Vacation rentals in Gregory

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Top-rated vacation rentals in Gregory

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Guest favorite

A private dock extends over the calm waters, supported by wooden beams. Scenic greenery surrounds the area, while a few seating options invite relaxation. An angled roof provides shelter for boating activities, showcasing the tranquil lakeside setting perfect for enjoying nature.

Home in Port Carling

5 out of 5 average rating, 12 reviews

Villa Marina Haven|BBQ|Firepit|Waterfront|Cozy

Welcome to your perfect escape in the heart of Port Carling! This charming cottage offers the ideal blend of convenience and relaxation, providing a peaceful haven for those looking to unwind and explore the beauty of the Muskoka region. Our cozy retreat is nestled in a serene setting, offering a tranquil atmosphere surrounded by nature. Whether you're planning a romantic getaway or a family vacation, this delightful cottage caters to all. !!!!!MUST HAVE GOOD WINTER TIRE FOR WINTER ACCESS!!!!

Superhost

Cottage in Muskoka Lakes

4.85 out of 5 average rating, 137 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.

Guest favorite

A scenic outdoor deck furnished with a stylish sectional sofa accented by black and white cushions. A glass-top table and several chairs are positioned for dining. Tall pine trees create a natural backdrop, enhancing the shaded area beneath the clear blue sky.

Barn in Parry Sound

4.94 out of 5 average rating, 234 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.

Guest favorite

Chalet in Bala

5 out of 5 average rating, 13 reviews

The Dudley Inn Farmhouse

Charming 2-Bedroom Farmhouse at The Dudley Inn Escape to a cozy and stylish retreat at the back of The Dudley Inn, nestled in the heart of Muskoka, Ontario. The Farmhouse includes two master bedrooms with ensuites, two powder rooms, kitchen, great room with multiple outdoor spaces. This one-of-a-kind space offers everything you need for a relaxing stay in Muskoka. Located just a short bike ride from downtown Bala, you'll have easy access to charming shops, restaurants, and waterfront.

Top guest favorite

A serene view from the private dock features two Muskoka chairs positioned beside a standup paddleboard resting on the wooden platform. The calm waters reflect the surrounding forest, with trees lining the peaceful shoreline under a clear blue sky.

Cabin in Bracebridge

5 out of 5 average rating, 188 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 welcoming porch is adorned with lush greenery and planters filled with vibrant plants. A comfortable seating area features neutral-colored cushions, inviting relaxation. The wooden floor and ceiling enhance the natural aesthetic, while warm sunlight filters in, creating a serene and tranquil atmosphere.

Place to stay in Port Carling

5 out of 5 average rating, 23 reviews

Couples B&B in Muskoka!

Located at the forest edge in the heart of Port Carling, only steps away from the beach, boat launch, locks, swing bridge, art galleries, antiques, museum, restaurants & shops. Bartwood Manor is a private couples retreat that offers a true Muskoka experience. We're a developing "micro farm", growing our own flowers, veggies, fruits & berries. We have a flock of laying hens that provide us with fresh eggs daily. Our pet family includes a mini pig (Newt!), a rabbit (Bonnie), quail, etc.

Guest favorite

Guesthouse in Utterson

4.93 out of 5 average rating, 166 reviews

Lakefront Muskokan Log Cabin

In the heart of Muskoka on 3 Mile Lake. This cozy Log Cabin is set on private property. This studio room has all modern amenities which include 65” Smart TV, Netflix, microwave, keurig coffee maker, mini-fridge, toaster-oven, hot plate, barbecue and wall mounted fireplace. It has two beds and a full bathroom with seated shower. The waterfront has a shallow entry or you can jump in from the dock. A canoe, 2 kayaks & life jackets are for your use. End your night with a campfire.

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

4.97 out of 5 average rating, 445 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.

Guest favorite

Home in Port Carling

4.91 out of 5 average rating, 120 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

Cottage in Port Carling

4.99 out of 5 average rating, 109 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

Cottage in Port Carling

4.95 out of 5 average rating, 174 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

Cottage in Torrance

4.97 out of 5 average rating, 229 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 2 Minimum 6 nights with a Sunday check in.