Vacation rentals in Gregory

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Top-rated vacation rentals in Gregory

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Guest favorite

Place to stay in Port Carling

4.96 out of 5 average rating, 46 reviews

Basement Studio Apt - Hidden Gem In Muskoka

Studio apt. basement unit in the heart of Minett, Muskoka. 3km from JW Marriott, SWS Marina, 15min from Port Carling, 20min from Town of Rosseau. A 350m walk to public beach leading to swim-able Lake Rosseau. Private unit includes 1 queen bed & an additional stored double mattress (available upon request). Enjoy your time away at an affordable & unique spot. Returning guest? Please reach out directly to Rebecca! Unit has hard & colder cement floor. We provide sanitized shoes to wear indoors.

Sep 14 – 21

G$20,883 GYD per night

Guest favorite

Cottage in Muskoka Lakes

4.96 out of 5 average rating, 27 reviews

Muskoka Cottage Sandy Beach Hot Tub Campfire Stars

Our popular year round Muskoka cottage beach escape awaits your arrival. We’ve thought of everything. All you need to do is pick your dates, bring your clothes, and food and beverage of choice. We even supply the wood for your campfire! Enjoy star gazing and listening to the loons. We promise, your first visit won’t be your last. Get your grilling recipes ready- lots of propane. Go for a paddle, then soak the night away in the hot tub. Or book tickets to The Kee to Bala just 5 minutes away.

Nov 27 – Dec 4

G$60,094 GYD per night

Guest favorite

Barn in Parry Sound

4.94 out of 5 average rating, 110 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.

Feb 27 – Mar 6

G$21,943 GYD per night

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 118 reviews

The Lantern Cottage - Lake Muskoka

This Muskoka cottage is a perfect getaway. It has a stylish, clean, airy decor. Small hot tub off the back deck. Good distance from neighbours for privacy. Suitable for couples, small families (max 5 people). Situated 60 m from Lake Muskoka with direct access to public dock, boat launch, sunset views, and fishing. Water access is a one minute stroll to the dock. Cottage has a partial view of the lake from the cottage porch. Primary guest must be a responsible adult based on reviews.

Sep 12 – 19

G$40,926 GYD per night

Superhost

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.

Sep 18 – 25

G$39,815 GYD per night

Guest favorite

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.

May 21 – 28

G$27,436 GYD per night

Guest favorite

Farm stay in Gravenhurst

4.98 out of 5 average rating, 369 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.

Nov 28 – Dec 5

G$24,898 GYD per night

Guest favorite

Cottage in Port Carling

4.99 out of 5 average rating, 120 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.

Dec 18 – 25

G$132,457 GYD per night

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 193 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.

May 5 – 10

G$34,729 GYD per night

Guest favorite

Cottage in Windermere

5.0 out of 5 average rating, 73 reviews

Lake Rosseau Boathouse Getaway for 2

Beautiful brand new boathouse on Lake Rosseau. 650 square feet, 1 bedroom, 1 bath with kitchen and living space. Wrap around deck with stunning cliff and lake views. Bring your own boat, free public launch ramp next door. Easy dock access for swimming and to tie your boat. Enjoy boating, fishing and swimming on Muskoka’s “Big Three” lakes. Space is ideal for 2 adults. Additional adults (over 12) are $50/night each to a maximum of 4.

Jun 13 – 20

G$62,625 GYD per night

Guest favorite

Guesthouse in Port Carling

4.98 out of 5 average rating, 53 reviews

Comfortable, private flat in Muskoka with hot tub.

Enjoy easy access to everything in Muskoka from this centrally located apartment. Newly constructed, 2nd-storey, 750 sq. ft of living space including kitchen, dining, pull-out sofa, A/C, deck and hot tub. A mix of old and new character. *House is in Minett, a two-minute drive to the JW Marriott Resort. Available late June through to mid-September.

Aug 31 – Sep 7

G$26,579 GYD per night

Guest favorite

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

May 24 – 31

G$37,092 GYD per night