Cheriton Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Cheriton

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (87)
"Excellent experience. Perfect place to stay if you have kids! Right across from the park. Home itself is also equipped for kids with a pack n play and high chair for little ones and games and arts for older. Would go again! "
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

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

9.6 out of 10, Exceptional, (136)
"We planned a quick get-a-way and decided to come to Cape Charles to spend the day and stay over night. The house was charming with plenty of room. The owners communicated well and they were very accommodating on my last minute trip planning. The beach wasn’t far at all and town was in walking distance with nice weather. We came in March so it wasn’t perfect beach weather but we are hoping to come back when it’s warmer! "
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

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

9.6 out of 10, Exceptional, (40)
"Nice apartment overlooking a yacht marina and Coast Guard station. Very scenic and charming. An easy walk to restaurants and coffee shops in town, and a long sandy beach."
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (50)
"We had everything we needed. A very quiet, relaxing weekend. "
Nassawadox Creek Waterfront Home with Private Pool

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

10.0 out of 10, Exceptional, (59)
"Wanted a private place on the water, pictures don’t show a new home built directly behind this house. The fire pit and hot tub are basically in the front yard of the new house. If privacy aren’t an issue and great views are all the matters then this place is perfect."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (130)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

The Beach Peach - Downtown location with new charm!

The Beach Peach - Downtown location with new charm!

Rendezvous at the Bay, Resort Condo in charming Cape Charles. Relaxation awaits

10.0 out of 10, Exceptional, (2)
"We had an amazing time for a family getaway. There was ample room for six adults and two kids to and under the host were great and super accommodating and helpful with helping us to get everything set up so that we were able to enjoy the golf course and the pool we would love to come again"
Rendezvous at the Bay, Resort Condo in charming Cape Charles. Relaxation awaits

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (134)
"House and surroundings are gorgeous and peaceful."
Private, 7-acre waterfront retreat on Winter Harbor Haven

Pet Friendly Tiny Livin 3min from Cape Charles

10.0 out of 10, Exceptional, (8)
"We booked this tiny house for a spontaneous night away to do some fishing in Cape Charles. The property and house were absolutely adorable and the accommodations were exactly what we needed for a weekend away. The property had an amazing bonfire pit and grill if you don’t want to eat out, and there’s plenty of space with a fence and grassy areas if you’re traveling with a dog. The owners were extremely communicative and even went to the trouble of mailing us back something we left. We would...
The price is HK$2,416
HK$3,073 total
includes taxes & fees
29 Jul - 30 Jul
Pet Friendly Tiny Livin 3min from Cape Charles

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (23)
"Dated and not modern, clean but not a getaway or vacation rental, stove and oven dirty, only a few dishwater items available. "
Perfect Cozy Vacation Rental on the Eastern Shore

Overlooking Park with 1st and 2nd Floor Primary Suites.

10.0 out of 10, Exceptional, (90)
"Great house. Fun stay in Cape Charles"
Overlooking Park with 1st and 2nd Floor Primary Suites.

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10.0 out of 10, Exceptional, (159)
"Great spot for a family or a girls weekend near the bay. Walking distance to everything. "
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Cape Utopia - sister to existing ID# 7559899

9.8 out of 10, Exceptional, (34)
"Clean, comfortable beds, close to town and beach, beach chairs, beach towels provided and a beautiful porch to sit and watch the world go by. Fantastic stay. Will be back!"
Cape Utopia - sister to existing ID# 7559899

Delmarva - Brand new condo in downtown Cape Charles!

Delmarva - Brand new condo in downtown Cape Charles!

The Back 9 | Chesapeake Properties

3.0 star property
10.0 out of 10, Exceptional, (3)
"Great place ...pool great. ... beach and town great ..."
The Back 9 | Chesapeake Properties

Cape Charles home with pool and golf cart 5 minutes from the beach!

8.2 out of 10, Very good, (10)
"We really enjoyed our time in this house. It was such a treat to stay in a neighborhood with trails, a dock to fish from, and a safe yard for the kids to play in. The kitchen is well stocked here. The bathrooms are really nice and the couch is super comfortable. We are hoping to come back this summer. "
Cape Charles home with pool and golf cart 5 minutes from the beach!

Family Friendly 3 Blocks to Beach with Great Amenities

9.8 out of 10, Exceptional, (84)
"Cape Charles is a great spot for vacationing families."
Family Friendly 3 Blocks to Beach with Great Amenities

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

9.8 out of 10, Exceptional, (156)
"Nice place. A lot of stairs to carry luggage up. We didn't get any info on check in. I had to call host because no messages I sent were answered. "
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

Mid-century modern meets classic cape on the coast.

9.6 out of 10, Exceptional, (12)
"Had a great family get away and definitely will be booking again! "
Mid-century modern meets classic cape on the coast.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cheriton Hotel Reviews

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.