Cheriton Holiday Rentals

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Our top choices for Cheriton holiday rentals

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 AU$367
includes taxes & fees
20 May - 21 May
Experience Tiny Living, in Cape Charles, Va

Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
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$392
includes taxes & fees
21 May - 22 May
Whimsical Tiny House, Cape Charles Virginia

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
The price is AU$367
includes taxes & fees
21 May - 22 May
Restored 1930’s Tiny Home 3 min to Cape Charles

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 AU$416
includes taxes & fees
14 May - 15 May
Tiny House Hideaway with King sized Bed

Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
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$392
includes taxes & fees
20 May - 21 May
Pet Friendly Tiny Livin 3min from Cape Charles

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
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$367
includes taxes & fees
21 May - 22 May
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

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 AU$367
includes taxes & fees
20 May - 21 May
Tiny House close to the Beaches of Cape Charles

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The Waverly Tree House

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place by the ocean with a sunset so amazing it humbles you. Will stay here again. The host was excellent in communicating and helping out when required."
United States
Arun S.
The price is AU$519
includes taxes & fees
14 May - 15 May
Smith Beach cottage w/ private sunset

Bay Creek Meets Historic Cape Charles! pool access!

Bay Creek Meets Historic Cape Charles! pool access!
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 AU$673
includes taxes & fees
21 May - 22 May
Bay Creek Meets Historic Cape Charles! pool access!

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"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$691
includes taxes & fees
20 May - 21 May
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

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, (1 review)
"This is an outstanding property in a great location!"
United States
Woodrow A.
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (21 reviews)
"The duplex was in a great location, very clean, and had everything you could possibly need. "
United States
Sam B.
The price is AU$587
includes taxes & fees
20 May - 21 May
Salt Box, One Block to the Beach

The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (48 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is AU$488
includes taxes & fees
17 May - 18 May
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (10 reviews)
"We had a wonderful and relaxing stay at this Cape Charles property. The hosts were attentive and welcoming, checking in to make sure we had everything we needed. The bed was comfortable, the kitchen was well-stocked with everything we needed for cooking, and the house itself was so cute and cozy. The location was perfect, within easy walking distance of downtown shops and restaurants. We’d definitely stay here again!"
United States
Regina J.
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!

Delmarva | Luxury Cape Charles Condo w/ Rooftop Terrace, Chesapeake Bay Views & Fireplace

Delmarva | Luxury Cape Charles Condo w/ Rooftop Terrace, Chesapeake Bay Views & Fireplace
Historic Downtown Cape Charles
9.2 out of 10, Wonderful, (7 reviews)
" Super clean, quiet, and confortable. Close to the beach and restaurants/shops. Could not ask for a better rental. Already making plans to return."
United States
Michael P.
Delmarva | Luxury Cape Charles Condo w/ Rooftop Terrace, Chesapeake Bay Views & Fireplace

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
The price is AU$590
includes taxes & fees
18 May - 19 May
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

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, (148 reviews)
"Great place to stay. Near the beach and host was great "
United States
Richard R.
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
Historic Downtown Cape Charles
The price is AU$801
includes taxes & fees
14 May - 15 May
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

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 AU$717
includes taxes & fees
14 May - 15 May
The Peach St. House - 1 Block to Park and Shops, close 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$488 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 Oyster Farm Marina and Bay Creek Golf Club.

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.