Collingwood / Thornbury

Collingwood and Thornbury vacation rentals offer a refined, four-season escape along the southern shores of Georgian Bay. Located at the base of the Niagara Escarpment, the area combines outdoor adventure with a more elevated small-town lifestyle.

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Our collection of Collingwood and Thornbury vacation rentals features thoughtfully selected chalets, homes, and estates designed for year-round stays. Guests can enjoy ski-season getaways near Blue Mountain, as well as summer stays close to the water.
In the winter, the area offers access to Blue Mountain and a range of public and private ski clubs. Warmer months bring hiking, cycling, golf, paddling, and time at nearby beaches.
Surrounding communities such as Thornbury, Clarksburg, and Meaford offer local shops, restaurants, galleries, and wineries. Just minutes away, Wasaga Beach provides expansive sandy shoreline along Georgian Bay.
For those seeking an active, four-season escape with access to both nature and amenities, Collingwood and Thornbury offer a well-rounded and elevated getaway experience.

Georgian Valley Farm

Country House Chateau in The Blue Mountains, ON
  • 6 Bedrooms
  • 9 Bathrooms
  • Sleeps 12
  • Pets allowed
C$6,524 to C$6,524 per night
incl. taxes and fees

GEORGIAN VALLEY FARM AREA This property is just 10 minutes from Georgian Bay beaches and the charming town of Thornbury/Clarksburg with it's unique boutiques, restaurants and art galleries. The local private ski clubs and Blue Mountain Resort with its numerous outdoor attractions in all 4 seasons are within 20 minutes. A multitude of additional adventure opportunities are close by including hiking, cycling, caving, paddling, fishing, golfing, skiing, and skating. The area is…

Winterbrook Chalet

Country House Chateau in Collingwood, ON
5.0
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
  • Pets allowed
C$2,894 to C$2,894 per night
incl. taxes and fees

WINTERBROOK CHALET AREA Winterbrook Chalet offers amazing proximity to local activities and amenities, including Blue Mountain Village, scenic caves, numerous golf courses, Georgian Trail hiking, Side Launch Brewing Company, Wasaga Beach and Sunset Point Beach, as well as fine dining restaurants in Collingwood. If you are a member of another private club, OslerBrook Golf and Country Club may allow reciprocal privileges for you to play. With local amenities just a short walk…

Skyhaven

Estate in The Blue Mountains, ON
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
  • No pets
C$2,762 to C$8,172 per night
incl. taxes and fees

SKYHAVEN AREA Located in the heart of Ontario's four season playground, Skyhaven is only 8 minutes from Georgian Peaks and 15 minutes from the Blue Mountain Village! Members at the Devil's Glen Country Club can enjoy a scenic half an hour drive to and from the private hill. For those seeking an adventure, the Scenic Caves Nature Adventure, is only 10 minutes away! PROPERTY SKYHAVEN - Upon catching first glimpse of this…

Lora Bay Ridge

House in Thornbury, ON
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
  • Pets allowed
C$1,696 to C$1,696 per night
incl. taxes and fees

LORA BAY RIDGE AREA Lora Bay Ridge is located between the shores of southern Georgian Bay and the Niagara Escarpment in the elegant Lora Bay community just north of Thornbury/Clarksburg with it's specialty shops, restaurants, art galleries, cidery, and harbour. Guests have access to the Lora Bay Members' Club House with its charming restaurant, gym and lounge which includes a pool table and shuffle board table. Two beaches are located on the…

Blue Horizon

House in The Blue Mountains, ON
  • 6 Bedrooms
  • 8 Bathrooms
  • Sleeps 20
  • Pets allowed
C$1,682 to C$3,295 per night
incl. taxes and fees

BLUE HORIZON AREA Waterfront location just north of The Georgian Peaks Club. A short walk to the 34 km Georgian Trail popular for biking, hiking, snowshoeing and cross country skiing. A few minutes drive to the quaint shops, restaurants, cidery, and art galleries in Thornbury and Clarksburg. Close to all the local ski clubs, the Scandinave Spa, Scenic Caves Nature Adventures, vineyards, orchards, micro-breweries, the heritage town of Collingwood and endless hiking…

Peakstone Haven

House in The Blue Mountains, ON
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
  • No pets
C$1,682 to C$1,682 per night
incl. taxes and fees

PEAKSTONE HAVEN AREA Located just 3 minutes from The Georgian Peaks Club, 8 minutes from Alpine and Craigleith Ski Clubs and 13 minutes from Blue Mountain Village. Boasting views of the Escarpment, this property is walking distance to the Bruce and Georgian Trails and the Loree Forest. Just a 6 minute drive to the charming towns of Thornbury and Clarksburg with their boutiques, art galleries, restaurants, cidery, harbour, grocery store and LCBO.…

Georgian Splendour

House in Thornbury, ON
5.0
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 9
  • Pets allowed
C$1,683 to C$1,683 per night
incl. taxes and fees

GEORGIAN SPLENDOUR AREA Rare waterfront location on Georgian Bay right in Thornbury. Steps from the 34 km Georgian Trail popular for biking, hiking, snowshoeing and cross country skiing. Launch the provided kayaks or stand up paddle boards directly from your dock. Walk to the quaint shops, restaurants, cidery, and art galleries in Thornbury and Clarksburg. A short drive takes you to all the local ski clubs, the Scandinave Spa, Scenic Caves Nature…

Mountainside

House in The Blue Mountains, ON
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
  • Pets allowed
C$1,670 to C$1,670 per night
incl. taxes and fees

MOUNTAINSIDE AREA Located part way up the Niagara Escarpment with stunning views of Georgian Bay from the front, and equally spectacular views of the Escarpment from the backyard oasis. Outdoor enthusiasts will love the proximity to the local ski hills, Bruce Trail, Georgian Trail, and Loree Forest to name just a few of the nearby walking/hiking/snow shoeing and cross-country ski trails. Minutes from the charming towns of Clarksburg and Thornbury with restaurants,…

On G’Bay

House in The Blue Mountains, ON
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
  • Pets allowed
C$1,670 to C$1,670 per night
incl. taxes and fees

ON G'BAY AREA RARE WATERFRONT GEM in Blue Mountain/Collingwood is located 10 minutes from either Collingwood or Thornbury, 5 minutes from Blue Mountain, and less than a two hr drive from Toronto. This incredible four seasons Waterfront Gem offers something for everyone right outside your doorstep. If you want a quiet retreat on the water close to many big city amenities then this is the place. Nearby Collingwood and Thornbury offer quaint…

$22K/month, $40K/2 months, $55K/3 months!

Sun and Ski

Chalet in The Blue Mountains, ON
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
  • Pets allowed
C$1,670 to C$1,670 per night
incl. taxes and fees

SUN AND SKI AREA This four seasons 6 bedroom, 4 bath home is minutes from beaches on Georgian Bay and hiking, biking and mountain bike trails including the Georgian and Bruce Trails. The local ski clubs including Blue Mountain Resort and Village are also within minutes. Nearby historic and charming Collingwood and Thornbury with their specialty shops, restaurants and galleries, Scenic Caves Nature Adventures, the Scandinave Spa, and a variety of vineyards,…

Elevated Experience

House in The Blue Mountains, ON
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
  • Pets allowed
C$1,670 to C$1,670 per night
incl. taxes and fees

ELEVATED EXPERIENCE AREA Located part way up the Niagara Escarpment backing onto The Georgian Bay (golf) Club with beautiful views of the escarpment. Close to all the local ski hills, the Bruce and Georgian Trails, and the Loree Forest to name just a few of the nearby walking/hiking/snow shoeing and cross-country ski trails. Minutes from the charming towns of Thornbury and Clarksburg with restaurants, art galleries, boutiques, a cidery and harbour. The…

By The Bay

Chalet in The Blue Mountains, ON
5.0
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
  • No pets
C$1,677 to C$1,677 per night
incl. taxes and fees

BY THE BAY AREA This beach chalet is steps from the Georgian Trail where summer biking, hiking and winter snowshoeing enthusiasts can enjoy 34 km of trails. Head into Thornbury Village and take in quaint shops, fine dining, or grab a locally crafted cider. Blue Mountain private ski clubs (Georgian Peaks, Alpine, Craigleith and Osler Bluffs ski clubs) and The Village are a 10 minute drive for more shopping, dining and outdoor…

Collingwood Homestead

House in Collingwood, ON
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
  • Pets allowed
C$1,660 to C$1,660 per night
incl. taxes and fees

COLLINGWOOD HOMESTEAD AREA Just 7km to downtown Collingwood, 3km to Osler Bluff Ski Club and a short drive to ever-popular Blue Mountains Resort. This is truly winter playtime with all the bells and whistles! Known for its charming heritage vibe with shops, galleries, spas and restaurants, the quaint town of Collingwood is also a must-visit for the mountain bikers, beach bums and nature lovers all summer! PROPERTY COLLINGWOOD HOMESTEAD - Your adventure…

The Base Lodge

Chalet in The Blue Mountains, ON
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
  • Pets allowed
C$1,660 to C$1,660 per night
incl. taxes and fees

THE BASE LODGE AREA The Base Lodge is in the heart of Ontario's four season playground. Close to all local activities and amenities including Blue Mountain Village, all the private ski clubs, The Georgian Trail, beaches along the shores of Georgian Bay, Scenic Caves Nature Adventures, Scandinave Spa, vineyards, orchards, micro-breweries, and the list goes on. The historic town of Collingwood and charming Thornbury/Clarksburg are just 10 minutes away with their specialty…

Mystical Bluff

Chalet in Gibraltar, The Blue Mountains, ON
5.0
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
  • No pets
C$1,659 to C$1,659 per night
incl. taxes and fees

MYSTICAL BLUFF AREA Nestled in the woods just outside of Gibraltar, Mystical Bluff sits atop the Osler Bluffs in the town of The Blue Mountains. Directly across from the property is access to the Bruce Trail System, known to locals as "3 Stage" or the best mountain biking spot! Enjoy hiking, golfing, beaches along the shores of Georgian Bay, snowshoeing, cross country skiing and snowmobiling. Just down the road is Pretty River…

Century Chic

House in Collingwood, ON
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
  • Pets allowed
C$1,659 to C$1,659 per night
incl. taxes and fees

CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic Collingwood. Boasting sophisticated charm on a pre-eminent “Tree Street”, this beautifully renovated and designer-decorated property is an ideal retreat for families or those seeking the active Collingwood lifestyle. The region's ski and golf clubs are minutes away, while the town’s best shops, restaurants, weekly Farmers Market, patios (no need for driving or taxis!),…

Book 1 Week Rental!

Bay Bliss

House in Meaford, ON
  • 4 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
  • Pets allowed
C$1,788 to C$1,788 per night
incl. taxes and fees

BAY BLISS AREA Meaford is situated on the Southern Georgian Bay coast in the heart of Ontario's apple country. It's just 30 minutes north-west of historic Collingwood and 20 minutes from Blue Mountain Resort with it's year round outdoor activities. Meaford's main attractions include it's harbour, beaches, quaint shops, restaurants, art galleries, thriving farmers' market, hiking and biking trails, and historic Arts and Cultural Centre. Golf courses, kayak/canoe opportunities, boat and fishing…

The Sunshine Chalet

House in Collingwood, ON
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
  • Pets allowed
C$1,655 to C$1,655 per night
incl. taxes and fees

THE SUNSHINE CHALET AREA Located in Castle Glen Estates, The Sunshine Chalet is expansive with incredible views! No extra charge for the view! Surrounded by hiking, biking snow-shoeing and cross-country ski trails, it is an outdoor adventure dream! Only 3 minutes to Osler Bluff Ski Club, 7 minutes to the Blue Mountain Resort, 10 minutes to Collingwood and 15 minutes to Georgian Peaks. PROPERTY THE SUNSHINE CHALET - Arrive via the U-shaped…

Stonethrow

Country House Chateau in The Blue Mountains, ON
5.0
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 6
  • Pets allowed
C$1,653 to C$1,653 per night
incl. taxes and fees

STONETHROW AREA This tastefully handcrafted country home is 3 minutes to Thornbury, 10 minutes to Meaford and 20 minutes to the heart of Collingwood. You are surrounded by nature yet near the conveniences these charming towns have to offer including fine dining, eateries and quaint shops. Minutes to the water where you can enjoy a swim in the crystal Blue Bay or launch a boat. This 4 season paradise is every bit…

Buckingham Cabin

House in Collingwood, ON
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
  • Pets allowed
C$1,482 to C$1,482 per night
incl. taxes and fees

AREA BUCKINGHAM CABIN Nestled in the heart of The Blue Mountains' 4 season playground, Buckingham Cabin is close to all the local amenities including Blue Mountain Village, all the private ski clubs, The Georgian Trail, beaches along the shores of Georgian Bay, Scenic Caves Nature Adventures, Scandinave Spa, vineyards, orchards, micro-breweries, and the list goes on. The historic town of Collingwood with it's restaurants, boutiques, art galleries and breweries is just minutes…

Highview Acres

House in Duntroon, ON
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
  • No pets
C$729 to C$1,827 per night
incl. taxes and fees

HIGHVIEW ACRES AREA Just 14 minutes to the historic town of Collingwood with it's harbour, trails, unique shops, restaurants, and galleries. 18 minutes to the quaint village of Creemore known as the little village with the big heart. Blue Mountain Resort is just 17 minutes away with its multitude of attractions in all seasons and Osler Bluff and Devil's Glen are just 9 minutes away. HIGHVIEW ACRES PROPERTY Panoramic views of the…

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