
Holiday houses in Gregory
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Top-rated holiday rentals in Gregory
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Muskoka Clearwater Log Cabin & Sauna
Nestled on the tranquil Clear Lake system just north of Lake Joseph, this Muskoka Log Cabin, built in 1938 by RW Wilson, offers an extraordinary retreat. This rustic, southern-facing cabin features crystal-clear waters, historic tall pines, a wood-fired sauna, and a private dock for a rare & captivating experience. The cabin uniquely showcases heritage log construction and the rich recreational history of the Georgian Bay region. Security cameras monitor the parking area 24/7 for your safety.

Basement Studio Apt - Hidden Gem In Muskoka!
Studio apt. basement unit in Minett, Muskoka. 3km to JW Marriott & The Rock. 15min to Port Carling, 20min to Town of Rosseau. A 350m walk to public beach on Lake Rosseau. Private unit incl. kitchen w/ hot plate, toaster oven, fridge, Nespresso coffee machine, kettle, utensils. 1 queen bed, linen & towels. Self Check-in. Free parking and Wifi. Smart TV. 28 min to ON Northland bus. To Note: Additional mattress available upon request. Unit has colder cement floor, sanitized indoor shoes provided.

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

The Rock Lodge, At Mary Lake (+ Hot Tub)
A charming little “Old meets New”cottage in the heart of Port Sydney, Muskoka. less than 5 min walk away from Mary Lake where you can enjoy the beach, have a picnic or even Launch your Water vessels into the lake for a relaxing day. Across the beach you can find a community centre with a play ground and basket ball court perfect for our younger guests. 2 km away from North granite ridge Golf Club; Our area is surrounded by preserved woodlands perfect for scenic hikes and spotting wildlife! ✨

Treehouse + cedar sauna
Perched atop a dramatic cliff overlooking a private pond, this one-of-a-kind off-grid treehouse is surrounded by acres of untouched forest and rugged rock cliffs. Designed for total privacy and tranquility, it’s the perfect place to unplug, slow down, and reconnect with nature. Spend your days canoeing or simply soaking in the peaceful views. As night falls, gather around the bonfire to roast marshmallows, unwind in your private sauna, and enjoy breathtaking stargazing far from city lights.

Muskoka Gem on 5 Acres of Enchanted Forest w/sauna
MUSKOKA! Directly on snowmobile trail! Modern & at the heart of it all. 5 acres of private forestland. Organic amenities, incl. a 6 person dome sauna! Private use of Trampoline, slackline, jungle gym, bbq, fire pit, games, books, Nintendo & more! Close to nature trails, lakes, beaches, parks, grocery, LCBO and pubs! The cottage is split into two separate units w/ separate amenities on opposite sides. We live on one side. Your stay is 100% private and does not have any internal access to ours.

Cozy Cabin with hot tub, Sauna, hot yoga studio.
Welcome to D’oro Point overlooking Mary lake. We invite you to come relax, restore, and reconnect with nature on our 7.5 acres of wooded bliss. With only an approx 3 minute walk to our quaint neighbourhood beach, we are close enough to enjoy the lively lake life, yet maintain a private retreat feel. Stay on property and reap the health benefits of our private spa like amenities, which include the sauna, infrared hot yoga studio, and hot tub. Or, go out and explore all Muskoka has to offer.

Relax at Lakefront Follie’s Cove Cottage
Before you arrive at Follie’s Cove, you’re whisked away on a romantic boat ride (4 mins) to a magical location. Rare private Muskoka beach and secluded cottage 1.5 hours from Toronto. Property has a Bunkie & Main cottage. Main: Two bedrooms, bathroom, kitchen, living room, large screened in dining porch and a deck to watch the loons on the lake. Great wifi too. Bunkie has one bedroom and a large deck to zen out. Vacation in Canada. Boost our tourism. Registration Number: RA2025-014

Secluded Lakeside Retreat - Atkins Hideaway
Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Gorgeous Muskoka Getaway on stunning private lake
Enjoy the perfect cozy Muskoka cottage "The Perch" on a beautiful private lake. This family and pet-friendly home is your year-round retreat. Your family will be close to everything when you stay at this centrally located place but you will feel like you are at a peaceful cottage surrounded by nature. With all of the amenities that you would need, you will find that The Perch is everything you are looking for to create memories with friends, families or a loved ones.

Lakeside Retreat with Waterfront and Sauna
Escape to your perfect Muskoka retreat! This beautifully renovated 4-bedroom, 2-bath cottage offers true waterfront living just steps from your door. Relax in our outdoor cedar sauna with lake views, sit in front of the fire, or lounge on endless deck and dock space and take in the serene lake views. Perfectly located near Bala and Port Carling, you’ll be close to Muskoka’s popular dining, shops, and entertainment while still tucked away in a peaceful setting.

Raven's Roost- private luxury treehouse with sauna
Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.
Popular amenities for Gregory holiday rentals
Other great holiday rentals in Gregory

Muskoka Escape | Fireplace, Games, Netflix, Canoe

Classic Muskoka Getaway | Hot Tub, Fire Pit, Beach

Muskoka Life Lakehouse ft. Hot tub

Private Muskoka Forest Retreat | Hot Tub | Rosseau

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub

Duke’s Boathouse Waterfront Apartment with Dock

Bright Modern 3BR Home, XL Deck, Wlk 2 Town+Beach

Stunning Boathouse on Fairy Lake w/ Sauna
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- Ontario Cottage Rentals
- Arrowhead Provincial Park
- Mount St. Louis Moonstone
- Hidden Valley Highlands Ski Area and Muskoka Ski Club
- Gull Lake
- Torrance Barrens Dark Sky Conservation Area
- Wasaga Beach Area
- Deerhurst Highlands Golf Course
- Awenda Provincial Park
- Burl's Creek Event Grounds
- Lions Lookout
- Georgian Bay Islands National Park
- Kennisis Lake
- Kee To Bala
- Casino Rama Resort
- Menominee Lake
- Wye Marsh Wildlife Centre
- Taboo Muskoka Resort & Golf
- Fairy Lake
- Bass Lake Provincial Park
- Limberlost Forest and Wildlife Reserve
- Three Mile Lake
- Dorset Lookout Tower
- Couchiching Beach Park





