House holiday rentals in Collingwood

The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.

4.87 out of 5 average rating, 461 reviews

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

A spacious bed is adorned with a textured white bedspread and a decorative 'welcome' pillow. Behind the bed, a scenic mural displays misty mountains and lush forests, enhancing the room's atmosphere. Two sleek reading lights are positioned on either side, adding functionality to the space.

4.84 out of 5 average rating, 106 reviews

The Cozy Corner Townhome - Shuttle to the Village

Cozy Lookout is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you can find ski hills, restaurants, shops, and more. Snowbridge provides a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and beautiful walking trails that offer stunning views of Blue Mountain for guests to enjoy throughout their

A charming century home features a blend of red brick and light siding. The entryway is highlighted by a covered porch and decorative star. Lush greenery surrounds the property, adding to its inviting appeal under clear blue skies.

4.97 out of 5 average rating, 158 reviews

Close to Beach & Trails with Large Fenced in Yard

Whether you are looking to rest and recharge or head out on an epic adventure in the hills, this comfortable century home is the perfect base. Nestled in the quaint town of Meaford the home is walking distance to everything you need for a great stay. It has a large backyard, fire area, patios, laundry, stocked kitchen & two living rooms. The recently updated home is set up perfectly for families & medium sized groups. The large fenced in backyard is perfect for pets and a great space for kids.

4.95 out of 5 average rating, 128 reviews

Driftwood on 6th Heritage Downtown Collingwood

Welcome to Driftwood on 6th. A pet friendly unique & tranquil space like none other, nestled in the heart of famous heritage downtown Collingwood. Fully renovated boutique hotel inspired century home with all the modern amenities.4bedrooms.1 king,2 queen,1 double.Each bedroom has a unique decor. Fully equipped kitchen with upgraded appliances.Vintage & modern art through out.Large outdoor space, for lounging.Discover unique shops,restaurants & bars walking distance from this historic property.

4.88 out of 5 average rating, 250 reviews

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Outdoor Heated Pool (Seasonal June-September) in 1 minute.

The entrance of a charming house features a welcoming porch with a red front door. Flanking the entrance, bright orange lilies bloom alongside well-maintained greenery. Sunlight filters through the surrounding trees, casting a warm glow on the home's exterior.

4.94 out of 5 average rating, 190 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

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.

4.98 out of 5 average rating, 121 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. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

A vibrant bar and games room is featured, with a pool table occupying the center space. An air hockey table and foosball table are visible in the foreground. Colorful decor, including flags and artwork, adds to the lively atmosphere, while red lighting enhances the playful environment.

4.91 out of 5 average rating, 223 reviews

JJ’s Collingwood bar & games house.

welcome to beautiful 4 season collingwood! This house offers a 3 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. Less than 10minute walk to sunset point beach and a 10 minute walk to downtown collingwood. House is in a prime location approximately 10 minute drive to blue mountain, 20 minutes to Thornbury and 15 minute drive to Wasaga beach. Big fenced in backyard for fires, horse shoes or whatever you would like, plenty of parking ( 4 car maxim)

The living area features large windows allowing natural light to illuminate the space. A modern sectional sofa with colorful pillows and a decorative throw faces a sleek coffee table. A cozy fireplace is positioned beneath a wall-mounted TV, creating a warm environment.

4.87 out of 5 average rating, 127 reviews

Blue Mountain Retreat In Historic Snowbridge

Experience our bright and modern home in the heart of Blue Mountain, located within the upscale Snowbridge complex. This spacious 4-bedroom, 4-bathroom corner townhome is only minutes from the slopes. Enjoy complimentary year round shuttle service to/from the Village/ski lift and access to a seasonal swimming pool and beach. This vacation rental features mountain views, is surrounded by Monterra golf, and offers direct access to paved trails and hills for extra fun.

An open-concept living area is displayed, featuring a gas fireplace with a mounted television above it. A spacious wooden coffee table is centered on a light-colored rug. The dining area, with a dark table and chairs, is visible in the background, complemented by a well-equipped kitchen.

4.9 out of 5 average rating, 102 reviews

Rivergrass Oasis: Steps to Blue Mountain Village!

Rivergrass Oasis is located in the Beautiful Rivergrass community adjacent to Blue Mountain. This unit backs onto Monterra Golf Course, the community swimming pool and hot tub. This unit is within a 5-7 minute walk to the heart of Blue Mountain Village and Monterra Golf Course. Making this property an ideal location for those that want to park their car and walk to the all amenities at Blue Mountain such the ski hills, restaurants, shops, and activities.

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

4.93 out of 5 average rating, 215 reviews

Serene mountainside home with View/Shuttle Bus

Welcome to this peaceful haven within the mountains. We have decorated our spacious and cozy home with comfortable beds, ample living amenities, and high-quality furniture to welcome you, your family and friends. Enjoy the carefully curated art pieces collected from around the world and look upon a stunning view of the snow-capped mountains from the master bedroom. Heated outdoor pool is seasonal! Walkable to the Village. Free Shuttle Bus

A modern living space showcases a comfortable gray sectional sofa with colorful accent pillows. A small black table sits in front, complemented by a light area rug. The room is brightened by natural light flowing through two windows, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 176 reviews

100% Private 1-Bdrm+Fireplace. Quiet+comfortable.

Welcome to our recently renovated unit, nestled on a quiet, residential street. This bright, 100% private basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.

Popular amenities for Collingwood house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.69 out of 5 average rating, 29 reviews

New look The Greenview Retreat

4.86 out of 5 average rating, 95 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 Shanty Bay

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

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.

4.91 out of 5 average rating, 116 reviews

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

A spacious living area features a comfortable sectional sofa facing a stone fireplace. A dining table with chairs is positioned nearby. Large windows allow natural light to fill the space, offering views of the outdoor greenery. A subtle artwork of a deer adorns the wall.

4.89 out of 5 average rating, 19 reviews

Charming One Bedroom at Snowbridge

4.88 out of 5 average rating, 207 reviews

The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.

Home in Kimberley

Heart of Kimberley - with views and a hot tub

4.87 out of 5 average rating, 91 reviews

A hot tub is situated under a wooden gazebo, featuring railings and a ceiling adorned with decorative elements. Sunlight illuminates the scene, highlighting the inviting water surface. A view of the snowy landscape and frozen lake extends in the background, enhancing the serene atmosphere.

Home in Elmvale

Ski, Swim, Soak, Boat & Golf

4.77 out of 5 average rating, 69 reviews

An indoor pool is framed by large windows that allow natural light to fill the space. The ceiling features wooden beams that create an airy atmosphere. Two chairs are positioned nearby, and vibrant yellow flowers are visible through an adjacent window.

Home in Orillia

Casa ~ Pool ~ Fire Pit ~ BBQ

4.84 out of 5 average rating, 57 reviews

The exterior of a majestic cottage is covered in a blanket of snow. A spacious wooden deck is visible, leading to a charming entrance. Snowflakes gently fall, creating a serene winter scene. Surrounding greenery is partially hidden beneath the snow, enhancing the peaceful ambiance.

Home in Feversham

The Castle

Weekly house rentals

5 out of 5 average rating, 16 reviews

Home in Egbert

Underhill Riverside Retreat-Nature Preserve

The exterior of the home features a wrap-around deck with a black railing, complemented by outdoor seating. Stone and wood siding are visible, with lush greenery and colorful flowers surrounding the entrance. Large windows allow for bright natural light, enhancing the airy appearance.

4.9 out of 5 average rating, 73 reviews

Georgian Escape.Steps to Georgian Bay w/ hot tub

A spacious living area features a gray sectional sofa and a light upholstered armchair, adorned with decorative pillows. A textured area rug complements the hardwood flooring. Natural light floods the room, highlighting a round mirror and a lamp on a side table, with views of a green outdoor space visible through the large windows.

5 out of 5 average rating, 13 reviews

Happy Place

5 out of 5 average rating, 8 reviews

Luxury Townhouse | Barrie Hideaway

4.98 out of 5 average rating, 40 reviews

The kitchen features modern cabinetry with blue and white accents. A marble countertop stretches across the kitchen island, which is complemented by a vibrant orange refrigerator. A dining area with a glass table and colorful stools offers a cheerful space for meals.

Home in Flesherton

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub

4.98 out of 5 average rating, 45 reviews

The exterior of a two-story cottage is visible, surrounded by lush greenery and a well-maintained lawn. A spacious deck extends from the back, featuring an umbrella-covered seating area. Nearby, a pathway leads through garden beds, framed by wooden fencing and decorative stones.

Home in Kimberley

Paradise in the Valley

5 out of 5 average rating, 44 reviews

A spacious dining area features a large wooden table set for eight, surrounded by black chairs. A modern chandelier hangs above, illuminating the setting. Large windows offer views of the outdoors, allowing natural light to fill the space.

Home in Kimberley

Beaver Valley Vista: Secluded w Hot Tub, Fire Pit

4.93 out of 5 average rating, 28 reviews

A newly built farmhouse presents a modern design with large windows and stone accents. Two levels are visible, featuring a spacious deck with outdoor seating. A hot tub is situated on the lower level. The surrounding landscape includes a natural grassy area and trees.

Home in Flesherton

Eugenia Falls Modern Farmhouse

Private house rentals

4.67 out of 5 average rating, 33 reviews

Home in Lisle

3 bedroom apartment

5 out of 5 average rating, 14 reviews

An open-concept living room is highlighted by natural light pouring in through large arched windows. A comfortable white couch is paired with accents of black and brown. A decorative fireplace adds warmth, while modern furnishings create a welcoming atmosphere.

Home in Keswick

Lake Days & Cozy Nights – Your Year-Round Retreat

The master bedroom features a large bed with a tufted headboard and a navy blue bedding set. Two bedside lamps provide soft lighting, and a decorative sign hangs above the bed. A window with blue curtains lets in natural light, enhancing the calming atmosphere.

4.95 out of 5 average rating, 95 reviews

Newer Cozy Townhouse walk to Village/Free Shuttle

4.96 out of 5 average rating, 23 reviews

A modern living room showcases light-colored leather sofas adorned with soft pillows. A glass coffee table sits centrally, reflecting natural light from the large windows. The open layout reveals a glimpse of the kitchen, enhancing the spacious atmosphere.

Home in Wasaga Beach

4 bedroom 3 bathroom 4 car parking space brand new modern villa

5 out of 5 average rating, 15 reviews

Canyon Connection Chalet - Pool Table + Hill View!

A spacious living area contains a plush gray sofa and a pair of accent chairs, arranged around a low glass table. A decorative rug adds texture to the carpeted floor. Large windows allow natural light to fill the space, with sliding doors leading to an outdoor area.

4.88 out of 5 average rating, 49 reviews

Cozy Creek Side walkout basement.

4.96 out of 5 average rating, 75 reviews

A spacious dining area features a large wooden table surrounded by black chairs. A clock with a white face is mounted on the wall, and natural light fills the room through large windows. A view into the living area is visible in the background.

Home in Bond Head

3BR Spacious Home - KING BED

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.