Search Cottages in Eastern Shore of Virginia

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Cottages in Eastern Shore of Virginia

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (379)
"Clean, relaxing we throughly enjoyed our stay!"
Key West Cottages
NEW PET FRIENDLY LISTING ALERT!!
Smart TV, fireplace

NEW PET FRIENDLY LISTING ALERT!!

9.2 out of 10, Wonderful, (5)
"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!
Pool

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (43)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Small cottage for those little getaways
Exterior

Small cottage for those little getaways

10.0 out of 10, Exceptional, (107)
"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
The Hideaway Cottage
Beach nearby

The Hideaway Cottage

9.8 out of 10, Exceptional, (83)
"Convenient location! Exactly as advertised!"
The Hideaway Cottage
Charming Cottage - Ultimate Relaxation Destination
Exterior

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (116)
"This was our second stay. Itā€™s extremely convenient to Commonwealth Senior Living where my mother lives. This was a sweet little cottage to relax and regroup after some very hard days of moving her to Assisted Living. "
Charming Cottage - Ultimate Relaxation Destination
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Property grounds

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

9.8 out of 10, Exceptional, (23)
"Vacation very enjoyable and peaceful"
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!
Property grounds

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

Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay!
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Property grounds

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

10.0 out of 10, Exceptional, (6)
"The place is amazing. The pictures on the site do not do the property justice as it is absolutely amazing. Canā€™t wait to stay there again."
The price is SARĀ 797
SARĀ 1,194 total
includes taxes & fees
12 Jun - 13 Jun
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Exterior

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

7.0 out of 10, Good, (10)
"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 didnā€™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 Little Cottage on chincoteague island va.
Property grounds

Cozy Little Cottage on chincoteague island va.

9.6 out of 10, Exceptional, (37)
"Exactly as listed, had a very pleasant stay and would definitely return! "
Cozy Little Cottage on chincoteague island va.
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (7)
"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!
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
Miscellaneous

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

10.0 out of 10, Exceptional, (9)
"A small, cozy and quiet cottage that is a perfect getaway. Coastal decor is perfect and several outside living areas offer multiple options to enjoy the beautiful yard. Easy access to downtown, shops and the gorgeous beach or pony viewing. The hosts are super responsive to any questions and we can't wait to return."
COTTAGE BLUEFISH on Chincoteague Island! A cozy island getaway -NEW REMODEL
ESVA Down by the Sea & Pet Friendly
Exterior

ESVA Down by the Sea & Pet Friendly

9.6 out of 10, Exceptional, (5)
"Very nice place. Located in a great spot for our needs. First thing we noticed was how clean it was. I will definitely book this again on our next trip to ESVA!"
ESVA Down by the Sea & Pet Friendly
Chincoteague House w/ Enclosed Porch + Deck
Miscellaneous

Chincoteague House w/ Enclosed Porch + Deck

3.0 star property
Chincoteague House w/ Enclosed Porch + Deck
Virginia Retreat w/ Porch & Grill, Near Beaches!
Interior

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
Beach

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

10.0 out of 10, Exceptional, (115)
"Upon arrival was pleased to see how clean and neat the property was both inside and out. Everything we needed was easy to find and in good condition. Loved the deck and screened in porch. The set up with the tvs was also well thought out. If I get the chance to return to this area, I will try and stay at this property again."
Cozy island cottage with a Key West flair - CLOSEST TO THE BEACH!!!
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Pool

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

9.4 out of 10, Exceptional, (8)
"Great location, very clean and amazing staff. I highly recommend staying here."
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Aerial view

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Outdoor dining

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

9.4 out of 10, Exceptional, (19)
"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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Frequently asked questions

How much do cottages in Eastern Shore of Virginia cost?
Rates for cottages in Eastern Shore of Virginia range between SAR 797 and SAR 797 per night. Whatever your budget, youā€™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 93 cottages in Eastern Shore of Virginia and lock in your favorite. Whether youā€™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? Weā€™ve got them as well!