Cheriton Vacation Rentals

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Our top choices for Cheriton vacation rentals

Vacation Home in Cape Charles

Whimsical Tiny House, Cape Charles Virginia
9.2 out of 10, Wonderful, (14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
The price is CA $329
CA $419 total
includes taxes & fees
Feb 26 - Feb 27
Whimsical Tiny House, Cape Charles Virginia
The price is CA $315
CA $402 total
includes taxes & fees
Mar 1 - Mar 2
Restored 1930’s Tiny Home 3 min to Cape Charles

Vacation Home in Cape Charles

Tiny House Hideaway with King sized Bed
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is CA $347
CA $442 total
includes taxes & fees
Feb 26 - Feb 27
Tiny House Hideaway with King sized Bed

Vacation Home in Cape Charles

Experience Tiny Living, in Cape Charles, Va
10.0 out of 10, Exceptional, (2 reviews)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
The price is CA $307
CA $391 total
includes taxes & fees
Mar 1 - Mar 2
Experience Tiny Living, in Cape Charles, Va
10.0 out of 10, Exceptional, (1 review)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is CA $315
CA $402 total
includes taxes & fees
Mar 1 - Mar 2
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
10.0 out of 10, Exceptional, (11 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is CA $386
CA $492 total
includes taxes & fees
Feb 26 - Feb 27
Pet Friendly Tiny Livin 3min from Cape Charles
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
United States
Sarah M.
The price is CA $277
CA $683 total
includes taxes & fees
Feb 26 - Feb 27
Bay Creek Meets Historic Cape Charles! pool access!
9.6 out of 10, Exceptional, (40 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is CA $342
CA $487 total
includes taxes & fees
Mar 3 - Mar 4
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Cottage in Machipongo

The Waverly Tree House
The price is CA $226
CA $416 total
includes taxes & fees
Mar 1 - Mar 2
The Waverly Tree House

Vacation Home in Historic Downtown Cape Charles

Blue Haven - Chesapeake Properties
10.0 out of 10, Exceptional, (3 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved pretty much everything about this house! Highly recommend!"
United States
Elizabeth K.
The price is CA $273
CA $1,014 total
includes taxes & fees
Feb 28 - Mar 1
Blue Haven - Chesapeake Properties
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is CA $307
CA $391 total
includes taxes & fees
Feb 26 - Feb 27
Tiny House close to the Beaches of Cape Charles
10.0 out of 10, Exceptional, (28 reviews)
"The comfort and ease of this property was perfect for our quick wedding weekend! I just wish we could have more time to relax and use the amenities."
United States
Barbara A.
The price is CA $417
CA $1,330 total
includes taxes & fees
Feb 26 - Feb 27
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
9.6 out of 10, Exceptional, (52 reviews)
"It was a good stay. Nice weekend getaway "
United States
Kathy S.
The price is CA $246
CA $724 total
includes taxes & fees
Mar 3 - Mar 4
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Vacation Home in Historic Downtown Cape Charles

Salt Box, One Block to the Beach
10.0 out of 10, Exceptional, (18 reviews)
"Loved our stay at the Salt Box! Great location and cute house - wish we could have stayed longer. "
United States
Katie I.
The price is CA $102
CA $414 total
includes taxes & fees
Mar 1 - Mar 2
Salt Box, One Block to the Beach

Vacation Home in Historic Downtown Cape Charles

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
9.6 out of 10, Exceptional, (145 reviews)
"Nicely located. Clean. Convenient to town center and beach. Good on-street parking and renter/owner communication. Limited household amenities. Could use an interior refresh and bathroom updating. "
United States
Thomas R.
The price is CA $240
CA $653 total
includes taxes & fees
Mar 3 - Mar 4
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Condo in Historic Downtown Cape Charles

Bayside Getaways Oyster Oasis - Chesapeake Properties
10.0 out of 10, Exceptional, (4 reviews)
"Clean, nicely decorated, comfortable bed, and excellent location. "
United States
Alice T.
The price is CA $330
CA $603 total
includes taxes & fees
Mar 2 - Mar 3
Bayside Getaways Oyster Oasis - Chesapeake Properties
10.0 out of 10, Exceptional, (3 reviews)
"Great location! Nice amenities and very helpful hosts."
United States
Sallie M.
The price is CA $351
CA $674 total
includes taxes & fees
Feb 26 - Feb 27
Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles to Beach
The price is CA $192
CA $732 total
includes taxes & fees
Feb 26 - Feb 27
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
The price is CA $142
CA $519 total
includes taxes & fees
Mar 2 - Mar 3
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
The price is CA $141
CA $516 total
includes taxes & fees
Mar 2 - Mar 3
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
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

Find out more about Cheriton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cheriton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Cheriton?

Yes, we offer vacation rentals near top local attractions in Cheriton, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental in Cheriton?

1903 By the Sea - Minutes from Cape Charles: This Cheriton vacation home rental offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Cheriton?

Choose from 4 Expedia vacation rentals in Cheriton for a memorable vacation.

What can I see and do in Cheriton?

While you're exploring the area, Cape Charles Beach and Eastern Shore of Virginia National Wildlife Refuge are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Oyster Farm Marina and Bay Creek Golf Club.

What are vacation rentals like in Cheriton?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Cheriton. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.