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, 477 reviews

Waterfront Winter Wonderland by The POM *HOT TUB*

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, 109 reviews

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

4.95 out of 5 average rating, 132 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, 3 queen beds. 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.

4.89 out of 5 average rating, 258 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.

An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.

4.98 out of 5 average rating, 100 reviews

Birdsong, the perfect Blue Mountains getaway

Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye to the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.

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, 197 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!!

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, 235 reviews

JJ’s Collingwood bar & games house.

welcome to beautiful 4 season collingwood! This house offers a 4 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. 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 maximum)

4.85 out of 5 average rating, 106 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!

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Our Pool is Open! Book Us Today

4.88 out of 5 average rating, 112 reviews

Rivergrass Oasis: Across from Blue Mtn | Hot Tub!

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 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.

4.99 out of 5 average rating, 108 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.

A kitchen area is showcased with a wooden dining table surrounded by four chairs. A refrigerator is visible alongside light wood cabinetry and a patterned backsplash. A simple table runner and floral centerpiece enhance the setting, complemented by soft lighting fixtures in the ceiling.

4.78 out of 5 average rating, 334 reviews

Spacious Barrie Basement with Separate Entrance

This newly renovated 2-bedroom basement unit is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Cookware/Bath Accessories/One Free Parking Spot on the driveway and free street parking (ONLY Available Apr-Nov). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

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.

4.94 out of 5 average rating, 220 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

Popular amenities for house rentals in Collingwood

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.92 out of 5 average rating, 119 reviews

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

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, 132 reviews

Blue Mountain Retreat In Historic Snowbridge

5 out of 5 average rating, 29 reviews

KickBack in Beautiful tranquil central condo

The exterior of the town-home is showcased, featuring a combination of stone and blue siding. Neatly manicured lawns surround the property, and several large windows allow natural light to illuminate the interior. A small tree is planted in the foreground, adding a touch of greenery.

4.84 out of 5 average rating, 114 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

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.

4.87 out of 5 average rating, 31 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

4.85 out of 5 average rating, 68 reviews

Home in Feversham

The Castle

4.92 out of 5 average rating, 146 reviews

A modern living area features a comfortable sectional sofa and a sleek coffee table, with a fireplace and TV mounted on the wall. A spacious bedroom showcases a king-sized bed and contemporary decor. A private indoor sauna adds a unique wellness element to the condo.

Home in Innisfil

Sauna*King Bed*Fireplace*SmartTV

Weekly house rentals

4.66 out of 5 average rating, 53 reviews

Home in Lisle

3 bedroom unit, intier main floor

5 out of 5 average rating, 16 reviews

Home in Egbert

Underhill Riverside Retreat-Nature Preserve

5 out of 5 average rating, 5 reviews

3 bedrooms in a cozy house

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

4.94 out of 5 average rating, 18 reviews

A spacious hot tub is set beneath the wooden pergola, creating a serene outdoor ambiance. Nearby, a dining area with wooden chairs and a table offers the perfect setting for al fresco meals, surrounded by greenery and softened by warm string lights.

Home in Penetanguishene

Stunning 3 Bdrm Home W/ Hot Tub, Sauna, Gym!

4.98 out of 5 average rating, 61 reviews

The cozy living room features wood-paneled walls and soaring ceilings, with large windows framing views of the surrounding trees. A comfortable sofa and accent chairs are arranged around a circular coffee table, while a decorative plant adds a natural touch.

Home in Coldwater

Fireside Haven Chalet

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

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.

5 out of 5 average rating, 33 reviews

Entire Unit 2 bdr 2 bathroom | Full privacy

Private house rentals

4.9 out of 5 average rating, 78 reviews

Luxury Home Blue Rose Chalet Hill View & Hot Tub

A peaceful backyard features a cozy fire pit surrounded by six Adirondack chairs. Lush greenery and flowering plants complement the home in the background, which is accented by large windows and a chimney. The inviting outdoor space provides a private setting for relaxation.

4.73 out of 5 average rating, 188 reviews

Ultimate Blue Mountain Escape!

4.93 out of 5 average rating, 30 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 Bedrooms 3 Bathrooms 4 Parking Spaces Brand New Modern Villa

4.89 out of 5 average rating, 56 reviews

The exterior of a spacious country house is shown at dusk, featuring a blend of dark siding and stone accents. A large driveway leads to a two-car garage, while surrounding greenery and an open lawn provide a sense of privacy and tranquility.

Home in Singhampton

5+ bdr Cottage Collingwood Blue Mountain Singhamp

4.96 out of 5 average rating, 80 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 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.

4.87 out of 5 average rating, 53 reviews

Cozy Creek Side walkout basement.

4.98 out of 5 average rating, 47 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