Bolton Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Bolton vacation rentals

A backyard with a patio, a small shed, and a wooden fence.

1. Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.8 out of 10, Excellent, (8 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is SARĀ 184
SARĀ 289 total
includes taxes & fees
17 Nov - 18 Nov
Studio Apartment in the heart of Caledon
A pathway leading to a house with a separate entrance.

2. Zen Nest - Cozy, conveniently located, and just minutes to the airport!

Zen Nest - Cozy, conveniently located, and just minutes to the airport!
Ebenezer East
8.8 out of 10, Excellent, (13 reviews)
"It was a very nice place to stay. The communication was great with the host for everything that we needed."
United States
Mariah D.
The price is SARĀ 356
SARĀ 708 total
includes taxes & fees
26 Nov - 27 Nov
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
A modern kitchen with a built-in oven and a dining area with a glass table and white chairs.

3. Lovely Cozy Private Appartment

Lovely Cozy Private Appartment
Vales of Castlemore
Lovely Cozy Private Appartment
A modern bedroom with a bed, bedside lamps, a wardrobe, and a mirror.

4. A Basement Studio for 2

A Basement Studio for 2
Bramalea
A Basement Studio for 2
A deck with two white lounge chairs and a red railing overlooking a lake.

5. Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
8.0 out of 10, Very good, (4 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
The price is SARĀ 316
SARĀ 470 total
includes taxes & fees
13 Nov - 14 Nov
Lakeside Private suite (Queen bed room)
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.

6. STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Deerfield
9.8 out of 10, Exceptional, (16 reviews)
"Property was well cared for and clean, checking in was straightforward and all necessary amenities were provided. Highly recommended"
United Kingdom
Parminder
The price is SARĀ 238
SARĀ 589 total
includes taxes & fees
23 Nov - 24 Nov
STUNNING & SPACIOUS 1 BEDROOM OASIS
A grand staircase with a polished black floor, white walls, and a chandelier.

7. Brampton Mansion Getaway!

Brampton Mansion Getaway!
Castlemore Estates
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay especially if you have a larger group. Very clean and very nice area."
United States
Paul M.
The price is SARĀ 945
SARĀ 1,806 total
includes taxes & fees
26 Nov - 27 Nov
Brampton Mansion Getaway!
A wooden staircase with a curved design leading to a landing.

8. Spacious Private King Bedroom w/Workspace, TV, Mini Fridge, 2.5 Bathā€”Shared Home

Spacious Private King Bedroom w/Workspace, TV, Mini Fridge, 2.5 Bathā€”Shared Home
Fletchers Meadow North
10.0 out of 10, Exceptional, (1 review)
"Close to restaurants,& grocery store. Location is great for daily commute."
Canada
AJAY
Spacious Private King Bedroom w/Workspace, TV, Mini Fridge, 2.5 Bathā€”Shared Home
A modern kitchen with stainless steel appliances, a microwave, oven, and a refrigerator.

9. 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
7.0 out of 10, Good, (4 reviews)
"Owners were very nice. Told us to reach out if we needed anything. She offered to help us with our luggage. Very sweet. Even though we were forewarned about the sound of the pump in washroom, we werenā€™t expecting it to be that loud and running that often. The washroom is right behind the bed, so it will wake you up. The place was pretty clean, except the washroom and the entrance. Bed was comfortable and floors were clean. Location was great for where we needed to be. Beautiful neighbourhood....
Canada
Frank
The price is SARĀ 277
SARĀ 512 total
includes taxes & fees
11 Dec - 12 Dec
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
A modern kitchen with a large island, bar stools, and a view through glass doors to an outdoor patio.

10. Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Rosedale Village
10.0 out of 10, Exceptional, (6 reviews)
"We had a Great stay and felt very welcome. I would recommend this VRBO."
United States
mark h.
The price is SARĀ 527
SARĀ 961 total
includes taxes & fees
19 Nov - 20 Nov
Walkout Basement with Private Entrance
A modern living room with a flat-screen TV, a dining table, and a sofa.

11. 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
9.2 out of 10, Wonderful, (12 reviews)
"I really enjoyed the stay here my wife felt really comfortable and she even enjoyed it as well definitely renting this place out again in the future"
United States
Alexis
The price is SARĀ 211
SARĀ 584 total
includes taxes & fees
24 Nov - 25 Nov
cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)
A wooden deck with chairs and tables overlooking a lake, a flag, and a gazebo.

12. Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (8 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is SARĀ 316
SARĀ 497 total
includes taxes & fees
15 Nov - 16 Nov
Lakeview private suite with kitchen (Twin or King)
A modern hotel room with a bed, a desk, and a dining area.

13. A Modern Private Basement Suite ā€“ Richmond Hill

A Modern Private Basement Suite ā€“ Richmond Hill
Richmond Hill
8.8 out of 10, Excellent, (18 reviews)
"Was exactly as described, very clean, great host. Would highly recommend!"
Canada
Zaikra
The price is SARĀ 308
SARĀ 485 total
includes taxes & fees
13 Nov - 14 Nov
A Modern Private Basement Suite ā€“ Richmond Hill
A staircase with wooden steps and a blue panel on the right side.

14. The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment

The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
Downtown Brampton
8.2 out of 10, Very good, (12 reviews)
"My partner and I, had a wonderful time, they had everything needed for a great stay, from a beautiful backyard/smoking area to wine. I would 100% recommended a stay here price is amazing for what you get the hosters are kind and always quick to respond to any message or question you have 10/10 i would love to stay there agian."
Canada
Timothy P.
The price is SARĀ 275
SARĀ 820 total
includes taxes & fees
13 Nov - 14 Nov
The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
A two-story brick house with a front garage, a balcony, and a basketball hoop in the front yard.

15. Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry

Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
Richmond Hill
9.8 out of 10, Exceptional, (7 reviews)
"Great host! And very clean place"
Canada
KABIR
The price is SARĀ 356
SARĀ 759 total
includes taxes & fees
13 Dec - 14 Dec
Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
A bedroom with a bed, a door leading to a bathroom, and a wooden floor.

16. Home away from Home-YYZ Airport

Home away from Home-YYZ Airport
Malton
7.8 out of 10, Good, (10 reviews)
"The house was as expected. Great location for our event. "
Canada
Jeffrey B.
The price is SARĀ 341
SARĀ 817 total
includes taxes & fees
15 Nov - 16 Nov
Home away from Home-YYZ Airport
A modern kitchen with a dining area, large windows, and a flat-screen TV.

17. Commerce Suites and Stays

Commerce Suites and Stays
4.5 star property
Vaughan
The price is SARĀ 566
SARĀ 1,130 total
includes taxes & fees
23 Nov - 24 Nov
Commerce Suites and Stays
A modern kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a dining area with a table and chairs.

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

The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Downtown Brampton
9.8 out of 10, Exceptional, (8 reviews)
"Loved staying here! Cozy room, clean and very warm. I would stay again"
United States
Jasmine
The price is SARĀ 358
SARĀ 937 total
includes taxes & fees
13 Nov - 14 Nov
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Room

19. Modern & Quiet Room+Private Bath + Breakfast Options | 10km to Wonderland

Modern & Quiet Room+Private Bath + Breakfast Options | 10km to Wonderland
Richmond Hill
Modern & Quiet Room+Private Bath + Breakfast Options | 10km to Wonderland
A living room with a sofa, a dining table with chairs, a TV, and a mural of a waterfall.

20. Charming bungalow in lovely Richmond Hill with AC, WiFi

Charming bungalow in lovely Richmond Hill with AC, WiFi
Richmond Hill
8.6 out of 10, Excellent, (22 reviews)
"Great day, close to all amenities, easy availability to transit, clean and amazing for the price."
United States
Matt D.
The price is SARĀ 263
SARĀ 497 total
includes taxes & fees
30 Nov - 1 Dec
Charming bungalow in lovely Richmond Hill with AC, WiFi
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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Find vacation rentals that suit your style

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Top Bolton Hotel Reviews

A modern hotel lobby with a bar area, seating, and a television.
Hampton Inn by Hilton Brampton Toronto

Hampton Inn by Hilton Brampton Toronto

Hampton Inn by Hilton Brampton Toronto
Ebenezer West

10/10 Excellent

Breakfast was great! a variety of delicious items to choose from. Shout out to the front desk staff, housekeeping and the breakfast staff. You ladies ROCK!
United States
Dorrie
Reviewed May 4, 2025
Hampton Inn by Hilton Brampton Toronto

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?

Elegant 2 Bedroom Guest Suit: This vacation home rental near Bolton is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, 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 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.