
Holiday houses in Gregory
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Top-rated holiday rentals in Gregory
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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.

The Water’s Edge * * Unique Muskoka Treehouse * *
CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

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.

Duke’s Boathouse Waterfront Apartment with Dock
Beautiful boathouse loft on the second floor of the historic Duke's building. Located right on the water in Muskoka, in downtown Port Carling in the middle of the action, but with lots of privacy. Perfect for those wishing to discover Muskoka, Re-visit Muskoka, Host family and friends for meals or have some privacy while visiting friends or family on the Muskoka Lakes. Park your car and travel with your own (or rented) boat, park at dock.

Rockhaven Muskoka — Stunning Privacy!
Rockhaven is a quintessential yet modern cottage on 5 acres of land with 1600 feet of shoreline on a pristine, motor boat free private lake. Swim from the large dock or paddle the lake and look for wildlife. Enjoy sunrises, swimming, camp fires & BBQ's on the south east facing terraced deck or retreat to the games room on a rainy day for ping pong. — We operate from early May to early November. Summer Season: 7 night min, Sat-Sat.
Popular amenities for Gregory holiday rentals
Other great holiday rentals in Gregory

Rustic Muskoka Bunkie | Fire Pit, Nearby Beach

Muskoka Cottage | Pilates Studio, Sauna, Hot Tub

The Cozy Cottage, lakefront @ Port Carling

The Rock Cut Cottage

Private Muskoka Forest Retreat | Hot Tub | Rosseau

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub

Sunny, Modern 3BR Home, XL Deck, Walk 2 Town+Beach

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





