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, 311 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
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.
Loft in Parry Sound
4.95 out of 5 average rating, 307 reviews

Private Barn style loft king bed

Enjoy your own private loft retreat above a charming barn-style garage, on owner occupied property thoughtfully equipped for a comfortable and relaxing stay. This cozy little getaway is just a short 3-minute walk or drive to two beautiful lakes with public beaches and boat launches, and only a quick 7-minute drive to Parry Sound for restaurants, shops, and local charm. A 24-hour convenience store and gas station are also nearby, making it the perfect peaceful spot to unwind and explore the area.

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, 126 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, 150 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 bathroom features a sleek, glass-enclosed shower with a rainfall showerhead. Adjacent is a warm eucalyptus sauna, evident through the glass door, highlighting its wooden interior. Spa essentials, including bottles of body wash, are neatly displayed on a wall shelf.
Apartment in Huntsville
4.91 out of 5 average rating, 234 reviews

Luxury Spa Getaway ~ Private Sauna ~ Walk to Beach

Experience our exquisite Airbnb! Immerse in tranquility near attractions. - Luxuriate in our eucalyptus sauna, a haven of relaxation. - Enjoy a fully equipped kitchen, cozy fireplace, and stylish furnishings. - Entertain with a TV, board games, and outdoor BBQ. - Stay comfortable with essentials, workspace, washer, and dryer. - Explore outdoors with beach access, private entrance, and fire pit. - Enjoy free parking and an Tesla EV charger Book now for an unforgettable stay in the Muskokas.

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, 247 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
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, 510 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.

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, 137 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.

Top guest favorite
Apartment in Bracebridge
4.94 out of 5 average rating, 108 reviews

Muskoka Get Away-Romance & Adventure Awaits !!!

Newly renovated KING SIZE Cozy, Romantic & Stylish. Ideal for long term stays. Grab a book and curl up into the big comfy swing chair by the fireside of the chiminea on your private patio. Start your day off with a Nespresso in the outdoor lounge area surrounded by lush forest and all the nature your eyes & ears can behold. Grab a snack or whip up a gourmet meal in your fully equipped kitchen. And then at days end stretch out onto your very own King size sleigh bed!

Top guest favorite
A serene waterfront view is presented from a deck, showcasing calm water surrounded by lush green trees. Comfortable seating arrangements are visible, creating a perfect spot for relaxation while enjoying the natural landscape.
Cottage in Torrance
4.97 out of 5 average rating, 242 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.

Top guest favorite
Cottage in Township Of Muskoka Lakes
4.96 out of 5 average rating, 122 reviews

Stunning Muskoka Waterfront Cottage on 3 Mile Lake

Whispering Pines Cottage is a spacious 4-bedroom retreat on a private 2-acre property surrounded by 3 Mile Lake and the Dee River. Take in stunning winter lake views through the large Muskoka window, explore nearby snowmobile trails, or enjoy peaceful walks through the snowy landscape. The perfect Muskoka winter escape for families and nature lovers. Note: In winter months, all wheel drive vehicles with winter tires are mandatory.

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