Title: Cheriton Vacation Rentals from $292: Search Short-Term Rentals | Expedia.com
[Cheriton Travel Guide](https://expedia.com/Cheriton.dx3000459862)[Hotels in Cheriton](https://expedia.com/Cheriton-Hotels.d3000459862.Travel-Guide-Hotels)[Flights to Cheriton](https://expedia.com/Cheap-Flights-To-Cheriton.d3000459862.Travel-Guide-Flights)[Car Rentals in Cheriton](https://expedia.com/Car-Rentals-In-Cheriton.d3000459862.Car-Rental-Guide)[Cheriton Vacation Packages](https://expedia.com/Cheriton.d3000459862.Destination-Travel-Guides)
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## Check prices for these dates
In two weeks
[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000459862&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In two months
[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000459862&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In three months
[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000459862&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
In four months
[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000459862&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)
## Our top choices for Cheriton vacation rentals
### The Waverly Tree House
[](https://www.expedia.com/Machipongo-Hotels-The-Waverly-Tree-House.h112387046.Hotel-Information)
Machipongo
$283 nightly
$315 total
Feb 16 - Feb 17
Total with taxes and fees
[](https://www.expedia.com/Machipongo-Hotels-The-Waverly-Tree-House.h112387046.Hotel-Information)
### Restored 1930’s Tiny Home 3 min to Cape Charles
[](https://www.expedia.com/Cape-Charles-Hotels-Step-Back-In-Time-In-A-Vintage-Tiny-House.h83330227.Hotel-Information)
Cape Charles
$262 nightly
$293 total
Mar 1 - Mar 2
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Step-Back-In-Time-In-A-Vintage-Tiny-House.h83330227.Hotel-Information)
### Pet Friendly Tiny Livin 3min from Cape Charles
[](https://www.expedia.com/Cape-Charles-Hotels-Pet-Friendly-Tiny-Livin-3min-From-Cape-Charles.h77169272.Hotel-Information)
Cape Charles
10/10
Exceptional
(11 reviews)
"Great stay easy access to Cape Charles and the beach"
andrew c.
$319 nightly
$357 total
Feb 16 - Feb 17
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Pet-Friendly-Tiny-Livin-3min-From-Cape-Charles.h77169272.Hotel-Information)
### Whimsical Tiny House, Cape Charles Virginia
[](https://www.expedia.com/Cape-Charles-Hotels-Whimsical-Tiny-House.h78445322.Hotel-Information)
Cape Charles
9.2/10
Wonderful
(14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
Cathy W.
$271 nightly
$304 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Whimsical-Tiny-House.h78445322.Hotel-Information)
### Bay Creek Meets Historic Cape Charles! pool access!
[](https://www.expedia.com/Cape-Charles-Hotels-Bay-Creek-Meets-Historic-Cape-Charles-Pool-Access.h49108588.Hotel-Information)
Cape Charles
10/10
Exceptional
(31 reviews)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
Sarah M.
$439 nightly
$496 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Bay-Creek-Meets-Historic-Cape-Charles-Pool-Access.h49108588.Hotel-Information)
### Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park
[](https://www.expedia.com/Cape-Charles-Hotels-Newly-Renovated.h51570498.Hotel-Information)
Historic Downtown Cape Charles
10/10
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."
Scott D.
$1,294 nightly
$1,457 total
Feb 16 - Feb 17
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Newly-Renovated.h51570498.Hotel-Information)
### Tiny House 3 min from Down Town Cape Charles
[](https://www.expedia.com/Cape-Charles-Hotels-Tiny-House-3-Min-From-Down-Town-Cape-Charles.h76569717.Hotel-Information)
Cape Charles
10/10
Exceptional
(5 reviews)
"The room was very clean and well equipped. The grounds were very well maintained. Short drive to downtown Cape Charles. Host communication was excellent would stay again. "
Robert
$260 nightly
$291 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Tiny-House-3-Min-From-Down-Town-Cape-Charles.h76569717.Hotel-Information)
### The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
[](https://www.expedia.com/Cape-Charles-Hotels-The-Strand-Free-Golf-Carts.h103544363.Hotel-Information)
Cape Charles
10/10
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."
Barbara A.
$862 nightly
$972 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-The-Strand-Free-Golf-Carts.h103544363.Hotel-Information)
### The Palm: Three story two-bedroom villa
[](https://www.expedia.com/Cape-Charles-Hotels-The-Palm-Three-Story-Two-Bedroom-Villa.h125186927.Hotel-Information)
Cape Charles
$542 nightly
$613 total
Feb 17 - Feb 18
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-The-Palm-Three-Story-Two-Bedroom-Villa.h125186927.Hotel-Information)
### Tiny House Hideaway with King sized Bed
[](https://www.expedia.com/Cape-Charles-Hotels-The-Barn.h95213091.Hotel-Information)
Cape Charles
9.6/10
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! "
Leslie
$286 nightly
$320 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-The-Barn.h95213091.Hotel-Information)
### Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
[](https://www.expedia.com/Cape-Charles-Hotels-Red-House-Tiny-Home-For-Couples-Adult-Play-Time.h88268959.Hotel-Information)
Cape Charles
10/10
Exceptional
(1 review)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
William
$262 nightly
$293 total
Mar 1 - Mar 2
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Red-House-Tiny-Home-For-Couples-Adult-Play-Time.h88268959.Hotel-Information)
### The Captains Quarters located in Cape Charles, VA offers breathtaking views.
[](https://www.expedia.com/Cape-Charles-Hotels-The-Captains-Quarters-Located-In-Cape-Charles.h93953399.Hotel-Information)
Cape Charles
9.6/10
Exceptional
(40 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
Matt P.
$315 nightly
$358 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-The-Captains-Quarters-Located-In-Cape-Charles.h93953399.Hotel-Information)
### Tiny House close to the Beaches of Cape Charles
[](https://www.expedia.com/Cape-Charles-Hotels-Tiny-House-Close-To-The-Beaches-Of-Cape-Charles.h78355255.Hotel-Information)
Cape Charles
10/10
Exceptional
(1 review)
"I enjoyed staying here, solid place!"
Charles B.
$253 nightly
$283 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Tiny-House-Close-To-The-Beaches-Of-Cape-Charles.h78355255.Hotel-Information)
### Bay cottage, Beach 100 yards away! RESERVE NOW!!!
[](https://www.expedia.com/Cape-Charles-Hotels-Bay-Cottage.h34006511.Hotel-Information)
Historic Downtown Cape Charles
9.6/10
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. "
Thomas R.
$423 nightly
$479 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Bay-Cottage.h34006511.Hotel-Information)
### Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
[](https://www.expedia.com/Cape-Charles-Hotels-Across-From-The-Park-And-2-Blocks-From-Beach-Restaurants-LEFT-Side-Of-Duplex.h55363054.Hotel-Information)
Historic Downtown Cape Charles
9.6/10
Exceptional
(52 reviews)
"It was a good stay. Nice weekend getaway "
Kathy S.
$469 nightly
$531 total
Feb 16 - Feb 17
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Across-From-The-Park-And-2-Blocks-From-Beach-Restaurants-LEFT-Side-Of-Duplex.h55363054.Hotel-Information)
### New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
[](https://www.expedia.com/Cape-Charles-Hotels-New-By-Park-Family-Friendly-Fenced-Yard-Fire-Pit-Walk-To-Central-Park-Beach.h124751468.Hotel-Information)
Historic Downtown Cape Charles
$325 nightly
$369 total
Feb 17 - Feb 18
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-New-By-Park-Family-Friendly-Fenced-Yard-Fire-Pit-Walk-To-Central-Park-Beach.h124751468.Hotel-Information)
### Bayside Getaways Oyster Oasis - Chesapeake Properties
[](https://www.expedia.com/Cape-Charles-Hotels-Bayside-Getaways-Oyster-Oasis-Chesapeake-Properties.h109480229.Hotel-Information)
Historic Downtown Cape Charles
10/10
Exceptional
(4 reviews)
"Clean, nicely decorated, comfortable bed, and excellent location. "
Alice T.
$498 nightly
$563 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Bayside-Getaways-Oyster-Oasis-Chesapeake-Properties.h109480229.Hotel-Information)
### Walk to Beach & Town! Cozy Cape Charles Retreat with Private Backyard Oasis
[](https://www.expedia.com/Cape-Charles-Hotels-Walk-To-Beach-Town-Cozy-Cape-Charles-Retreat-With-Private-Backyard-Oasis.h124001771.Hotel-Information)
Historic Downtown Cape Charles
$492 nightly
$557 total
Feb 23 - Feb 24
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Walk-To-Beach-Town-Cozy-Cape-Charles-Retreat-With-Private-Backyard-Oasis.h124001771.Hotel-Information)
### Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
[](https://www.expedia.com/Cape-Charles-Hotels-Ultimate-Kid-Friendly-Escape-Fenced-Yard-Firepit-Outdoor-Shower-Walk-2-Beach.h122563589.Hotel-Information)
Historic Downtown Cape Charles
$461 nightly
$522 total
Feb 18 - Feb 19
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Ultimate-Kid-Friendly-Escape-Fenced-Yard-Firepit-Outdoor-Shower-Walk-2-Beach.h122563589.Hotel-Information)
### Princess Anne | Rooftop Terrace, Balcony + Fireplace, Walk Downtown Cape Charles to Beach
[](https://www.expedia.com/Cape-Charles-Hotels-Princess-Anne-Brand-New-Condo-In-Downtown-Cape-Charles.h116723276.Hotel-Information)
Historic Downtown Cape Charles
10/10
Exceptional
(3 reviews)
"Great location! Nice amenities and very helpful hosts."
Sallie M.
$453 nightly
$509 total
Feb 15 - Feb 16
Total with taxes and fees
[](https://www.expedia.com/Cape-Charles-Hotels-Princess-Anne-Brand-New-Condo-In-Downtown-Cape-Charles.h116723276.Hotel-Information)
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.
[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01®ionId=3000459862&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)
##
The Annual Vacation Sale
Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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## Find vacation rentals that suit your style
Private vacation homes
[](https://www.expedia.com/Hotel-Search?destination=Cheriton%2C+Virginia%2C+United+States+of+America®ionId=3000459862&latLong=37.289581%2C-75.971321&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME)
Villas
[](https://www.expedia.com/Hotel-Search?destination=Cheriton%2C+Virginia%2C+United+States+of+America®ionId=3000459862&latLong=37.289581%2C-75.971321&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA)
Cottages
[](https://www.expedia.com/Hotel-Search?destination=Cheriton%2C+Virginia%2C+United+States+of+America®ionId=3000459862&latLong=37.289581%2C-75.971321&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)
Condos
[](https://www.expedia.com/Hotel-Search?destination=Cheriton%2C+Virginia%2C+United+States+of+America®ionId=3000459862&latLong=37.289581%2C-75.971321&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)
Apartments
[](https://www.expedia.com/Hotel-Search?destination=Cheriton%2C+Virginia%2C+United+States+of+America®ionId=3000459862&latLong=37.289581%2C-75.971321&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT)
Cabins
[](https://www.expedia.com/Hotel-Search?destination=Cheriton%2C+Virginia%2C+United+States+of+America®ionId=3000459862&latLong=37.289581%2C-75.971321&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)
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## Top Cheriton Hotel Reviews
### The Crows Nest.
Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
10/10 Excellent
"The location is perfect and the home is clean, cozy, and well designed. "
[](https://expedia.com/Cape-Charles-Hotels-Sunsets-At-The-Harbor-Enjoy-A-Birds-Eye-View-At-The-Harbor-Unique-Location.h42343196.Hotel-Information)
### Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
10/10 Excellent
"Room was spotless! Very courteous staff"
[](https://expedia.com/Exmore-Hotels-Holiday-Inn-Express-And-Suites-Exmore.h1971492.Hotel-Information)
### Quality Inn & Suites
10/10 Excellent
"Customer service for chexkin was great"
[](https://expedia.com/Exmore-Hotels-Quality-Inn-Suites.h52871.Hotel-Information)
### Hampton Inn & Suites Exmore - Eastern Shore
10/10 Excellent
"The staff was super friendly parking was convenient and was very economical!"
[](https://expedia.com/Exmore-Hotels-Hampton-Suites-Exmore-Eastern-Shore.h2745444.Hotel-Information)
### Nassawadox Creek Waterfront Home with Private Pool
10/10 Excellent
"House was clean and just as described in the description."
[](https://expedia.com/Exmore-Hotels-Nassawadox-Creek-Waterfront-Home-With-Private-Pool.h70019261.Hotel-Information)
### Salt Box, One Block to the Beach
10/10 Excellent
"The duplex was in a great location, very clean, and had everything you could possibly need. "
[](https://expedia.com/Cape-Charles-Hotels-Salt-Box.h91769446.Hotel-Information)
### 1903 By the Sea - Minutes from Cape Charles
10/10 Excellent
"Communication was excellent! Super responsive with any questions. The house was clean. "
[](https://expedia.com/Cheriton-Hotels-1903-By-The-Sea-Minutes-From-Cape-Charles.h108706099.Hotel-Information)
### Cape Charles Tiny Livin
10/10 Excellent
"Place was awesome. House was clean, modern and had all of the amenities for a great stay. Convenient to cape charles"
[](https://expedia.com/Cape-Charles-Hotels-Cape-Charles-Tiny-Livin.h108584918.Hotel-Information)
### Cape Charles home with pool and golf cart 5 minutes from the beach!
10/10 Excellent
"Kitchen was fully equipped. Rooms and bathrooms were clean"
[](https://expedia.com/Cape-Charles-Hotels-Cape-Charles-Home-With-Pool-And-Golf-Cart-5-Minutes-From-The-Beach.h91841912.Hotel-Information)
## Find out more about Cheriton
**Everything you need to know about Cheriton vacation rentals**
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cheriton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
**Cheriton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cheriton in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $292 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
**How to find incredible deals on Cheriton rentals**
At Expedia, we put the best Cheriton vacation 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 vacation.
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.
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- [Cottages in Cheriton ](https://expedia.com/Cheriton-Cottages.d3000459862-aaCottages.Travel-Guide-Accommodation)
- [RV Parks in Cheriton ](https://expedia.com/Cheriton-RV-Parks.d3000459862-aaRVParks.Travel-Guide-Accommodation)
- [Apartments in Cheriton ](https://expedia.com/Cheriton-Apartments.d3000459862-aaApartments.Travel-Guide-Accommodation)
- [Farmstay in Cheriton ](https://expedia.com/Cheriton-Agritourism.d3000459862-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Cheriton ](https://expedia.com/Cheriton-Bed-And-Breakfast.d3000459862-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Cheriton ](https://expedia.com/Cheriton-Cabins.d3000459862-aaCabins.Travel-Guide-Accommodation)
- [Villas in Cheriton ](https://expedia.com/Cheriton-Villas.d3000459862-aaVillas.Travel-Guide-Accommodation)
- [Motels in Cheriton ](https://expedia.com/Cheriton-Motels.d3000459862-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Cheriton ](https://expedia.com/Cheriton-Guest-Houses.d3000459862-aaGuestHouses.Travel-Guide-Accommodation)
## Frequently asked questions
### Are there vacation rentals in Cheriton?
### What's the top vacation rental in Cheriton?
> Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!](https://www.expedia.com/Cape-Charles-Hotels-Sunsets-At-The-Harbor-Enjoy-A-Birds-Eye-View-At-The-Harbor-Unique-Location.h42343196.Hotel-Information): 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 kitchenware.
### How many vacation rentals are there in Cheriton?
### What can I see and do in Cheriton?
### What are vacation rentals like in Cheriton?
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