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Aug 8 - Aug 10
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Aug 29 - Aug 31
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Sep 26 - Sep 28

Cottages in Eastern Shore of Virginia

Key West Cottages
Situated on a wooden dock, this house offers serene waterfront views from its balcony.

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (412)
"Key West Cottages is absolutely wonderful!"
Key West Cottages
The Hideaway Cottage
Relax on the beach with two comfortable chairs, perfect for taking in the ocean views.

The Hideaway Cottage

9.8 out of 10, Exceptional, (87)
"Convenient location! Exactly as advertised!"
The Hideaway Cottage
Cozy Little Cottage on chincoteague island va.
Guests can enjoy a barbecue in the garden.

Cozy Little Cottage on chincoteague island va.

9.6 out of 10, Exceptional, (44)
"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.
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Relax by the serene waterfront, where kayaks line the shore and Adirondack chairs invite you to unwind.

1BR Waterfront cottage with a view of the wild Chincoteague ponies!

9.4 out of 10, Exceptional, (10)
"Great location, very clean and amazing staff. I highly recommend staying here."
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Relax on the serene porch with a view of lush green surroundings, featuring two comfortable chairs and an entrance.

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

9.4 out of 10, Exceptional, (132)
"Awesome two night stay! Highly recommend! "
The price is ￥66,642
￥102,572 total
includes taxes & fees
Aug 26 - Aug 27
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Relax by the serene lake with a sheltered pavilion and Adirondack chairs.

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (14)
"The place is amazing. The pictures on the site do not do the property justice as it is absolutely amazing. Can’t wait to stay there again."
The price is ￥29,281
￥43,270 total
includes taxes & fees
Sep 1 - Sep 2
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Small cottage for those little getaways
Situated in a residential area, this cabin offers a peaceful retreat surrounded by mature trees and a grassy yard with ocean views.

Small cottage for those little getaways

10.0 out of 10, Exceptional, (110)
"Very cozy cottage tucked off the road great check-in experience place was clean easy parking will definitely go back again"
Small cottage for those little getaways
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Escape to a serene natural oasis with a tranquil grassy area and a picturesque wooded backdrop.

Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED

9.6 out of 10, Exceptional, (25)
"Vacation very enjoyable and peaceful"
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Shackeau East - Magnificent Views!
Relax in a serene outdoor space with a view of the water, featuring a wicker seating area and large windows.

Shackeau East - Magnificent Views!

9.8 out of 10, Exceptional, (14)
"great spot close to park "
Shackeau East - Magnificent Views!
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
Enjoy cooking and dining in this well-organized kitchen with a central island and dining area.

Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!

10.0 out of 10, Exceptional, (12)
"The house was tidy and clean, and had everything our family needed. The playground and pickleball courts next door were a plus for us! The easy walk to shops on Main Street was also nice. "
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
NEW! Oyster Cottage in Historic Fishing Village
Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, and ceiling fan.

NEW! Oyster Cottage in Historic Fishing Village

10.0 out of 10, Exceptional, (1)
"My family of five really enjoyed our stay in this cute cottage. Loved the view of the water as well as the ability to access the water and have a nice area to walk around. Love that it was very close to Cape Charles, but not directly in the hustle and bustle. Cottage was very clean And had good sleeping arrangements for our family of five with three teenagers. The bathroom was very spacious and also clean. It was very convenient to have towels and bedsheets provided. We did not use the kitchen...
NEW! Oyster Cottage in Historic Fishing Village
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Enjoy a home away from home with a front porch and a deck area.

Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

7.0 out of 10, Good, (13)
"The Salty Sailor was an excellent, affordable, and pet friendly rental. Nice location on ridge rd next to Mr Baldys which is a must to try if you stay here. The rooms are a bit older but maintained well. I didn’t experience any of the conditions that were listed in the other reviews here. We would certainly stay here again."
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
Welcome to The Starfish House at Chinofestacure, a charming coastal retreat.

Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!

10.0 out of 10, Exceptional, (117)
"We had a great time at the Starfish - the accommodations exceeded pur expectations! Everything was even nicer in person and extremely clean, comfortable and luxurious. Beds and bedding were super comfortable and the location couldn't be better! Check in/check out process was a breeze, would highly recommend!"
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
Welcome to this charming single-story home with a cozy porch and lush greenery.

COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL

10.0 out of 10, Exceptional, (10)
"Perfect space to return to at the end of an active day. Plenty of resting and relaxing."
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
Chincoteague House w/ Enclosed Porch + Deck
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a window.

Chincoteague House w/ Enclosed Porch + Deck

3.0 star property
Chincoteague House w/ Enclosed Porch + Deck
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
Enjoy serene views of the water from this tranquil outdoor space.

Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia

10.0 out of 10, Exceptional, (53)
"Great vacation spot"
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
Virginia Retreat w/ Porch & Grill, Near Beaches!
Relax in a serene space with a comfortable sofa and bookshelf, offering a peaceful retreat with a view of the outdoors.

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Relax on the beach with lounge chairs and a shaded gazebo overlooking the calm waters.

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!
NEW PET FRIENDLY LISTING ALERT!!
Relax in this spacious room with a high ceiling, central fan, and large window.

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (11)
"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!!
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Relax on the deck with a barbecue grill and comfortable seating under a shaded area.

Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

9.4 out of 10, Exceptional, (20)
"Perfect base to go out and explore and fish the Chesapeake. "
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
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

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

10/10 Excellent
"Nice and clean room, hotel is close to food and water. AC a little noisy. Staff very kind and helpful. Good breakfast. Easy parking. Good wifi. We had a very pleasant stay, thank you!"
Paola 3-night trip
Posted 7 hours ago
Hampton Inn & Suites Chincoteague Waterfront

Frequently asked questions

How much do cottages in Eastern Shore of Virginia cost?
Rates for cottages in Eastern Shore of Virginia range between ￥29,281 and ￥66,642 per night. Whatever your budget, you're sure to find an ideal place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Eastern Shore of Virginia?
Browse our 99 cottages in Eastern Shore of Virginia and lock in your favorite. Whether you're planning a family vacation or a weekend with pals, your ideal stay is just a few clicks away with Expedia.
Why book your cottage in Eastern Shore of Virginia with Expedia?
Booking a cottage in Eastern Shore of Virginia is as simple as clicking on your travel dates and picking an ideal place for a vacation in the outdoors. From upscale retreats to budget-friendly properties and cottages that come with amenities like laundry facilities, Expedia has something for all traveler tastes. As for awesome deals? We've got them as well!