Guesthouse vacation rentals in Lake Simcoe

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Lake Simcoe

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

An aerial view of a modern staircase leads to a lofted sleeping area with a queen bed. Natural light filters through flowing curtains, illuminating a live edge walnut table and a stool. Open shelving displays decorative items, enhancing the cozy ambiance of the compact space.

Guesthouse in Aurora

4.91 out of 5 average rating, 146 reviews

Adorable Guesthouse Apartment With Free Parking

This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft

Guest favorite

The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.

Guesthouse in Uxbridge

4.96 out of 5 average rating, 137 reviews

Guesthouse in nature mins to Ski hills and 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 resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

Top guest favorite

An inviting living area features a comfortable gray sofa and armchair arranged around a wooden coffee table. A warm-looking stove provides a cozy focal point. Natural light floods the space through two windows, with a rustic wooden beam accentuating the ceiling.

Guesthouse in Mansfield

4.99 out of 5 average rating, 104 reviews

Brookside Cottage - Charming Rural Getaway Mulmur

Our cozy guest house, situated in the Headwaters region, has it all! Close to hiking,golfing,biking,skiing. XCski/snowshoe from your door! Big skies for astronomers and astrophotography! We offer 32 acres of forest and fields for walking and taking in the magnificent views. The area boasts fine restaurants, boutiques, markets and artisans. Minutes to Mono Cliffs, Boyne, Mansfield Ski Club and easy driving to Blue Mountain and Wasaga Beach. Ideal for couples, solo adventurers or a small family.

Top guest favorite

A private outdoor hot tub is nestled under a wooden structure with soft, glowing lights. Surrounding stones and gravel create a path, complemented by an inviting garden area with plants and rocks, enhancing the serene atmosphere.

Guesthouse in Angus

4.98 out of 5 average rating, 219 reviews

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 beautiful private 2 person hot tub and/or explore our local trail system on foot or by bikes available on site. Looking for R&R? Discover 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. Book now for your ultimate getaway!

Top guest favorite

A stone patio surrounds a firepit, accompanied by four adirondack chairs facing the lake. Tall trees provide shade and outline the peaceful shoreline, while a canoe rests nearby. The scene invites relaxation and connection with nature.

Guesthouse in Algonquin Highlands

4.93 out of 5 average rating, 152 reviews

Charming mini-cottage, footsteps to water's edge

**No extra fees other than airbnb fees** Relax in a quaint, studio mini-cottage surrounded by water on 3 sides! Enjoy the freshness of spring, summer water activities & gorgeous autumn colours in cottage country. Perfect for 1 or 2 guests; peninsula location & tall windows give 270 degree lakeviews. Wifi, 1 parking space, kitchenette, 3pce bthrm, Queen bed, futon bed, satelliteTV. Private for guests: shoreline, island, dock, barbeQ, mountain bikes, hammock, firepit, canoes, kayaks, tubes.

Superhost

A serene beach scene is presented, showcasing gentle waves lapping at the shoreline. The wet sand reflects the colors of the sky, where clouds vary in shades of pink and blue. Seagulls can be seen walking along the water's edge, adding to the tranquil atmosphere.

Guesthouse in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Top guest favorite

A spacious deck is shown with two chairs and a purple umbrella, overlooking a green lawn leading to the water. The serene lake is visible in the distance, framed by trees and rocky landscaping, creating a peaceful outdoor setting.

Guesthouse in Gravenhurst

4.96 out of 5 average rating, 115 reviews

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.

Guest favorite

A spacious backyard is depicted, featuring a grassy area surrounded by a wooden fence. A small gazebo and a fire pit are visible, complemented by green trees and a trampoline in the distance. Sunlight casts a warm glow over the peaceful outdoor setting.

Guesthouse in Hastings

4.91 out of 5 average rating, 138 reviews

Entire Guesthouse on the Trans Canada Trail

Stay in our tranquil 2 bedroom guesthouse. Located 100m from the Trent River in the beautiful town of Hastings. Enjoy days on the Trans Canada Trail, the longest trail in the world, walking, cycling or ATV. Spend time on the river, fishing and kayaking. Spend evenings by the wood burning fire and in the hot tub, and enjoy a peaceful nights sleep in this quiet community. Equipped with: -Private 4 person Hot Tub -Central heating and A/C -2 queen beds -Full kitchen -WIFI, TV + Netflix

Guest favorite

A secluded cabin is illuminated warmly against a dark skyline, surrounded by lush trees. The solar panel is visible beside the cabin, and a clear view of the starry sky adds to the serene atmosphere. The surrounding grass reflects the soft glow of the cabin's light.

Guesthouse in Newcastle

4.88 out of 5 average rating, 196 reviews

Bee Keeper's Cabin - a very private retreat

91 acres, trails, total privacy, spring fed lake, solar power/propane heated, gas stove top, propane fridge, out-house, firepit, wi-fi ; canoe/paddleboat (seasonally) Self check in and self cleaning For those who leave a "light foot print" Basic kitchen utensils, pots, pans, and dishes are provided, BUT guests must bring their own drinking water, pillows and bedding. We ask our guests to leave the cabin better than you found it and to take all garbage and recycling home with you."

Guest favorite

Two wooden Adirondack chairs are positioned on a lush green lawn facing the water, framed by overhanging tree branches. The sunset creates a colorful display on the horizon, reflecting on the calm surface of the lake, while a small table holds a wine bottle and glasses.

Guesthouse in Victoria Harbour

4.96 out of 5 average rating, 256 reviews

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

Guest favorite

Guesthouse in Schomberg

4.93 out of 5 average rating, 423 reviews

Country Cabin Escape | King Bed | Pet Friendly

Escape to our Country Cabin, perfect for both short and long stays. Nestled on our family farm, it offers privacy and peace, though not secluded in the bush. Enjoy a full kitchen, wood fire pit, propane BBQ, WiFi, 40” Smart TV, and a cozy 3-piece bathroom. Laundry facilities and walking trails are also available. While the cabin is near our farmhouse, Suite, and Event Barn, it remains private with blinds. We look forward to hosting you!

Guest favorite

The exterior of a two-story, gray house is shown, featuring large windows and a symmetrical design. A well-maintained driveway leads to two garage doors. Green grass and trees surround the property, contributing to a natural setting.

Guesthouse in Feversham

4.92 out of 5 average rating, 180 reviews

Guesthouse Getaway

This bright 1 bedrm suite sleeps 4 with 2 double beds, a full length couch could sleep a 5th. Just mins to Feversham gorge to hike, the Beaver River to fish & snowmobile trails in winter. The Feversham General Store is close by. Blue Mountain is 20 mins away. 10 mins to Eugenia Lake & Falls. Situated on 5 acres tucked nicely in the trees. 10 minutes to Singhampton Caves. Ski season currently available.