House holiday rentals in Orillia

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Top-rated house rentals in Orillia

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Guest favourite

Home in Barrie

4.91 out of 5 average rating, 111 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Guest favourite

Home in Orillia

4.89 out of 5 average rating, 19 reviews

Upper Shadow Creek Haven - Waterfront

Escape to a newly renovated 1-bed, 1-bath cottage in Orillia, located off the canal leading to Lake Couchiching. Fully updated with a cozy living room, charming reading nook, and a deck with BBQ. Enjoy outdoor activities with boat docking, a private beach, and nearby park. Explore Casino Rama, public beaches, and downtown Orillia. In winter, access OFSC snowmobile trails, ice fishing, skating, and skiing. Whether seeking relaxation or adventure, this cottage offers a perfect year-round getaway!!

Guest favourite

Home in Gravenhurst

4.97 out of 5 average rating, 126 reviews

Sawdust city haus

Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Guest favourite

Home in Little Britain

4.96 out of 5 average rating, 101 reviews

Cozy Lakeside Cottage on Lake Scugog

WELCOME TO OUR COZY COTTAGE! This rustic, private, lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double sized bed), large bright sunroom with sleeper sectional. Large newly renovated deck. You are sure to enjoy the lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for couples or friends to escape the hustle and bustle, relax and unwind.

Guest favourite

Home in Orillia

4.88 out of 5 average rating, 117 reviews

Orillia TwnHse Oasis w King Bed

Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

Guest favourite

Home in Georgian Bay

4.97 out of 5 average rating, 109 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

Welcome to our A-frame in the heart of Georgian Bay, Ontario! Perfect for family escapes and relaxing couples weekends in Muskoka. This cozy retreat has three bedrooms and accommodates up to six guests. With Six Mile Lake and Whites Bay just a stroll away, indulge in serene swims or explore the local golfing, breweries, and skiing at Mount St. Louis. Immerse yourself in nature's embrace while relishing the comforts of our picturesque A-Frame home—a perfect family getaway for every season!

Top guest favourite

Home in Nestleton Station

4.99 out of 5 average rating, 142 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top guest favourite

Home in Gravenhurst

4.98 out of 5 average rating, 183 reviews

Woodland Muskoka Tiny House

Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

Guest favourite

Home in Bracebridge

4.94 out of 5 average rating, 410 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Superhost

Home in Innisfil

4.92 out of 5 average rating, 117 reviews

Sauna*King Bed*Fireplace*SmartTV

The perfect spa getaway an hour away from Toronto! Modern and bright fully stocked condo with a 2-3 person indoor sauna, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Coffee & Espresso bar

Guest favourite

Home in Coldwater

4.98 out of 5 average rating, 129 reviews

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart.

Guest favourite

Home in Bracebridge

4.94 out of 5 average rating, 106 reviews

Muskoka River Cabin

Unique, A Frame, Custom built on three acres in the Heart of Muskoka. Enjoy your own dock on a quiet section of the Muskoka River. It's a perfect place to escape the city, enjoy some peace, reconnect with yourself and the ones you love. Breathe in some fresh air, enjoy the sounds of nature and do some star gazing right from the front deck.