Cherry Valley holiday homes

We found 390 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in Cherry Valley that are 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:19 Dec - 26 Dec
  • 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

Why visit Cherry Valley

  • Stunning nature reserves: Discover the breathtaking landscapes and serene environments perfect for outdoor adventures in Cherry Valley.
  • Cherry Blossom Festival: Experience the vibrant spring festival celebrating beautiful cherry trees and local culture.
  • Local wineries: Explore nearby wineries and indulge in the region's finest wines for a true taste of Ontario.
  • Historic lighthouse: Visit the iconic lighthouse that adds charm and history to the picturesque setting of Cherry Valley.
  • Family-friendly atmosphere: Enjoy the welcoming community vibe that's perfect for a relaxing getaway with loved ones.

Top attractions near Cherry Valley

Cherry Valley, Ontario, offers a delightful mix of beach relaxation, wellness, and cultural experiences. Visitors can explore the stunning nature reserves, local galleries, and the historic lighthouse, all while enjoying outdoor adventures. Don’t miss the vibrant Cherry Blossom Festival in spring, where you can admire the beautiful cherry trees and discover nearby local wineries for a taste of the region's finest wines. Perfect for a getaway that combines relaxation with exploration.

  • Lake on the Mountain Provincial Park: A stunning natural reserve located 14.5km from Cherry Valley, offering serene landscapes and tranquil vibes. It's perfect for a relaxing day out, with scenic views that inspire peace and reflection.
  • Bloomfield Studios and Gallery: Situated 8.0km away, this vibrant gallery showcases local culture through diverse artworks. Immerse yourself in the creative atmosphere and appreciate the talent of regional artists.
  • County Youth Park: Just 8.0km from Cherry Valley, this urban park is ideal for families. With outdoor spaces for play and relaxation, it offers a lively environment perfect for enjoying the city vibes.

Things to do recommended for couples

For a romantic getaway in Cherry Valley, explore Caddy Shack Mini Golf for some fun-filled competition. Then, indulge in the charm of Waupoos and Huff Estates Wineries, both offering delightful experiences just a short drive away, perfect for a couple’s retreat.

Things to do recommended for families

Families visiting Cherry Valley can enjoy the stunning Sandbanks Provincial Park, located 11.3km away. This recreational area is perfect for relaxation and fun, offering beautiful beaches and opportunities for swimming, picnicking, and exploring nature trails, ensuring a memorable experience for everyone.

Things to do recommended for groups

Enjoy a round of golf at Wellington on the Lake Golf Course, experience the charm of Casa-Dea Estates Winery for some delightful tastings, or unleash your competitive spirit at PRZ Paintball for an adventure-packed day, all within a short drive from Cherry Valley.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're heading off with a group, family, or pets, or if you're considering an extended stay, be sure to apply the right filters to meet your needs. Here are some handy Vrbo booking tips to assist you.

  • Traveling to Cherry Valley with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Cherry Valley with young kids: Traveling with little ones can be a bit tricky. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Cherry Valley: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that your whole family feels comfortable and at ease.
  • Planning for a long term stay visiting Cherry Valley: If you’re on the hunt for holiday rentals with special offers for stays of a month or more, you’ve come to the right spot. With the right filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Cherry Valley

Cherry Valley, nestled in Prince Edward, Ontario, offers a delightful blend of beach relaxation and family-friendly vibes. Explore the enchanting Cherry Blossom destination, stroll through the picturesque Blossom Valley, and immerse yourself in the local culture at the Cherry Valley Festival. With its friendly people and tranquil atmosphere, this charming village is perfect for a rejuvenating getaway, where you can enjoy the beauty of cherry trees and the warmth of the community.

  • Prince Edward: Prince Edward is a vibrant city that encompasses Cherry Valley, offering a mix of business, family, and urban experiences. Nestled in the heart of Ontario's beautiful countryside, this area is perfect for those looking to unwind amidst nature while still enjoying city conveniences. Popular activities include visits to local recreational areas and shopping centres. You can explore stunning local landmarks like the picturesque beaches and serene lakes, as well as the lush nature reserves that provide ample opportunities for hiking and wildlife spotting.
  • Picton: Located a mere 8.0km from Cherry Valley, Picton is a charming village that welcomes visitors with its delightful atmosphere. Known for its family-friendly vibe and business-friendly amenities, Picton offers a range of activities including shopping at local stores and enjoying recreational areas. The village is surrounded by natural beauty, with nearby beaches and lakes ideal for relaxing or engaging in outdoor adventures. Don't miss the chance to visit the local nature reserves, which are perfect for a day of exploration and connecting with the region's diverse ecosystems.
  • Milford: Milford is a quaint village located 4.8km from Cherry Valley, providing a peaceful retreat for travellers. Like its neighbours, Milford is known for its welcoming atmosphere and a blend of business and family experiences. The village features recreational areas and shopping outlets, making it easy to enjoy a leisurely day. With proximity to beautiful beaches, tranquil lakes, and lush nature reserves, Milford offers numerous outdoor activities, ensuring that visitors can immerse themselves in the stunning natural landscape that defines this part of Ontario.

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.

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

Booking with Vrbo is a breeze

Planning your next adventure and want to save some dosh? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, if you book a longer stay, you could enjoy some substantial savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new holidays, manage your existing arrangements, or keep track of your bookings. The properties you’ve saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To check out your Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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 most popular type of holiday home accommodation in Cherry Valley?
The most popular types of holiday homes in Cherry Valley are cottages. Ready for more choices? Bookabach has numerous options to match our guests' unique requirements, so you'll see holiday homes in lots of sizes and shapes. The ideal home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Cherry Valley?
The average price for a holiday home in Cherry Valley is determined by a number of factors, like season, property type and length of stay. Whether you're thinking about a villa with space for extended family or an apartment that's perfect for two, just enter your dates of travel to see some great-value stays.
How much does it cost to rent a beach house in Cherry Valley?
Prices for beach houses in Cherry Valley can differ depending on the size and style of the property and when you plan to travel. Simply enter your dates of travel into Bookabach and the number of guests to see your home options and prices. From there you can use our filters to tailor your search by ratings, nearby activities and more.
Are there pet-friendly holiday homes in Cherry Valley?
Yes. You'll have a choice of 12 holiday homes that cater to pets in Cherry Valley. Lots of our pet-friendly holiday homes have space outdoors for your four-legged fur baby to run around in, complimentary treats, doggie beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect holiday home on Bookabach.
Can I rent a house with a pool in Cherry Valley?
Add an extra layer of fun to your trip by booking your crew into one of the 10 houses with a private pool in Cherry Valley. Use our search filter to find the kind of property you want on Bookabach, and then spend leisurely days playing and splashing in a swimming pool that's only for you.
What are popular home amenities in Cherry Valley?
A firepit, a nearby river and tennis rank as the most popular home amenities in Cherry Valley. Whether you're heading away as a party of one, with your better half or a group of best friends, Bookabach can help you find a holiday home that matches your tastes with all the features you're looking for.
Are there large group holiday homes in Cherry Valley?
With eight Cherry Valley holiday properties that can host five or more people, you can invite a few extra family members or buddies along. Whether you're planning an informal get-together or a special event, Bookabach will help you book the ideal space for the occasion.
Are there holiday homes in Cherry Valley that welcome kids?
With 12 family-friendly holiday properties available in Cherry Valley, there's never been a better time to introduce your kids to the wonders of travel. Check our "Properties good for families" filter box to look for stays that come with amenities ideal for holidaying families, like kitchens, pools, entertainment areas and bunk beds.
What are the top attractions for families in Cherry Valley?
Keeping the kids amused during your stay in Cherry Valley is simple with these exciting family-friendly attractions:

  • Caddy Shack Mini Golf
  • Mariners Park Museum
  • Sandbanks Provincial Park

Can I find two-bedroom holiday homes in Cherry Valley?
Take off with your loved ones and enjoy peace, privacy and comfort in one of the seven two-bedroom holiday homes Cherry Valley has to offer.
Are there holiday homes with WiFi in Cherry Valley?
Cherry Valley has six holiday homes with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to writing and sending emails, these Bookabach homes make it a breeze to get online.
How can I find holiday homes with air conditioning in Cherry Valley?
Cherry Valley has 11 holiday homes where you can spend your days in air-conditioned comfort. To locate a stay on Bookabach that features this perk, enter your travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Cherry Valley?
The minimum age is typically 16, 18 or 21. It can change across properties on Bookabach, so check the rules of your preferred Cherry Valley holiday home before you book.
How long can I rent a holiday home in Cherry Valley for?
The amount of time you can rent a Cherry Valley holiday home for is up to the property. Simply tap in your preferred travel dates to view available options that offer extended stays. They have all you need to make your extended trip more convenient and comfortable, like kitchens and air conditioning. Some holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

More Holiday Rentals ideas