Cheriton Vacation Rentals

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Vacation Rentals in Cheriton

Modern Suite in Historic Building Two Blocks to Beach
Beach towels
Modern Suite in Historic Building Two Blocks to Beach
9.8 out of 10, Exceptional, 54 reviews
"Perfect location to walk to all of our favorite spots!"
Modern Suite in Historic Building Two Blocks to Beach
Sisters 3 by the Sea, 400 Feet To The Beach
Beach nearby
Sisters 3 by the Sea, 400 Feet To The Beach
9.4 out of 10, Exceptional, 135 reviews
"Lovely home that was located in a peaceful area and close to the beach. Rent a golf cart and you can ride around town, shop in the charming shops, and dine in restaurants. We had perfect weather everyday! Owner is very responsive to any questions or issues. Would definitely return!"
The price is CA $398
CA $903 total
includes taxes & fees
Jul 6 - Jul 7
Sisters 3 by the Sea, 400 Feet To The Beach
Private, 7-acre waterfront retreat on Winter Harbor Haven
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, 115 reviews
"It was fantastic!! Beautiful property, clean well cared for home rental very well equipped. Felt like home ❤️hosts were also very nice and welcoming, responding to my inquiries very fast. We will definitely come back!"
Private, 7-acre waterfront retreat on Winter Harbor Haven
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Bay cottage, Beach 100 yards away! RESERVE NOW!!!
3 bedrooms, iron/ironing board, bed sheets
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
9.6 out of 10, Exceptional, 124 reviews
"We only stayed a couple of nights to visit with family who were in Cape Charles for a week. This house was perfect for our family. Clean, beautiful, well appointed, comfortable beds, wonderful hosts. The location was great - less than one block to the beach and a short walk to town. I parked and did not drive again until we left. The screened front porch was a great spot for family to gather. I adore this house!!"
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Beach
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
9.8 out of 10, Exceptional, 129 reviews
"This place is perfect for two couples. Golf was close by, the town walking distance. Great restaurant downstairs. Place was clean and well maintained. Golf cart was a huge plus to get around. Will definitely be coming back!"
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Cute and Cozy Vacation Stay on the Eastern Shore!
Cute and Cozy Vacation Stay on the Eastern Shore!
8.8 out of 10, Excellent, 52 reviews
"Tv only had one channel and floors were very dirty but I bought mop and cleaned them up not a problem everyone there I spoke to was very nice"
Cute and Cozy Vacation Stay on the Eastern Shore!
Welcome to our charming vacation home in the historic district of Cape Charles!
Interior
Welcome to our charming vacation home in the historic district of Cape Charles!
10.0 out of 10, Exceptional, 3 reviews
"Great pet friendly house with all the essentials needed!"
Welcome to our charming vacation home in the historic district of Cape Charles!
Cape Utopia - sister to existing ID# 7559899
Terrace/patio
Cape Utopia - sister to existing ID# 7559899
9.6 out of 10, Exceptional, 23 reviews
"We surprised my mom with a trip to Cape Charles. She had never been. so she was delighted. We have stayed at this location before. It is perfect for us. 😊 the house has so much charm and they have thought of everything you could possible need and more. This is our first choice when coming to Cape Charles. See you next trip. 😊"
Cape Utopia - sister to existing ID# 7559899
Mid-century modern meets classic cape on the coast.
Exterior
Mid-century modern meets classic cape on the coast.
10.0 out of 10, Exceptional, 4 reviews
"Very comfortable setting. Good location for nearby venues. Enjoyed our stay."
Mid-century modern meets classic cape on the coast.
Modern Suite in Historic Building Two Blocks to Beach
Beach towels
Modern Suite in Historic Building Two Blocks to Beach
9.6 out of 10, Exceptional, 38 reviews
"Property was great. Loved the heated floor. There is a coffee maker not a keurig— would bring items for coffee if it’s a must. Could hear some noise from the pub next door but it did not last past 9pm. Clean and located such that you could walk right to the Main Street."
Modern Suite in Historic Building Two Blocks to Beach
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
Interior
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
9.8 out of 10, Exceptional, 22 reviews
"Great, thanks."
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, 32 reviews
"The property was as described in the listing. It was peaceful, relaxing and secluded. We traveled with our three teenage kids and dogs. The kids absolutely loved the pool and our dogs were immediately relaxed. We were able to catch blue crabs off of the dock, no luck in fishing but that was probably more us then the area. Would absolutely return to the rental. It was an amazing break from a hectic life. Thank you for sharing your place with us."
Nassawadox Creek Waterfront Home with Private Pool
The most affordable BEACHFRONT vacation rental in Cape Charles!
Beach nearby
The most affordable BEACHFRONT vacation rental in Cape Charles!
9.4 out of 10, Exceptional, 32 reviews
"My sisters, mom and I decided that cape Charles was a half way point to meet for a long weekend. The house was more affordable than others, it had a nice layout with a few places to sit and hang out. Our favorite was the sun room. Furniture is outdated but the space was perfect and we enjoyed our coffee there. The outdoor seating was great as well and we spent a few evenings out there as well . A short walk to town and a short walk to The beach. Parking was fine on the street for all 3 cars....
The most affordable BEACHFRONT vacation rental in Cape Charles!
Beach House- 309 Randolph Avenue & Strawberry: a Duplex
Exterior
Beach House- 309 Randolph Avenue & Strawberry: a Duplex
10.0 out of 10, Exceptional, 38 reviews
"The property was in a perfect location to the beach and town!!"
Beach House- 309 Randolph Avenue & Strawberry: a Duplex
New Home On Rural Eastern Shore Farm
Beach
New Home On Rural Eastern Shore Farm
9.8 out of 10, Exceptional, 75 reviews
"We have a group of senior men here to play golf. Exactly what we need and a great location."
New Home On Rural Eastern Shore Farm
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
Property grounds
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
10.0 out of 10, Exceptional, 23 reviews
"Our kids LOVED the loft and we loved the perfect location and great price — super easy check in and great communication!"
The price is CA $362
CA $609 total
includes taxes & fees
Jul 3 - Jul 4
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
Cozy Cottage - quaint and comfy - 5 blocks to the beach, 1 block to Mason Ave.
Fridge, microwave, oven, stovetop
Cozy Cottage - quaint and comfy - 5 blocks to the beach, 1 block to Mason Ave.
10.0 out of 10, Exceptional, 57 reviews
"House is as advertised. Super clean, no complaints! Owner was very responsive as well."
Cozy Cottage - quaint and comfy - 5 blocks to the beach, 1 block to Mason Ave.
Seas the Day at Bay Creek - Pet Friendly & Linens Included!
TV, fireplace
Seas the Day at Bay Creek - Pet Friendly & Linens Included!
10.0 out of 10, Exceptional, 2 reviews
"We really enjoyed our stay! The kitchen was beautiful and the property manager was very responsive. Thank you so much"
Seas the Day at Bay Creek - Pet Friendly & Linens Included!
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
Property grounds
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
9.8 out of 10, Exceptional, 32 reviews
"The property was amazing! Very clean everything we needed and then some. So many little extras. Coffee toilet paper, soap, laundry detergent, paper towel. Would stay again and recommend to friends and family. Overall couldn’t ask for more!"
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
Perfect Cozy Vacation Rental on the Eastern Shore
2 bedrooms, free WiFi, bed sheets
Perfect Cozy Vacation Rental on the Eastern Shore
8.4 out of 10, Very good, 22 reviews
"Nice area, close to oyster Bay boat ramp. Easy spot to park boat"
Perfect Cozy Vacation Rental on the Eastern Shore
Don't see what you're looking for?
See all available properties in Cheriton
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.

Cheriton Vacation Rental Travel Info

Number of vacation rentals
39
Popular accommodation
Cheriton bed & breakfasts
Known landmarks
Cape Charles Beach, Kiptopeke State Park and Cape Charles Museum & Welcome Center
International airport
Norfolk, VA (ORF-Norfolk Intl.)

Other types of properties in Cheriton you may be interested in

Shore Stay Suites
Exterior
Shore Stay Suites
2.0 star property
8.4 out of 10, Very good, 483 reviews
"Nice quiet, comfortable, room"
The price is CA $202
CA $225 total
includes taxes & fees
Jun 27 - Jun 28
Shore Stay Suites
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
Exterior
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, 635 reviews
"Nice fast spot along a travel route."
The price is CA $188
CA $209 total
includes taxes & fees
Jul 9 - Jul 10
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
Hampton Inn & Suites Exmore - Eastern Shore
In-room safe, iron/ironing board, free wired internet, bed sheets
Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
8.4 out of 10, Very good, 856 reviews
"The hotel is very old and not maintained. bathtub is stained. toilet is stained. "
The price is CA $200
CA $222 total
includes taxes & fees
Jun 27 - Jun 28
Hampton Inn & Suites Exmore - Eastern Shore
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.

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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheriton vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheriton vacation rentals we have selected for you start as low as CA $362 per night. Entering your travel dates in the search wizard 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. 

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?

Sisters 3 by the Sea, 400 Feet To The Beach: This vacation home rental outside of Cheriton is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease 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. Make the most of the books in this rental home to help you unwind.

What can I see and do in Cheriton?

While you're exploring the area, Cape Charles Beach and Kiptopeke State Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Bay Creek Golf Club and Chesapeake Bay Bridge-Tunnel.

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.

Recent reviews of Cheriton properties
Expedia verified reviews

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

5/5 Excellent
Best sunset views in Cape Charles
"This place is perfect for two couples. Golf was close by, the town walking distance. Great restaurant downstairs. Place was clean and well maintained. Golf cart was a huge plus to get around. Will definitely be coming back!"
A verified traveller stayed at The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Posted 5 days ago
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!