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

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.

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 1,219
SAR 2,801 total
includes taxes & fees
23 Mar - 24 Mar
3 BR Bay Home w Private Dock & all the Amenities

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

*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*

Cute Cottage Awaits You! First Floor Primary Bedroom

3.0 star property
Cute Cottage Awaits You! First Floor Primary Bedroom

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

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

3.0 star property
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Scenic Port Haywood Gem w/ Waterfront Views!

3.0 star property
Scenic Port Haywood Gem w/ Waterfront Views!

Charming Cape Charles Vacation Rental Home!

3.0 star property
Charming Cape Charles Vacation Rental Home!

Updated Cape Charles Home ~ 2 Mi to Beachfront!

3.0 star property
Updated Cape Charles Home ~ 2 Mi to Beachfront!

Cape Charles Home: 4 Mi to Kiptopeke State Park!

3.0 star property
Cape Charles Home: 4 Mi to Kiptopeke State Park!

The Waverly Tree House

The Waverly Tree House

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

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

Spacious Home < 1 Mi to Kiptopeke State Park!

3.0 star property
Spacious Home < 1 Mi to Kiptopeke State Park!

Modern Cape Charles Home: 1 Mi to Kiptopeke Beach!

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

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

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!

Spacious Cheriton Home: 8 Mi to Cape Charles!

3.0 star property
Spacious Cheriton Home: 8 Mi to Cape Charles!

Stunning Cape Charles Retreat ~ 1 Mi to Beach

3.0 star property
Stunning Cape Charles Retreat ~ 1 Mi to 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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Other property types in Cheriton

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

9.6 out of 10, Exceptional, (131)
"We planned a quick get-a-way and decided to come to Cape Charles to spend the day and stay over night. The house was charming with plenty of room. The owners communicated well and they were very accommodating on my last minute trip planning. The beach wasn’t far at all and town was in walking distance with nice weather. We came in March so it wasn’t perfect beach weather but we are hoping to come back when it’s warmer! "
The price is SAR 694
SAR 1,772 total
includes taxes & fees
22 Mar - 23 Mar
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10.0 out of 10, Exceptional, (148)
"The house was great. Well appointed. Very convenient location. Loved it! Highly recommend. "
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

9.8 out of 10, Exceptional, (39)
"This home is located in a great spot directly across from the park playground and splash fountain. We could easily take out young kids there daily. The fenced in yard was great for kids and our dog. The kitchen was well stocked, the only down side to the home is the flooring is slanted in a couple spots. If that bothers you it may not be the best home, but to us it was fine being an older home and all. The originsL features were great! We would come back."
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
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?
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 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?
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How can I find cheap cottages in Cheriton?
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