Cherry Valley holiday lettings

We found 308 holiday rentals — enter your dates for availability

Select from 84 homes, 10 cottages and other holiday rentals in Cherry Valley to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Cherry Valley

Showing deals for:5 Dec - 12 Dec

Image gallery for The tans will fade, but the memories will last forever.

View from Master Bedroom
9.4 out of 10 rating
Exceptional
(9 reviews)

The tans will fade, but the memories will last forever.

Picton, ON

8% off
Price is £1,857
for 7 nights, 1 cottage
£265 per night
includes taxes & fees
The tans will fade, but the memories will last forever.

Find spaces that suit your style

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  • More quality time

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

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Cherry Valley

Find out more about Cherry Valley

Why visit Cherry Valley

  • Stunning natural beauty: Cherry Valley boasts picturesque landscapes with beautiful beaches and nature reserves, perfect for outdoor enthusiasts.
  • Cultural attractions: Explore local art galleries and historic lighthouses, offering a glimpse into the region's heritage and creative spirit.
  • Family-friendly activities: The charming town atmosphere provides a delightful backdrop for family outings and memorable experiences.
  • Relaxing accommodations: Enjoy a range of delightful options, including cosy cottages and private vacation homes, for a comfortable stay.
  • Welcoming community: Experience the friendly locals and warm community spirit that define this tranquil village.

What do I need to keep in mind when booking a vacation in 'Cherry Valley

When you’re travelling with a group, family, pets, or planning a longer stay, it’s important to refine your search according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cherry Valley with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Cherry Valley with young kids: Traveling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with providing suitable amenities, like a private swimming pool. Additionally, it's wise to think about your closeness to attractions that cater to families.
  • Taking your pets with you to Cherry Valley: For many, a family holiday isn’t truly satisfying without their furry companion by their side. If you can relate, take a look at Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Cherry Valley: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. Don't forget to consider including features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Cherry Valley

Cherry Valley, located in the picturesque Prince Edward County, offers a delightful blend of family-friendly charm and relaxing beach vibes. Visitors can explore the sunny shores and quaint town atmosphere, perfect for a memorable family holiday. Nearby attractions provide stunning water views and a warm sense of community, making it an ideal destination for those seeking both relaxation and cultural experiences. Enjoy the friendly people and tranquil surroundings that define this charming village.

  • Prince Edward: Situated approximately 4.3km from Cherry Valley, Prince Edward is a charming city that offers a delightful blend of business, family, and urban experiences. Visitors can explore its recreational areas and vibrant shopping centre, perfect for leisurely afternoons. Noteworthy attractions include stunning beaches and serene lakes, ideal for those seeking nature and relaxation. The local nature reserve is a must-visit for outdoor enthusiasts, providing opportunities for wildlife viewing and scenic walks.
  • Picton: Located around 3.1km from Cherry Valley, Picton is a quaint village brimming with charm. This area attracts families and business travellers alike, making it a versatile destination. Picton features lovely recreational spots and a variety of shops within its shopping centre, catering to diverse interests. The village is in close proximity to picturesque beaches and tranquil lakes, as well as a nature reserve, providing ample opportunities for exploration and relaxation in a stunning natural setting.
  • Milford: Just 1.9km from Cherry Valley, Milford is a delightful village that offers a welcoming atmosphere for all kinds of travellers. Known for its business-friendly environment and family-oriented activities, Milford provides access to recreational areas, local stores, and a shopping centre. Visitors can enjoy the nearby beaches, captivating lakes, and a nature reserve, making it a perfect spot for those looking to unwind while immersing themselves in the area's natural beauty.

Best time to go to Cherry Valley

If you're planning a trip to Cherry Valley, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January21.6°F (-5.8°C)Light RainMostly CloudyLowSlightly Low
February22.5°F (-5.3°C)Light RainMostly CloudyLowSlightly Low
March31.5°F (-0.3°C)Light RainMostly CloudyLowSlightly Low
April42.6°F (5.9°C)Light RainMostly CloudyAverageAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnyAverageSlightly High
July70.5°F (21.4°C)Light RainMostly SunnyHighSlightly High
August69.4°F (20.8°C)Light RainMostly SunnyHighSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyHighAverage
October51.1°F (10.6°C)Light RainMostly SunnyAverageAverage
November39.0°F (3.9°C)Light RainMostly SunnyAverageAverage
December29.7°F (-1.3°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your existing arrangements, or review and organise your bookings. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

Travel to friendly Cherry Valley

The island views and other outdoor surroundings create an inviting atmosphere in Cherry Valley. This walkable city has many special qualities. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Cherry Valley

Are you looking for attractions to visit in the city? Venture out of your holiday home and experience everything that Cherry Valley has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Picton Golf and Country Club (6.6 mi / 10.6 km)
  • Huff Estates Winery (8.7 mi / 14 km)
  • Waupoos Winery (10.6 mi / 17 km)
  • Wellington on the Lake Golf Course (10.8 mi / 17.5 km)
  • County Cider Company (11.1 mi / 17.9 km)
  • Sandbanks Estate Winery (13.1 mi / 21 km)

Exploring the natural landscape of Cherry Valley

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Cherry Valley 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:

  • Sandbanks Provincial Park (6.2 mi / 9.9 km)
  • Lake on the Mountain Provincial Park (8.7 mi / 14 km)
  • Wellington Rotary Beach (9.3 mi / 15 km)
  • Wellington Main Street Park (9.7 mi / 15.6 km)
  • Bay of Quinte (15.1 mi / 24.3 km)
  • County Youth Park (5.5 mi / 8.8 km)

Frequently asked questions

What is the best area to stay in Cherry Valley when booking a holiday rental?
When considering a holiday rental in Cherry Valley, Ontario, a popular area to stay is the charming neighbourhood surrounding the picturesque Sandbanks Provincial Park. This area is renowned for its stunning natural beauty, featuring expansive sandy beaches and unique dunes, making it a superb spot for outdoor enthusiasts and families alike. In addition to the park, visitors will appreciate the proximity to the local wineries that dot the landscape, offering delightful tastings and tours that showcase the region's burgeoning wine industry.

Another appealing option is the vicinity of the quaint village centre, which provides a more community-focused experience. Here, you can explore local shops, cafés, and art galleries, giving you a taste of Cherry Valley's vibrant culture. This area is particularly convenient for those interested in immersing themselves in local events and festivals that often take place throughout the year.
How much does it cost to rent a holiday home in Cherry Valley?
Prices for holiday rentals in Cherry Valley 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cherry Valley to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cherry Valley holiday house rentals?
You can find great discounts on house rentals in Cherry Valley on Vrbo, 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 find long-stay holiday rentals in Cherry Valley?
A long-stay holiday rental in Cherry Valley 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Cherry Valley holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cherry Valley 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 on Vrbo 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.
What are popular rental amenities in Cherry Valley?
In Cherry Valley, Ontario, holiday rentals generally offer a variety of amenities that cater to visitors seeking a peaceful retreat. While there isn't a specific popular amenity highlighted, many properties typically include fully equipped kitchens, allowing guests to prepare their meals with local ingredients. Comfortable living areas are common, providing a homely atmosphere for relaxation after a day of exploring the beautiful surroundings, which include nearby parks and natural attractions. Some rentals may also feature outdoor spaces such as decks or patios, ideal for enjoying the scenic views or engaging in outdoor activities.
How early should I book a Cherry Valley holiday rental?
Book your Cherry Valley holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cherry Valley home rental booking on Vrbo?
To find Cherry Valley holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cherry Valley holiday rental prices shown on Vrbo?
Vrbo 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.

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