Cheriton Holiday Rentals

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Our top choices for Cheriton holiday rentals

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 AU$408
includes taxes & fees
17 Mar - 18 Mar
Experience Tiny Living, in Cape Charles, Va
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 AU$438
includes taxes & fees
17 Mar - 18 Mar
Whimsical Tiny House, Cape Charles Virginia
The price is AU$419
includes taxes & fees
22 Mar - 23 Mar
Restored 1930’s Tiny Home 3 min to Cape Charles
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 AU$513
includes taxes & fees
17 Mar - 18 Mar
Pet Friendly Tiny Livin 3min from Cape Charles
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 AU$409
includes taxes & fees
23 Mar - 24 Mar
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Holiday 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 AU$462
includes taxes & fees
17 Mar - 18 Mar
Tiny House Hideaway with King sized Bed
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 AU$697
includes taxes & fees
17 Mar - 18 Mar
Bay Creek Meets Historic Cape Charles! pool access!
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is AU$408
includes taxes & fees
17 Mar - 18 Mar
Tiny House close to the Beaches of Cape Charles

Holiday Home in Historic Downtown Cape Charles

Salt Box, One Block to the Beach
10.0 out of 10, Exceptional, (19 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 AU$431
includes taxes & fees
18 Mar - 19 Mar
Salt Box, One Block to the Beach
10.0 out of 10, Exceptional, (1 review)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
The price is AU$665
includes taxes & fees
22 Mar - 23 Mar
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
9.8 out of 10, Exceptional, (41 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is AU$508
includes taxes & fees
17 Mar - 18 Mar
The Captains Quarters located in Cape Charles, VA offers breathtaking views.
9.6 out of 10, Exceptional, (52 reviews)
"It was a good stay. Nice weekend getaway "
United States
Kathy S.
The price is AU$753
includes taxes & fees
17 Mar - 18 Mar
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Holiday Home in Historic Downtown Cape Charles

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
9.6 out of 10, Exceptional, (145 reviews)
"Great place to stay. Near the beach and host was great "
United States
Richard R.
The price is AU$666
includes taxes & fees
17 Mar - 18 Mar
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
10.0 out of 10, Exceptional, (28 reviews)
"Great communication and everything you need. The golf carts were a huge bonus. "
United States
Amy F.
The price is AU$1,345
includes taxes & fees
17 Mar - 18 Mar
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

Cottage in Machipongo

The Waverly Tree House
The price is AU$422
includes taxes & fees
18 Mar - 19 Mar
The Waverly Tree House
10.0 out of 10, Exceptional, (8 reviews)
"The hosts are extremely welcoming and warm, clearly see dogs as family - they have everything to make both puppies and humans feel safe and welcome.The neighborhood is quiet, serene, walkable to everything. The town is family friendly and fun."
United States
Lisa K.
The price is AU$473
includes taxes & fees
25 Mar - 26 Mar
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

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 AU$642
includes taxes & fees
17 Mar - 18 Mar
Bayside Getaways Oyster Oasis - Chesapeake Properties
10.0 out of 10, Exceptional, (82 reviews)
"Beautiful home and very well equipped with everything you would need to have a wonderful vacation. Perfect location just blocks from the park/play ground, down town and the beach."
United States
Scott D.
The price is AU$2,070
includes taxes & fees
17 Mar - 18 Mar
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Holiday Home in Historic Downtown Cape Charles

Sisters 3 by the Sea, 400 Feet To The Beach
9.4 out of 10, Exceptional, (166 reviews)
"We had a great stay. The location is amazing! The beach is right across the street, and shops and restaurants are within walking distance."
United States
Rene N.
The price is AU$973
includes taxes & fees
31 Mar - 1 Apr
Sisters 3 by the Sea, 400 Feet To The Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great location! Nice amenities and very helpful hosts."
United States
Sallie M.
The price is AU$688
includes taxes & fees
17 Mar - 18 Mar
Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles 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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Top Cheriton Hotel Reviews

Find out more about Cheriton

Everything you need to know about Cheriton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cheriton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheriton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cheriton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheriton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheriton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheriton holiday rentals we have selected for you start as low as AU$666 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cheriton rentals

At Expedia, we put the best Cheriton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheriton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheriton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheriton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Cheriton?

Yes, there are holiday rentals close to the most popular sights in Cheriton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cheriton has to offer?

Bay cottage, Beach 100 yards away! RESERVE NOW!!!: This holiday home rental outside of Cheriton is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Cheriton?

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

What can I see and do in Cheriton?

While you're exploring the area, Cape Charles Beach and Cape Charles Harbor are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Bay Creek Golf Club and Barrier Islands Center.

What are holiday rentals like in Cheriton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cheriton. Holiday rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for families.