Holiday houses in Gregory

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Top-rated holiday rentals in Gregory

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Guest favourite

Barn in Parry Sound

4.94 out of 5 average rating, 111 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.

24 Nov – 1 Dec

$1,141 AUD total

Guest favourite

Tiny home in Baysville

4.95 out of 5 average rating, 103 reviews

Grandview Lake Cabin, Muskoka

A cozy Tiny Cabin located just off the shore of beautiful Grandview Lake, In Baysville Muskoka. The perfect pine cabin for a couple looking to recharge, slow down and enjoy the simple pleasures in life with the tranquil surroundings of nature. Private access to lakefront with a canoe and acres of forests for exploring are only steps outside your door. Unplug and get back to nature or enjoy modern living on the lake. 45-60 minute drive from both Algonquin and Arrowhead provincial parks.

11 – 18 Oct

$1,751 AUD total

Guest favourite

Cabin in Kearney

4.96 out of 5 average rating, 432 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.

21 – 28 Oct

$812 AUD total

Guest favourite

Cabin in Bala

4.93 out of 5 average rating, 169 reviews

Cabin Medora Lake, Bala

Our place is close to Bala and Port Carling. You’ll love it! It's a big, one room, family cabin on a 6 acre forested property with a 40 sec. walk to our 1100 ft of shoreline on pristine Medora lake, with dock, canoe, great swimming and fishing. This place is good for couples or a family (with kids). A true Muskoka experience. The friendly and quiet owners who live next door have loved this incredible private property for 30 years and will ensure you have all the comforts you need.

10 – 17 Mar

$2,292 AUD total

Guest favourite

Cottage in Bala

4.99 out of 5 average rating, 126 reviews

Moon Rock Cottage With Gorgeous Waterfront Views

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! IG: moonrock_cottage

22 – 29 Oct

$3,061 AUD total

Guest favourite

Cottage in Bala

4.94 out of 5 average rating, 124 reviews

Charming Lakefront Bala Cottage

This charming, cozy, 4 season cottage overlooks the Moon River in the heart of Bala, just 12 minutes off the 400! With over a half-acre of land, this gem is located within minutes to the grocery store, Don’s Bakery, Beer Store, LCBO, The Kee, markets, hiking trails, snowmobile trails & more. 2 minutes to Bala (15 min walk) 10 minutes to Port Carling 15 minutes to Gravenhurst 25 minutes to Bracebridge Cottage is fully equipped for you to enjoy, just bring your personal items!

30 Nov – 7 Dec

$1,880 AUD total

Guest favourite

Guesthouse in Utterson

4.93 out of 5 average rating, 114 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.

2 – 9 May

$1,667 AUD total

Guest favourite

Farm stay in Gravenhurst

4.97 out of 5 average rating, 370 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.

20 – 27 Oct

$1,712 AUD total

Guest favourite

Cottage in Port Carling

4.99 out of 5 average rating, 122 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.

6 – 13 Jan

$7,299 AUD total

Guest favourite

Cottage in Torrance

4.97 out of 5 average rating, 194 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Newly renovated 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.

20 – 25 May

$1,310 AUD total

Guest favourite

Apartment in Huntsville

4.98 out of 5 average rating, 214 reviews

Beautiful Lake Vernon Apartment

In 2022 Ontario residents will be eligible for a tax credit of 20% spent on accommodation in the province. Search for Ontario Staycation tax credit. Large, bright, fully-equipped, completely private, 1200 square foot apartment with open plan kitchen/living/dining room. The balcony off the bedroom overlooks a quiet bay of lovely Lake Vernon, and there is a comfortable queen sized sofa bed in the living room. Come and experience Muskoka.

20 – 27 Nov

$1,615 AUD total

Guest favourite

Home in Rosseau

4.96 out of 5 average rating, 109 reviews

Cozy historic village cottage

Come stay in our cozy historic 100 year old home in the Village of Rosseau. Newly renovated, modern comforts. Walking distance to everything, close to Public Beach, General Store and fine dining restaurant. Enjoy authentic Muskoka village life. For more photos, check out our Social Media page. Search for hollyhockcottagerosseau

4 – 11 Apr

$2,029 AUD total