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

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.
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.
Kleinburg Luxe Town Residence 9 Queen Beds Sleeps 18 - Bolton
9.3 14 reviews

Kleinburg Luxe Town Residence 9 Queen Beds Sleeps 18

house, King
This Kleinburg Luxe Crown Town Residence is situated in Vaughan, Ontario, approximately 11 kilometres from Toronto Pearson International Airport, 11 kilometres from Canada's Wonderland, and 13 kilometres from Vaughan Mills Shopping Centre.
The 214-square-metre property offers a spacious four-bedroom, three-bathroom layout sleeping up to 31 guests, complete with a fully equipped kitchen, Wi-Fi, private parking, air conditioning, and a garden.
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.

Best Bolton vacation rentals with parking

Guesthouse In Brampton-caledon 2br 2.5ba - Bolton
10 2 reviews

Guesthouse In Brampton-caledon 2br 2.5ba

apartment, Bolton
This private, spacious walkout basement guest suite is located on the Brampton-Caledon border, a 36-kilometre drive from Toronto Pearson Airport and a 2-minute walk to a local park.
This self-contained apartment offers two en-suite bedroom suites accommodating up to six guests, featuring a fully equipped kitchen, dedicated workspace, 85-inch smart TV, keyless entry, free driveway parking for two cars, and access to a private backyard.
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.
Beautiful 5br Home | Bbq, Patio & Private Backyard - Bolton
10 5 reviews

Beautiful 5br Home | Bbq, Patio & Private Backyard

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.
Spacious 4br Semi-detached Home In Brampton - Bolton
No reviews

Spacious 4br Semi-detached Home In Brampton

apartment, Toronto
This four-bedroom flat is situated in Brampton, a district of Toronto, offering a comfortable base for exploring the wider region.
This accommodation for eight guests includes a kitchen with a fridge, freezer, microwave, and dishwasher, alongside air conditioning, parking, and internet access.

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

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.
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.
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.
Heated Pool  Exclusively Yours · Sleeps 12 · Spa Ensuite · Resort Backyard - Bolton
No reviews

Heated Pool Exclusively Yours · Sleeps 12 · Spa Ensuite · Resort Backyard

apartment, Toronto
This luxurious Castlemore estate, located in the Vales of Castlemore North, Brampton, is situated 20 kilometres from Toronto Pearson International Airport and 36 kilometres from Downtown Toronto, offering convenient access to major motorways and retail centres.
This expansive property accommodates up to 12 guests, featuring a chef-ready kitchen, spa-inspired bathrooms, a private garden with a seasonal pool, and is ideal for families or executive stays with amenities including air conditioning and Wi-Fi.

Best pet friendly Bolton vacation rentals

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

House ∙ 1 Bedroom ∙ 2 Guests - Bolton
9.7 5 reviews

House ∙ 1 Bedroom ∙ 2 Guests

house, King
This off-grid cabin, situated approximately 64km north of Toronto Pearson International Airport in a rural area near King, Ontario, boasts a private bass pond and tranquil views.
The self-catering cottage sleeps two, features a double bed, wood-burning fireplace, outdoor barbecue, composting toilet, and provides all linens (guests need to bring towels); nearby activities include exploring the surrounding countryside.
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.
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).
Bunkie In The Forest - Bolton
9.7 158 reviews

Bunkie In The Forest

cabin, Caledon East
This charming cabin, known as "Bunkie in the Forest", is situated in Caledon East, a short drive from the Bruce Trail and other picturesque hiking paths. The cabin has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The comfortable cabin features a queen-sized bed in the loft and a sofa bed, accommodating up to two guests. Guests can enjoy a peaceful stay with access to a garden, parking, and a range of amenities for a relaxing getaway.
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