Eastern Shore of Virginia Vacation Rentals

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Vacation Rentals in Eastern Shore of Virginia

Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, (2)
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
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!
10.0 out of 10, Exceptional, (27)
"Hi we stayed at the beach house and loved it. Easy booking process, great host, great accommodations and location was perfect!"
The price is CA $191
CA $437 total
includes taxes & fees
May 16 - May 17
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
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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
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...
The price is CA $478
CA $771 total
includes taxes & fees
May 23 - May 24
As close as you can get to the ocean south of Chincoteague
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!
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
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
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.
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
3.0 star property
9.8 out of 10, Exceptional, (231)
"Cottages are beautiful and well updated. Very clean annd organized as well. I often spotted property managers around, checking on the property or helping guests. Always communicate quickly when needed. No noise from neighbors or outside with windows shut.Would probably only ever stay here when I visit Chincoteague again, just much more convenient, comfortable and fitting to my desire to have some space to myself. Beach and pool are lovely. Property has bikes for you. They also have wagons...
The price is CA $239
CA $269 total
includes taxes & fees
May 16 - May 17
Key West Cottages
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!
Modern Suite in Historic Building Two Blocks to Beach
9.8 out of 10, Exceptional, (51)
"Loved the details in this smaller but totally functional property. Host was attentive and helpful and the the room was just off the Main Street in Cape Charles. We lived it. The heated bathroom floor was a sweet bonus!"
Modern Suite in Historic Building Two Blocks to 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!
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!
Cozy Little Cottage on chincoteague island va.
9.6 out of 10, Exceptional, (17)
"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.
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
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
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
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
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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
3.0 star property
9.6 out of 10, Exceptional, (1002)
"Wonderful place to stay for anyone who loves flower gardens, horses. & beautiful views into the nature reserve. Right next to Chincoteague Island Park. Breakfast made fresh daily & delivered to the room. Heated enclosed pool and jacuzzi. Clean , well decorated rooms with nice bathroom. "
The price is CA $168
CA $189 total
includes taxes & fees
May 16 - May 17
Refuge Inn
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
9.6 out of 10, Exceptional, (1003)
"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 CA $208
CA $233 total
includes taxes & fees
May 29 - May 30
Comfort Suites Chincoteague Island Bayfront Resort
Marina Bay Hotel & Suites, Ascend Hotel Collection
2.5 star property
9.0 out of 10, Wonderful, (810)
"Property close to carnival grounds although we aren’t here for pony penning Rooms are nice and clean Staff was very nice at front desk Hotel is a bit newer. "
The price is CA $183
CA $219 total
includes taxes & fees
May 22 - May 23
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Eastern Shore of Virginia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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