House holiday rentals in Bradford

World Cup Suite! Sep Entry, 1 Parking

Kick back & relax in this calm, cozy space with upgraded private bathroom on lower level. 5 minutes to bus station, Upper Canada Mall etc. 1 hr go transit to Toronto BMO Field for World Cup! - Separate entrance - Spacious bedroom with a plush queen-sized bed - Modern bathroom - Cozy sitting area with a flat-screen smart TV - Kitchen with essentials for light meals - Dedicated workspace - High-speed Wi-Fi - Free parking on the premises. - Flexible check-in time - No smoking/pets/party/loud music

Beautiful lakefront Cottage on Lake Simcoe.

This private 3 bedroom cottage is a perfect getaway with family & friends. It offers a relaxing setting of lakefront view of Lake Simcoe year-round, a perfect place to unwind and relax on a hot summer day or bundled up to get out for some ice fishing fun. This cottage has a private waterfront and dock. A spacious living area features a gas fireplace, open kitchen and separate dining area. Equipped with an outdoor BBQ and a fire pit for roasting marshmallows under a starry night. Wi-fi ready.

Sunny Haven: Brand New Retreat

Have fun with the whole family at this stylish place – your gateway to relaxation and exploration in Holland Landing within the GTA. This listing is conveniently located near parks, scenic trails, and is easily accessible from the 404 highway. With traffic, downtown Toronto is approximately 1 hour away, and Pearson Airport is just a 45-minute drive. Indulge in the comfort of our rooms, equipped with cozy beds and private bathrooms, each featuring a shower, bathtub, towels, and a hairdryer.

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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.

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

BRAND NEW Guest 1 bedroom Retreat

Enjoy a modern, private space in a 1 bedroom, 1 bathroom guest retreat. Situated in one of the most desirable family friendly & central neighborhoods in Bradford. Enjoy a bright, open-concept living area with a fully equipped kitchen. A big bathroom with a walk in shower & large bedroom with a double bed. Ideal for couples, business travelers, solo adventures on vacation. A 5 min walk to grocery stores, restaurants, etc. This location has everything you need for a comfortable stay.

Waterfront Home, City/Sunset View & Steps to Beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Bradford Adventure Awaits: Explore Lake Simcoe

This stunning four bedroom house is the perfect space for you and your family . The entire house is beautifully designed with spacious rooms and modern amenities. The dining area is the heart of the home, perfect for hosting gatherings with friends and family. Each of the four bedrooms is designed with your comfort in mind, featuring a plush bedding. The master suite is a luxurious oasis, complete with a king-sized bed, walk-in closet, and an ensuite bathroom.

Cityscape in the Heart of Bradford at Villa Tina

This beautiful, newly renovated luxury home is situated in a family friendly neighborhood in Bradford. It is a 1 story, uniquely and thoughtfully decorated home with 3 bedrooms, a fully equipped large kitchen, a beautiful cozy family room with a smart 70 inches TV, and a large, beautiful backyard where you can enjoy meals with your family, friends, or co-workers. It is perfect if you’re going on a family vacation, on a business trip, or relocating to a new city.

Home in Bradford West Gwillimbury

Bring the whole family to this great place with lots of room for fun. This spacious 3,200-square-foot offers the perfect balance of comfort and convenience. It features 4 generously sized bedrooms, 3.5 bathrooms, and additional living spaces, such as a loft, room, ideal for both relaxation and productivity. The home provides ample parking with 6 parking spaces . Located close to all essential amenities, this home provides the ideal setting for a family.

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !