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1 Aug - 3 Aug
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22 Aug - 24 Aug
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Featured 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, (405)
"We had wonderful stay. Everything about this resort was perfect. "
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.
Escape to a serene cabin surrounded by nature, with a porch and a tranquil lawn.

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.
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, (9)
"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
Stunning two-story home with a charming front entrance and beautifully manicured lawn.

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

9.4 out of 10, Exceptional, (132)
"Awesome two night stay! Highly recommend! "
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Relax on the deck with two Adirondack chairs overlooking a serene lake.

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

10.0 out of 10, Exceptional, (11)
"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."
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
A simple, single-story building with two entrance doors and a grassy surroundings.

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
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
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
A small, single-story cabin with a gabled roof, featuring a front door and a porch area.

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

10.0 out of 10, Exceptional, (11)
"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!
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, (13)
"great spot close to park "
Shackeau East - Magnificent Views!
NEW! Oyster Cottage in Historic Fishing Village
Relax in style on this deck with Adirondack chairs and enjoy the serene surroundings.

NEW! Oyster Cottage in Historic Fishing Village

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!!!
Traditional two-story home with a front porch and grounds.

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, (9)
"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
Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!
Dine al fresco on the deck overlooking the water, where a table is set for a meal with a glass of wine and a basket of oysters.

Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!

Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!
Chincoteague House w/ Enclosed Porch + Deck
Relax in this serene outdoor patio with a round table and comfortable seating for two.

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!
Enjoy a comfortable stay in this well-appointed room with a large window offering a view of the outside.

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!
NEW PET FRIENDLY LISTING ALERT!!
Enjoy a tranquil home with a well-maintained lawn, brick chimney, and garden, perfect for outdoor activities.

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (9)
"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!!
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!
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

Holiday Inn Express and Suites Exmore, Eastern Shore by IHG

Holiday Inn Express and Suites Exmore, Eastern Shore by IHG

10/10 Excellent
"Nice and clean. Beds very comfortable with white linen. Bath spacious. Breakfast was great. Had a lot to choose from. Staff very pleasant. "
Wardell 1-night trip
Posted 1 day ago
Holiday Inn Express and Suites Exmore, Eastern Shore by IHG

Frequently asked questions

How much do cottages in Eastern Shore of Virginia cost?
Rates for cottages in Eastern Shore of Virginia range between and 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 98 cottages in Eastern Shore of Virginia and lock in your favourite. Whether you're planning a family holiday or a weekend with pals, your ideal stay is just a few clicks away with Expedia.
What is there to do in Eastern Shore of Virginia near my cottage?
Wherever you travel in Eastern Shore of Virginia, you'll discover plenty to keep you entertained here. Planning to stay in Exmore? Northampton Shopping Centre is a much-loved attraction to visit while you're there.