Pet-friendly vacation rentals in Collingwood

4.97 out of 5 average rating, 175 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

Whether you’re looking to rest and recharge or head out on an adventure in the hills, this cozy century home is the perfect base. Located in the heart of Meaford, you’re walking distance to shops, restaurants, and the waterfront. Enjoy a large fenced backyard, fire pit, patios, two living rooms, laundry, and a fully stocked kitchen. Recently updated while keeping its original charm, it’s a great spot for families, groups, kids, and pets to relax and unwind. Perfect for making lasting memories :)

WalkabilityOutdoor spacesCheck-in

4.96 out of 5 average rating, 135 reviews

Farm stay in Kimberley

Valley View Farm Retreat ~ Family, Pets, Hiking

Enjoy this unique 4 bedroom Farm House as a gorgeous space to gather with family or friends. -Ideal location to come together, relax, & connect. -Central heat & AC. -Take in the spectacular views of the Beaver Valley. -Explore the Niagara Escarpment and lookouts of the Bruce Trail. -Relax and read by the fireplace. -5 min walk to our swimming pond with dock & beach -Convenient drive to groceries and local villages. -25 min drive to the Blue Mountains. -Reliable, consistent high speed internet.

PetsOutdoor spacesSkiing

Chalet in Blue Mountain Resort Area

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.

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

This updated chalet in the heart of Blue Mountain surrounded by forest includes a huge front yard, balcony, hottub, sauna, pool table, darts, foosball and is only a 3min drive to the BM Village. The great room has an amazing Polk audio surround sound with 70"4k TV ideal for movie nights after a long day skiing. 5 of the 7 bedrooms have there own 32"TVs for more private entertainment before bed. The mattresses are very comfy for a quality sleep so you will be well rested for the next day of fun.

WalkabilityPetsBathroom

4.97 out of 5 average rating, 212 reviews

4.94 out of 5 average rating, 303 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!

WalkabilityPetsLocation

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, 178 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

Outdoor spacesPetsGetting around

4.95 out of 5 average rating, 153 reviews

Home in Collingwood

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.

Outdoor spacesWalkabilityCondition

4.84 out of 5 average rating, 294 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 13) in 1 minute.

PetsOutdoor spacesParking

4.86 out of 5 average rating, 233 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!

Outdoor spacesPetsBathroom

4.97 out of 5 average rating, 139 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!

PetsOutdoor spacesCondition

4.87 out of 5 average rating, 460 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 homes 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.

Outdoor spacesPetsParks

4.97 out of 5 average rating, 138 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!

PetsWalkabilityDecor

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.

4.92 out of 5 average rating, 142 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.

WalkabilityPoolWifi

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, 114 reviews

Home in Meaford

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

Outdoor spacesPetsHospitality

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, 250 reviews

Serene mountainside home with View/Shuttle Bus

WalkabilityOutdoor spacesSkiing

The living area features a modern design with a stone fireplace and a mounted TV. Large windows allow natural light, while a spacious coffee table sits between a sectional couch and a sleek armchair. A neutral color palette is complemented by decorative plants.

4.97 out of 5 average rating, 435 reviews

Mountain Cedar Chalet! Across from The Village

WalkabilityPetsAccess

4.84 out of 5 average rating, 133 reviews

Beautiful 10BR Chalet • Swim Spa • Sauna • Cinema

WalkabilityOutdoor spacesAmenities

4.85 out of 5 average rating, 341 reviews

Home in Collingwood

Bright & Spacious Family Home Close to Ski Hill

PetsOutdoor spacesGetting around

4.94 out of 5 average rating, 224 reviews

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.

Home in Meaford

The Meaford Retreat! Beautiful Home on Wooded Lot.

Outdoor spacesPetsTV

4.91 out of 5 average rating, 284 reviews

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.

Home in Collingwood

JJ’s Collingwood bar & games house.

Outdoor spacesWalkabilityWifi

4.97 out of 5 average rating, 117 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

Outdoor spacesPetsSkiing

Pet-friendly home rentals with a pool

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.

King’s Escape at Blue Mountain

WalkabilityPetsBeach

4.97 out of 5 average rating, 210 reviews

4.96 out of 5 average rating, 183 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

PetsWalkabilityFamily

Condo in Blue Mountain Resort Area

A comfortable sofa with plush cushions is positioned in front of a small black table. Nearby, a spacious bed is visible, framed by soft lighting and a bedside lamp. Neutral-colored throw pillows add subtle color to the seating area.

Blue Mountain Condo. The perfect staycation!

PetsOutdoor spacesFamily

4.83 out of 5 average rating, 371 reviews

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.

4.87 out of 5 average rating, 188 reviews

The Snowbridge Lookout on Monterra Golf Course

PetsOutdoor spacesComfort

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, 376 reviews

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

Outdoor spacesWalkabilityBackyard

Place to stay in Blue Mountain Resort Area

A bright and open living area features large windows overlooking the deck. A wall-mounted flat-screen television is positioned above a floating shelf. A cozy armchair with a red cushion complements the gray sofa, while light wood flooring adds warmth to the space.

Blue Mtn Fall Getaway | Golf, Spa, Village

WalkabilityOutdoor spacesComfort

4.84 out of 5 average rating, 649 reviews

4.91 out of 5 average rating, 293 reviews

Cottage in Innisfil

Utopia villa and spa

WalkabilityPetsValue

Condo in Blue Mountain Resort Area

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.

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

WalkabilityOutdoor spacesValue

4.87 out of 5 average rating, 133 reviews

Private, pet-friendly home rentals

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.

Aframe cabin by babbling brook with sauna & hottub

Outdoor spacesPetsDecor

4.99 out of 5 average rating, 299 reviews

Cottage in Grey Highlands

A charming cottage exterior is surrounded by vibrant flower beds and lush greenery. The entrance features a set of stairs leading to a spacious deck, where colorful furniture is positioned. A garage with a dark door complements the inviting atmosphere of the property.

Hilltop garden cottage

Outdoor spacesWalkabilityBiking

4.93 out of 5 average rating, 197 reviews

4.94 out of 5 average rating, 193 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

PetsWalkabilityCondition

4.91 out of 5 average rating, 304 reviews

Cottage in Georgina

Lakefront | Private Dock, Sandy Beach & Hot Tub

PetsWalkabilityTV

4.98 out of 5 average rating, 156 reviews

A tranquil lakeside view displays a spacious cottage with large windows, reflecting on the calm water. Surrounding trees and a clear blue sky add to the serene atmosphere, inviting relaxation and enjoyment of the natural beauty.

Cottage in Georgian Bay

Muskoka Stunning Cottage On Little Lake

PetsOutdoor spacesQuiet

4.96 out of 5 average rating, 129 reviews

The log cabin is surrounded by vibrant autumn foliage, with a large front deck and stairs leading to the entrance. The natural wood exterior is complemented by a gabled roof. Softly illuminated lanterns are positioned by the door, enhancing the inviting appearance.

Cabin in Flesherton

MapleHaven Cabin @ Lake Eugenia

PetsWalkabilityDecor

Apartment in Blue Mountain Resort Area

The inviting living area features a cozy sofa with a plaid throw, a wooden coffee table, and a dining table for four. A mounted television and fireplace are positioned across from the seating. Large windows let in natural light, enhancing the bright atmosphere.

Full Studio Suite #3 - The Lake at Blue Mountains

Outdoor spacesPetsParking

4.85 out of 5 average rating, 334 reviews