Vacation rentals in Gregory

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Top-rated vacation rentals in Gregory

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Guest favorite
A spacious living area features a comfortable brown sofa positioned near a glass coffee table. Natural light pours in through large windows with blinds, illuminating a dining area with seating for four. A modern kitchen is visible in the background, equipped with sleek appliances.
Guest suite in Moonstone
4.86 out of 5 average rating, 304 reviews

RELAX @ our HOT TUB and SAUNA in the woods

PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.

Top guest favorite
Apartment in Bracebridge
5 out of 5 average rating, 13 reviews

Wynwood Suites Unit 2, located on Lake Muskoka

Escape to Milford Bay at our newly refreshed Wynwood Suites located directly on Lake Muskoka with over 200 feet of private beach frontage. Our suites are located a 2-minute walk to Baycliffe Park Public Beach, Milford Manor Golf Course, and the renowned Huckleberry Trail overlooking Lake Muskoka. Take a 10 minute drive to Port Carling's boutique shops and dining, our suites offer the perfect blend of nature, comfort, and convenience for a memorable Muskoka getaway for couples and families alike!

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, 101 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 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.

Guest favorite
Cottage in Bracebridge
4.89 out of 5 average rating, 121 reviews

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit

Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

Guest favorite
The interior of a cedar sauna features rounded wooden walls and benches. A large circular window offers a view of a snowy forest, enhancing the serene atmosphere. Natural light filters softly through the frosted glass, creating a calming space for relaxation.
Cottage in Muskoka Lakes
4.85 out of 5 average rating, 149 reviews

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.

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, 150 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 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.

Top guest favorite
A vibrant sitting area showcases a deep red sofa with patterned cushions, complemented by a colorful armchair. A wooden coffee table sits in the center, while a lamp and artwork enhance the cozy ambiance. Large windows provide ample natural light and views of the outdoors.
Apartment in Port Carling
4.97 out of 5 average rating, 60 reviews

Caledon, Mirror Lake (Lake Muskoka)Caledonia House

Welcome to the stunning shores of Lake Muskoka! Experience the perfect blend of history and modern luxury at Caledon, our self-contained upstairs apartment suite. Immerse yourself in the rich history of this property, dating back to 1928, while indulging in all the comforts of contemporary living. Step onto your private balcony and soak in breathtaking views of the lake, or take a stroll to town for fine dining, boutique shopping, and local attractions. Enjoy a breakfast sandwich each day.

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, 243 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.

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, 304 reviews

KING SIZE BED Barn style loft apartment private

Very private loft apartment that you will have all to yourself 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 a short drive to 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 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, 508 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
4.88 out of 5 average rating, 143 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, 136 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.

Popular amenities for Gregory vacation rentals

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