Pet-friendly holiday rentals in Collingwood

4.94 out of 5 average rating, 177 reviews

The living area features an inviting seating arrangement with a dark couch, complemented by a light coffee table. A round dining table with black chairs is positioned nearby. A fireplace and large glass doors that lead to a patio add warmth and natural light to the space.

Apartment in Collingwood

8min-BlueMtn:15min-Beach:A/C:FastWifi:FreeParking

Welcome to your cozy retreat in Collingwood. Nestled in Cranberry Village, this 2-bedroom condo offers a private entrance and all the comforts of home. Enjoy the convenience of being within walking distance to a bars, restaurants, and cafés, while also being a short drive from Blue Mountain, Scandinavian Spa, and the charming shops and restaurants of Downtown Collingwood. Whether you're planning a family vacation, a romantic getaway, or a business trip, this space is perfect for all occasions.

4.95 out of 5 average rating, 145 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.

4.94 out of 5 average rating, 289 reviews

A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.

Cottage in Wasaga Beach

Charming riverside cottage, B&B license

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Farm stay in Township Of Southgate

An industrial-style apartment features a spacious open living area with a dark leather couch and a wooden coffee table. A staircase leads to an upper sleeping area, while concrete walls provide a modern backdrop. Natural light enters from nearby windows, enhancing the interior space.

4.86 out of 5 average rating, 217 reviews

Loft Where City Meets Country With Hot Tub

This unique place has a style all its own, while situated on a very private 39 acres where city style meets country living. The industrial apartment has been designed inside of a large building and offers all the luxuries of real glamping. Comfort and style throughout, complete with hotel quality mattress and linnens. The forested trails and beautiful property are a nature lovers paradise. You will find everything needed for a perfect getaway rather walking the trails or relaxing by the pond!

Place to stay in Southgate

A charming A-frame cabin stands amidst lush green trees, with expansive glass doors opening to a wooden deck. Comfortable seating arrangements are present, complemented by planters filled with blooming flowers, creating a serene and inviting outdoor space.

4.99 out of 5 average rating, 288 reviews

Aframe cabin by babbling brook with sauna & hottub

Cabin partially OFF GRID in winter months (Nov 1-May 7) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse *Wood hot tub replaced in 2025 with nordic spa *Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road *Wood stove remains off-limits during the summer season (June-September). Wood & kindling provided for fall/winter use *No firewood provided for firepit/guests to pick up

Chalet in Blue Mountain Resort Area

A spacious living area is highlighted by modern furnishings, including two dark sofas and a wooden coffee table. A kitchen island with bar seating offers additional space, while dining chairs surround a large table in the background. Bright lights illuminate the well-equipped kitchen and open layout.

4.97 out of 5 average rating, 200 reviews

King’s Escape at Blue Mountain

Welcome to our cozy, ground-level, two-bedroom condo in Historic Snowbridge, just a short walk from Blue Mountain Village-your perfect year-round escape! Backing onto Monterra Golf Course, you’ll enjoy stunning views and endless outdoor activities. Ski in winter or hike and bike in summer. Relax at our *seasonal* outdoor pool and take advantage of free rides to the village. Amenities include comfortable sleeping for families, a fully equipped kitchen, and a cozy living space LCSTR20210000165

4.98 out of 5 average rating, 121 reviews

A spacious living area is highlighted by a stunning gallery wall featuring scenic photography. A comfortable gray sectional sofa and a cozy chair are positioned near a window, allowing natural light to illuminate the space. A gas fireplace adds warmth to the inviting setting.

Townhouse in Collingwood

Blue Mountain Gallery Getaway

Welcome to a cozy family escape featuring a stunning gallery wall showcasing scenic photography of South Georgian Bay. This peaceful retreat is just minutes from Blue Mountain Village or downtown Collingwood. Listen to the soothing sounds of the Cranberry Marsh Wetland, or walk to nearby Georgian Bay. Whether you’re hitting the slopes, the spas or the shops, unwind in a space that’s as inspiring as it is relaxing. Send us a message if you have any questions — we're always happy to help!

4.86 out of 5 average rating, 436 reviews

An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.

Tiny home in Meaford

Tiny Home Nestled between Thornbury & Meaford

Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

Townhouse in Blue Mountain Resort Area

A spacious bedroom is showcased with a large bed dressed in neutral linens and accented by decorative pillows. Natural light enters through a window, illuminating the room's soft gray walls. A contemporary art piece adorns one wall, while a doorway leads to a bathroom.

4.91 out of 5 average rating, 138 reviews

Upgraded 3-Bed Chalet in Blue Mtn Village

Licensed with Town of Blue Mountain # LCSTR20220000176 Exquisite and modern three bedroom chalet at Mountain Walk. Right at Blue Mountain Village, ALL LINENS AND TOWELS INCLUDED. Ski hills and golf course. Accommodate up to 7 people and features beautiful kitchen, two and half baths and wood fireplace. Beautifully decorated with tons of upgrades and perfect location this condo offers best of both worlds. kitchen fully equipped! Perfect vacation getaway with all amenities of modern living.

Chalet in Blue Mountain Resort Area

A bright, spacious dining area is illuminated by natural light from large windows. A long, rustic table is accompanied by white, spindle-back chairs. A vase with greenery is centered on the table, enhancing the inviting atmosphere of the space.

4.97 out of 5 average rating, 266 reviews

White Cedar Chalet (Pool & Free Village Shuttle)

The White Cedar Chalet For your perfect family vacation in Blue Fully stocked kitchen with lots of extras provided 🫖☕️🫙🍽🥂 🛌 5 comfy beds Lots of extra pillows, blankets, towels, cozy linens 🍼 Highchair, Pack n Play, toddler bed 🛀2 bathrooms including Whirlpool tub 🖥 2 TVs with Netflix, Prime, Disney+, Crave and Cable🍿 💻Fast internet, office nook 🚒Toys♟️games 🎲 Xbox 🎮 🔥Gas BBQ on the balcony 🔥Gas Fireplace 🚗Parking in shared lot NO. LCSTR20230000108

4.94 out of 5 average rating, 651 reviews

A straight road stretches into the distance, framed by green trees and vibrant grass on either side. A clear blue sky is dotted with fluffy white clouds, creating an inviting atmosphere that emphasizes the natural surroundings.

Guest suite in Stayner

Cozy & Private Guest Suite in Stayner, Ontario.

PLEASE READ THE DESCRIPTION In "The Space" BEFORE BOOKING. The space DOES NOT HAVE A SHOWER. We are a proud Superhost destination close to Wasaga Beach (15-20 mins), Collingwood (20-25 mins) and Blue Mountain Village (30-35 mins.) The place is super cozy. You'll love the location, the privacy, the amenities, the hosts and the value. And… there is an Ouija board on the wall as piece of art. If this sort of thing freaks you out - don’t book. Also… THERE IS NO SHOWER

Guesthouse in Collingwood

A cozy bedroom features a double bed adorned with a light quilt and accent pillows. A decorative wall art piece is displayed above the bed. Bedside tables hold minimalist lamps, while a clothing rack stands to one side, adding functionality to the serene space.

4.92 out of 5 average rating, 142 reviews

Cozy Collingwood Retreat | Walk to Beach & Cafés

Enjoy a relaxing getaway in a cozy, newly renovated retreat in a prime Collingwood location. Walk to great cafés and restaurants, stroll down for sunset swims at Sunset Point Beach, or take a short drive to the trails, skiing, and village at Blue Mountain Resort — all less than 15 minutes away. Perfect for couples, friends, or solo travelers looking for a cozy base to explore Collingwood and the beautiful Georgian Bay area. Licensed through the Town of Collingwood.

Popular amenities for Collingwood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 170 reviews

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.

Home in Meaford

Beach & Hiking Nearby • Large Private Fenced Yard

Superhost

Home in Blue Mountain Resort Area

4.85 out of 5 average rating, 283 reviews

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

4.98 out of 5 average rating, 111 reviews

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.

Home in Meaford

Birdsong, the perfect Blue Mountains getaway

Home in Blue Mountain Resort Area

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, 240 reviews

Serene mountainside home with View/Shuttle Bus

Home in Blue Mountain Resort Area

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.

4.85 out of 5 average rating, 121 reviews

Blue Mountain Village Townhome 4 Bedroom w Shuttle

4.98 out of 5 average rating, 173 reviews

A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.

Home in Coldwater

Luxury Guest House with Private Hot Tub and Trails

4.86 out of 5 average rating, 326 reviews

Bright & Spacious Family Home Close to Ski Hill

4.99 out of 5 average rating, 106 reviews

Home in Meaford

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 133 reviews

Cottage in Meaford

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Chalet in Blue Mountain Resort Area

An outdoor heated swimming pool is surrounded by a spacious patio. Red and blue lounge chairs are placed around the pool area, with tall green trees providing shade in the background. A safety fence encloses the pool, creating a private atmosphere for guests.

4.78 out of 5 average rating, 148 reviews

*Haven on Blue Retreat* Heated pool, hot tub &more

Condo in Blue Mountain Resort Area

A contemporary living area is equipped with a mounted television above a modern fireplace. A wooden table is positioned in the center, surrounded by stylish seating, including an armchair. The adjacent kitchen features blue cabinetry and modern appliances, providing a cohesive and welcoming space.

4.87 out of 5 average rating, 501 reviews

Modern Studio, close to Village

Superhost

The living area features a comfortable sectional sofa and a modern electric fireplace. A smart TV is mounted on the wall above a stylish media console. A geometric area rug adds texture to the space, while a decorative shelving unit displays greenery and art.

Condo in Blue Mountain Resort Area

4.9 out of 5 average rating, 124 reviews

The Parker Slopeside: Pool, Hot Tub, Tennis, Views

5 out of 5 average rating, 140 reviews

Condo in Innisfil

Oasis Spa w/ Private Sauna!

4.91 out of 5 average rating, 276 reviews

Cottage in Innisfil

Utopia villa and spa

Townhouse in Blue Mountain Resort Area

A spacious living room features large windows allowing natural light to fill the area. Comfortable sofas are arranged around a coffee table, complemented by a soft rug. A fireplace adds warmth, while a large television is mounted above the mantel.

4.95 out of 5 average rating, 174 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.95 out of 5 average rating, 394 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Private, pet-friendly home rentals

4.89 out of 5 average rating, 453 reviews

A cozy cottage is nestled among vibrant autumn foliage. The front features large windows and a welcoming deck, with outdoor seating visible. Surrounding trees display various shades of yellow and orange, contributing to a serene nature setting.

Cabin in Innisfil

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

4.96 out of 5 average rating, 308 reviews

A wooden deck surrounds a cozy cabin, featuring a shaded barbecue area and two hot tubs. Colorful flower pots add vibrancy, while a large red umbrella provides shade. Lush greenery surrounds the space, enhancing the outdoor setting.

Cottage in Tiny

Private 40 Acre Cottage with Hot Tub

4.92 out of 5 average rating, 13 reviews

The Light House

4.88 out of 5 average rating, 316 reviews

An inviting exterior of a single-story cottage is depicted, featuring a patio area with a table and chairs. A green umbrella provides shade, while landscaped garden beds and a pathway enhance the setting amidst lush greenery and a clear sky.

Cottage in Wasaga Beach

Cozy Riverfront Cottage with Dock

Apartment in Blue Mountain Resort Area

The bedroom features a spacious bed with light blue and white bedding, complemented by decorative pillows. A piece of coastal artwork adorns the wall above the bed. Natural light filters in through the window, illuminating the light-colored walls and wooden ceiling beams.

4.88 out of 5 average rating, 214 reviews

1BR Boutique Suite #7 - The Lake at Blue Mountains

4.95 out of 5 average rating, 135 reviews

A charming A-frame cabin is surrounded by tall trees, featuring a triangular roof and wooden siding. The entrance includes a white door with a window above, complemented by a small wooden deck with stone accents.

Cabin in Clarksburg

Tiny A-Frame near the Bruce Trail

Superhost

An open-concept main floor is displayed, featuring a modern kitchen with stainless steel appliances and a central island. A comfortable seating area with a light gray sofa is positioned near a coffee table, accented by a decorative bowl. A dining area with a circular clock is visible in the background.

4.89 out of 5 average rating, 65 reviews

Elegant Home in Collingwood -15 min from Village