Pet-friendly vacation rentals in Collingwood

A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.

4.96 out of 5 average rating, 371 reviews

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

You will love our renovated condo with quality mattresses, well stocked kitchen, great bathrooms, on demand hot water & walk out rear patio with BBQ and yard access. Heated outdoor pool in complex July/Aug Trust our 350+ reviews telling stories of amazing stays & memories made! The short 5 minute stroll to the village is something you will be sure to enjoy! NETFLIX, cable & unlimited WIFI, cozy gas fireplace, quality towels/ linens + games/ Legos...message us with any questions or to book now.

A bright bedroom features a spacious bed covered with soft linens and a textured throw. The walls are painted blue, complemented by decorative curtains. A piece of artwork depicting a deer is displayed above the bed, and a bedside lamp is positioned on a small white table.

4.97 out of 5 average rating, 346 reviews

Little Blue Spruce (Pool & Free Village Shuttle)

Welcome to The Little Blue Spruce Chalet, the place to unwind and rejuvenate. Located 5min from the village, this spacious unit comes with everything you might need to make your vacation carefree: fast internet, cable and multiple streaming channels, lots of linens and towels, a washer/dryer and a fully stocked kitchen. Relax on the back patio watching the birds and bunnies, walk 2 min to the pool or take the free shuttle to the village. Message me for more info! LICENCE NO. LCSTR20220000080

4.94 out of 5 average rating, 186 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.

An open-concept living area features a spacious beige couch facing a wall-mounted television. A modern kitchen includes bar seating with two metal stools and a sleek countertop. Pendant lights with a golden hue hang above a white dining table surrounded by four wicker chairs, complemented by natural light from large windows.

4.9 out of 5 average rating, 175 reviews

Jewel of Blue Mountain- steps 2 village- sleeps 10

Welcome to the Jewel of Blue Mountain, a luxury retreat steps from Village nightlife, slopes, and restaurants. This spacious 4 bd 4 bth house is perfect for families, ski groups, and long weekends enjoying the full Blue Mountain experience. The modern open-concept main floor is ideal for gatherings—cozy up by the fireplace after a day on the slopes, relax on the large sectional, or enjoy a great meal at the huge dining table ONLY TWO PARKING SPACES ARE AVAILABLE LICENSE NO. LCSTR20230000046

4.86 out of 5 average rating, 227 reviews

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.

Farm stay in Southgate

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!

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, 208 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

4.97 out of 5 average rating, 134 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!

4.87 out of 5 average rating, 449 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.

4.98 out of 5 average rating, 135 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

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, 141 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.

An entertainment area is showcased, featuring a pool table with various colored balls scattered on its surface. A TV is mounted on the wall opposite a comfortable sofa, which is adorned with colorful cushions. Soft lighting enhances the inviting atmosphere.

4.92 out of 5 average rating, 113 reviews

New Cozy home walk Village/Shuttle Bus/ Pool Table

Beautifully decorated for comfort and cozy. Our vacation home would like to welcome you and your group. Your whole group will enjoy everything our home has to offer including a finished basement with entertainment games such as Pool table, Foosball table, more sitting area and an extra full bathroom as well. Our Kitchen is fully stocked. We have 4 comfortable beds, 2 Sofa beds and 4.5 bathrooms to share. Walk to the Blue Mountain Village is only 7 minutes or take a free shuttle bus.

4.94 out of 5 average rating, 144 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

Find yourself nestled among pines trees just steps from the Bruce Trail! This 100 sq. ft. tiny A-Frame offers cozy comfort with two stackable twin beds that convert into a queen (side-by-side) when desired. Amenities include the essentials: BBQ, drinking and dish water, power box to charge devices and a small light, plus an outhouse with a composting toilet. Centrally located near Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

Popular amenities for Collingwood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 149 reviews

Driftwood on 6th Heritage Downtown Collingwood

4.98 out of 5 average rating, 115 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

4.85 out of 5 average rating, 334 reviews

Bright & Spacious Family Home Close to Ski Hill

4.82 out of 5 average rating, 119 reviews

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.

Home in Blue Mountain

Cozy Corner Townhome | Shuttle + Patio + Pool

4.98 out of 5 average rating, 185 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

4.97 out of 5 average rating, 173 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

4.97 out of 5 average rating, 112 reviews

Home in Meaford

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

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, 278 reviews

JJ’s Collingwood bar & games house.

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 138 reviews

Cottage in Meaford

Cottage on 5 Private Acres, Heated Pool & Hot Tub

4.86 out of 5 average rating, 515 reviews

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.

Condo in Blue Mountain

Modern Studio, close to Village

A modern living space features a stone fireplace and large windows that invite natural light. Comfortable seating is arranged around a dark coffee table, and a dining area with a long table is visible. The decor highlights a blend of contemporary style and a cozy atmosphere.

4.89 out of 5 average rating, 186 reviews

The Snowbridge Lookout on Monterra Golf Course

4.97 out of 5 average rating, 174 reviews

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

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, 152 reviews

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

4.87 out of 5 average rating, 132 reviews

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

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

4.76 out of 5 average rating, 827 reviews

Condo in Blue Mountain

Mountainside Studio w/Kitchen - Beside Blue

4.91 out of 5 average rating, 287 reviews

Cottage in Innisfil

Utopia villa and spa

Private, pet-friendly home rentals

4.89 out of 5 average rating, 464 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

4.95 out of 5 average rating, 131 reviews

Farm stay in Kimberley

Valley View Farm Retreat ~ Family, Pets, Hiking

4.94 out of 5 average rating, 297 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

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, 294 reviews

Aframe cabin by babbling brook with sauna & hottub

4.95 out of 5 average rating, 494 reviews

An open living area showcases a compact yet functional layout. A spacious sofa is positioned beside a wooden dining table. Two lofts with skylights are seen above, while the kitchen features modern appliances and a contemporary design.

Tiny home in Waubaushene

Unique TinyHome

An open concept living space features a pool table at the center, surrounded by a sectional couch and a small dining table. Large windows provide natural light, while a 70-inch TV is mounted on the wall. A gas fireplace is visible in the background.

4.97 out of 5 average rating, 209 reviews

Entire Rustic Chalet - Hot Tub, Sauna, Large Yard!

4.94 out of 5 average rating, 664 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.