purple door at the bay.

9.2 out of 10, Wonderful, (51)
"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."
The price is AU$702
includes taxes & fees
26 Aug - 27 Aug
The purple door at the bay.

Salt Box II, One Block to the Beach

10.0 out of 10, Exceptional, (4)
"Clean, comfortable, great location, has everything you need for a lovely stay."
The price is AU$594
includes taxes & fees
2 Sept - 3 Sept
Salt Box II, One Block to the Beach

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Experience Tiny Living, in Cape Charles, Va

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"
The price is AU$448
includes taxes & fees
1 Sept - 2 Sept
Experience Tiny Living, in Cape Charles, Va

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

10.0 out of 10, Exceptional, (1)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
The price is AU$438
includes taxes & fees
2 Sept - 3 Sept
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Pet Friendly Tiny Livin 3min from Cape Charles

10.0 out of 10, Exceptional, (8)
"We booked this tiny house for a spontaneous night away to do some fishing in Cape Charles. The property and house were absolutely adorable and the accommodations were exactly what we needed for a weekend away. The property had an amazing bonfire pit and grill if you don’t want to eat out, and there’s plenty of space with a fence and grassy areas if you’re traveling with a dog. The owners were extremely communicative and even went to the trouble of mailing us back something we left. We would...
The price is AU$430
includes taxes & fees
1 Sept - 2 Sept
Pet Friendly Tiny Livin 3min from Cape Charles

Tiny House close to the Beaches of Cape Charles

10.0 out of 10, Exceptional, (1)
"I enjoyed staying here, solid place!"
Tiny House close to the Beaches of Cape Charles

Tiny House Hideaway with King sized Bed

9.6 out of 10, Exceptional, (5)
"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! "
The price is AU$506
includes taxes & fees
1 Sept - 2 Sept
Tiny House Hideaway with King sized Bed

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

10.0 out of 10, Exceptional, (55)
"Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay. "
The price is AU$461
includes taxes & fees
4 Sept - 5 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay at Waterside. Location was perfect and host was very responsive to questions. A great rental for a few friends and/or family."
The price is AU$633
includes taxes & fees
4 Sept - 5 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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

9.6 out of 10, Exceptional, (138)
"We loved our short stay here. The cottage was very nice and located in a great spot. You could see the water from the screened in front porch. The cottage had everything we needed and was very comfortable and clean!The owners were awesome at communicating and everything was a breeze.We love Cape Charles and will definitely stay here when we come back!"
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Restored 1930’s Tiny Home 3 min to Cape Charles

The price is AU$448
includes taxes & fees
1 Sept - 2 Sept
Restored 1930’s Tiny Home 3 min to Cape Charles

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

9.8 out of 10, Exceptional, (17)
"We stayed three nights and they were all delightful. The cabins are super clean, well equipped, comfortable beds, screened in front porch.- in other words anything you could wish! My only critique is that I don’t think the smoke alarm in the CO2 detectors were listed in the ad and they should be because they definitely are there!We will gladly come again someday."
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

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

9.4 out of 10, Exceptional, (12)
"Went for a guys trip and enjoyed it "
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

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

10.0 out of 10, Exceptional, (6)
The price is AU$676
includes taxes & fees
8 Sept - 9 Sept
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Bay Creek Meets Historic Cape Charles! pool access!

10.0 out of 10, Exceptional, (28)
"We thoroughly enjoyed our stay. Beautiful home in an excellent location. Close to everything. We would definitely stay again. "
The price is AU$904
includes taxes & fees
2 Sept - 3 Sept
Bay Creek Meets Historic Cape Charles! pool access!
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