Vacation rentals in Gregory

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Top-rated vacation rentals in Gregory

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Top guest favorite
The exterior of the A-frame cabin is visible, set among greenery and trees. A spacious wooden deck features seating options, while two black chairs are positioned nearby on a natural landscape covered in fallen leaves.
Cabin in Bracebridge
4.98 out of 5 average rating, 161 reviews

Cozy Cabin Getaway Muskoka

Escape to this 4 season Muskoka Cabin nestled in the forest to disconnect and reconnect with yourself & loved ones. Surrounded by nature, this rural home is located on 2.67 acres within the forest & woods. Peace and quiet awaits you. We are a 5 minute drive to Lake Muskoka with public beach, boat launch & dock. You may choose to simply hide away or venture out to see all Muskoka has to offer. ❄️ We are Christmas themed in the cabin Nov-Jan ❄️ Follow us on insta! @cozycabingetaway_Muskoka

Top guest favorite
The living area features two lavender-colored sofas arranged around a central black table. A decorative rug with soft colors lies underneath. In the background, a kitchenette is visible along with a spacious bed dressed in white linens, enhancing the open feel of the studio.
Place to stay in Port Carling
4.95 out of 5 average rating, 100 reviews

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 leading to Lake Rosseau. Private unit incl. kitchenette with hot plate, toaster oven, fridge, Nespresso coffee machine, kettle, utensils. 1 queen bed, linen & towels. Enjoy your time away at an affordable & unique spot! To Note: Additional double mattress available upon request. Unit has colder cement floor, sanitized indoor shoes provided.

Top guest favorite
The exterior of a barn-style loft is showcased, featuring a charming design with white vertical siding and a wooden double door. Large windows allow natural light to enter, while the surrounding landscape includes trees and autumn foliage, creating a serene atmosphere.
Barn in Parry Sound
4.95 out of 5 average rating, 282 reviews

KING SIZE BED Barn style loft apartment private

Very private apartment that you will have all to yourself that’s above a barn style garage. It has everything you need for a very comfortable stay. The perfect little getaway situated near 2 lakes with public beaches and boat launches with in a short 3 minute walking distance or even shorter drive. Parry sounds 7 minutes away. there’s Restaurants near by and there’s also a 24 hour convenient store/gas station near by! The locations very nice to relax and explore what the area has to offer.

Top guest favorite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5 out of 5 average rating, 222 reviews

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.

Guest favorite
A serene outdoor area is surrounded by tall trees, featuring two cabins with rustic exteriors. A fire pit made of stones is positioned centrally, with log seating arranged around it. A picnic table stands nearby, offering a communal space for gatherings.
Cabin in Kearney
4.95 out of 5 average rating, 582 reviews

Cozy Creek-Side Cabin

Small cabin in the woods with many seasonal uses. There is over 1000 adjoining acres of mixed forest & fields. Over 300 acres of privately owned land by the host plus over 700 acres of attached public crown lots accessible through private holdings, perfect for outdoor enthusiasts/nature lovers, as a launch pad into Algonquin Park, or as a quite retreat into the forest. Winter Activities and Uses Include: snowmobiling, ice fishing at a large selection of local lakes, snow shoeing etc.

Top guest favorite
A modern two-story house is framed by tall trees, set against a backdrop of warm sunset hues. A stone driveway leads to the entrance, which is adorned with welcoming plants and porch lighting, creating an inviting entryway into the home.
Cabin in Huntsville
5 out of 5 average rating, 134 reviews

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 spa like amenities, which include the sauna, infrared yoga studio, and new hot tub. Or, go out and explore all Muskoka has to offer.

Top guest favorite
A screened porch is illuminated by soft lighting, featuring an outdoor sofa adorned with colorful cushions and a large swing chair. A propane fireplace provides warmth, and potted plants enhance the natural ambiance, creating a relaxing space for enjoying the evening.
Farm stay in Gravenhurst
4.96 out of 5 average rating, 489 reviews

Stix N Stones (Includes Light Breakfast & Kayaks)

Nestled in the woods on Walkers Point, this is a great opportunity to reconnect with nature. We promise when you leave you’ll appreciate the forest as much as the water that surrounds us. Although we are not on the water, we are a 3min drive to a semi-private beach. Kayaks & life vests included (& delivered). Snowshoes incl in winter. Light breakfast is yogurt & fruit. Short distance to renowned hiking trails, Hardy Lake Park, Sawdust City & Clearlake Brewery, Muskoka Winery.

Superhost
A spacious living area features large windows that provide ample natural light and views of the surrounding trees and water. A comfortable sectional sofa, a stylish leather couch, and a glass coffee table are arranged around a cozy wood stove, creating a welcoming atmosphere.
Home in Port Carling
4.87 out of 5 average rating, 133 reviews

Waterfront Boutique Cottage Getaway

Welcome to your cozy and relaxing cottage getaway in Muskoka. Situated on the serene waters of Bass Lake, explore the nearby town of Port Carling - known for its Snowmobiling Trails, Charming Shops, Restaurants, and stunning Lakeside View. A short walk to Bass Lake Roadhouse Restaurant. This home is surrounded by lush trees and stunning views of the water, it is the perfect blend of rustic charm and modern amenities to make your stay comfortable and enjoyable all year round.

Top guest favorite
A wooden dock extends over calm waters, featuring four Adirondack chairs in red and yellow. The serene lake reflects the surrounding trees and sky, with a light morning mist gently hovering above the water's surface.
Cottage in Port Carling
4.99 out of 5 average rating, 134 reviews

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.

Guest favorite
A two-story private residence is nestled among lush greenery, showcasing a charming green exterior. The large windows allow natural light to fill the space, while a wrap-around balcony offers outdoor seating. The entrance is elevated, accessed by a set of steps leading from the rocky landscape.
Cottage in Port Carling
4.98 out of 5 average rating, 181 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

Start planning your retreat at this four season luxury private residence on lake Muskoka. Located in the heart of Muskoka’s pristine natural beauty. Relax and enjoy a truly unforgettable experience from the moment you arrive and create life long memories with loved ones. Home features a chef kitchen, butlers pantry, cozy double sided wood burning fireplace, heated floors in bathrooms, wrap around balcony, complete privacy from neighbours. Additional services available.

Top guest favorite
Adirondack chairs in red and black are arranged in a circle facing the calm water. A dock is visible with a boat and canoe nearby. The sky is adorned with warm sunset hues reflecting on the lake's surface, framed by trees.
Cottage in Bala
4.99 out of 5 average rating, 160 reviews

Moon Rock Cottage BnB With Gorgeous Waterfront

Welcome to Moonrock! Our beautiful waterfront cottage is nestled in the heart of Muskoka. A quick two minute drive to Bala for the shops, Ice cream, restaurants and our local bakery. Close to trails for hiking or relax on the dock or deck. Not only will you enjoy all the creature comforts offered at our cottage, you can explore the local lakes, stores, natural features and great local restaurants in the area. A true natural getaway for you and your family!

Top guest favorite
An aerial view showcases the modern cabin nestled among tall trees, featuring a large window that invites natural light. A hanging chair is visible on the porch, surrounded by lush greenery. Twinkling lights enhance the warm ambiance near the cabin's entrance.
Cabin in Huntsville
4.95 out of 5 average rating, 549 reviews

Aux Box Muskoka | Boutique | Private Nordic Spa

Escape to the Aux Box, a boutique luxury cabin nestled in the Muskoka woods with serene river views. Designed for comfort and style, it features in-floor heating, custom cabinetry, and premium amenities. Step into your private Nordic Spa with a sauna, hot tub, and cold plunge for the ultimate relaxation. Enjoy total seclusion while being less than 10 minutes from the shops, dining, and charm of downtown Huntsville. A perfect blend of nature and luxury awaits.

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