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.
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.
Spacious 2-bedroom Unit-close To Yyz Airport - Bolton
9.8 125 reviews

Spacious 2-bedroom Unit-close To Yyz Airport

apartment, King
This self-contained basement apartment is located in Kleinburg, a peaceful area just a short drive from the Kortright Centre for Conservation and the McMichael Canadian Art Collection. The accommodation has received excellent ratings for location, cleanliness, and overall experience.
The apartment offers a comfortable and private space for up to four guests. Guests can enjoy modern amenities including a fully equipped kitchen, laundry facilities, and high-speed internet, making it ideal for both leisure and business travellers.
Lovely Cozy Apartment - Bolton
9.6 38 reviews

Lovely Cozy Apartment

apartment, Toronto
This Brampton apartment, situated 12km from Toronto Pearson International Airport and 19km from Canada's Wonderland, offers convenient access to major attractions.
The 800 square metre property boasts one bedroom, one bathroom, sleeps three guests, and includes free Wi-Fi, private parking, a fully equipped kitchen, and a flat-screen TV with streaming services.

Best Bolton vacation rentals with parking

Spacious 2br Suite In Brampton W/ A/c + Parking. - Bolton
9.8 12 reviews

Spacious 2br Suite In Brampton W/ A/c + Parking.

apartment, Bolton
This brand-new, legally registered Bolton basement flat offers self-check-in, a full kitchen with stainless steel appliances, and is conveniently located near Trinity Common Mall and Brampton Civic Hospital, approximately 16km from Bolton town centre.
The two-bedroom, one-bathroom property sleeps four guests and includes free street parking, air conditioning, and excellent user ratings for cleanliness and location, making it ideal for exploring Bolton and the surrounding area.
Luxury Lake House Escape | Pool, Patio & Gardens - Bolton
No reviews

Luxury Lake House Escape | Pool, Patio & Gardens

apartment, Bolton
This apartment in Bolton provides tranquil lake views and is a short drive from the city's amenities.
This 4-bedroom, 2-bathroom flat accommodates up to 8 guests and features a fully equipped kitchen, air conditioning, a swimming pool, garden, fitness centre, parking, and a private dock with BBQ facilities.
Gorgeous 4 Bed Room With Huge Lot And Sauna Bath - Bolton
9.3 46 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.
Custom Build House Large Rooms - Bolton
8.7 9 reviews

Custom Build House Large Rooms

apartment, Bolton
This stylish, four-bedroom Bolton house, perfect for six guests, boasts a private entrance, swimming pool, fitness centre, and parking, offering convenient access to Bolton's attractions (precise distances dependent on the property's exact location within the town).
The modern property includes four bathrooms, a fully equipped kitchen with a fridge, air conditioning, and a separate basement apartment (not included in the rental), ensuring a comfortable and private 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

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.
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.
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.
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.

Best pet friendly Bolton vacation rentals

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

Bright & Stylish Home  Comfort Meets Convenience - Bolton
No reviews

Bright & Stylish Home Comfort Meets Convenience

apartment, Toronto
This 3-bedroom, 2-bathroom flat in Toronto offers a convenient base, being located within 500 meters of shops, diverse dining, and public transport links, with easy access to local attractions for exploring the city.
This pet-friendly apartment accommodates up to six guests and features a fully equipped kitchen, air conditioning, parking, and reliable internet, making it suitable for both short and extended stays for families, friends, and business travellers.
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.
Unwind In Bolton~bright, Clean & Peaceful 4br Stay - Bolton
9.6 9 reviews

Unwind In Bolton~bright, Clean & Peaceful 4br Stay

apartment, Bolton
This detached house in Bolton offers a private retreat with convenient access to local amenities, situated 2.5 kilometers from the town centre and within 5 kilometers of the historic Smithills Hall.
This spacious 3-bedroom property accommodates up to 6 guests, featuring a fully equipped kitchen, a garden with seating, a Smart TV, and on-site parking for 4 vehicles.
Relax In Nature | 30 Mins To Airport - Bolton
10 5 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.
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