House holiday rentals in Bradford West Gwillimbury

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.

4.89 out of 5 average rating, 140 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

ValueFamilyBackyard

Two black Muskoka chairs are positioned on a wooden dock, facing a serene lake. The sky is filled with soft clouds, casting gentle reflections on the water's surface, creating a peaceful atmosphere for relaxation.

5.0 out of 5 average rating, 49 reviews

Blu Lake House | Waterfront May/June Special

Enjoy a peaceful two-story waterfront cottage with beach access. The perfect escape! Located an hour from Toronto. This cottage includes pedal boat, kayak, paddle board, inflatable rafts, volleyball net, basketball net, and swings facing lake view. Unwind with Netflix, or enjoy the game room, which includes a pool table, foosball, hockey, basketball, and Xbox 360. Local attractions such as the Gateway Casino, Cooks Bay Marina, Indy Go-Kart, Tanger Outlet, Local Eateries, Farmer Markets and more.

FamilyLocationHospitality

4.98 out of 5 average rating, 62 reviews

A serene backyard view showcases a well-maintained lawn bordered by diverse greenery and a calm river. Several seating areas, including white chairs and a shaded gazebo, provide relaxation spots. A swimming pool is visible, reflecting the clear blue sky above, creating a peaceful outdoor setting.

Home in East Gwillimbury

Private river access with pool, canoes, kayak

Welcome to our cozy and peaceful cottage-like getaway near Toronto and with modern conveniences close by - ideal for young families or small groups. Guests enjoy exclusive use of the spacious 2nd floor with separate entry, like a fully stocked private apartment (see below for details). Please note: - Owners live on the 1st floor with a friendly dog (separate entrance for guest). - no A/C in living/dining area, but ceiling and industrial fans provided; each bedroom has a portable A/C unit

FamilyLocationOutdoor spaces

4.85 out of 5 average rating, 60 reviews

A well-furnished living area features a spacious gray sofa adorned with white pillows, complemented by a sleek glass coffee table. A black chair provides additional seating. Natural light fills the room through a large window, overlooking greenery outside, while a decorative wall piece adds elegance.

Home in Newmarket

Relax & Unwind House

Welcome to your perfect getaway in Newmarket This bright and inviting *3 bedroom+den house* is designed for comfort, whether you're traveling with family, friends, or on a work trip. Why you’ll love staying here: ✔ Spacious & Comfortable: Plenty of room with cozy living areas and a fully equipped kitchen. ✔ Prime Location: Close to Upper Canada Mall, New Market Go Bus, Costco, Walmart, Highway(401-404). ✔ Modern Amenities: High-speed Wi-Fi, smart TV, laundry, and a relaxing backyard space.

LocationValueCleanliness

A serene lakeside view features a wooden dock extending into the water, with a pedal boat tied up. Adjoining the dock, a gathering of ducks floats near the shore, where red adirondack chairs are positioned in a grassy area, accented by potted flowers.

4.94 out of 5 average rating, 35 reviews

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

“Spectacular Cook's Bay Getaway, 0n Lake Simcoe” Charming water front home to enjoy, one hour away from downtown Toronto Welcome to tranquility and natural beauty: Breathtaking Sunrise over the lake and stunning sunset behind the forest Private Dock, 1 pedal boat, 1 Paddle board Cozy home, clean and modern decor, central AC and heat Hot Tub on the back deck, with panoramic views of the water and nature & Fire pit, kids swing set Three Bedrooms: one king & two queen Two full Bathrooms.

LocationFamilyDecor

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

4.97 out of 5 average rating, 158 reviews

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

ValueLocationOutdoor spaces

A spacious living area features a large sectional sofa facing a mounted 65" 4k Smart TV. A sleek, modern fireplace is positioned beneath the television, providing a cozy focal point. Natural light enters through two small windows, enhancing the warm color palette.

4.88 out of 5 average rating, 74 reviews

Guest Suite In Bradford West Gwillimbury

Welcome to your cozy 2-bedroom retreat in Bradford’s Summerlyn area! This bright lower-level suite offers a private entrance, 1 parking spot, full kitchen, laundry, and a relaxing living space. Perfect for families or remote workers. Just minutes to dining and shops. Bedroom 1: queen bed; Bedroom 2: full bed—both with organized closets. Enjoy a 65" 4K Smart TV with Netflix & Prime. Shared gym on site. *No smoking/vaping inside. Outdoor security cameras for your safety.

ValueFamilyTV

A spacious wooden deck features a glass-top dining table surrounded by six chairs, set under a pergola. A gas barbecue is positioned nearby, with views of the lush greenery beyond the deck.

4.79 out of 5 average rating, 182 reviews

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

If you are looking to get away for fun with friends or family, Shopping, or planning a trip, this house is exactly the spot for your Barrie stay! Perfect for a family vacay, a wedding trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

LocationFamilySleep quality

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.

4.84 out of 5 average rating, 38 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.

FamilyLocationSleep quality

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.

5.0 out of 5 average rating, 27 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.

ValueFamilyQuiet

4.67 out of 5 average rating, 6 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.

FamilyLocationCleanliness

4.93 out of 5 average rating, 27 reviews

Bradford 4BR Family Retreat | Pool & Playground

Gather your loved ones for an unforgettable escape to this charming 4BR 🛏️, 2.5BA 🛁 family oasis in Bradford, under an hour from Toronto. Enjoy a private pool 🏊‍♂️ with waterfall, a kid-friendly playground 🛝, and bright, comfortable interiors. Perfect for family vacations, group getaways, or a peaceful retreat 🌿, this home offers thoughtful amenities and a prime location for fun, relaxation, and lasting memories ✨.

LocationFamilyBackyard

Popular amenities for Bradford West Gwillimbury house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 187 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

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

LocationValueView

4.92 out of 5 average rating, 122 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

LocationFamilyView

4.85 out of 5 average rating, 109 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in Toronto

Toronto Pool Retreat

FamilyLocationAccess

4.96 out of 5 average rating, 130 reviews

The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.

Home in Alton

Cozy Country Spring Getaway | HotTub + Fire Pit

LocationFamilyParking

4.91 out of 5 average rating, 344 reviews

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in Niagara

King West Studio – TIFF, Dining & Nightlife

LocationFamilyWalkability

4.8 out of 5 average rating, 126 reviews

A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.

Home in Horseshoe Valley

King Bed, Pool, Gym, Ravine View, Your Getaway!

ValueLocationBeach

4.95 out of 5 average rating, 21 reviews

Home in Schomberg

6BR 2.5BA Rustic Modern Farmhouse Pool Family Farm

LocationFamilyDecor

5.0 out of 5 average rating, 5 reviews

Home in Schomberg

Enchanting Chalet with Pool and Sauna on 1 Acre

FamilyIndoor spacesPool

Weekly house rentals

5.0 out of 5 average rating, 32 reviews

Home in Georgina

Water’s Edge

FamilyValueCheck-in

4.97 out of 5 average rating, 32 reviews

Home in East Gwillimbury

Sunny Haven: Brand New Retreat

FamilyLocationParks

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.

4.85 out of 5 average rating, 85 reviews

Beautiful lakefront Cottage on Lake Simcoe.

ValueLocationHeating

4.98 out of 5 average rating, 44 reviews

A lakeside luxury retreat features a spacious exterior with a large deck and expansive yard. Lush green grass is surrounded by trees, and several outdoor seating areas, including a dining set and Muskoka chairs, are visible. A wooden dock extends into the calm waters of Lake Simcoe.

Home in Georgina

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

LocationFamilyCleanliness

4.88 out of 5 average rating, 34 reviews

Home in Newmarket

World Cup Suite! Sep Entry, 1 Parking

ValueLocationCleanliness

4.94 out of 5 average rating, 31 reviews

A bright living area is highlighted by large windows overlooking the forest. A sectional sofa in soft tones surrounds a glass coffee table. A TV is mounted above a modern fireplace, while several plants add a touch of greenery to the space.

Home in Innisfil

Steps to Lake & Sleeps Many

ValueFamilyAccuracy

4.94 out of 5 average rating, 62 reviews

Home in Richmond Hill

Luxury Brand-New, Spacious Apartment Richmond Hill

FamilyValueAccuracy

4.81 out of 5 average rating, 37 reviews

Lake Simcoe Cottage Peaceful Cozy Nature Retreat

LocationValueHospitality

Private house rentals

5.0 out of 5 average rating, 23 reviews

Snow valley ski (12km)Scandinavian therapy retreat

FamilyLocationIndoor spaces

4.88 out of 5 average rating, 86 reviews

A modern kitchen is displayed, featuring white cabinetry with gold hardware and a spacious countertop. High-end stainless steel appliances, including a built-in oven and a professional gas cooktop, are visible. The dark hardwood flooring contrasts with the light cabinetry, enhancing the contemporary design.

Home in Aurora

Entire Luxury 5 Bedroom House

LocationFamilyParking

4.94 out of 5 average rating, 18 reviews

Home in Toronto

Luxury Estate | Elevator | Games | Sauna | Hot Tub

LocationFamilyComfort

4.99 out of 5 average rating, 82 reviews

A charming log cabin is set amidst lush greenery, featuring a covered porch with decorative plants. The building showcases a symmetrical roof and multiple windows, allowing natural light to fill the interior. The stone pathway winds through the manicured lawn, enhancing the serene outdoor setting.

Home in Kleinburg

Charming Log Home - 25 private acres in Caledon

LocationFamilyView

4.97 out of 5 average rating, 69 reviews

A two-story brick house features a symmetrical façade with gabled roofs and detailed trim. The entrance is highlighted by a covered porch with steps leading up, while two garage doors are positioned on the right. A clear blue sky provides a bright backdrop.

Home in Innisfil

Innisfil Getaway

LocationFamilyCondition

4.98 out of 5 average rating, 47 reviews

An open-concept living area features a cozy grey sofa with a textured throw blanket. A stylish rug sits beneath, complementing hardwood flooring. The modern kitchen is visible in the background, equipped with stainless steel appliances and a dining table with chairs near large sliding doors leading to the patio.

Home in Innisfil

Simcoe Retreat

LocationFamilyKitchen

4.95 out of 5 average rating, 21 reviews

A spacious living area features a large sectional sofa, positioned in front of a flat-screen television mounted above a sleek fireplace. Natural light filters through window coverings, creating a bright atmosphere. A geometric area rug adds a touch of color to the tiled flooring.

Home in Georgina

New Cottage Home Close to Simcoe

FamilyLocationTV

A charming brick house is surrounded by well-maintained gardens and lush green grass. The exterior features a inviting walkway and multiple windows. Mature trees provide shade, contributing to a serene outdoor environment. A small shed and fence are visible in the background.