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Compare 27 Cottages in Cheriton with updated reviews, rates, and availability.

Modern Beachfront Cottage with Endless Bay Views

9.8 out of 10, Exceptional, (67)
"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

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 AED 1,194
AED 2,755 total
includes taxes & fees
23 Apr - 24 Apr
3 BR Bay Home w Private Dock & all the Amenities

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (72)
"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*

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

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

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

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

Updated Cape Charles Home ~ 2 Mi to Beachfront!

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

Charming Cape Charles Vacation Rental Home!

3.0 star property
Charming Cape Charles Vacation Rental Home!

Scenic Port Haywood Gem w/ Waterfront Views!

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

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!

The Sailors Cottage

2.0 star property
The Sailors Cottage

Modern Cape Charles Home: 1 Mi to Kiptopeke Beach!

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

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!

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
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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Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (79)
"Wonderful location & House for a family holiday stay! I loved being across the street from the park and close to the beach. Will stay here again!"
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (123)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Cape Charles home with pool and golf cart 5 minutes from the beach!

9.4 out of 10, Exceptional, (6)
"Beautiful property inside and out, the house had everything you need for a comfortable, enjoyable stay. The beach was a 5 minute drive away, and the town itself is just adorable. "
Cape Charles home with pool and golf cart 5 minutes from the 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.