Vacation rentals in Bolton

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Top-rated vacation rentals in Bolton

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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...

Nov 12 – 19

€ 126 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

Jul 10 – 17

€ 109 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 26 – Oct 3

€ 85 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

Chickens and pigs and ducks, oh my! A unique experience on a hobby farm surrounded by nature. Built on the original stone foundation of an 1800's milk-house, exposed beam and stone walls are complimented by modern amenities. Cathedral ceiling and large windows add light and airiness. Experience hiking and snowshoe trails on 400 acres of wooded conservation at your doorstep. Cozy up in the evening with the warmth of a gas fireplace and enjoy a night in with your favourite streaming services.

Sep 27 – Oct 4

€ 128 per night

Guest favorite

Shipping container in Caledon

4.93 out of 5 average rating, 15 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.

Dec 17 – 24

€ 122 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.

Sep 22 – 29

€ 130 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.

Aug 28 – Sep 4

€ 110 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).

Oct 17 – 24

€ 86 per night

Guest favorite

Dome in East Gwillimbury

4.92 out of 5 average rating, 129 reviews

Deerleap Glamping Dome

Looking for a peaceful escape from the city? Our glamping dome offers just that, situated on 10 acres of picturesque land with trail, streams, and a stunning pond view. Perfect for a romantic retreat or a weekend getaway with the family, our dome is equipped with everything you need, from upscale sanitary to fast Wifi. Relax and enjoy the starry sky from the comfort of your bed, gather around the bonfire for s'mores , or explore nearby Lake Simcoe.

Mar 26 – 31

€ 200 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!

Jan 14 – 21

€ 136 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.

Nov 21 – 28

€ 226 per night

Guest favorite

Guesthouse in Schomberg

4.93 out of 5 average rating, 342 reviews

Country Cabin for Long and Short Stays Queen bed

Our Country Cabin get-away is perfect for those looking to get out of the city and back to nature for a short or extended stay! Enjoy a little winter getaway and share our paradise in the countryside and be part of it all. You’ll love our location, full kitchen, access to camp fire pit, propane bbq, wifi internet, 40" Smart TV, three piece bathroom, laundry facilities and more.

May 17 – 24

€ 117 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

4.9 out of 5 average rating, 73 reviews

Bunkie in the Forest

Oct 27 – Nov 3

€ 135 per night

Guest favorite

Guest suite in Caledon

4.98 out of 5 average rating, 89 reviews

Casa Caledon-Secluded Suite Surrounded by Nature

Oct 4 – 11

€ 108 per night

Guest favorite

Apartment in Caledon

5.0 out of 5 average rating, 11 reviews

Caledon Getaway

Jan 27 – Feb 3

€ 127 per night

Guest favorite

Home in Bolton

4.91 out of 5 average rating, 11 reviews

Charming Cedar Mills Estate

May 26 – Jun 2

€ 214 per night

Guest favorite

Home in Palgrave

4.92 out of 5 average rating, 12 reviews

Luxury Estate Home getaway in Palgrave

Jan 11 – 18

€ 310 per night

Guest favorite

Home in Vaughan

4.89 out of 5 average rating, 73 reviews

Spacious 2-Bedroom Unit-Close to YYZ Airport

Jan 14 – 21

€ 113 per night

Guest favorite

Guest suite in Caledon

5.0 out of 5 average rating, 13 reviews

Beautiful Retreat in Caledon

Jan 24 – 31

€ 232 per night

Guest favorite

Guest suite in Brampton

4.94 out of 5 average rating, 18 reviews

Lake Guest Suit> 15 mins YYZ>private whole place

Aug 11 – 18

€ 104 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

Guest suite in Caledon

Apartment in Caledon

Home in Bolton

Home in Palgrave

Home in Vaughan

Guest suite in Caledon

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