Holiday Rentals in Eastern Shore of Virginia

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 imllion properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 11 - May 12
Tomorrow
May 12 - May 13
Next weekend
May 17 - May 19

Holiday Rentals in Eastern Shore of Virginia

Shackeau East - Magnificent Views!
Terrace/patio
Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, (2)
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
The Hideaway Cottage
Beach nearby
The Hideaway Cottage
10.0 out of 10, Exceptional, (68)
"Enjoy Don's cottage - the screened in patio was lovely to enjoy coffee and do some light office work. Kitchen had enough of everything to heat or prepare simple meals. Hot water was plentiful and pressure good in the shower. Bed was comfortable. The area is very quiet at night but during the day there is a small business next door that you do hear light people chatter/deliveries. I would say this location is like a modern cabin - just enough of everything but still feels rustic."
The Hideaway Cottage
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
Fridge, microwave, oven, stovetop
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
10.0 out of 10, Exceptional, (26)
"Hi we stayed at the beach house and loved it. Easy booking process, great host, great accommodations and location was perfect!"
The price is €312
includes taxes & fees
15 May - 16 May
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Small cottage for those little getaways
Exterior
Small cottage for those little getaways
10.0 out of 10, Exceptional, (89)
"Enjoyed our time great bang for the buck."
Small cottage for those little getaways
As close as you can get to the ocean south of Chincoteague
Property grounds
As close as you can get to the ocean south of Chincoteague
10.0 out of 10, Exceptional, (122)
"The house was perfect for our family’s long weekend stay in April 2024. The location is splendid for its views, water accessibility and peace and quiet. We kayaked to the barrier island (approx.15 min) and found many pristine whelk sea shells. We thoroughly enjoyed crabbing and fishing in the creek as well bird watching. The homeowners really have provided just about everything you could ask for as far as amenities and supplies. Additionally they were very helpful and informative when we had...
As close as you can get to the ocean south of Chincoteague
SeaLaVie!!!
1 bedroom, iron/ironing board, free WiFi, bed sheets
SeaLaVie!!!
10.0 out of 10, Exceptional, (22)
"Was very quite and cute little cottage. Very nicely decorated. Creative in making use of the lack of floor space. Made it work! We would stay again."
SeaLaVie!!!
The Brass Crab - Check in/out any day!
Fridge, microwave, oven, stovetop
The Brass Crab - Check in/out any day!
10.0 out of 10, Exceptional, (133)
"Overall the space was great. With the money and fees paid, the beds should be made upon arrival. Also more towels for the kitchen area would be helpful. It was a lovely stay"
The Brass Crab - Check in/out any day!
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (31)
"All girls weekend was a great success. The house was clean and comfortable. Very vintage style. The view was great."
Nassawadox Creek Waterfront Home with Private Pool
Bliss on the Bay - Perfect Beach Getaway
TV
Bliss on the Bay - Perfect Beach Getaway
10.0 out of 10, Exceptional, (2)
"Clean, quaint, quiet! Just what we wanted!"
Bliss on the Bay - Perfect Beach Getaway
Newly renovated water view cottage nestled in the pines.
Fridge, microwave, oven, stovetop
Newly renovated water view cottage nestled in the pines.
10.0 out of 10, Exceptional, (80)
"This is a great cottage for a weekend stay!"
Newly renovated water view cottage nestled in the pines.
Key West Cottages
Exterior
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (227)
"What a great place!"
The price is €165
includes taxes & fees
15 May - 16 May
Key West Cottages
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.8 out of 10, Exceptional, (258)
"We loved the cottage. Perfect location to everything on the island. Was within walking distance to the seafood festival and shops. The screened porch was a nice place to enjoy our morning coffee. The cottage had everything we needed. The bed was super comfy. We highly recommend staying there. We are considering a summer visit and hope the cottage is available if we do."
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Cozy Little Cottage on chincoteague island va.
Property grounds
Cozy Little Cottage on chincoteague island va.
9.8 out of 10, Exceptional, (16)
"This was our second time staying here, with our first being during the summer. The cottage is very clean and overall quite pleasant with a location perfect for bicycling into town and to the beach. However, this cottage really needs heat if it is to be rented during the cooler months. The owner did provide a portable heater at our request, which did warm the place, but was very noisy. Would stay again but only in the warmer weather. "
Cozy Little Cottage on chincoteague island va.
Modern Suite in Historic Building Two Blocks to Beach
Beach towels
Modern Suite in Historic Building Two Blocks to Beach
9.8 out of 10, Exceptional, (50)
"Unit 1B was exceptional for a weekend stay. Beautiful, artful, comfortable, new renovations all come to mind to describe. The living room was great and made very functional with kitchenette. Comfortable bed and plenty space for clothes. The bathroom was spacious with that heated floor!! No fear of going at night . . . . Would stay there again!!"
Modern Suite in Historic Building Two Blocks to Beach
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Beach
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
9.8 out of 10, Exceptional, (122)
"My only complaint is that I wish our stay was longer! We got in naps on the deck and woke up to the sights and sounds of the marina, very cool experience. "
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Tranquil Shores - Relaxation With a Water View!
Property grounds
Tranquil Shores - Relaxation With a Water View!
9.8 out of 10, Exceptional, (116)
"love the house, the location and it is the perfect size. Deck and screened porch are perfect too. Nice neighborhood also. Very clean and comfy. Thank you for allowing well behaved dogs too :)"
Tranquil Shores - Relaxation With a Water View!
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
Pool
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
9.6 out of 10, Exceptional, (38)
"Snug Harbor is simply amazing, and is truly a home away from home. The location is on the water with amazing views of the lighthouse and the poines. There are tiki huts, lawn chairs, etc. for you to enjoy. Basia and Captain John can take you on kayak and boat tours. I highly recommend taking a guided tour as you learn so much history. Our hosts were so committed to us having a great time and went the extra mile so we could see the poines every chance possible. The cottages are comfortable...
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
Quaint Cottages Near Everything on Beach Road
Exterior
Quaint Cottages Near Everything on Beach Road
9.6 out of 10, Exceptional, (24)
"Jimmy worked hard to meet our ever need. Location is very central fir restaurants and getting to Assateague Island. Unit is basic with all the essentials, comfortable bed."
Quaint Cottages Near Everything on Beach Road
Cabin at Holdens Creek on Eastern Shore of VA
Interior
Cabin at Holdens Creek on Eastern Shore of VA
9.6 out of 10, Exceptional, (145)
"We get together once a year, 5 guys, to hang out, catch up, shoot skeet, target shoot and fish. We do this at a different location every year. This location worked out great. It was private, allowed shooting and had enough room to sleep 5. We would use this cabin again!"
Cabin at Holdens Creek on Eastern Shore of VA
Modern Suite in Historic Building Two Blocks to Beach
Beach towels
Modern Suite in Historic Building Two Blocks to Beach
9.6 out of 10, Exceptional, (38)
"Property was great. Loved the heated floor. There is a coffee maker not a keurig— would bring items for coffee if it’s a must. Could hear some noise from the pub next door but it did not last past 9pm. Clean and located such that you could walk right to the Main Street."
Modern Suite in Historic Building Two Blocks to Beach
Don't see what you're looking for?
See all available properties in Eastern Shore of Virginia
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.

Other types of properties in Eastern Shore of Virginia you may be interested in

Refuge Inn
Indoor pool, seasonal outdoor pool, pool loungers
Refuge Inn
3.0 star property
9.6 out of 10, Exceptional, (1004)
"This is in a great location, close to lots of restaurants and shops. It’s also close to Assateague and its beautiful beach and lighthouse. The staff were very friendly and helpful and the room was beautifully decorated and comfortable. We also liked having a patio. I would definitely recommend staying here for a relaxing visit."
The price is €106
includes taxes & fees
15 May - 16 May
Refuge Inn
Comfort Suites Chincoteague Island Bayfront Resort
Indoor pool, outdoor pool, pool umbrellas, pool loungers
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
9.6 out of 10, Exceptional, (1005)
"After having a terrible issue with a competitor hotel, this hotel was a breath of fresh air. It started with two women at the desk who welcomed me. My room was exactly what I expected. "
The price is €155
includes taxes & fees
28 May - 29 May
Comfort Suites Chincoteague Island Bayfront Resort
Marina Bay Hotel & Suites, Ascend Hotel Collection
Aerial view
Marina Bay Hotel & Suites, Ascend Hotel Collection
2.5 star property
9.0 out of 10, Wonderful, (808)
"First time there, everything nice, clean, quiet. Breakfast was sparse and disappointing."
The price is €140
includes taxes & fees
19 May - 20 May
Marina Bay Hotel & Suites, Ascend Hotel Collection
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.