
House holiday rentals in Lake Simcoe
Find and book unique houses on Airbnb
Top-rated house rentals in Lake Simcoe
Guests agree: these houses are highly rated for location, cleanliness and more.

Log Cabin in the heart of downtown Elora
The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Luxe Villa with Sauna and Hot Tub @ Lake Simcoe
Our boutique style property is 45 minutes from Toronto, in a prestigious neighborhood off Lake Simcoe, near Friday Harbour Resort (FHR). The Villa offers a year-round five star experience of a luxury lodge. Great private place for family getaways, corporate retreats, anniversary celebrations. Amazing location for outdoor activities including fishing, boating, hiking, biking, skiing, snowmobiling. Enjoy the freewheeling and pleasures of a place that was designed purely for you to indulge in.

52 Acre Luxury Cabin - Hot Tub, Firepit & Trails
Our 2-bedroom cabin is the ultimate getaway for relaxation or embarking on new adventures. Situated within a serene 52-acre wooded property, our cabin offers exclusive access to 2 kilometers of private trails that connect to the Twin Lakes snowmobile trails. On our outdoor patio, you'll find a year-round hot tub, BBQ, and fire pit, all overlooking a tranquil seasonal creek. Despite its secluded location, we are a mere 10-minute drive from the charming boutiques and restaurants of Bobcaygeon.

Stylish 1870s Home near Distillery District & Old Toronto
Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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!

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.

Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

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.

River Luxury Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+
Beautiful brand new home boasting 6 bedrooms and 5 bathrooms right in the heart of Bracebridge along the Muskoka river. Enjoy the water on the private dock, fish, go for a paddle, or swim over to the sandy beach across the river. Short walk to Wilson’s falls hiking trail and waterfall. Short bike ride/drive to downtown to explore the shops and local life. Close to Santa’s village, excellent restaurants, cute shops, brewery’s and much more. The home sleeps 12 comfortably.

Wolegib Muskoka | Hot Tub | Beach | Swimming
Welcome to our private, modern Scandinavian-style cottage, set on 3 acres of pristine land with conservation property across the water, ensuring ultimate privacy and tranquility. The cottage boasts floor-to-ceiling windows that invite natural light and offer stunning views of the Muskoka River and surrounding nature. Just 40 steps from the front door, you'll find a private beach and dock, offering calm, clear waters perfect for swimming—ideal for families with children.

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
Stunning five-bedroom waterfront home on Georgian Bay! Located in a quiet area with stunning views and amazing sunsets! In the summer, the lake is perfect for swimming, kayaking, paddle boarding or fishing! Just bring water shoes as there are some rocks and zebra muscles. Equipped with a hot tub overlooking the lake, this five-bedroom waterfront home is perfect for a summer or winter getaway! *Please note this cottage is Pet Free.

HyggeHaus—sleek snuggly secluded apres-ski cabin
For a getaway that merges serenity with style; imagination with intention, look no further than HyggeHaus and its private Haliburton Highlands wooded retreat. Indulge in a stay where there is time and space for both leisure and adventure, and where beautiful design enables beautiful experiences. To view a short property video, search Youtube for "HyggeHaus Eagle Lake Haliburton". STR Licence# STR-26-00031
Popular amenities for house rentals in Lake Simcoe
House rentals with a pool

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games

Rivergrass Oasis Across from Blue Mtn Hot Tub!

2 Bd Boardwalk Condo Patio Oasis

King Bed, Pool, Gym, Ravine View, Your Getaway!

Home away from home with a hot tub and pool

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

Serene mountainside home with View/Shuttle Bus

Ravine Paradise ! heated pool and hot tub!
Weekly house rentals

Booking Now Sprng/Smmr Vaca/Modern & Cozy Cottage

Sunset Harmony on Cook’s Bay

Sunrise Villa on the Lake

3BR Spacious Home - KING BED

Luxury Family Home Indoor Pool Hot Tub Lake Access

Life is Better at the Cottage

Boho Bungalow, Fire Pit, Walk to Lake Simcoe

Waterfront Cottage Retreat | Private Dock + Kayaks
Private house rentals

Welcoming Waterfront Cottage

River's End: Explore the river by kayak or canoe!

Cozy Renovated Getaway Near Lake & Friday Harbour

Lakeside Cottage in Innisfil

Waterfront Cottage in Beaverton

Sunrise

Lakeside Escape in Ramara | Private Water Access

Horseshoe Valley Home
Destinations to explore
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Island of Montreal Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Private suite rentals Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Rentals with pools Lake Simcoe
- Beachfront rentals Lake Simcoe
- Rentals with a washing machine and dryer Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Waterfront rentals Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Rentals with a firepit Lake Simcoe
- Cabin rentals Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Apartment rentals Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Luxury rentals Lake Simcoe
- Bungalow rentals Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with a sauna Lake Simcoe
- Flat rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Guest house rentals Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Rentals with a cinema Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Rentals with lake access Lake Simcoe
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Toronto Zoo
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- York University
- Lakeridge Ski Resort
- Sheppard–Yonge Station
- Osler Bluff Ski Club
- Pigeon Lake
- Devil's Glen Country Club
- Rouge National Urban Park
- Gull Lake
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Three Mile Lake
- Fairview Mall
- Torrance Barrens Dark Sky Conservation Area
- Toronto PAN AM Sports Centre
- Burl's Creek Event Grounds
- Scandinave Spa Blue Mountain
- Vaughan Mills
- Wasaga Beach Area
- Awenda Provincial Park
- Kee To Bala





