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Cheriton Vacation Rentals

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Our top choices for Cheriton vacation rentals

1. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
The price is CA $249
CA $671 total
includes taxes & fees
Sep 9 - Sep 10
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

2. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (16 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is CA $218
CA $614 total
includes taxes & fees
Sep 15 - Sep 16
Smith Beach cottage w/ private sunset

3. Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is CA $343
CA $439 total
includes taxes & fees
Sep 9 - Sep 10
Tiny House close to the Beaches of Cape Charles

4. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (73 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is CA $345
CA $493 total
includes taxes & fees
Sep 10 - Sep 11
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

5. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Oyster
9.0 out of 10, Wonderful, (2 reviews)
"Great quiet neighborhood was awesome to be able to bring a boat there and not have to worry about it. "
United States
Jacob W.
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

6. Park Place - Comfy Condo Close to Beach

Park Place - Comfy Condo Close to Beach
Kiptopeke
9.8 out of 10, Exceptional, (51 reviews)
"Quiet qnd very convenient"
United States
Hocine B.
The price is CA $174
CA $812 total
includes taxes & fees
Sep 14 - Sep 15
Park Place - Comfy Condo Close to Beach

7. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (7 reviews)
"Great little place just off Main Street. Super close to Resturants and a block from the water. Perfect for a couples getaway"
United States
Patrick S.
The price is CA $273
CA $551 total
includes taxes & fees
Sep 8 - Sep 9
Crab Crib Loft in Historic Downtown Cape Charles

8. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
The price is CA $208
CA $618 total
includes taxes & fees
Sep 8 - Sep 9
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

9. Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
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 $304
CA $387 total
includes taxes & fees
Oct 1 - Oct 2
Experience Tiny Living, in Cape Charles, Va

10. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
The price is CA $273
CA $551 total
includes taxes & fees
Sep 8 - Sep 9
Oyster Oasis, Modern Loft in Historic Downtown

11. Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Loved this small vacation village of tiny houses for a weekend getaway!"
United States
Kevin B.
The price is CA $311
CA $394 total
includes taxes & fees
Oct 1 - Oct 2
Restored 1930’s Tiny Home 3 min to Cape Charles

12. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is CA $210
CA $859 total
includes taxes & fees
Sep 15 - Sep 16
Beautifully Renovated Cottage

13. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is CA $252
CA $843 total
includes taxes & fees
Sep 15 - Sep 16
Cape Haven - Condo 1.5 Blocks from Beach

14. Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach

Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach
Cape Charles
The price is CA $348
CA $777 total
includes taxes & fees
Sep 14 - Sep 15
Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach

15. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
Walk to Dining, Beach & Park~Family Friendly Home!

16. Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
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 $374
CA $479 total
includes taxes & fees
Oct 1 - Oct 2
Tiny House Hideaway with King sized Bed

17. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (23 reviews)
"This lovely home was conveniently located a block from the beach and two blocks from the shops. Anna was a wonderful host and we would definitely come back!"
United States
Sharon L.
The price is CA $265
CA $628 total
includes taxes & fees
Sep 16 - Sep 17
Salt Box, One Block to the Beach

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

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (63 reviews)
"We loved our stay. The house was clean and the location is perfect. The house has aged into some wonky shifted floors but that did not bother us. It had everything we needed."
United States
Demmie M.
The price is CA $274
CA $766 total
includes taxes & fees
Sep 15 - Sep 16
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

19. The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (14 reviews)
"The peach Street house was perfect for our girls trip. Beds were very comfortable, house is adorable. Host was great to communicate with. Perfect location!!"
United States
Joyce E.
The price is CA $260
CA $775 total
includes taxes & fees
Sep 28 - Sep 29
The Peach St. House - 1 Block to Park and Shops, close to beach!

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

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (151 reviews)
"Very nice home close to the beach. There are lots of restaurants and shopping within walking distance as well. We enjoyed coffee on the porch in the mornings and the kids loved all the beach time. "
United States
Lydia D.
The price is CA $269
CA $704 total
includes taxes & fees
Oct 5 - Oct 6
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
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?

The Crows Nest.
Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
: This vacation home rental outside of Cheriton is located on the waterfront and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.