Chesley vacation rentals

We found 21 vacation rentals — enter your dates for availability
Scroll through and select from vacation rentals in Chesley to find one that's perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
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Find out more about Chesley

Why visit Chesley

  • Outdoor Adventures: Enjoy a variety of outdoor activities with picturesque lakes and urban parks perfect for relaxation and exploration.
  • Rich History: Discover the fascinating history of the area at the Chesley Museum, providing insight into the local heritage.
  • Charming Atmosphere: Experience the friendly and welcoming spirit of this quaint village, ideal for families and couples alike.
  • Scenic Beauty: Revel in the captivating views that make Chesley a lovely destination for memorable getaways.
  • Variety of Accommodations: Choose from charming cottages, private holiday homes, and cozy apartments to suit your holiday needs.

Popular types of accommodation in Chesley

If you're exploring holiday rentals in Chesley, you're in for a treat. The most sought-after accommodations include charming cottages, inviting private holiday homes, and cozy apartments. For those interested in Elderslie rentals or MLS listings in Arran Elderslie, you'll find a variety of properties to suit your needs, including options with additional parking for your convenience. Enjoy a worry-free stay with transparent information and ample choices to make your visit memorable.

  • Cottages: The top choice among visitors, these charming accommodations offer a cozy atmosphere and a taste of rustic living.
  • Private Holiday Homes: A popular option for families or groups, these homes provide ample space and the comforts of home.
  • Apartments: Ideal for solo travellers or couples, apartments offer convenience and easy access to local attractions.
  • Cabins: Nestled in nature, cabins offer a serene escape for those seeking tranquility and outdoor adventures.
  • Villas: For a touch of luxury, villas provide spacious living areas and exquisite surroundings for a memorable stay.**

Top attractions near Chesley

Chesley offers a delightful escape for those seeking outdoor adventures, romantic getaways, and beautiful scenery. Visitors can explore picturesque lakes, unwind in urban parks, and discover the local library. The area is perfect for travellers who appreciate nature, beach experiences, and captivating views, making it a lovely destination for a memorable holiday.

  • Habermehl Lake: A serene escape just 10km from Chesley, Habermehl Lake offers picturesque scenery and a lovely beach for relaxation. Perfect for romantic outings or outdoor adventures, it invites visitors to enjoy its tranquil vibes.
  • Hanover Square: Located 16km away, this urban park is a family-friendly destination with plenty of green space. Ideal for picnics and leisurely strolls, it captures the essence of city life while providing a refreshing outdoor experience.
  • Hanover Raceway: Situated 18km from Chesley, this horse racetrack showcases thrilling equestrian events. It's a lively spot to soak in the excitement and enjoy a unique atmosphere, perfect for horse racing enthusiasts.

Things to do recommended for couples

Chesley offers a delightful experience for couples. Enjoy a romantic walk along the scenic riverside trails, explore local artisan shops, or indulge in a cozy dinner at a charming bistro. Don't forget to relax and take in the peaceful ambiance of the countryside together.

Things to do recommended for families

Families will love exploring the beautiful trails of the nearby Arran-Elderslie parks, or enjoying a day at the Chesley Community Pool. Don't miss the chance to visit local farms for fresh produce and family-friendly activities, ensuring a memorable experience for everyone.

Things to do recommended for groups

Groups visiting Chesley can explore the charming downtown area with its unique shops and local eateries. Enjoy a scenic walk along the Saugeen River and take part in seasonal festivals that showcase local culture and crafts, offering a delightful experience for everyone in the group.

*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 Chesley

If you're planning a trip with a group, your family, or even your pets, or if you're interested in extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Chesley with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor space for group activities. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Chesley with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Chesley: For many, a family vacation wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chesley: If you're in search of vacation 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 discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay near Chesley

Your visit to Chesley, nestled in Arran-Elderslie, promises a delightful blend of outdoor adventures and charming scenery. Explore the friendly atmosphere of the town, where family-friendly activities abound, and take in the rich history at the Chesley Museum. Enjoy the picturesque surroundings that make for a romantic getaway, and immerse yourself in the welcoming community spirit of this quaint village.

  • Hanover: Hanover is a charming city located approximately 16km from Chesley, known for its outdoor adventure and family-friendly experiences. Visitors can explore the local recreational area, which features beautiful parks and a vibrant public market. The city's proximity to a lovely beach and serene lake makes it an ideal spot for swimming, picnicking, and enjoying nature. With various trails for hiking and biking, Hanover is perfect for those looking to embrace the great outdoors while spending quality time with family.
  • Brockton: Just 16km from Chesley, Brockton offers a stunning blend of outdoor scenery and adventure. The city is home to several recreational areas, campgrounds, and even a ski resort, making it a versatile destination for year-round activities. Nature lovers will appreciate the nearby national and state parks, where they can hike breathtaking trails, admire picturesque lakes, and experience the beauty of Ontario’s landscapes. Whether you're seeking a thrilling adventure or a serene retreat, Brockton has something for everyone.
  • Paisley: Located 14km from Chesley, the quaint village of Paisley is a fantastic destination for outdoor enthusiasts and families alike. With a variety of campgrounds and recreational areas, visitors can engage in fun activities such as hiking, fishing, and exploring the arcade adventure zone. The nearby national state park and lovely lake provide ample opportunities for relaxation and enjoyment of the natural surroundings. Paisley’s small-town charm and access to outdoor amenities make it a delightful place to unwind and create lasting memories.

Best time to go to Chesley

If you're planning a trip to Chesley, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in February, July and November, while off-peak times, like January and April to May tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January21.7°F (-5.7°C)Light RainVery CloudySlightly LowSlightly Low
February21.2°F (-6.0°C)Light RainVery CloudySlightly HighAverage
March29.8°F (-1.2°C)Light RainMostly CloudyAverageSlightly Low
April40.1°F (4.5°C)Light RainMostly CloudySlightly LowAverage
May52.3°F (11.3°C)Light RainMostly SunnySlightly LowAverage
June60.6°F (15.9°C)Light RainMostly SunnyAverageSlightly High
July67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
August67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
September61.0°F (16.1°C)Light RainMostly SunnyAverageAverage
October49.8°F (9.9°C)Light RainMostly CloudyAverageAverage
November38.1°F (3.4°C)Light RainMostly CloudySlightly HighSlightly Low
December29.5°F (-1.4°C)Light RainVery CloudyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming travel adventure? Being flexible with your travel dates can lead to better deals, as prices often fluctuate. Additionally, consider booking a longer stay, which can result in considerable savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental. We're here to help you make the most of your travel experience.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to design new trips, pick up right where you left off, and manage your travel plans with ease. You can easily access the properties you've saved or booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Chesley getaway

Learn about the unique charm of Chesley with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Chesley

Do you want to discover attractions to see while you're in the area? Venture out of your vacation home and check out everything that makes Chesley a fun place to get away. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Saugeen Golf Club (17.6 mi / 28.3 km)
  • South Port Golf Course (18.2 mi / 29.3 km)
  • Jones Falls (18.6 mi / 29.9 km)
  • Southampton Golf & Country Club (19.8 mi / 31.9 km)
  • Playtime Casino Hanover (10.8 mi / 17.4 km)
  • Walkerton Golf & Curling Club (12.4 mi / 20 km)

Exploring the natural landscape of Chesley

Whether you're an outdoor enthusiast or just want to take in the scenery, Chesley is a great place to get out in nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Lake Rosalind (8.7 mi / 13.9 km)
  • Inglis Falls (17.3 mi / 27.8 km)
  • Harrison Park (18.4 mi / 29.6 km)
  • Jones Falls (18.6 mi / 29.9 km)
  • Port Elgin Beach (18.8 mi / 30.2 km)
  • Chesley Lake (19 mi / 30.6 km)

Frequently asked questions

What is the best area to stay in Chesley when booking a vacation rental?
When considering a vacation rental in Chesley, Ontario, the most appealing area to stay in is the charming downtown district. This area offers a delightful blend of local shops, eateries, and a sense of community that makes for a pleasant experience. The downtown is particularly vibrant, featuring an array of quaint cafes and restaurants, superb for sampling local cuisine.

One of the top attractions in Chesley is the Chesley Lake, where visitors can enjoy a variety of outdoor activities such as fishing, boating, and picnicking. The scenic surroundings provide a superb backdrop for relaxation and recreation. Additionally, the annual Chesley Agricultural Fair draws in many visitors, showcasing local agriculture and crafts, which adds a unique cultural touch to the area.

In terms of vacation rentals, the downtown area boasts a variety of properties, ranging from cosy cottages to charming apartments, ensuring that you can find something that suits your preferences.
How much does it cost to rent a vacation home in Chesley?
Prices for vacation rentals in Chesley 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. Vrbo offers something for every taste and budget, from affordable rentals in Chesley to more spacious homes.
Are there any discounts for Chesley vacation house rentals?
You can find great discounts on house rentals in Chesley 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 vacation rentals in Chesley?
A long-stay vacation rental in Chesley 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 Chesley vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chesley 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.
How early should I book a Chesley vacation rental?
Book your Chesley vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Chesley?
In Chesley, Ontario, visitors can enjoy a charming small-town atmosphere with a variety of attractions. The Chesley Lake is a popular spot for outdoor activities, including swimming, fishing, and picnicking, making it ideal for families and nature lovers alike. The lake is surrounded by beautiful parks, providing ample space for leisure and relaxation.

The downtown area features quaint shops and local eateries, where travellers can experience the community's hospitality and perhaps find unique artisanal products. Additionally, the Chesley Heritage Centre offers insights into the town's history, showcasing local artefacts and exhibitions that reflect its cultural heritage.

For those interested in outdoor pursuits, the surrounding countryside provides opportunities for hiking and exploring the scenic landscapes of Grey County, with its rolling hills and vibrant fall colours.
Can I change or cancel my Chesley home rental booking on Vrbo?
To find Chesley vacation 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Chesley vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.

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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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