Cheriton holiday rentals

We found 335 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Cheriton to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include parking and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Cheriton

Showing deals for:25 Dec - 1 Jan

Front left corner of home.
Beach
Private kitchen
Newly expanded rear deck
Exceptional
(48 reviews)

Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!

Cape Charles

8% off
AU$8,348
for 7 nights, 1 home
AU$1,193 per night
includes taxes & fees
Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!
Living area
Room
Private kitchen
Exterior
Exceptional
(23 reviews)

A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES

Cape Charles

6% off
AU$8,289
for 7 nights, 1 home
AU$1,184 per night
includes taxes & fees
A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES
Interior
Property grounds
Room
Property grounds
Exceptional
(81 reviews)

SEASIDE PRIVATE RETREAT!! 100-Acre Private WATERFRONT Home Stunning island views

Cape Charles

12% off
AU$3,832
for 7 nights, 1 home
AU$547 per night
includes taxes & fees
SEASIDE PRIVATE RETREAT!! 100-Acre Private WATERFRONT Home Stunning island views
Dining
Outdoor dining
Living area
Outdoor shower and Patio
Exceptional
(16 reviews)

Golf cart included! 5 blocks to the beach, and in historic district!

Cape Charles

7% off
AU$3,980
for 7 nights, 1 home
AU$569 per night
includes taxes & fees
Golf cart included! 5 blocks to the beach, and in historic district!
Living area
Private kitchen
Entryway
Exterior
Exceptional
(17 reviews)

First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!

Cape Charles

7% off
AU$5,722
for 7 nights, 1 home
AU$817 per night
includes taxes & fees
First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!
Laundry room, side entrance off the kitchen
Entryway
Front porch seating area
Front of House
Exceptional
(147 reviews)

Downtown Cape Charles Victorian, Dog-friendly, Short Walk to the Beach!

Cape Charles

7% off
AU$2,689
for 7 nights, 1 home
AU$384 per night
includes taxes & fees
Downtown Cape Charles Victorian, Dog-friendly, Short Walk to the Beach!
Grand entrance to home that accommodates up to 14 guests.
A full service marina with slips for guests is a short walk from the house.
Screened porch is perfect to enjoy after a day at the beach and overlooks marina
Master bedroom includes a king sized bed and plenty of room for as portable crib
Wonderful
(14 reviews)

Spacious Beach House: Oystermen's Pearl: Golf Cart Included

Cape Charles

6% off
AU$3,704
for 7 nights, 1 home
AU$529 per night
includes taxes & fees
Spacious Beach House: Oystermen's Pearl: Golf Cart Included
Open kitchen and dining space with tons of seating
Breakfast nook with TV
Shed packed with all you need! Bikes, floats, chairs, beach toys
Ottoman filled with board games for the family and lots of children's books
Exceptional
(69 reviews)

Sweet Victorian Beach Cottage

Cape Charles

7% off
AU$3,038
for 7 nights, 1 home
AU$434 per night
includes taxes & fees
Sweet Victorian Beach Cottage
Room
Terrace/patio
Private kitchen
Private kitchen
Exceptional
(8 reviews)

Family Friendly 3 Bedroom Home Near Beach and Downtown with Fenced in Yard

Cape Charles

6% off
AU$3,649
for 7 nights, 1 home
AU$521 per night
includes taxes & fees
Family Friendly 3 Bedroom Home Near Beach and Downtown with Fenced in Yard
Exterior
Private kitchen
Dining
Cape Charles Harbor
Exceptional
(78 reviews)

All the comforts of home!

Cape Charles

7% off
AU$2,398
for 7 nights, 1 home
AU$343 per night
includes taxes & fees
All the comforts of home!
Exterior detail
Private kitchen
Exterior detail
Living area
Exceptional
(19 reviews)

Lil' Ms. Clementine 2-bedroom home in Historic District with Golfcart option

Cape Charles

7% off
AU$3,046
for 7 nights, 1 home
AU$435 per night
includes taxes & fees
Lil' Ms. Clementine 2-bedroom home in Historic District with Golfcart option
Room
Terrace/patio
Living area
Interior
Exceptional
(10 reviews)

3-bedroom Family Friendly House Near Beach and Downtown with Fenced In Back Yard

Cape Charles

6% off
AU$3,690
for 7 nights, 1 home
AU$527 per night
includes taxes & fees
3-bedroom Family Friendly House Near Beach and Downtown with Fenced In Back Yard
kitchen area
screen porch view
living room
view from garage apartment available separately.
Exceptional
(26 reviews)

your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

Eastville

8% off
AU$8,251
for 7 nights, 1 home
AU$1,179 per night
includes taxes & fees
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Cheriton getaway

Learn about the unique charm of Cheriton with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Cheriton

Do you want to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Cheriton a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Bay Creek Golf Club (3.5 mi / 5.6 km)
  • Chatham Vineyards (11.5 mi / 18.6 km)

Exploring the natural landscape of Cheriton

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Cheriton is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Cape Charles Beach (3.1 mi / 5.1 km)
  • Cape Charles Harbor (3.4 mi / 5.4 km)
  • Eastern Shore of Virginia National Wildlife Refuge (10.4 mi / 16.8 km)
  • Chesapeake Bay (17.6 mi / 28.3 km)
  • Dog Beach (2.3 mi / 3.7 km)
  • Central Park (2.8 mi / 4.5 km)

Transport options to and around Cheriton

The nearest airport is in Norfolk, VA (ORF-Norfolk Intl.), located 29.9 mi (48.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Newport News, VA (PHF-Newport News - Williamsburg Intl.), which is 30.7 mi (49.4 km) away.

Frequently asked questions

What is the best area to stay in Cheriton when booking a holiday rental?
When considering a holiday rental in Cheriton, Virginia, the best area to stay would be around the charming and scenic Cape Charles. This neighbourhood offers a delightful blend of coastal beauty and small-town charm, making it an ideal base for your getaway. Visitors to Cape Charles can enjoy the stunning views along the Chesapeake Bay and explore the beautiful local beaches, great for sunbathing or leisurely strolls.In addition to its picturesque setting, Cape Charles is home to a few top attractions, such as the Cape Charles Historic District, where you can wander through quaint streets lined with lovely Victorian homes and boutique shops. The nearby Cape Charles Beach provides a serene spot to relax or engage in various water activities.The area features a variety of holiday rental properties, from charming cottages to more modern homes, suiting different preferences and group sizes.
Where are the best areas for renting a beach house in Cheriton?
For renting a beach house in Cheriton, Virginia, the area around the eastern shore of the Delmarva Peninsula offers some delightful options. The proximity to the Chesapeake Bay provides a stunning backdrop, ideal for those seeking a relaxing seaside getaway. Properties along the beachfront often feature essential amenities such as private decks with views of the water, outdoor grilling areas, and access to sandy shores, making them superb for family gatherings or romantic retreats.Nearby, the town of Cape Charles is a lovely spot to consider as well, known for its charming small-town feel and beautiful beaches. Holiday rentals here typically include spacious living areas, fully equipped kitchens, and sometimes even communal amenities like swimming pools or beach access paths. The local centre offers quaint shops and eateries, adding to the convenience for visitors.Additionally, the nearby Kiptopeke State Park is a must-visit for nature enthusiasts, with opportunities for hiking, bird watching, and enjoying the natural beauty of the area. Many rentals in this region provide easy access to both the beach and the park, with features like outdoor showers and private yards, ideal for families returning from a day of exploration.
What is the most popular type of holiday rental accomodation in Cheriton?
In Cheriton, holiday houses are the most popular type of holiday rental, with around 12 available in the area. These homes typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups seeking a comfortable stay. In addition to holiday houses, there are several charming cottages scattered throughout the town, offering a quaint and cosy atmosphere for those looking to enjoy the local scenery and nearby attractions.
Are there any family house rentals in Cheriton?
In Cheriton, Virginia, there are several family-friendly house rentals available. This quaint town offers a variety of spacious homes that cater well to families, featuring amenities such as fully equipped kitchens, ample living areas, and outdoor spaces great for children to play.Visitors can enjoy the nearby attractions, including the charming local shops and restaurants in the area. Additionally, the scenic landscapes of the Eastern Shore and the proximity to the beautiful beaches provide plenty of opportunities for outdoor activities and family outings.
Are there pet-friendly house rentals in Cheriton?
In Cheriton, Virginia, there are several pet-friendly house rentals available for those looking to enjoy a getaway with their furry companions. These holiday homes often come equipped with amenities such as spacious gardens, fully stocked kitchens, and comfortable living areas, great for both relaxation and entertaining.The area offers a tranquil atmosphere, making it ideal for leisurely strolls with pets. Nearby, visitors can explore the scenic beauty of the Eastern Shore, including access to beautiful beaches where pets are welcome, ensuring plenty of outdoor activities.
Are there any remote work holiday rentals in Cheriton?
In Cheriton, Virginia, there are about 15 remote work-friendly holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many properties in this area come equipped with essential amenities such as free Wi-Fi, ensuring that you can stay connected and manage your work tasks efficiently. These rentals often feature comfortable workspaces within the accommodation, allowing for a productive environment.Cheriton is located near the scenic beauty of the Eastern Shore, with nearby attractions such as Cape Charles Beach and the charming local shops and restaurants of Cape Charles. The peaceful surroundings provide a great backdrop for remote work, with opportunities to unwind after hours by exploring the lovely coastal landscapes or enjoying outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Cheriton?
In Cheriton, popular rental amenities include kitchens, which allow guests to prepare their own meals, and patios where they can relax and enjoy the outdoors. Many properties also feature coffee and tea makers for a comforting morning brew, as well as onsite parking for convenience. Additionally, outdoor spaces such as decks or patios provide a ideal setting for unwinding after a day of exploring the area.
When is the best time to visit Cheriton for a holiday rental?
The best time to visit Cheriton, Virginia, is during the summer months, particularly in July, when the area comes alive with vibrant activities and warm weather. This peak season, spanning from June to August, is ideal for holiday rentals, as visitors flock to enjoy the beautiful beaches, charming local shops, and outdoor adventures that this picturesque coastal town offers.In July, temperatures typically range from 20 to 30 degrees Celsius, providing a superb climate for sunbathing, swimming, and exploring the scenic surroundings. The long, sunny days are superb for enjoying leisurely walks along the waterfront and indulging in fresh seafood at local eateries.For those looking for a more budget-friendly option, consider visiting Cheriton in November. This quieter month still offers pleasant weather and the opportunity to experience the natural beauty of the area without the summer crowds. Enjoying the serene atmosphere can be particularly rewarding for those who appreciate a slower pace and the stunning autumn scenery.Ultimately, your choice of when to visit will depend on whether you prefer the bustling energy of the summer season or the peaceful charm of the off-peak months.
What are the top attractions in Cheriton?
Cheriton, Virginia, offers a quaint charm with a few attractions worth exploring. One of the highlights is the nearby Cape Charles Beach, which provides a lovely spot for relaxation and scenic views of the Chesapeake Bay. The beach is ideal for swimming and picnicking, making it a popular destination for both locals and visitors.In the vicinity, the Eastern Shore of Virginia National Wildlife Refuge is a must-visit for nature enthusiasts, featuring trails for hiking and opportunities for birdwatching amidst diverse wildlife. The historic town of Cape Charles, just a short drive away, boasts charming shops, local eateries, and the picturesque Cape Charles Lighthouse, which is a great spot for photography and enjoying the coastal scenery.For those interested in history, the area is rich in maritime heritage, with various sites and museums highlighting the region's past.
Are all fees included in the Cheriton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cheriton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cheriton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cheriton holiday homes?
You can find great discounts on holiday homes in Cheriton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cheriton holiday home booking on Stayz?
To find Cheriton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cheriton?
A long-stay holiday home in Cheriton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cheriton holiday home?
Book your Cheriton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cheriton?
Prices for holiday homes in Cheriton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cheriton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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