Eastern Shore of Virginia Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Eastern Shore of Virginia

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (154)
"Excellent place to stay"
Blufin Bungalows & Marina

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (405)
"We had wonderful stay. Everything about this resort was perfect. "
Key West Cottages

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (45)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

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 NZ$810
includes taxes & fees
21 Aug - 22 Aug
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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

10.0 out of 10, Exceptional, (52)
"An instant nervous system reset."
The price is NZ$705
includes taxes & fees
17 Aug - 18 Aug
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

At the Water's Edge - is there anywhere you'd rather be?!

10.0 out of 10, Exceptional, (48)
"Great property! Very clean"
At the Water's Edge - is there anywhere you'd rather be?!

Waterfront on Marsh Island!

9.0 out of 10, Wonderful, (29)
"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"
Waterfront on Marsh Island!

5 minutes to Assateague National Seashore!

9.2 out of 10, Wonderful, (13)
"Very nice stay, no complaints "
5 minutes to Assateague National Seashore!

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

9.6 out of 10, Exceptional, (136)
"We planned a quick get-a-way and decided to come to Cape Charles to spend the day and stay over night. The house was charming with plenty of room. The owners communicated well and they were very accommodating on my last minute trip planning. The beach wasn’t far at all and town was in walking distance with nice weather. We came in March so it wasn’t perfect beach weather but we are hoping to come back when it’s warmer! "
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (169)
"I like the fact that we were away from the hustle and bustle. The beaches are near by. And it was an overall great experience. Especially if you like secluded areas "
Cabin at Holdens Creek on Eastern Shore of VA

Daisey Cottage - Pet friendly w/ Fenced yard!

9.6 out of 10, Exceptional, (51)
"Will stay again if available on our next trip"
Daisey Cottage - Pet friendly w/ Fenced yard!

The Happy Crab - Waterfront on Chincoteague Island!

9.2 out of 10, Wonderful, (13)
"Really enjoyed the place, beautiful sunrises, great little island and food "
The Happy Crab - Waterfront on Chincoteague Island!

NEW PET FRIENDLY LISTING ALERT!!

9.2 out of 10, Wonderful, (10)
"Lovely home right on the river- fishing to your hearts content Clean, lots to do very peaceful!!! Would definitely come back! Mia is great to work with"
NEW PET FRIENDLY LISTING ALERT!!

Cozy Little Cottage on chincoteague island va.

9.6 out of 10, Exceptional, (42)
"Very cute little cottage, perfect amount of space for 2, has just about everything you'd need! Owner is helpful as well. Lots of places to eat within 15 mins"
Cozy Little Cottage on chincoteague island va.

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (53)
"The Captain’s Roundhouse was a great place to spend a relaxing week. The view is terrific and the kitchen is newly renovated."
The price is NZ$1,328
includes taxes & fees
6 Aug - 7 Aug
Stunning waterfront panoramic view getaway house

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (87)
"This is a nice quiet location but still close to the park and the restaurants and shops. We enjoyed our stay here."
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

Only 5 min to Assateague National Seashore!

9.6 out of 10, Exceptional, (17)
"Nice place. "
Only 5 min to Assateague National Seashore!

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

10.0 out of 10, Exceptional, (141)
"Nice quiet location and close to the park. Very nice comfortable house and well stocked. Had everything I needed. "
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

10.0 out of 10, Exceptional, (59)
"Wanted a private place on the water, pictures don’t show a new home built directly behind this house. The fire pit and hot tub are basically in the front yard of the new house. If privacy aren’t an issue and great views are all the matters then this place is perfect."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

The Beach Peach - Downtown location with new charm!

The Beach Peach - Downtown location with new charm!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Eastern Shore of Virginia Hotel Reviews