House holiday rentals in Bradford West Gwillimbury

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Top-rated house rentals in Bradford West Gwillimbury

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
The entrance features double doors in a dark finish, adorned with elegant seasonal wreaths. Flanking the doors are decorative wall art pieces. A small bistro table with two chairs is positioned on a stone patio, complemented by potted snake plants and decorative pumpkins.
Home in Barrie
4.92 out of 5 average rating, 132 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Guest favourite
The cottage presents a charming exterior, showcasing a white facade with decorative trim. A neatly paved driveway leads up to the entrance, framed by vibrant yellow flowers and lush greenery. A clear view of Lake Simcoe is visible in the background under a bright blue sky.
Home in Gilford
4.82 out of 5 average rating, 74 reviews

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.

Top guest favourite
Home in East Gwillimbury
4.97 out of 5 average rating, 29 reviews

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.

Top guest favourite
Home in Downtown Toronto
4.99 out of 5 average rating, 249 reviews

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

Top guest favourite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 424 reviews

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.

Guest favourite
A spacious bedroom is equipped with a double bed featuring a patterned quilt and decorative pillows in yellow and floral designs. Soft lighting is provided by two pendant lamps above the bed. Nightstands are positioned on either side, with a small plant and clock on one side.
Home in Bradford
4.91 out of 5 average rating, 66 reviews

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.

Guest favourite
Home in Little Britain
4.93 out of 5 average rating, 120 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

Top guest favourite
A modern living area features a sectional sofa alongside two armchairs, designed with a neutral colour palette. A sleek coffee table sits in the center, while a wall-mounted smart TV is positioned above a linear fireplace. Natural light enters through a nearby window.
Home in Barrie
5 out of 5 average rating, 55 reviews

Entire Unit 2 bdr 2 bathroom | Full privacy

Whether you're visiting Barrie for a family vacation, a night out with friends, or a work trip, this home offers the perfect balance of comfort and convenience. Ideal for professionals, families, and small groups, it’s just 7 minutes from downtown, major attractions, and nearby ski resorts. Enjoy brand-new, high-end furnishings in a space that’s professionally cleaned and sanitized after every stay, ensuring a comfortable and worry-free experience. We have 100% 5-Star reviews!

Guest favourite
A spacious two-story house features a warm-toned brick façade and a covered front porch. The entryway is accessible via a set of wide steps, and two garage doors are visible, enhancing the home's curb appeal.
Home in Bradford
4.8 out of 5 average rating, 30 reviews

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.

Guest favourite
A spacious kitchen area features modern cabinetry and stainless-steel appliances. A large island with seating for five is surrounded by bright lighting. Flowers are arranged in a vase, and a cozy family room can be seen in the background, showcasing relaxed seating.
Home in Bradford
5 out of 5 average rating, 22 reviews

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.

Superhost
Home in Bradford
4.8 out of 5 average rating, 5 reviews

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.

Guest favourite
A cozy living area includes a navy blue sofa and a light armchair positioned on a patterned area rug. Decorative wall mirrors and plates are displayed above the seating. A lamp and a small table add to the brightness, while bar stools are positioned near the kitchen counter.
Home in Barrie
4.96 out of 5 average rating, 130 reviews

Bright basement apt with private entrance, Barrie

Welcome to Your Bright Basement Retreat in Barrie! Our cozy and modern 2-bedroom basement apartment offers the perfect balance of comfort and privacy. Located in a quiet residential neighborhood, it’s ideal for couples, small families, or business travelers. With its own private entrance, high-speed Wi-Fi, a fully equipped kitchen, and convenient access to downtown Barrie and the GO Station, this apartment has everything you need for a comfortable stay.

Popular amenities for house rentals in Bradford West Gwillimbury

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Quick stats about house rentals in Bradford West Gwillimbury

  • Total holiday rentals

    Explore 60 holiday rentals in Bradford West Gwillimbury

  • Nightly prices starting at

    Bradford West Gwillimbury holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Bradford West Gwillimbury holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bradford West Gwillimbury rentals

  • 4.7 Average rating

    Bradford West Gwillimbury stays receive an average rating of 4.7 out of 5 from guests