
Guesthouse holiday rentals in Lake Simcoe
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Lake Simcoe
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Cabin in nature Close to trails and Thermea Spa
Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.
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Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.
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Serene Comfort. Hot Tub, Full Suite with Kitchen
Welcome to Centre Street Studio! Our 600 sq/ft bachelor suite offers a private, clean and cozy retreat. Enjoy access to a private 2 person hot tub and/or explore our local trail system. Scandinavia Spa or Vetta Nordic Spa, both within 40-min. Barrie, Creemore, & Wasaga Beach are all within 30-mins, while Collingwood & Blue Mountain are just 40 min. A 2-min drive to town amenities. NOTE: We don't host guests new to AirBNB. You must have a minimum of 2 reviews and a 4.7 rating to book a stay
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The Barrie Nook | Coffee Bar & Backyard Grill
Cozy and comfortable, this two-bedroom lower-level apartment tucked away in the heart of Barrie offers the perfect locally inspired retreat. Located just minutes from downtown, the waterfront, and local shops. The space features a custom coffee bar, fully equipped kitchen, cozy living area, WIFI, parking, private entrance and backyard making it ideal for small groups, families, or business professionals. Enjoy all the comforts of home while you relax and unwind in this charming, private space.
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Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.
LocationFamilyNearby

Cozy getaway, with beautiful property and firepit
A cozy spot, nicknamed 'The Snug', has a king size bed, kitchenette, fireplace, a TV and 3 piece bathroom for you to enjoy some time away from the city. Wake up to natural light with a window overlooking a natural pond. The snug, STRICTLY NON-SMOKING, located on our 1.5 acre property, surrounded by trees and flower gardens, next to our log cabin. Wooded trails are accessible at the back of the lot. The large fire pit and gazebo with BBQ and comfy patio furniture. Quiet time after 10 pm.
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Take a few steps and enjoy the sand and water
Welcome to the Guest House. Located in Gravenhurst, Ont. on Gull Lake. Private beach, boat launch & docking available. There is one canoe and one paddle boat available for guest to use. Lifejackets are provided. 2 minute car ride or boat ride into Gravenhurst. BBQ on your deck or roast marshmallows around the fire pit. Two bedrooms with queen beds. Full kitchen with new stainless steel appliances microwave, fridge and stove. Bathroom with walk in shower. Satellite TV, Wi Fi, and Parking.
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Warm rustic luxury chalet near lake and trails
Barrie's comfortable and friendly chalet, with a rustic ambience that has had a documentary filmed in it! Warm and luxurious privacy with heated floors, gas fireplace, gourmet kitchen and covered porch. Short walk to trails, park, beach and playground on Lake Simcoe. Perfect for work or relaxing with fast WiFi and lots of channels on large TV. A welcoming, fully equipped home away from home for families, couples, friends and travelers in a beautiful and quiet mature neighbourhood.
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Port Perry Island Krazee Acres Hobby Farm
Krazee Acres! Private 8-acre hobby farm a short walk to Lake Scugog, with Farm Fresh smells! Rustic Boho accents, Relaxing Soaker tub, walk-in shower, fully equipped kitchen, pellet stove, and air conditioning. Enjoy outdoor wood fires, sunsets and stars year-round. Free Parking for cars, trailers, boats. Large patio. BBQ provided. 3KM to the Great Blue Heron Casino, minutes to Historic Downtown Port Perry. Close to trails and Marina/Restaurant, (Seasonal). Relax
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Moon House Bobcaygeon
Enjoy the lake at this peaceful and centrally located casita (little house). Surrounded by trees and right on the water, this casita is perfect for a romantic weekend get away for two, or with a baby. Located only 20 minutes walking distance from downtown Bobcaygeon, it offers the perfect combination of nature, dining out and shopping. Our casita is new and has a kitchen to prepare small meals. Enjoy our beautiful outside area with a bbq and the day by the lake.
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Sunset Beach Cottage
Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada
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Lakeside Guest Suite, on Lake Scugog, Port Perry
WATERFRONT PROPERTY….Enjoy stunning sunsets from the basement walkout guest suite. Take in views from the living room, bedroom (queen bed), or large 34 foot long private patio! The backyard leads directly to the lake including a fire pit. Please note that the natural slope of the yard (40 stairs) may not be suitable for those with mobility issues. While the suite doesn't feature a kitchen, Port Perry is only an 8 min drive and offers many culinary options.
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Popular amenities for Lake Simcoe guesthouses
Family-Friendly guesthouses

Charming tinyhome Experience
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The Captain's Cottage at Willow Pond
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Bee Keeper's Cabin - a very private retreat
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Cozy Seldom Scene Cottage
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Cozy 2 Bedroom Guest Suite in Aurora
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Luxury Ground-Level "Suite Escape"
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Private cozy stylish fun Chill Basement pool table
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Peterborough Zen Retreat
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Guesthouses with a patio

No worries
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Detached Coach House | 1 Bdrm 1 Bath| Private HVAC
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Cozy Waterfront Boathouse with Lake Simcoe Views
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Private guest house, romantic spa-sauna hot tub
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PinesGuestHouse walk to lake 2bdrms
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A Greyt Escape
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Mono Countryside Home & Farm
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Windfall Cottage On Little Lake
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Guest house rentals with a washing machine and dryer

Entire 1 Bedroom Detached Coach House
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Brookside Cottage - Charming Rural Getaway Mulmur
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Quiet 2BR Suite • Kitchen, Workspace + Parking
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Country Cabin Retreat | King Bed | Pet Friendly
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A bright & stylish urban studio
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2 bedroom Guest house in North of Toronto
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Hillside Studio • Midland • Cozy Fall Escape
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Modern Cozy Lower Level Getaway | Near Lake Simcoe
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- Blue Mountain Village
- Scarborough Town Center
- Toronto Zoo
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Sheppard–Yonge Station
- York University
- Mount St. Louis Moonstone
- Pigeon Lake
- Vaughan Mills
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- Awenda Provincial Park
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- Three Mile Lake
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