House vacation rentals in Grey Highlands

A cozy living area features warm wooden paneling and a rustic brick wall. A dark purple couch and a wooden coffee table create a welcoming setting. A wood stove is positioned near the entrance, adding a touch of warmth to the space.

4.88 out of 5 average rating, 112 reviews

2min walk to the beach & 20 min drive to Blue Mnt

Lovely, spacious house- 2 min walk to the beautiful & longest freshwater beach in the world. 20 min to Blue Mountain.Lots to do in the area during all seasons: various trails for hiking, biking, 500 Go-Karts & Wasaga Adventure Park, Skydiving & Boat Cruise Wasaga Beach Casino, etc. Adorable 3 Bedroom 2 Bathrooms cottage situated in a beautiful, quiet area perfect for families, friends and couples. This family friendly bungalow is thoughtfully designed for comfort and is packed with amenities

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, 91 reviews

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

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

4.87 out of 5 average rating, 404 reviews

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.

Home in Meaford

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

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

4.68 out of 5 average rating, 230 reviews

The exterior of a spacious Scandinavian-style cottage is presented, featuring a red-tiled roof and wooden facade. The building is set on a lush green lawn, surrounded by tall trees. A small wooden bench and a children's play structure are visible in the yard.

Home in Tiny

Private log cottage on 2 acres

Spectacular 4,500 sq ft Scandinavian scribed white pine log cottage on 2 acres lot, walking distance - 5 minutes to Georgian Bay (Balm Beach) white sand, short drive to shopping, ski hills and Golf Courses, Go-carts, mini golf; year-round vacation cottage. Sauna (extra $) For winter lovers, just imagine having a glass of wine in front of a wood fireplace when it is lots of snow outside....2 minutes away from an open skating rink. Pool Table, foosball table, pingpong table, Netflix, HD, Wi-fi.

4.83 out of 5 average rating, 18 reviews

A charming single-story house is framed by lush greenery and a well-maintained garden. A wooden deck invites entry, while a shaded seating area provides a relaxing spot. The clear blue sky creates a bright backdrop, enhancing the inviting outdoor space.

Home in Port McNicoll

Cozy Cottage with Private Beach Access

This charming house with access to a private beach is just steps away, located in the heart of trendy Paradise Point. Many attractions nearby including Ste Marie Among the Hurons, Pioneer Village, biking and hiking trails. Cottage has a dedicated work space with very fast internet. *** UPDATE *** AC split heat pump system has been installed in the living room. Cools down the cottage or it can be used in the winter to heat up the cottage, providing comfortable environment during your stay.

A spacious living room is presented, featuring a large sectional sofa in a neutral tone adjacent to a contemporary entertainment unit. A modern area rug lies beneath, complementing the decor. A foosball table adds an element of fun, while artwork enhances the stylish ambiance.

4.94 out of 5 average rating, 31 reviews

Cozy Luxury Lake Retreat-Wasaga Beach+Slopes+Trail

Experience luxury at its peak in our exquisite house nestled beside ski slopes and hiking trails, surrounded by the beauty of nature. Enjoy direct access to thrilling outdoor adventures, from downhill skiing to scenic hikes. A tranquil lake adds serenity to your stay. Inside, lavish comfort awaits with chic decor, spacious rooms, and a cozy fireplace. Embrace the perfect blend of opulence and nature for an unforgettable retreat. Book now for the ultimate escape in every season.

4.92 out of 5 average rating, 111 reviews

A bright living area features a spacious yellow sectional sofa, complemented by a wooden coffee table at its center. Natural light filters through a large window adorned with pink trim, illuminating the soft grey area rug and potted plant in the corner.

Home in Meaford

Charming 3 bed house, your gateway to Georgian Bay

Freshly renovated three bedroom house, with huge backyard! We've nick named it "The Lot by the Bay"! Just steps from Georgian Bay and tennis courts, outdoor pool, ball diamonds and the shops and restaurants of Meaford. The area is a playground in summer and winter alike with kilometres of biking and hiking trails, not to mention a 25 minute drive to Blue Mountain Ski resort. Our property is in a family neighbourhood and we ask that guests respect our neighbours and the bi-laws.

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

4.97 out of 5 average rating, 108 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

A modern house showcases a combination of grey siding and stone accents, featuring large windows that offer ample natural light. The welcoming entrance is enhanced by warm lighting, while neatly trimmed landscaping lines the pathway leading to the front door.

5 out of 5 average rating, 8 reviews

Stunning home best location in Barrie

Bring the whole family to this luxury home with lots of room for fun. Lounge on the beach, swim in the lake or enjoy a walk/bike on the trail - all directly across the street! Minutes from downtown restaurants and shopping or RVH. Close to golf courses and an easy drive to area ski hills. Play board games in the bsmt rec room with its own tv or relax in front of the fire in the living room With a grocery store around the corner this truly is the best location in Barrie

A serene view of the water is captured at sunset, with soft hues of orange and purple reflecting on the calm surface. Silhouetted trees line the shore, while a few ducks glide across the water, enhancing the tranquil atmosphere of this lakeside setting.

4.89 out of 5 average rating, 114 reviews

Stunning Beach House

This beautiful Beach House is completely renovated with new appliances and two TV’s with wifi and large windows that back on the most beautiful private beach and views, it is only a 5 minute walk to the NEWLY OPENED CASINO AND RESTAURANT. 5 Minutes to colllingwood and 15 to blue Mountain..This location also has a Native art gallery on premises and close by beautiful pickle ball out door courts. There is also available private pickleball lessons - inquire when booking

A serene exterior of a spacious home is visible, framed by tall trees and a paved driveway. Soft sunset hues illuminate the sky, enhancing the peaceful atmosphere of the entryway and surroundings.

4.92 out of 5 average rating, 12 reviews

Hot March Deal at The Perfect Getaway

Welcome to Your Serene Georgian Bay Retreat! Just a two-minute walk from the beautiful Wasaga Beach, this cozy home is perfect for family getaways. With 8 bedrooms(5 queen beds and 3 bunk beds) and 2 full bathrooms. Enjoy stunning sunsets, spacious living and a fantastic size backyard for endless fun. Comfort and Convenience Close to shops, parks, and ice cream parlour’s, with Collingwood nearby for more adventures. Book Your Family Escape Today

A spacious wooden deck features a glass-top dining table surrounded by six chairs, set under a pergola. A gas barbecue is positioned nearby, with views of the lush greenery beyond the deck.