
Holiday houses in Bolton
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Bolton
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury Modern Two Bedrooms Basement Apartment
No 3rd party booking! No parties! No visitors! Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV, full kitchen, laundry and large wardrobe 1 parking Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport 24hr Exterior Surveillance. One camera over looking driveway. One camera above the front door and one outside the storm door to the Airbnb unit

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!

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.

Quiet Vaughan Retreat near Wonderland & Hwy 400
Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Cozy Alton Cabin | March Break Escape Near Toronto
Escape to our riverside cabin this winter—soak in the hot tub under falling snow, curl up by the fire, and enjoy cozy evenings surrounded by nature. Perfect for couples, families, a ski weekend away, girls’ weekends, or a quiet work-from-home retreat. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

Studio Apartment
Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

Private oasis in Erin.Hot tub & Woodburning sauna.
WOOD BURNING SAUNA ⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

Modern hideaway for a perfect getaway.
Relax in this modern, immaculate suite just minutes from Canada’s Wonderland, Vaughan Mills, and a variety of restaurants and entertainment options Whether you're visiting for family fun, shopping, or a weekend getaway, this is the perfect place to call home. Thoughtfully designed with both comfort and style in mind, the suite offers welcoming vibe. Enjoy the spacious layout and contemporary touches you need for a stress-free stay. Book now and experience the comfort for yourself!

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Erin Cabin Getaway and Bunkie
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
Discover the perfect getaway just 30 min. from Pearson Airport and 10 min. from Husky IMS. This cozy two-bedroom basement apartment welcomes you with comfortable queen-size beds in each room and all the amenities you need for a hassle-free stay. With a self-check-in and a private entrance, you’ll enjoy the privacy you crave while feeling completely at home. Come unwind and make the most of this lovely space, your relaxing retreat awaits!
Popular amenities for Bolton holiday rentals
Other great holiday rentals in Bolton

Stunning Luxury Home

Elegant 4BR Retreat| Golf • Spa • Private & Serene

Spacious 3BR Family Home w/ Backyard, 2 Parking

Adey's Haven: 1BR + Free Parking

Beautiful Spacious In-LawApartment Ready For You

The Garden Loft at Willow Pond

Caledon Country Charm

Pond View Gardens
Frequently Asked Questions
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.
How much does it cost to stay in house rentals in Bolton?
Experience the best of Bolton with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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 a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen 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.
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.
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 a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Bolton

Total holiday rentals
Explore 20 holiday rentals in Bolton

Nightly prices starting at
Bolton holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Bolton holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bolton rentals

4.8 Average rating
Bolton stays are highly rated by guests—averaging 4.8 out of 5!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Financial District
- Casa Loma
- Wilfrid Laurier University
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- York University




