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Compare 23 Cottages in Cheriton with updated reviews, rates, and availability.

Sunflower Cottage - Waterfront; Outdoor shower!

Sunflower Cottage - Waterfront; Outdoor shower!

10.0 out of 10, Exceptional, (3)
"We had a wonderful time and the cottage had everything we could need. The backyard and Bay Area is beautiful. We will definitely be booking here again"
Sunflower Cottage - Waterfront; Outdoor shower!
Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.
Exterior

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

9.6 out of 10, Exceptional, (88)
"We enjoy the area and boating in the bay and on the ocean side. The restaurants are good and we generally take a day down at Virginia Beach/Back Bay and a day up at Chincoteague/Assateague. They week we managed four solid days on the water. "
Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.
Cute Cottage Awaits You! First Floor Primary Bedroom
1719880840800

Cute Cottage Awaits You! First Floor Primary Bedroom

3.0 star property
Cute Cottage Awaits You! First Floor Primary Bedroom
3 BR Bay Home w Private Dock & all the Amenities
Interior

3 BR Bay Home w Private Dock & all the Amenities

10.0 out of 10, Exceptional, (10)
"My family and I have stayed at countless properties over the years through VRBO. As a family of five (5), including two teens, and an 8-year-old, one can imagine the difficulties associated with finding a vacation rental that had something that tickled the fancy of each. We’ve been very happy with the properties and the accuracy of the listings. There has never been an occasion where any of us felt deceived or that the property failed to meet expectations. With that said, our recent stay at this...
The price is SAR 1,220
SAR 2,841 total
includes taxes & fees
9 Dec - 10 Dec
3 BR Bay Home w Private Dock & all the Amenities
*SANDY HILL SUNSETS*
One of the MANY beautiful sunsets you can expect to see while you are here!

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (71)
"From start to finish, Christie was warm, friendly and welcoming. The hospitality and communication were off the charts. The private beach view is one of the most amazing views we experienced. Very private and a long stretch of beach to walk along. The place was clean and has everything you need from a basics standpoint. The surroundings were awesome. Lots of fields and nature to explore nearby with the golf cart. Highly recommend and will be back."
*SANDY HILL SUNSETS*
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
See Beautiful Sunsets at Bay View Cottage

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

10.0 out of 10, Exceptional, (50)
"Totally enjoyed our stay. Very relaxing, very comfortable!"
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia
NEW! The new cottage on the block! Just 1.5 blocks to the beach!
Cottage short walk from the beach.

NEW! The new cottage on the block! Just 1.5 blocks to the beach!

10.0 out of 10, Exceptional, (2)
NEW! The new cottage on the block! Just 1.5 blocks to the beach!
Modern Beachfront Cottage with Endless Bay Views
Beach

Modern Beachfront Cottage with Endless Bay Views

9.8 out of 10, Exceptional, (66)
"Stayed for 3 days- the views were absolutely amazing (sunrise and sunset). All the neighbors we very friendly. Town was a short drive away with some great food. Will absolutely be returning."
Modern Beachfront Cottage with Endless Bay Views
Charming Cape Charles Vacation Rental Home!
Exterior

Charming Cape Charles Vacation Rental Home!

3.0 star property
Charming Cape Charles Vacation Rental Home!
Relax and Renew on your private deck overlooking the Chesapeake Bay
Learn to paddleboard while you are here.

Relax and Renew on your private deck overlooking the Chesapeake Bay

9.8 out of 10, Exceptional, (25)
"We had such a wonderful and relaxing week here! We loved the private waterfront deck - from our morning coffee to evening sunsets (which were stunning!) we spent most of our time there. The cottage was inviting and clean with nice beach decor and a very well-equipped kitchen and the cottage had just about anything you could need. Donna was a very responsive and accommodating host who met us and showed us around. She’s great! The only negatives we would have - and this is only because we are a...
Relax and Renew on your private deck overlooking the Chesapeake Bay
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Private kitchen

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!
Private kitchen

Cape Charles Home: 4 Mi to Kiptopeke State Park!

3.0 star property
Cape Charles Home: 4 Mi to Kiptopeke State Park!
Updated Cape Charles Home ~ 2 Mi to Beachfront!
Outdoor dining

Updated Cape Charles Home ~ 2 Mi to Beachfront!

3.0 star property
Updated Cape Charles Home ~ 2 Mi to Beachfront!
Pet-Friendly 2-Bedroom Cottage in Cape Charles, VA, Offers Beachside Bliss!

Pet-Friendly 2-Bedroom Cottage in Cape Charles, VA, Offers Beachside Bliss!

10.0 out of 10, Exceptional, (1)
Pet-Friendly 2-Bedroom Cottage in Cape Charles, VA, Offers Beachside Bliss!
Spacious Home < 1 Mi to Kiptopeke State Park!
Dining

Spacious Home < 1 Mi to Kiptopeke State Park!

3.0 star property
Spacious Home < 1 Mi to Kiptopeke State Park!
Spacious Cheriton Home: 8 Mi to Cape Charles!
Pool

Spacious Cheriton Home: 8 Mi to Cape Charles!

3.0 star property
Spacious Cheriton Home: 8 Mi to Cape Charles!
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views
Western views of the Chesapeake Bay & gorgeous sunsets from the front deck.

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

10.0 out of 10, Exceptional, (6)
"It was as if I’d died and gone to heaven!!!! Thanks guys. I love you and your family so much. Thank you for extending your home to us."
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset views
Bayfront Retreat w/ Game Room + Outdoor Pool!
Pool

Bayfront Retreat w/ Game Room + Outdoor Pool!

3.0 star property
Bayfront Retreat w/ Game Room + Outdoor Pool!
Stunning Cape Charles Retreat ~ 1 Mi to Beach
Exterior

Stunning Cape Charles Retreat ~ 1 Mi to Beach

3.0 star property
Stunning Cape Charles Retreat ~ 1 Mi to Beach
Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!
Property grounds

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!
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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Other property types in Cheriton

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
A Bayview Beauty in Cape Charles

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

9.6 out of 10, Exceptional, (129)
"Loved everything about this lovely cottage and especially walking to the bay! Rick was extremely kind and helpful. Hope to come back!"
The price is SAR 695
SAR 1,773 total
includes taxes & fees
1 Dec - 2 Dec
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Nassawadox Creek Waterfront Home with Private Pool
Dock onto Nassawadox Creek - 3 feet at low tide, 4 feet at high tide.

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool
Private, 7-acre waterfront retreat on Winter Harbor Haven
Welcome to Chessies' Cove on Winter Harbor Haven!

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (122)
"Family and dog had a wonderful time at this off-the-beaten path waterfront gem. Great water access and beautiful views from the screened porch. Enjoyed crabbing, beach walks at nearby preserve, sunrises, quaint town w cute shops."
Private, 7-acre waterfront retreat on Winter Harbor Haven
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.

Frequently asked questions

How much do cottages in Cheriton cost?
Expect to pay between SAR 1,220 and SAR 1,220 per night for cottages in Cheriton. Whatever your budget, a fantastic stay is a click away on Expedia. 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?
Take advantage of your vacation days and choose from 23 cottages in Cheriton. Thinking about a place where you can get in touch with nature? Expedia will help you find the ideal escape in a few easy clicks.
Why book your cottage in Cheriton with Expedia?
We think that a vacation should be stress-free, so if you’re looking for cottages in Cheriton at a competitive rate, Expedia has got you covered. Keep the budget under control and select an economical option surrounded by nature, or book an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Cheriton?
With Expedia’s useful filter tool, locating cheap cottages in Cheriton couldn’t be easier. To discover accommodations that’ll make your hip pocket happy, narrow your search by amenities, budget and star rating.