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Bolton Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Bolton vacation rentals

Smart TV
cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)

cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)

cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)
Richmond Hill
10.0 out of 10, Exceptional, (5)
"Friendly host who is very helpful, def would stay again"
Canada
Janny K.
The price is ￥7,009
￥24,118 total
includes taxes & fees
Dec 15 - Dec 16
cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)
Interior
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Richmond Hill
9.4 out of 10, Exceptional, (14)
"Cozy stay perfect for teens attending sports competition."
Canada
Etienne G.
The price is ￥12,292
￥17,461 total
includes taxes & fees
Dec 21 - Dec 22
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Property grounds
Spacious home in Mississauga with pool table in the basement.

Spacious home in Mississauga with pool table in the basement.

Spacious home in Mississauga with pool table in the basement.
Meadowvale Village
9.2 out of 10, Wonderful, (7)
"The owner wax great, the place was ok and worked for the price we paid. "
United States
Brittany F.
The price is ￥9,594
￥25,891 total
includes taxes & fees
Dec 18 - Dec 19
Spacious home in Mississauga with pool table in the basement.
Family House, 3 Bedrooms, Kitchen, Lake View | Living area | Flat-screen TV, Netflix, Hulu, streaming services
GLOBALSTAY Modern 3 BD House in Brampton

GLOBALSTAY Modern 3 BD House in Brampton

GLOBALSTAY Modern 3 BD House in Brampton
4.0 star property
Brampton
8.2 out of 10, Very Good, (20)
"Really nice stay"
Canada
Scott
The price is ￥15,369
￥52,572 total
includes taxes & fees
Dec 14 - Dec 15
GLOBALSTAY Modern 3 BD House in Brampton
Smart TV, foosball, offices
Luxury Modern B Appartment

Luxury Modern B Appartment

Luxury Modern B Appartment
Richmond Hill
8.2 out of 10, Very Good, (11)
"The space was clean. Nicely decorated with a nice shower. Host was easy to talk with and the entry was easy. Thank you"
Canada
Steve L.
The price is ￥14,560
￥27,039 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Luxury Modern B Appartment
Property grounds
Lakeview resort style suite (Twin or King)

Lakeview resort style suite (Twin or King)

Lakeview resort style suite (Twin or King)
Loretto
8.6 out of 10, Excellent, (7)
"Very friendly host. Quiet, peaceful surroundings. Nice galley kitchen. Enjoyed the lake access for sitting around and for fishing. "
Canada
Henry
The price is ￥15,802
￥25,254 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lakeview resort style suite (Twin or King)
Fridge, microwave, oven, stovetop
Newly Renovated 1 BDRM Guest Suite

Newly Renovated 1 BDRM Guest Suite

Newly Renovated 1 BDRM Guest Suite
Fletchers Creek South
10.0 out of 10, Exceptional, (3)
"The basement apartment was small but perfect for a place to sleep! Very clean. Bed and pillows were very comfortable. Parking right by the gate to the backyard. Anita is very nice."
United States
Mark R.
The price is ￥8,635
￥18,431 total
includes taxes & fees
Dec 18 - Dec 19
Newly Renovated 1 BDRM Guest Suite
Exterior
Spacious Queen Bedroom Walk-out Unit

Spacious Queen Bedroom Walk-out Unit

Spacious Queen Bedroom Walk-out Unit
Richmond Hill
9.4 out of 10, Exceptional, (14)
"Place was clean and accurately listed, the host was hospitable. "
Canada
Muntazir F.
The price is ￥10,158
￥19,514 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Spacious Queen Bedroom Walk-out Unit
Fridge, microwave, oven, stovetop
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Kettleby, King City
10.0 out of 10, Exceptional, (1)
"Nice place"
Canada
mike
The price is ￥10,723
￥22,065 total
includes taxes & fees
Dec 22 - Dec 23
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Fridge, microwave, stovetop, dishwasher
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained

The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained

The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Brampton
10.0 out of 10, Exceptional, (1)
"Everything was perfect and as noted in ad"
Canada
Rachel A.
The price is ￥13,215
￥38,289 total
includes taxes & fees
Dec 13 - Dec 14
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Outdoor dining
Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.6 out of 10, Excellent, (4)
"Beautiful flat !"
Canada
Jaivyn
The price is ￥7,901
￥13,775 total
includes taxes & fees
Dec 17 - Dec 18
Studio Apartment in the heart of Caledon
Interior
The Perfect Getaway

The Perfect Getaway

The Perfect Getaway
Orangeville
7.6 out of 10, Good, (5)
"Very clean and tidy. Description not accurate, it says 2 queen beds in each room but there was only 1. Host responded to my questions in a timely manner. I had stated there were 3 guests arriving but we had to ask for more towels, which came fairly quickly. Table is slightly broken but still workable. Futon not comfortable and I had to search for a blanket, no extra sheets for it. Coffee pods were a nice touch although the complementary refreshments consisted of a cream soda, bottle of water and...
United States
Sherry F.
The price is ￥12,416
￥23,978 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Perfect Getaway
Interior
Charming bungalow in lovely Richmond Hill with AC, WiFi

Charming bungalow in lovely Richmond Hill with AC, WiFi

Charming bungalow in lovely Richmond Hill with AC, WiFi
Richmond Hill
8.2 out of 10, Very Good, (10)
"Highly recommend, will come again"
Canada
Aileen
The price is ￥11,287
￥22,703 total
includes taxes & fees
Dec 15 - Dec 16
Charming bungalow in lovely Richmond Hill with AC, WiFi
Fridge, microwave, oven, stovetop
Cozy family room in middle of Richmond Hill.

Cozy family room in middle of Richmond Hill.

Cozy family room in middle of Richmond Hill.
Richmond Hill
10.0 out of 10, Exceptional, (3)
"Perfect stay from start to finish! The place was impeccable, exactly as shown in the photos and even better in reality. The host was exceptionally kind, very responsive and full of great recommendations. The location is ideal and all amenities were as promised. We had a wonderful time and highly recommend this place without hesitation. Thank you again for this beautiful experience!"
Canada
Eve M.
The price is ￥13,714
￥26,083 total
includes taxes & fees
Dec 20 - Dec 21
Cozy family room in middle of Richmond Hill.
Microwave, stovetop, dishwasher
Modern 2 Bedroom 1 Parking Basement Unit

Modern 2 Bedroom 1 Parking Basement Unit

Modern 2 Bedroom 1 Parking Basement Unit
Richmond Hill
9.0 out of 10, Wonderful, (4)
"Great!"
Canada
Peter M.
The price is ￥13,544
￥32,140 total
includes taxes & fees
Dec 14 - Dec 15
Modern 2 Bedroom 1 Parking Basement Unit
Exterior
RivetStays - The Westmount Suites

RivetStays - The Westmount Suites

RivetStays - The Westmount Suites
2.0 star property
North York
The price is ￥13,544
￥29,060 total
includes taxes & fees
Jan 4 - Jan 5, 2026
RivetStays - The Westmount Suites
Fridge, microwave, oven, stovetop
2 bedroom self contain

2 bedroom self contain

2 bedroom self contain
Brampton
10.0 out of 10, Exceptional, (2)
"She treated my family with such care and respect. I couldn't have asked for a better place to stay. Everything was conveniently located, the home was comfortable and meticulously clean. thank you!"
United States
Tia M.
The price is ￥18,059
￥49,614 total
includes taxes & fees
Jan 1 - Jan 2, 2026
2 bedroom self contain
Smart TV
Cozy Family Space

Cozy Family Space

Cozy Family Space
Mississauga Valleys
10.0 out of 10, Exceptional, (11)
"Had an excellent stay! Host was Fantastic! "
Canada
Lisa S.
The price is ￥9,854
￥17,641 total
includes taxes & fees
Dec 20 - Dec 21
Cozy Family Space
Outdoor dining
Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.2 out of 10, Good, (24)
"Stayed only for one night unfortunately. Great hosts and they ensured I had everything I needed."
Canada
G B.
The price is ￥8,025
￥18,761 total
includes taxes & fees
Dec 17 - Dec 18
Entire place, Ground level walkout Basement with Huge backyard
1 bedroom, iron/ironing board, WiFi, bed sheets
A Modern Private Basement Suite – Richmond Hill

A Modern Private Basement Suite – Richmond Hill

A Modern Private Basement Suite – Richmond Hill
Richmond Hill
9.2 out of 10, Wonderful, (5)
"Had an incredible stay. Communication was great, they were very understanding that we were at Canadas Wonderland for the day and would be checking in late. Everything was exactly like they had advertised. Would definitely recommend. "
United States
Cheyenne C.
The price is ￥14,425
￥24,973 total
includes taxes & fees
Dec 14 - Dec 15
A Modern Private Basement Suite – Richmond Hill
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bolton Hotel Reviews

Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

10/10 Excellent
"Clean and quiet room with comfortable environmental system. "
Ken 1-night trip
Posted 13 hours ago
Tru By Hilton Toronto Airport West

Find out more about Bolton

Search for holiday rentals in Bolton on Expedia! You can easily find your home rentals, villas, holiday apartments in Bolton using one of the methods below:

  • View our selection of featured holiday rentals in Bolton
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Look no further and take a look at our great range of rental properties in Bolton!

Frequently asked questions

Can I find a vacation rental in Bolton?

Yes, we have vacation rentals in Bolton close to Albion-Bolton Fairgrounds, or you can choose a more secluded option if you'd like a relaxing place to stay. Our travelers say Bolton has a good selection of restaurants. Make sure you have time to check out the shopping while you're in the area.

What are some of the best vacation home rentals that Bolton has to offer?

Charming bungalow in lovely Richmond Hill with AC, WiFi: This vacation home rental near Bolton has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Bolton?

Explore the area and family-friendly sights such as Canada's Wonderland, or get out into nature at a spot like Albion Hills Conservation Area. Other places in town to visit include Albion-Bolton Fairgrounds and Landmark Cinemas Caledon.

What are vacation rentals like in Bolton?

Vacation rentals are private accommodations you can book for several days or longer in Bolton. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.