Bolton Vacation Rentals

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Dec 12 - Dec 14

Vacation Rentals in Bolton

Fridge, microwave, oven, stovetop
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

Vacation Home in Richmond Hill

9.4 out of 10, Exceptional, (14)
"Cozy stay perfect for teens attending sports competition."
Canada
Etienne G.
$98 nightly
The price is $111
Dec 7 - Dec 8
Total with taxes and fees
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Exclusive Apartment, 2 Bedrooms, Balcony, City View | View from room
Modern Apartments in North York

Aparthotel in North York

4.0 star property
7.4 out of 10, Good, (207)
"Great location, clean apartment and smooth check-in. Would definitely stay again!"
Canada
Kelly
$166 nightly
The price is $203
Dec 7 - Dec 8
Total with taxes and fees
Modern Apartments in North York
Exterior
Spacious Queen Bedroom Walk-out Unit

Apartment in Richmond Hill

9.4 out of 10, Exceptional, (14)
"Place was clean and accurately listed, the host was hospitable. "
Canada
Muntazir F.
$110 nightly
The price is $124
Dec 5 - Dec 6
Total with taxes and fees
Spacious Queen Bedroom Walk-out Unit
Interior
Charming bungalow in lovely Richmond Hill with AC, WiFi

Vacation Home in Richmond Hill

8.2 out of 10, Very Good, (10)
"Highly recommend, will come again"
Canada
Aileen
$128 nightly
The price is $144
Dec 5 - Dec 6
Total with taxes and fees
Charming bungalow in lovely Richmond Hill with AC, WiFi
Fridge, microwave, oven, stovetop
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

Apartment in Kettleby, King City

10.0 out of 10, Exceptional, (1)
"Nice place"
Canada
mike
$124 nightly
The price is $140
Jan 4 - Jan 5, 2026
Total with taxes and fees
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Premier Apartment, 1 Bedroom, Pool Access, City View | Individually decorated, individually furnished, desk, laptop workspace
Modern Lillian Street Condos Midtown Toronto

Aparthotel in Old Toronto

4.5 star property
7.8 out of 10, Good, (167)
"Great location, clean apartment and smooth check-in. Would definitely stay again!"
Canada
Kelly
$166 nightly
The price is $203
Dec 8 - Dec 9
Total with taxes and fees
Modern Lillian Street Condos Midtown Toronto
Microwave, stovetop, dishwasher
A Modern Private Basement Suite – Richmond Hill

Vacation Home in 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.
$140 nightly
The price is $159
Dec 6 - Dec 7
Total with taxes and fees
A Modern Private Basement Suite – Richmond Hill
Fridge, microwave, oven, stovetop
Newly Renovated 1 BDRM Guest Suite

Vacation Home in 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.
$110 nightly
The price is $124
Dec 9 - Dec 10
Total with taxes and fees
Newly Renovated 1 BDRM Guest Suite
Property grounds
Spacious home in Mississauga with pool table in the basement.

Vacation Home in Meadowvale Village

9.2 out of 10, Wonderful, (7)
"Was great"
Canada
Jean-guy g.
$145 nightly
The price is $164
Dec 10 - Dec 11
Total with taxes and fees
Spacious home in Mississauga with pool table in the basement.
Interior
Cozy Family Space

Apartment in Mississauga Valleys

10.0 out of 10, Exceptional, (11)
"Had an excellent stay! Host was Fantastic! "
Canada
Lisa S.
$77 nightly
The price is $106
Dec 6 - Dec 7
Total with taxes and fees
Cozy Family Space
Interior
New 1BR Basement • Sleeps 3 • Free Parking, Free wifi. Private Entrance

Vacation Home in Malton

10.0 out of 10, Exceptional, (1)
"Comfortable, quiet, has everything you need"
Canada
Ayden
$191 nightly
The price is $216
Jan 4 - Jan 5, 2026
Total with taxes and fees
New 1BR Basement • Sleeps 3 • Free Parking, Free wifi. Private Entrance
Fridge, microwave, stovetop, coffee/tea maker
cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)

Apartment in Richmond Hill

10.0 out of 10, Exceptional, (5)
"Friendly host who is very helpful, def would stay again"
Canada
Janny K.
$142 nightly
The price is $160
Dec 9 - Dec 10
Total with taxes and fees
cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)
4 bedrooms, free WiFi
Luxury Country Estate in Stouffville | Huge Yard • Sunroom • Games & Family Fun

Vacation Home in Gormley

2.0 star property
9.0 out of 10, Wonderful, (2)
"I had an amazing experience with this host! Super friendly and great communication. The house itself was clean, and just like the pictures!! "
Canada
Harnoor K.
$483 nightly
The price is $546
Dec 9 - Dec 10
Total with taxes and fees
Luxury Country Estate in Stouffville | Huge Yard • Sunroom • Games & Family Fun
Property grounds
Lakeview resort style suite (Twin or King)

Villa in 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
$142 nightly
The price is $160
Jan 1 - Jan 2, 2026
Total with taxes and fees
Lakeview resort style suite (Twin or King)
Fridge, microwave, oven, stovetop
Walkout Basement with Private Entrance

Apartment in Brampton

10.0 out of 10, Exceptional, (6)
"Lovely private basement apartment. We particularly enjoyed the outdoor patio. Hosts were friendly and helpful. "
United States
Janice C.
$197 nightly
The price is $223
Dec 11 - Dec 12
Total with taxes and fees
Walkout Basement with Private Entrance
Terrace/patio
Luxury Suite

Apartment in Brampton

8.0 out of 10, Very Good, (6)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
$125 nightly
The price is $141
Dec 5 - Dec 6
Total with taxes and fees
Luxury Suite
Exterior
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained

Villa in Brampton

10.0 out of 10, Exceptional, (1)
"Everything was perfect and as noted in ad"
Canada
Rachel A.
$199 nightly
The price is $225
Dec 8 - Dec 9
Total with taxes and fees
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Fridge, microwave, oven, stovetop
Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!

Apartment in Caledon

8.4 out of 10, Very Good, (10)
"It was a very good stay."
Canada
Sangita
$258 nightly
The price is $291
Dec 9 - Dec 10
Total with taxes and fees
Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!
Luxury Suite, 2 Bedrooms, City View | City view
The Greenville Deluxe Suites & Towers

Aparthotel in North York

3.5 star property
9.8 out of 10, Exceptional, (12)
"Fantastic location "
Canada
alireza
$214 nightly
The price is $263
Dec 6 - Dec 7
Total with taxes and fees
The Greenville Deluxe Suites & Towers
Fridge, microwave, oven, stovetop
One bedroom ensuite toilet on main level & kitchen, living, bathroom lower level

Vacation Home in Meadowvale Village

10.0 out of 10, Exceptional, (1)
"Very clean always someone in case you need them would stay there again"
Canada
Lise
$313 nightly
The price is $354
Dec 5 - Dec 6
Total with taxes and fees
One bedroom ensuite toilet on main level & kitchen, living, bathroom lower level
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

Hilton Toronto Airport Hotel & Suites

Hilton Toronto Airport Hotel & Suites

10/10 Excellent
"Nice"
Heladio 1-night trip
Posted 10 hours ago
Hilton Toronto Airport Hotel & Suites

Find out more about Bolton

Everything you need to know about Bolton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bolton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bolton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bolton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bolton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bolton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bolton rentals

At Expedia, we put the best Bolton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bolton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bolton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bolton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Beautiful 4 Bedroom Home, Large Ravine Backyard.: This vacation home rental near Bolton offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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 Heart Lake 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.