Eastern Shore of Virginia Vacation Rentals

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Vacation Rentals in Eastern Shore of Virginia

Exterior
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (228)
"What a great place!"
The price is CA $240
CA $269 total
includes taxes & fees
May 14 - May 15
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!
Terrace/patio
Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, (2)
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
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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.
Outdoor dining
Waterfront on Marsh Island!
9.0 out of 10, Wonderful, (6)
"Property was clean, all advertised amenities were provided, quiet area (off season). Only negatives was the constant humming coming from the attached utility room that shared a wall with the bedroom. Humming was loud enough to wake us up at night. Also, that same side of the building is starting to settle and slopes down 1+ inch."
Waterfront on Marsh Island!
Beach
Blufin Bungalows & Marina
3.0 star property
Blufin Bungalows & Marina
Beach towels
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
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
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
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!
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
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
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 CA $185
CA $430 total
includes taxes & fees
May 15 - May 16
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
Beach
Only 5 min. from the Beach!
8.6 out of 10, Excellent, (7)
"The property was fine, however, both doors did not close tightly. I could see daylight through the bottom corner of both doors. The property was full of flies, I kill them every evening and there were 3-6 when I came back the next evening. They were coming in from somewhere, the doors? The property was very clean but I gave 4 stars because the rug in front of the sink was pretty gross. The towel rack was barely attached to the wall."
The price is CA $157
CA $280 total
includes taxes & fees
May 29 - May 30
Only 5 min. from the Beach!
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
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...
The price is CA $479
CA $772 total
includes taxes & fees
May 15 - May 16
As close as you can get to the ocean south of Chincoteague
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!!!
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
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!
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!
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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

Indoor pool, seasonal outdoor pool, sun loungers
Refuge Inn
3.0 star property
9.6 out of 10, Exceptional, (1008)
"The property is immaculate The only problem I had was with the bed being too high. They did have a little step stool in the room which I used to get into the bed."
The price is CA $139
CA $156 total
includes taxes & fees
May 14 - May 15
Refuge Inn
Indoor pool, outdoor pool, pool umbrellas, sun loungers
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
9.6 out of 10, Exceptional, (1007)
"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 $203
CA $228 total
includes taxes & fees
May 28 - May 29
Comfort Suites Chincoteague Island Bayfront Resort
Seasonal outdoor pool
Waterside Inn
2.0 star property
8.8 out of 10, Excellent, (1007)
" Check in was very nice early access to our room. Somehow our TV needed a parental access code...turns out we had the only room that had that when I called the front. We are 60! At check out to drop off the key I was invisible in the office, with what seems like the owner and 2 employees all on their phone? "
The price is CA $151
CA $170 total
includes taxes & fees
May 19 - May 20
Waterside Inn
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.

Recent reviews of Eastern Shore of Virginia properties
Expedia verified reviews