Vacation rentals in Bolton

Luxury Family Home•Fireplace•Backyard•NearBrampton

Your Stylish Home Away From Home ✨ Enjoy the comfort of a spacious 3-bedroom home minutes from Brampton. Perfect for families, wedding guests, business travelers, and hockey tournaments. Relax by the fireplace, cook in the fully equipped kitchen, and unwind in the private backyard. Whether you're here for work or a getaway, you'll enjoy fast Wi-Fi, comfortable living spaces and everything you need for a seamless stay. Prime location: 2 mins to shops, 20 mins to Mississauga, 30 mins to Toronto.

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.

Unwind in Bolton~Bright, Clean & Peaceful 4BR Stay

Enjoy comfort in our private 4BR, 2.5WR Bolton home - perfect retreat for families! ✓ Entire home to yourself - complete privacy ✓ 4 spacious bedrooms + 3.5 washrooms ✓ Fully equipped kitchen with all essentials ✓ Backyard with 2 chairs – ideal for relaxation ✓ Board games for fun family moments ✓ Smart TV & High-Speed Wi-Fi for entertainment ✓ Stationary exercise bike for your cardio workouts ✓ Open-concept layout with modern décor Book your stay today and create unforgettable memories!

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!

Lake Guest Suit> 15 mins YYZ>private whole place

You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

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.

Bright 3-Bedroom Main Floor Suite in Bolton West

Welcome to you comfortable home away from home in the heart of Bolton, Ontario. This bright and inviting main floor suite is perfect for families, small groups, or business travelers looking for space, convenience and privacy. It has a fully equipped kitchen, three cozy bedrooms that sleeps 5 people, and a private entrance with self check Located in the a quiet residential neighbourhood, just minutes from Bolton's shops, restaurants, cafes, parks, and scenic trails.

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Adey's Haven: 1BR + Free Parking

Relax and unwind in this modern 1-bedroom basement apartment located in a quiet, family-friendly neighbourhood. Adey’s Haven offers a private entrance, stylish living area, fully equipped kitchen, and a spacious bedroom with a queen-sized bed. Enjoy high-speed Wi-Fi, smart TV, and free on-site parking. Have fun with the whole family at this stylish place which also comes with a dedicated workspace. Car Space not suitable for big SUVs/Pickup Truck

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.

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

Guests praise:Spotlessly Clean, SelfCheck-In, WiFi

Property located just 30 min. from Pearson Airport and 10 min. from Caledon Equestrian Park, RBC Canadian Open. 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. Self-check-in and a private entrance, you’ll enjoy the privacy you crave while feeling completely at home.