Holiday rentals in Bolton

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Top-rated holiday rentals in Bolton

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Guest favourite

Guest suite in Caledon

5 out of 5 average rating, 25 reviews

Stylish Caledon Apt | Close to Airport & Outlet

Welcome to our Cozy and Tastefully Furnished 2BR and 1WR Basement in Caledon – Ideal for Small Families & Couples, featuring: ✓ 2 spacious bedrooms + 1 washroom ✓ Fully equipped kitchen with essentials ✓ Large flat-screen TV & High-Speed Wi-Fi ✓ Open-concept layout with modern décor ✓ High-quality Linens. Comfy Beds ✓ Safe neighbourhood. Easy access to highways ✓ Driving distance to Toronto Pearson Airport & Outlets ✓ Free parking Book your stay with confidence and make unforgettable memories!

Superhost

Guest suite in Brampton

4.78 out of 5 average rating, 223 reviews

Getaway to the Burbs: Cozy Studio Near Airport

Beautiful & elegant PrivateBasement studio located in Brampton, Ontario. -It is minutes away from Pearson International Airport. - 25 minutes drive to Downtown Toronto, with all major attractions such as: CN tower, Scotiabank arena, Eaton Shopping Centre, Ripley's aquarium and many more. Welcome to ask us about any Toronto attractions and we will be more than happy to assist you. - Close to major amenities such as: banks, high end shopping malls, fast food, grocery stores and many more.

Guest favourite

Guest suite in Schomberg

4.92 out of 5 average rating, 502 reviews

Romantic King Suite | Countryside | Pet Friendly

Escape to Our Cozy Country Suite – your perfect getaway on a peaceful, picturesque farm. Ideal for a romantic escape or quiet retreat, just 50 minutes from Toronto. This private suite, attached to our farmhouse with its own entrance, includes everything you need to relax: ✨ Full kitchen 📶 WiFi 📺 55” 4K Smart TV 🛁 Modern 3-piece bathroom 🧺 In-suite laundry 🔥 Propane BBQ (tank, tongs, flipper provided) Unwind by the propane fire pit or explore scenic walking trails right outside your door.

Guest favourite

Home in Kleinburg

4.9 out of 5 average rating, 98 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!

Guest favourite

Guest suite in Kleinburg

4.93 out of 5 average rating, 146 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.

Guest favourite

Guest house in Caledon

5 out of 5 average rating, 6 reviews

Cozy Private Basement Bedroom with ensuite

Welcome to your cozy getaway! Perfect for solo travelers, couples & families, this inviting space prioritizes comfort & peace of mind for both short & long stays. Enjoy free WiFi & free parking. Prime location makes it a convenient choice: - 15 mins to 3 GO stations - 14 mins drive to DT Brampton - 40 mins drive & 45 mins train to DT Toronto - Easy access to highways (401/407) - 25 mins drive to YYZ Airport - 5 mins to groceries & local restaurants Relax in a safe, welcoming neighborhood!

Guest favourite

Home in Caledon

4.9 out of 5 average rating, 92 reviews

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!

Guest favourite

Flat in Caledon

4.94 out of 5 average rating, 87 reviews

Separate apartment with pool, on golf course.

Enjoy a newly renovated studio apartment with a private entrance and exclusive access to a serene inground pool. This cozy space is furnished with Restoration Hardware pieces and features a fully equipped kitchen, high-speed WiFi, and a patio with an outdoor barbecue—perfect for remote workers or a peaceful getaway. Situated behind Caledon Woods Golf Course, it’s just 7 minutes from the Caledon Equestrian Park, 30 minutes from Pearson Airport, and close to highways leading to Toronto.

Top guest favourite

Guest suite in Caledon

5 out of 5 average rating, 39 reviews

Beautiful Retreat in Caledon

Welcome to your luxurious suite in the heart of beautiful Caledon. The perfect place to stay for travellers attending special events, seeking year-round outdoor adventure, or simply relaxing in a lovely setting. Many hiking / biking trails, equestrian, golf and skiing opportunities at your door step, or just relax and explore local shops, farmer's markets and restaurants. Located only 35 minutes NW of Pearson International Airport in Toronto.

Top guest favourite

Flat in Bolton

5 out of 5 average rating, 28 reviews

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!

Top guest favourite

Guest suite in Caledon

4.98 out of 5 average rating, 120 reviews

Casa Caledon-Secluded Suite Surrounded by Nature

Take it easy at this unique and tranquil getaway on 3 acres of land The suite is close to conservation areas Cheltenham Badlands, Fork of the Credit and Terra Cotta Bruce trail, golf courses, restaurants, bakeries, butchers, farm produce and city needs are close Each season is wonderful Spring/summer has lush forests, the pond and fire pit Fall walks with the beautiful colours Winter has a white blanket and access to winter sports

Top guest favourite

Guest suite in Nobleton

5 out of 5 average rating, 11 reviews

Cozy Walkout Near Major Hwys

Welcome to our renovated walkout apartment, just 10 min drive from HWY 400 and HWY 427, King GO Station, and 15 minute drive from the TTC Vaughan Station. Easy access to Canada's Wonderland (15 minutes drive away), Village of Kleinburg (5 minutes drive away), McMichael Art Gallery, and several top-notch golf courses such as Nobleton Lakes and Copper Creek. No pets or smoking on property.