Compare Vacation Rentals & Airbnb in Bolton

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Bolton vacation rentals
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18 Rentals and Airbnb in Bolton

Best family friendly Bolton vacation rentals

Among the 18 accommodations in Bolton, here are the 3 best family friendly rentals

Gorgeous 4 Bed Room With Huge Lot And Sauna Bath - Bolton
9.3 45 reviews

Gorgeous 4 Bed Room With Huge Lot And Sauna Bath

apartment, Bolton
This spacious apartment is located in Bolton, just a short walk from the town centre and the Bolton Museum and Art Gallery. It has consistently received excellent ratings for location, cleanliness and overall experience.
The apartment comfortably sleeps 15 guests in a family-friendly layout. It includes a fully equipped kitchen, a garden, parking, air conditioning, and internet access, making it perfect for a group getaway.
Cozy 3bedroom 2½ Bathroom W/ Office 12 Minutes From Toronto Pearson Airport - Bolton
10 1 review

Cozy 3bedroom 2½ Bathroom W/ Office 12 Minutes From Toronto Pearson Airport

apartment, Toronto
This three-bedroom, three-bathroom Woodbridge house is situated approximately 5km from the Kortright Centre for Conservation, Boyd Conservation Area, and OSA Soccer Centre, with Vaughan Mills Mall and the McMichael Canadian Art Collection under 10km away.
This family-friendly property offers a private patio, garden, parking, barbecue facilities, a fully equipped kitchen including a dishwasher, and free Wi-Fi; accommodating up to six guests and boasting a fireplace and air conditioning.
Cozy 3 Bedroom Retreat - Bolton
8.5 22 reviews

Cozy 3 Bedroom Retreat

apartment, Nobleton
This four-bedroom apartment is located in Nobleton, just 9 kilometres from the Village of Kleinburg and 6 kilometres from Copper Creek Golf Club. It has received very good user ratings, an excellent location rating, and a good cleanliness rating.
This spacious property can comfortably accommodate up to 8 guests and features a fully equipped kitchen, a garden, a deck, and a fire pit. Guests can enjoy free Wi-Fi, air conditioning, and access to streaming services, as well as a range of entertainment options including board games and a pool table.

Best Bolton vacation rentals with parking

5brdm Luxury Home, Wit Game Room - Bolton
No reviews

5brdm Luxury Home, Wit Game Room

apartment, Toronto
This five-bedroom apartment is ideally located in a convenient area of Toronto, just a short distance from major attractions and amenities. The surrounding area offers a relaxed atmosphere, perfect for families and groups seeking a comfortable stay.
The property is spacious and can accommodate up to 10 guests, making it ideal for larger families or groups of friends. The apartment is equipped with modern amenities, including a fully equipped kitchen, a games room with entertainment options for all ages, and a spacious outdoor patio for enjoying the warm weather.
Elegant 2-bedroom Suite In Custom Mansion Peaceful Family Friendly Neighborhood - Bolton
No reviews

Elegant 2-bedroom Suite In Custom Mansion Peaceful Family Friendly Neighborhood

apartment, Toronto
This Woodbridge manor house, in the Vaughan district of Toronto, is conveniently located within a 5km radius of Boyd Conservation Area, Kortright Centre for Conservation, Vaughan Mills shopping mall, and Canada's Wonderland.
The two-bedroom property sleeps four guests and offers Wi-Fi, air conditioning, essential toiletries, and is close to other attractions including Downsview Park and High Park.
Detached & Spacious | 5 Bedroom Luxe | Bbq, Patio - Bolton
10 4 reviews

Detached & Spacious | 5 Bedroom Luxe | Bbq, Patio

apartment, Bolton
This five-bedroom detached house in a residential area of Bolton offers private parking and convenient access to local amenities, situated just 3.5 kilometres from Bolton town centre.
This property provides accommodation for up to 10 guests with a fully equipped kitchen, air conditioning, a garden with a BBQ grill, and an indoor fireplace, ideal for families and large groups seeking a private retreat.
The Refresh Stream - Bolton
No reviews

The Refresh Stream

apartment, Toronto
This Brampton basement flat, a 25-30 minute drive (approx. 32-39km) from Square One Shopping Centre and 15 minutes (approx. 16km) from Bramalea City Centre, offers convenient access to Toronto Pearson International Airport (YYZ).
Sleeping up to six guests, this two-bedroom, one-bathroom self-contained apartment features two fireplaces, a fully equipped kitchen including a conventional oven and toaster oven, air conditioning, parking, and internet access; nearby amenities include walking trails and Canada's Wonderland.

Frequently Asked Questions about vacation rentals in Bolton

  • Which neighborhood in Bolton should you consider for a vacation rental?

    For a central location, Bolton Town Square is ideal. You'll be close to shops, restaurants, and the Bolton Museum. If you prefer a quieter setting, Glen Williams offers a more rural feel with beautiful scenery.
  • What are the best Airbnb and vacation rentals in Bolton?

  • What are the top family-friendly attractions in Bolton?

    The Bolton Fairgrounds hosts many events throughout the year, including the popular Bolton Fall Fair. For a fun day out, the Caledon Animal Shelter is a great place to visit and interact with animals. The Caledon Trailway offers scenic cycling and walking trails, perfect for a family outing.
  • What are the most popular Airbnbs in Bolton?

  • When is the best time to book a vacation rental in Bolton?

    The best time to book is in the spring or autumn when the weather is pleasant and there are fewer crowds. The Bolton Fall Fair is a popular event in September, so if you want to attend, book well in advance.
  • What are the best vacation rentals with a pool in Bolton?

  • What events or festivals should visitors check out in and around Bolton?

    The Bolton Fall Fair is a must-see, with live music, food stalls, and agricultural displays. For something different, the Caledon Hills Arts Festival in June showcases local artists and musicians.
  • What are the best rentals for families and kids in Bolton?

  • What are the best budget-friendly activities in Bolton?

    A stroll through Bolton Town Square is free and offers a glimpse of local life. The Caledon Trailway is perfect for a budget-friendly walk or cycle, and you can pack a picnic lunch to enjoy along the way.
  • What are the best rentals or Airbnbs with a jacuzzi in Bolton?

  • What are the best restaurants with local dishes in Bolton?

    The Bolton Grill is a local favourite, known for its burgers and fries. For a more upscale dining experience, The Millcroft Inn offers a sophisticated menu with fresh, seasonal ingredients.
  • What are the best walking or cycling routes in Bolton?

    The Caledon Trailway is a popular choice, offering over 40km of paved trails. For a shorter walk, the Bolton Town Square loop is a pleasant route with plenty of shops and cafes to stop at along the way.
  • Are there pet-friendly attractions in Bolton?

    The Caledon Trailway is a great option for a walk or cycle with your furry friend. Many of the cafes and restaurants in Bolton Town Square also have outdoor seating where you can enjoy a meal with your dog.
  • What are the benefits of choosing a vacation rental in Bolton?

    Vacation rentals offer more space and privacy than a hotel room. They can also be a more affordable option, especially for families or groups. You'll often find that they have a more homey feel, making you feel more at ease.
  • What are the top sports attractions and facilities in Bolton?

    Bolton is home to the Caledon Community Complex, which offers a variety of sports facilities, including an indoor pool, ice rink, and fitness centre. The Bolton Golf Club is another great option for those who enjoy the sport.

Popular destinations

Best Bolton vacation rentals with a balcony

Relax In Nature | 30 Mins To Airport - Bolton
10 3 reviews

Relax In Nature | 30 Mins To Airport

bungalow, Bolton
This luxury 10-acre private estate, a detached house, is situated in Rural Caledon, a mere 5-minute drive from Bolton town centre and 48 kilometres from Toronto Pearson International Airport.
This expansive property accommodates eight guests across four bedrooms and two bathrooms, boasting a chef's kitchen, a sunken living room, a 69-square-metre two-level cedar deck, and ample parking, all offering total privacy with pond views.

Best pet friendly Bolton vacation rentals

Among the 18 accommodations in Bolton, here are the 1 best pet friendly rentals

Clean Home Sleep 13+wifi Netflix Parking 7beds - Bolton
8.0 2 reviews

Clean Home Sleep 13+wifi Netflix Parking 7beds

apartment, Toronto
This Brampton property offers a convenient base for exploring Toronto, situated approximately 24 kilometres from Pearson International Airport and within easy reach of Billy Bishop Toronto City Airport, as well as attractions like Canada's Wonderland.
This three-bedroom, three-bathroom flat accommodates up to 15 guests with seven beds, featuring complimentary WiFi, Netflix, air conditioning, and a patio deck, with on-site parking and flexible self-check-in arrangements.
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