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8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept
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

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
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
*SANDY HILL SUNSETS*
Enjoy a serene ocean view from the comfort of your backyard, complete with a grassy lawn and wooden deck.

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (74)
"What a wonderful place and wonderful host! Beautiful place and location with glorious sunsets!And a golf cart! Stay here once, you'll be back!"
*SANDY HILL SUNSETS*
Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach
Relax in a hot tub on the patio, surrounded by lush greenery and a comfortable seating area.

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

10.0 out of 10, Exceptional, (3)
"We had some difficulty with the lock to enter but the owner walked us through it. We also had some difficulty with the sound on the tv in the living area and got locked out of the one in the bedroom. Otherwise the stay was great and we were well pleased with the property."
Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach
Modern Beachfront Cottage with Endless Bay Views
Relax on the deck with Adirondack chairs and enjoy the view of the water.

Modern Beachfront Cottage with Endless Bay Views

9.8 out of 10, Exceptional, (72)
"The house juts out over the water. The sound of the gentle waves is unbelievably relaxing!! We will be back."
Modern Beachfront Cottage with Endless Bay Views
Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.
A single-story house with a brown tiled roof, situated in a well-mainters yard with a large tree.

Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.

9.6 out of 10, Exceptional, (91)
"Clean and comfortable and very close to state park beaches!!"
Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.
Oyster Cottage In Historic Fishing Village 2 Bedroom Cottage
Enjoy a serene view of the surrounding landscape from this deck, featuring two comfortable chairs and a charming outbuilding.

Oyster Cottage In Historic Fishing Village 2 Bedroom Cottage

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cottage was perfect. Very clean, extremely well stocked kitchen, linens were nice quality and comfortable, beautiful location, outdoor shower, lots of outdoor space and screened in porch. Will be staying there again for sure."
Oyster Cottage In Historic Fishing Village 2 Bedroom Cottage
Relax and Renew on your private deck overlooking the Chesapeake Bay
Enjoy the serene coastal views from the spacious deck, where you can relax in a chair and take in the sights of the sea.

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
The Sailors Cottage
Enjoy al fresco dining on the deck with a barbecue grill, picnic table, and comfortable seating under umbrellas, surrounded by a lush lawn and serene water views.

The Sailors Cottage

2.0 star property
The Sailors Cottage
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!
3 BR Bay Home w Private Dock & all the Amenities
Relax in a serene outdoor space with a deck offering a view of the water and distant shoreline.

3 BR Bay Home w Private Dock & all the Amenities

10.0 out of 10, Exceptional, (13)
"We have stayed at a ton of rentals and this was truly the best. The hosts have thought of everything; from kayaks, to comfortable places to hang out, this house has it all. It was the perfect Spring Break getaway, we took advantage of the great restaurants nearby and had a really wonderful family vacation."
3 BR Bay Home w Private Dock & all the Amenities
Scenic Port Haywood Gem w/ Waterfront Views!
Interior

Scenic Port Haywood Gem w/ Waterfront Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay with the entire family. Relaxing and quiet. We stayed 6 people comfortably and enjoyed kayaking. "
Scenic Port Haywood Gem w/ Waterfront Views!
Beautifully Renovated Cottage
Relax on the inviting porch with a sculptural bird figure and comfortable rocking chairs, surrounded by a beautifully landscaped garden.

Beautifully Renovated Cottage

9.8 out of 10, Exceptional, (9)
"The house was clean, the bathrooms were spacious, background was beautiful, coach house great for a little space away from the rest of the family."
Beautifully Renovated Cottage
Updated Cape Charles Home ~ 2 Mi to Beachfront!
Situated in a lush setting, this two-story house features a covered porch with a bench and table, surrounded by manicured lawns and mature trees.

Updated Cape Charles Home ~ 2 Mi to Beachfront!

3.0 star property
Updated Cape Charles Home ~ 2 Mi to Beachfront!
Walk to Beach & Central Park: Home in Cape Charles
Front of property

Walk to Beach & Central Park: Home in Cape Charles

3.0 star property
Walk to Beach & Central Park: Home in Cape Charles
Charming Cape Charles Vacation Rental Home!
Interior

Charming Cape Charles Vacation Rental Home!

3.0 star property
Charming Cape Charles Vacation Rental Home!
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Interior

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

3.0 star property
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Cape Charles Home: 4 Mi to Kiptopeke State Park!
Situated on a grassy lawn, this single-story home features a front deck with stairs and a railing.

Cape Charles Home: 4 Mi to Kiptopeke State Park!

3.0 star property
Cape Charles Home: 4 Mi to Kiptopeke State Park!
Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach
Front of property

Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach

3.0 star property
Bungalow w/ Large Yard: 8 Mi to Cape Charles Beach
Modern Cape Charles Home: 1 Mi to Kiptopeke Beach!
Interior

Modern Cape Charles Home: 1 Mi to Kiptopeke Beach!

3.0 star property
Modern Cape Charles Home: 1 Mi to Kiptopeke Beach!
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 Cheriton Hotel Reviews

Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool

10/10 Excellent
"This was our fourth visit and just like the previous we had a great trip. The house is advertised. Hope to come back again! "
Jayson J. 4-night trip
Posted 2 days ago
Nassawadox Creek Waterfront Home with Private Pool

Frequently asked questions

How much do cottages in Cheriton cost?
Cottages in Cheriton range between and per night. These retreats offer a chance to soak up nature's beauty — at a price you can afford. 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 Cheriton?
Stay in touch with nature in one of the 35 cottages waiting for you in Cheriton. To help you find a place that's right for you, click on our handy filters to search for perks or amenities you prefer.
Why book your cottage in Cheriton with Expedia?
We think that a holiday should be simple, so if you're searching for cottages in Cheriton at the perfect price, Expedia has got you covered. Keep the budget in check and pick a wallet-friendly option far from the hustle and bustle, or book a luxury cottage to pamper your loved ones.