Vacation rentals in Bolton

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Bolton

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 208 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Mar 14 – 21

G$24,838 GYD per night

Guest favorite

Guest suite in Vaughan

4.92 out of 5 average rating, 542 reviews

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE 24hr Exterior Surveillance Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV(no cable, please use your streaming login), full kitchen, laundry and large wardrobe One parking on our driveway Free Wifi Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport

Jun 10 – 17

G$20,044 GYD per night

Guest favorite

Home in Vaughan

4.89 out of 5 average rating, 73 reviews

Spacious 2-Bedroom Unit-Close to YYZ Airport

This beautiful unit offers visitors all the luxuries that qualify for a great Canadian vacation. The unit contains 2 bedrooms, each with a working desk, high-speed internet, and closet. The unit contains a fridge with an ice and cold water dispenser, a full kitchen with cutlery, microwave, oven and a dishwasher. The unit also has a laundry room (washer and dryer), a flat-screen TV with Netflix and free Parking on the premise for up to 2 cars. Enjoy a peaceful stay at Kleinburg close to nature!

Jul 12 – 19

G$17,510 GYD per night

Guest favorite

Guest suite in Vaughan

4.92 out of 5 average rating, 115 reviews

Walkout Guest Suite in Vaughan

Fully furnished, luxury, legal, two bedrooms basement apartment with new appliances and beds. The apartment has a private wide entrance to the backyard, south facing, sunny, with natural gas fireplace, air condition, and wood subflooring for comfort, private washer, dryer, dishwasher, stove, kitchen appliances, and fridge. It is close to Kleinburg Humber River Trail, McMichael Art Gallary, and not too far from Vaughan Mills and Canada Wonderland. Easy access to Toronto pearson Int'l Airport.

Sep 18 – 25

G$15,351 GYD per night

Guest favorite

Shipping container in Caledon

4.93 out of 5 average rating, 14 reviews

High Meadows Escape

Enjoy a cozy and quiet winter getaway before the holidays! A beautiful view of the blanket of snow covering the surrounding forest, a crackling fire inside or out and twinkling lights in this serene escape. Hidden among acres of forest, enjoy your private, tranquil, nature escape. Located upon a hill, with a private deck to enjoy meals overlooking the pond. Enjoy this escape no matter the season, indulging in cozy fire nights, skiing, snowshoeing, hiking, picnics and so much more.

May 9 – 16

G$24,244 GYD per night

Guest favorite

Guest suite in Vaughan

4.93 out of 5 average rating, 112 reviews

Modern hideaway for a perfect getaway.

This clean and sleek space is located steps away from Wonderland, Vaughan Mills and various restaurants and activities within the neighbourhood. This modern suite has a clean and cozy vibe that is sure to remain in your memory! With a stellar design and plenty of space to kickback with your family and/or friends, it's the perfect way to unwind after a day of sight seeing. Furnished with all the amenities you could need, this is the perfect home away from home.

Nov 28 – Dec 5

G$25,351 GYD per night

Guest favorite

Guest suite in Mono

4.98 out of 5 average rating, 268 reviews

Mono - Charming, Rustic 150 Year Carriage House

This rustic space is perfect for a weekend getaway, year round. Close to ski hills, nature trails and the quaint town of Orangeville the Carriage house will provide you the authentic feel of our iconic cabin in the woods with the sophistication and comforts of your personal retreat for the weekend. The interior design is eclectic, funky and perfectly contrasts the rustic charm of the 140 year old, hand cut wooden beams and the overall log cabin environment.

Sep 30 – Oct 7

G$19,731 GYD per night

Guest favorite

Apartment in Caledon

4.93 out of 5 average rating, 69 reviews

Separate apartment with pool, on golf course.

This is a comfortable, newly renovated studio apartment with separate entrance and private inground pool. It is decorated with Restoration Hardware furniture, features a fully-functioning kitchen, and access to a patio with outdoor barbeque. It is nestled in a tranquil setting on the back of the Caledon Woods golf course with easy access to highways leading to Toronto, Pearson International Airport (30 minutes), and the Caledon Equestrian Park (5 minutes).

Nov 1 – 8

G$17,368 GYD per night

Guest favorite

Guest suite in Schomberg

4.91 out of 5 average rating, 408 reviews

Romantic Country Suite for Couples with King Bed

Our Country Suite is all about Rustic Elegance. Come to our farm for a night, a weekend, or longer. Perfect place for a quiet, peaceful & relaxing weekend escape or a romantic getaway. You’ll love our rural location, full kitchen, wifi internet, 55" 4K Smart TV, three piece bathroom, laundry, propane BBQ, Patio access to propane fire pit. Enjoy walking trails in our bush, biking, close to nature and much more. Located about 50 min. from Toronto.

May 4 – 11

G$21,866 GYD per night

Superhost

Tiny home in Schomberg

4.88 out of 5 average rating, 241 reviews

HONE Retreat - An Honest Designed Tiny House

Experience a retreat to the country and a beautifully effective space. Designed as an experiment in creating the perfect get away space that could be taken off-grid. Within the space is a kitchen (stovetop, wall oven, double sink & fridge), full washroom (a beautiful cedar shower, sink, custom composting toilet & mirror), washing machine, radiant heating, AC & loft sleeping space with king bed and a skylight to view the stars!

Apr 28 – May 5

G$20,365 GYD per night

Guest favorite

Home in Bolton

5.0 out of 5 average rating, 5 reviews

Sheer Plain Comfort

In the very heart of Beautiful Bolton, a Brand New Highly upgraded and tastefully appointed with all the comforts. This property is very close to all big stores like Walmart, Canadian TIre, Home Depot, Shoppers Drug Mart and lots of food joints. The fact is that due its very central location in Bolton, you can enjoy the complete serene laid back peaceful place, still conveniently connected to all facilities and markets.

Sep 2 – 9

G$40,280 GYD per night

Guest favorite

Apartment in Bolton

4.92 out of 5 average rating, 26 reviews

Newly built Bolton Studio

Stunning finishes in this newly built Studio apartment. Gorgeous kitchen and natural slate floors. Separate entrance and free parking. (15A home outlet for free car charging) Free laundry with complimentary products. Wifi, 55" TV with Disney, Netflix, Prime, etc... In basement of detached house. 25 min to airport, 45 min to Downtown Toronto

Nov 28 – Dec 5

G$13,730 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bolton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Bolton's top sights

Walmart Supercentre3 locals recommend

Landmark Cinemas Caledon, Bolton5 locals recommend

Symposium Cafe Restaurant & Lounge10 locals recommend

Other great vacation rentals in Bolton

Superhost

Cabin in CALEDON EAST

4.91 out of 5 average rating, 74 reviews

Bunkie in the Forest

Jun 13 – 20

G$27,699 GYD per night

Guest favorite

Farm stay in Loretto

4.92 out of 5 average rating, 26 reviews

Character-filled farm guest house on 8 acres

Aug 11 – 18

G$25,394 GYD per night

Guest favorite

Guest suite in Caledon

4.98 out of 5 average rating, 89 reviews

Casa Caledon-Secluded Suite Surrounded by Nature

Aug 28 – Sep 4

G$21,423 GYD per night

Guest favorite

Home in Bolton

4.91 out of 5 average rating, 11 reviews

Charming Cedar Mills Estate

Nov 25 – Dec 2

G$41,303 GYD per night

Guest favorite

Apartment in Caledon

5.0 out of 5 average rating, 11 reviews

Caledon Getaway

Jan 24 – 31

G$28,020 GYD per night

Guest favorite

Guest suite in Caledon

5.0 out of 5 average rating, 13 reviews

Beautiful Retreat in Caledon

Nov 20 – 27

G$40,646 GYD per night

Guest favorite

Apartment in Vaughan

5.0 out of 5 average rating, 8 reviews

Cozy apartment w/Wi-Fi + parking

May 6 – 13

G$21,506 GYD per night

Guest favorite

Guest suite in Brampton

5.0 out of 5 average rating, 12 reviews

Modern Brampton Suite - Spacious & Well-Lit

Feb 2 – 9

G$16,496 GYD per night

Show all

Quick stats about vacation rentals in Bolton

Total rentals	20 properties
Popular amenities	Kitchen, Wifi, and Pool
Wifi availability	20 properties include access to wifi
Rentals with dedicated workspaces	10 properties have a dedicated workspace
Family-friendly rentals	10 properties are a good fit for families
Total number of reviews	310 reviews

Frequently Asked Questions

What are the most popular amenities for House Rentals in Bolton?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Bolton?
Bolton has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Bolton have free parking?
Absolutely! We offer over 10 house rentals with free parking in Bolton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bolton have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Bolton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bolton have wifi?
Absolutely! We offer over 10 house rentals with wifi in Bolton. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Bolton?
Yes! Work meets play with ease at over 10 vacation rentals in Bolton featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Bolton

Top-rated vacation rentals in Bolton

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Bolton vacation rentals

Stay near Bolton's top sights

Other great vacation rentals in Bolton

Cabin in CALEDON EAST

Farm stay in Loretto

Guest suite in Caledon

Home in Bolton

Apartment in Caledon

Guest suite in Caledon

Apartment in Vaughan

Guest suite in Brampton

Quick stats about vacation rentals in Bolton

Total rentals

Popular amenities

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

What are the most popular amenities for House Rentals in Bolton?

Are there family-friendly vacation rentals in Bolton?

Do house rentals in Bolton have free parking?

Do house rentals in Bolton have air conditioning?

Do house rentals in Bolton have wifi?

Are there vacation rentals with a dedicated workspace in Bolton?

Destinations to explore