Discover Your Perfect Bolton Vacation Homes

Bolton Pet Friendly Vacation Rentals

|
8.2 (37 Reviews)
House
Kleinberg House
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Bolton on PetFriendly.io

Why Choose Rent By Owner for your Bolton Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Bolton

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the best seasons for exploring this region depend on your interests and preferred weather conditions.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, you'll find this destination lively with outdoor activities and events, making it an ideal time to explore local surroundings.

Average Temperature Daytime: around 25°C - Nighttime: around 15°C
autumn
Fall (September to November)

As the region transforms with vibrant foliage, it's a perfect season for scenic drives and outdoor adventures in the area.

Average Temperature Daytime: around 20°C - Nighttime: around 10°C

Off-Season Highlights

image
Winter (December to February)

You can enjoy quieter surroundings and winter scenery, which offers a peaceful retreat away from peak tourist times.

Average Temperature Daytime: -5°C - Nighttime: -10°C
image
Spring (March to May)

This is a less crowded time as the natural beauty begins to bloom, providing a serene setting for a relaxing stay.

Average Temperature Daytime: around 10°C - Nighttime: around 2°C

Weekly Weather Forecast for Bolton

How to Book Your Bolton Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Bolton

More Top-Rated Vacation Rentals in Bolton Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to private outdoor spaces such as patios or decks for relaxing and dining outside.
  • Beautiful gardens or landscaped yards that allow you to enjoy the natural surroundings.
  • Outdoor seating areas perfect for unwinding after a day exploring the region.
  • Barbecue grills available for outdoor cooking and family gatherings.
  • Proximity to scenic walking or bike trails that showcase the area's natural beauty.
  • Spacious driveways or parking areas suitable for multiple vehicles and outdoor activities.
  • Potential access to outdoor recreational facilities like pools or sports courts on the property.

Top Attractions Around Bolton

What attractions are nearby?

In this charming region, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty and tranquil atmosphere, making your stay in Bolton and nearby areas truly memorable.

image
image

Family Activities

  • Caledon Equestrian Park: Enjoy a family day at this popular outdoor spot, where you can watch horseback riding demonstrations and explore scenic trails suitable for all ages.
  • Mono Cliffs Provincial Park: Discover hiking and nature exploration opportunities that offer breathtaking views and immersive outdoor experiences for families in the area.
  • Bolton Farmers' Market: Visit this vibrant market to taste local produce, homemade treats, and engage with community vendors, making it a delightful outing for everyone.
  • Chinguacousy Park: Spend your day at this versatile park featuring playgrounds, picnic areas, and splash pads, perfect for family fun in a natural setting close to town.
image

Adult Activities

  • Caledon Trailway: Discover scenic views and enjoy a peaceful walk or bike ride along this well-maintained trail that connects you to the natural beauty of the area.
  • Caledon Ski Clubs: Experience winter adventure at local ski clubs offering skiing and snowboarding opportunities perfect for a fun day outdoors.
  • Historic Downtown Bolton: Explore charming shops, local eateries, and cultural sites in the historic downtown area, ideal for leisurely strolls and discovering regional charm.
  • Caledon Equestrian Park: Engage with equestrian activities or simply enjoy watching horse shows and riding events in this renowned park nestled within the region.

Bolton Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor attractions: Take advantage of the region’s scenic parks and trails to enjoy the natural beauty surrounding your vacation rental in Bolton and its nearby areas.
  • Visit seasonal events and festivals: Check the local event calendar to experience authentic regional culture and community celebrations during your stay.
  • Discover nearby dining options: Savor regional flavors by exploring the area’s restaurants and cafes, many of which are just a short drive from your vacation rental.
  • Plan day trips to nearby destinations: Use this destination as a base to explore other highlights in the Caledon region for a well-rounded vacation experience.

Transportation Options

  • Public Transit (GO Transit and Local Buses): You can rely on the regional transit system to easily access different parts of the area from your vacation rental in Bolton, Caledon, Ontario.
  • Driving Your Own Vehicle: Having a car provides the flexibility to explore this destination and its scenic surroundings at your own pace.
  • Taxis and Ride-Sharing Services: Convenient options like taxis and ride-shares are available for quick and reliable transportation within the region.
  • Airport Transfers: If you're arriving from afar, private shuttle services or airport taxis connect you smoothly to your vacation rental in the area.

Local Customs Options

  • Traditional Caledon Events: Embrace the region's rich history by participating in local festivals that celebrate its agricultural heritage and community spirit.
  • Polite Courtesies: Visitors often observe courteous greetings and respectful manners, reflecting the region’s close-knit and friendly community atmosphere.
  • Seasonal Celebrations: The area hosts seasonal customs such as fall harvest festivals and winter holiday events that highlight local traditions and foster community connections.
  • Respect for Nature: Environmental consciousness is evident, with locals taking pride in preserving the natural beauty of the region through eco-friendly practices during outdoor activities.

Frequently Asked Questions About Bolton?

1. What are the top vacation rentals in Bolton?

There are a lot of options in Bolton. If you plan on staying in the Bolton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bolton:

2. How many vacation rentals have private pools in Bolton?

There are 1 vacation rentals with private pools near Bolton. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Bolton are best for families?

If you are looking for a family-friendly vacation home in Bolton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bolton:

4. How many Rentbyowner vacation rentals are available in Bolton?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 88 in the Bolton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Bolton.