Holiday houses in Bolton

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Top-rated holiday rentals in Bolton

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Guest favourite

Guest suite in Kleinburg

4.93 out of 5 average rating, 145 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.

Top Guest favourite

Home in Vaughan

4.99 out of 5 average rating, 297 reviews

Adorable — One Bedroom Guest Unit in Vaughan, ON

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.

Guest favourite

Home in Caledon

4.89 out of 5 average rating, 85 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

Apartment in Caledon

4.94 out of 5 average rating, 85 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.

Guest favourite

Farm stay in Caledon East

4.97 out of 5 average rating, 35 reviews

Beautiful Villa on Hill

Welcome to Beautiful Villa on Hill, a secluded paradise nestled on App. 3 acres of ravine property in Caledon East. Surrounded by a serene forest, a flowing stream, and private walking trails, Villa offers complete tranquility and privacy. With stunning panoramic views of nature, our spacious villa features 5 bedrooms and 4 full bathrooms, comfortably accommodating families or groups looking for the ultimate escape. Villa provides the perfect blend of relaxation and natural beauty.

Superhost

Home in Bolton

4.63 out of 5 average rating, 43 reviews

Big house with pool

Spacious 6-bedroom home on 10 acres, just 20 mins from Wonderland, 30 mins to Pearson Airport, and 40 mins to downtown Toronto. Sleeps up to 16 guests with 7 beds, 2 full bathrooms, full kitchen, dining area, family room, laundry, and solarium. Enjoy a private outdoor pool (seasonal), BBQ, and pool table. Ample parking. Close to golf courses. Ideal for families or mature groups. No parties or events allowed. Peaceful getaway near top attractions!

Top Guest favourite

Guest suite in Caledon

5 out of 5 average rating, 38 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

Apartment in Bolton

5 out of 5 average rating, 25 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, 117 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

Guest favourite

Apartment in Brampton

4.91 out of 5 average rating, 32 reviews

Stylish Retreat | Luxe Comfort | Cozy Queen Beds

★ Approximately 20 mins from Airport ★ Separate Basement Unit ★ Two Bedrooms ★ One and Half Washrooms ★ Full Kitchen ★ Queen Size Beds ★ Comfortable Mattresses ★ Fine White Sheets ★ Warm Duvets ★ Portable Heater ★ Luggage Racks ★ Extra Blanket ★ Iron ★ Hangers ★ Hair Dryer ★ 75" HD Smart TV ★ Free Netflix ★ Free Youtube ★ Free IPTV with 6000+ Channels in different languages ★ Free Wifi ★ One Free Parking Space on Driveway

Top Guest favourite

Guest suite in Nobleton

5 out of 5 average rating, 10 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.

Top Guest favourite

Home in Kleinburg

4.98 out of 5 average rating, 52 reviews

Charming Log Home - 25 private acres in Caledon

Our home sits on the rolling hills of Caledon East surrounded by a serine ambiance of pure peace and quiet. Just 45 minutes from the GTA where you can make memories w/family and friends. Take a walk though the trails, enjoy sitting by the pond, or enjoy skating or snow shoeing during the winter months. We welcome all our guest(s) to take a deep breath, inhale peace and exhale happiness.

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Popular amenities for Bolton holiday rentals

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Other great holiday rentals in Bolton

Superhost

Private room in Brampton

4.94 out of 5 average rating, 18 reviews

Large room with private washroom in Brampton

KennethRating, 5 stars3 weeks ago

A good place good value for the money. Highly recommended

Guest favourite

Private room in North York

4.92 out of 5 average rating, 53 reviews

Cozy room - steps to Finch West Subway

EdwardRating, 5 stars1 day ago

Didn't use all available items but room and house had everything I needed

Top Guest favourite

Private room in Vaughan

4.96 out of 5 average rating, 90 reviews

Luxurious Bedroom with En-suite Bathroom

ChristelleRating, 5 stars3 weeks ago

We spent the day at Canada’s Wonderland, and this place was perfect for spending the night afterwards. The whole house is beautiful, and super clean. Having this room with the king size bed and on suite bathroom felt super private even though there were other guests in the other rooms. It felt like we had the place to ourselves. Thanks Neela! 😊

Guest favourite

Home in Kleinburg

5 out of 5 average rating, 6 reviews

Cozy Townhouse Near Pearson & Wedding Venues

mannyRating, 5 stars1 week ago

Nelanthini was very responsive and very friendly. She made sure that all are needs were met. The place was well prepared for us. When we walked in there was treats and water ready for us. Everything was topped up to beef patties in the freezer. That actually was a life saved after the drive we had. Everything was where it was listed. Hands down one of our best stays.

Guest favourite

Private room in Schomberg

4.98 out of 5 average rating, 65 reviews

Studio Apartment on Beautiful Horse Farm

ChristinaRating, 5 stars1 month ago

We had an amazing stay! The airbnb was spacious, private and we felt right at home. Emma was always just a message away and she was kind and friendly. It was lovely being out in nature while still having comforts of home and not being too far from stores/restaurants. We had great nights in the games room playing darts and ping pong. We will definitely be coming back!

Guest favourite

Private room in Brampton

4.98 out of 5 average rating, 48 reviews

Home - Away from Home - Ground Level

KaranRating, 5 stars1 week ago

I had a wonderful stay! The host, Karan, was incredibly gracious and professional. He took the time to do his due diligence before accepting my booking, which gave me peace of mind that I was staying in a safe and respectful environment. He ensured I received clear check-in instructions and even shared his personal cell number in case I had any questions or concerns. The room was spotless, with fresh bedsheets and towels, and the washroom was equally clean and well-maintained. I had forgotten my charger, and Karan went above and beyond by responding to my late-night message and kindly providing one. He even took a moment to chat with me during checkout, which made the experience feel very warm and personal. Highly recommend staying here—Karan truly sets the standard for excellent hosting! I am staying at this place everytime I plan to visit Toronto, provided it's available.

Guest favourite

Private room in Brampton

4.85 out of 5 average rating, 39 reviews

Spacious Bedroom in a cozy house.

RavinderpalRating, 5 stars4 days ago

Very nice people and very kind . Welcomed and treated very nicely

Guest favourite

Private room in Kleinburg

4.91 out of 5 average rating, 11 reviews

A Luxury Bedroom in posh neighborhood

BinuRating, 5 stars3 weeks ago

In all honesty I didn’t realise the host lived in the premises. I thought it was an air bnb room let with others. However the family were absolutely wonderful and felt right at home. Their home was beautiful and comfortable. The family were just too accommodating. I booked the room for me and my mum who snores really loudly but the family were happy to let me sleep on their couch. Thank you Jaskamal and thank you to your parents who provided me with a blanket and hairdryer and great conversations

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Quick stats about holiday rentals in Bolton

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

Holiday houses in Bolton

Top-rated holiday rentals in Bolton

Holiday rentals for every style

Popular amenities for Bolton holiday rentals

Other great holiday rentals in Bolton

Quick stats about holiday rentals in Bolton

Total rentals

Total number of reviews

Family-friendly rentals

Rentals with dedicated workspaces

Wi-Fi availability

Popular amenities

Destinations to explore