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Aug 29 - Aug 31
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Browse Select Wachapreague Cottages

Our top choices for Wachapreague cottages

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, (15)
"Hubs and I were looking for a relaxing getaway and boy did we find it. This cottage was perfect. "
The price is CA $242
CA $366 total
includes taxes & fees
Sep 1 - Sep 2
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Charming Cottage - Ultimate Relaxation Destination
Exterior detail

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (119)
"I had stayed at this property in the past and was really glad to get to stay again. It is clean, quiet, and close to the town center of Onancock. Really looking forward to returning!"
Charming Cottage - Ultimate Relaxation Destination
Virginia Retreat w/ Porch & Grill, Near Beaches!
House (3 Bedrooms) | Interior

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Outdoor dining

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

9.6 out of 10, Exceptional, (22)
"Perfect base to go out and explore and fish the Chesapeake. "
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Relax and Renew on your private deck overlooking the Chesapeake Bay
Terrace/patio

Relax and Renew on your private deck overlooking the Chesapeake Bay

9.8 out of 10, Exceptional, (25)
"Beautiful views and sunsets. So relaxing"
Relax and Renew on your private deck overlooking the Chesapeake Bay
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
House (4 Bedrooms) | Interior

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

3.0 star property
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Charming Painter Home w/ Chesapeake Bay Views
Outdoor dining

Charming Painter Home w/ Chesapeake Bay Views

3.0 star property
8.0 out of 10, Very good, (1)
Charming Painter Home w/ Chesapeake Bay Views
Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!
House (4 Bedrooms) | Interior

Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!

3.0 star property
Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!
Pet-friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay
House (2 Bedrooms) | Interior

Pet-friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

3.0 star property
Pet-friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay
Bayfront Retreat w/ Game Room + Outdoor Pool!
House (4 Bedrooms) | Front of property

Bayfront Retreat w/ Game Room + Outdoor Pool!

3.0 star property
Bayfront Retreat w/ Game Room + Outdoor Pool!
The Waverly Tree House
Property grounds

The Waverly Tree House

The Waverly Tree House
'cora's Cottage' Near Chesapeake Bay Access!
Interior

'cora's Cottage' Near Chesapeake Bay Access!

3.0 star property
'cora's Cottage' Near Chesapeake Bay Access!
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views
Property grounds

Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views

10.0 out of 10, Exceptional, (6)
"Lori and Philip are amazing hosts. They were so attentive to our needs and made suggestions of things to do which were perfect for us! They were very flexible and let us extend our stay with ease. We will definitely be back."
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views
The only place to be at sunset !!!
Beach nearby, sun loungers

The only place to be at sunset !!!

The only place to be at sunset !!!
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 Wachapreague Hotel Reviews

The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant

10/10 Excellent
"Step Into charming and slower paced small town America. Beautiful accommodations and surrounding shops and restaurants. Walk to the marina , coffe bar art studios and eclectic shops. Savor the slower paced friendly hometown feel of the village and than dine and relax in an elegant historic charm of The Charlotte Hotel , a hidden gem . "
Charles 1-night trip
Posted 23 hours ago
The Charlotte Hotel & Restaurant