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 4 best family friendly rentals

5 Bedroom Vacation Cottage - King City - Bolton
9.8 124 reviews

5 Bedroom Vacation Cottage - King City

house, King
This five-bedroom holiday home is located in Schomberg, near King City, approximately 22.5 kilometres from Canada's Wonderland and 26 kilometres from Vaughan Mills Shopping Centre.
The recently renovated property sleeps up to a large family, boasting a fully equipped kitchen, private garden with barbecue, indoor play area, terrace, free Wi-Fi, and free private parking.
Charming Gta Retreat | Near Airport And Wonderland - Bolton
No reviews

Charming Gta Retreat | Near Airport And Wonderland

apartment, Toronto
This Brampton flat, situated in the Ebenezer East district, offers a 10-minute drive to Toronto Pearson International Airport and convenient motorway access to Downtown Toronto, Canada's Wonderland, and Niagara Falls.
This family-friendly residence provides three bedrooms for up to six guests, a fully equipped kitchen, air conditioning, parking, and is within walking distance of Downsview Park and Vaughan Mills Shopping Centre.
Newly Built Luxurious 3brm Town Hs/airport/parking - Bolton
8.3 45 reviews

Newly Built Luxurious 3brm Town Hs/airport/parking

house, Bolton
This spacious three-bedroom house in Brampton, conveniently located 11km from Toronto Pearson International Airport, offers easy access to York University (18km) and the Aviva Centre (16km).
The 186 square metre property boasts a fully equipped kitchen, private parking, a garden and terrace, and sleeps up to six guests comfortably, making it ideal for families or groups visiting the area.
Tosam Luxury Lodge Two Bedroom Suite - Bolton
9.3 26 reviews

Tosam Luxury Lodge Two Bedroom Suite

apartment, Toronto
This two-bedroom flat is located in Brampton, a suburb just west of Toronto, 30 kilometres from Canada's Wonderland and 37 kilometres from Casa Loma. The apartment has received excellent user ratings and very good ratings for location and cleanliness.
The 93 square metre flat comfortably sleeps four guests. It offers a range of amenities, including free Wi-Fi, private parking, a fully equipped kitchen, outdoor dining space, and air conditioning.

Best Bolton vacation rentals with parking

Newly Built Bolton Studio - Bolton
9.8 56 reviews

Newly Built Bolton Studio

apartment, Bolton
This studio apartment is located in Bolton, a charming town just 40 kilometres from Toronto Airport and 72 kilometres from Downtown Toronto, offering a peaceful escape from the city. The accommodation has received excellent ratings for its cleanliness, location, and overall experience.
The self-contained studio is ideal for a small family or group of friends, comfortably accommodating up to four guests. Amenities include free Wi-Fi, a 55-inch TV with streaming services, a fully equipped kitchen with a fridge and microwave, a private entrance, free parking, and complimentary laundry facilities.
Fireside 3br By Canterra Stays · Sleeps 6 - Bolton
9.9 17 reviews

Fireside 3br By Canterra Stays · Sleeps 6

house, Toronto
This private 2-bedroom plus den guesthouse offers a secluded stay in a suburban Toronto location, providing swift access to major routes like the 410 and 407, and is conveniently situated approximately 10 kilometres from Pearson Airport.
This accommodation for up to six guests features a modern kitchen with a coffee station, a spa-style bathroom with a walk-in shower, a fireplace, a workspace, and complimentary Wi-Fi and driveway parking, with an optional Tesla charger available.
Separate Apartment With  Pool, On Golf Course. - Bolton
9.9 109 reviews

Separate Apartment With Pool, On Golf Course.

apartment, Bolton
This studio apartment is located in Caledon, Ontario, just 5km from Caledon Equestrian Park and 30km from Pearson International Airport, offering a peaceful setting on the back of a golf course. The apartment has received excellent ratings for cleanliness, location, and user experience.
The apartment features a spacious open-plan design, ideal for a couple, and is equipped with a fully-functional kitchen, a private inground pool, and a patio with a barbeque. Guests can enjoy a range of amenities including air conditioning, a dishwasher, and a garden, making it a comfortable and convenient choice for exploring the surrounding area.
Cozy 1bdr Apt In Palgrave - Bolton
9.4 35 reviews

Cozy 1bdr Apt In Palgrave

apartment, Caledon East
This cosy one-bedroom flat is situated in Palgrave, just 10 kilometres north of Bolton/Caledon, and is located across from Caledon Hills Brewing Company. It's also just a short distance from the Trans Canada Trail and Bruce Trail, offering easy access to nature. The apartment has received excellent ratings for location, cleanliness and user experience.
The flat offers one bedroom and one bathroom, accommodating up to two guests. It comes equipped with a fridge, freezer, microwave oven, dishwasher, air conditioning, internet and parking, making it a comfortable and convenient stay.

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

Large Estate With Luxury Collection Of Amenities - Bolton
No reviews

Large Estate With Luxury Collection Of Amenities

house, King
This luxurious seven-bedroom property is situated in Schomberg, just 25km from Canada's Wonderland and 28km from Vaughan Mills Shopping Centre, offering a peaceful retreat in a picturesque setting. The spacious villa spans 743 square metres and comfortably accommodates up to 31 guests.
This stunning house features a private pool, a hot tub, a sauna, and a tennis court, providing ample opportunities for relaxation and entertainment. Guests can also enjoy a fully equipped kitchen, a bar, and a garden, ensuring a comfortable and enjoyable stay.
Luxury 4-bedrooms Home… - Bolton
9.5 53 reviews

Luxury 4-bedrooms Home…

apartment, Toronto
This four-bedroom flat is located in Brampton, just a short drive (around 30km) from Toronto's attractions, including Vaughan Mills Shopping Centre, Canada's Wonderland, and Aviva Centre. The property has consistently received excellent ratings for cleanliness, location, and overall user experience.
The spacious 167 square metre apartment comfortably accommodates up to eight guests and offers a fully equipped kitchen, a private patio, a balcony, free parking, and free Wi-Fi. Enjoy relaxing in the living area with a flat-screen TV and cable channels, or take advantage of the modern amenities, including air conditioning, a washing machine, a walk-in shower, and a bath.
Modern Cozy Home - Spacious - Near Airport With Ac - Bolton
No reviews

Modern Cozy Home - Spacious - Near Airport With Ac

apartment, Toronto
This spacious one-bedroom flat is located in Brampton, 14 kilometres from Toronto Pearson International Airport.
This property offers 3,200 square metres of living space, accommodating up to 21 guests with a fully equipped kitchen, kitchenette, air conditioning, WiFi, and on-site parking.

Best pet friendly Bolton vacation rentals

Among the 18 accommodations in Bolton, here are the 4 best pet friendly rentals

Cozy 3-bedroom Caledon Basement Suite With Private Entry, Full Kitchen, Wifi, Laundry & Spacious Backyard Patio - 5 Mins To Brampton - Great For Families, Groups & Long Stays! - Bolton
9.7 4 reviews

Cozy 3-bedroom Caledon Basement Suite With Private Entry, Full Kitchen, Wifi, Laundry & Spacious Backyard Patio - 5 Mins To Brampton - Great For Families, Groups & Long Stays!

apartment, Toronto
This three-bedroom, two-bathroom self-catering apartment in Caledon, Ontario, is conveniently located approximately 21 kilometres from Toronto Pearson International Airport and 39 kilometres from York University.
The 88-square-metre property boasts a private entrance, garden, parking, free Wi-Fi, a fully equipped kitchen including a dishwasher, and sleeps up to 10 guests, with added features such as a private basketball court.
Spacious Bright Home In Woodbridge - Bolton
9.6 7 reviews

Spacious Bright Home In Woodbridge

house, Toronto
This detached house in Woodbridge, Vaughan, is situated between 8 and 11 kilometres from Vaughan Mills Shopping Centre, Aviva Centre, and York University.
Offering accommodation for up to 19 guests, this property features four bedrooms, three bathrooms, complimentary Wi-Fi, and private parking, with a fully equipped kitchen available for use.
Luxury 3+1 Bedrooms Home - Bolton
No reviews

Luxury 3+1 Bedrooms Home

apartment, Toronto
This Brampton flat in the Ebenezer East district is centrally located, offering easy access to Vaughan, Woodbridge, and North York, with Brampton East just 1.5 kilometres away and Downsview Park 8.7 kilometres distant.
This 4-bedroom, 3-bathroom dwelling accommodates up to 8 guests, boasting a fully equipped kitchen, complimentary Wi-Fi, air conditioning, private parking for 3 cars, and a rear garden, with one complimentary shuttle service to or from Toronto Pearson International Airport (YYZ).
House ∙ 1 Bedroom ∙ 2 Guests - Bolton
9.8 6 reviews

House ∙ 1 Bedroom ∙ 2 Guests

house, King
This romantic off-grid cabin, near Toronto in rural Ontario, offers a glamping experience a short distance from the city.
The King accommodation comprises a cozy double bed, sleeps two, features a wood-burning stove, outdoor fire pit, propane barbecue, and a furnished covered porch with wetland views; linens are provided (guests must bring towels).
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