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Guesthouse vacation rentals in Lake Simcoe

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Lake Simcoe guesthouse rentals

Family-friendly guest house rentals

Guest favorite
A serene view captures the boathouse beside Lake Muskoka, with a stone pathway leading to a lakeside deck furnished with cozy red chairs. Lush green grass and trees frame the scene, gently sloping towards the water's edge, offering a peaceful outdoor setting.
Guesthouse in Bala
4.95 out of 5 average rating, 37 reviews

The Boathouse on Sunset Bay Muskoka

KaraRating, 5 stars10 months ago
Lyn and Peter were amazing hosts for our family of 4 (two adults plus two kids, ages 9&6.) Lyn greeted us at check-in, but gave us privacy after that, and was super quick to respond to texts on the rare occasion we had a question. The boathouse was as described with even more amenities than listed and more spacious and beautiful than the pictures could do justice. The place is immaculate with careful thought and detail into every little decoration and little touches (e.g. a basket in the bedroom with bug spray, package toothbrush, etc. for any forgotten items.) We felt completely at home in the boathouse and enjoyed the beautiful views from the upstairs deck and dock, where we spent the majority of our time. We all loved taking out the SUPs that were there for our use and it was a quick drive into town to visit Don’s Bakery (IYKYK), Splash Island, and the ski show on Tuesday night. Highly recommend the boathouse for your next Muskoka stay! Lyn’s hospitality is 10/10.
Guest favorite
A spacious studio suite is presented, featuring a large bed positioned against a wooden headboard. Soft lighting illuminates the room, which includes a kitchenette and a small dining area visible in the background.
Guesthouse in Toronto
4.92 out of 5 average rating, 155 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

LizRating, 5 stars2 days ago
Absolutely amazing place Amanda has, the location right next to Bellwoods park is just perfect for those warm evenings. Amanda was an amazing host who gave some really good recommendations for what to do in the Toronto area. Will definitely book again when i’m back in Toronto!
Top guest favorite
A well-maintained front yard features an array of colorful flowers, including yellow and purple blooms, alongside lush greenery. A pathway made of stone leads toward the entrance of the house, with landscaping lights lining the way. A decorative pot with a plant adds a charming touch.
Guesthouse in Toronto
4.93 out of 5 average rating, 313 reviews

Free Parking 2BD Queen St. East

MitchRating, 5 stars1 month ago
I had a truly wonderful stay at Branko, Milan, and Bissa’s place, conveniently located in the east end of Toronto. From the moment I arrived, Bissa and Milan made me feel incredibly welcome—like part of the family! They were a joy to chat with whenever our paths crossed, and Branko was always quick and helpful with any questions before and during my stay. The hosts live in the main and basement floors and the second and third floors, accessed through a private entrance, offered more space than expected. It was peaceful, quiet, and perfect for rest after long days. Decorated with plenty of interesting artwork for all tastes. The dedicated parking spot was a huge plus, and I appreciated the hot showers, cozy bedding, soft towels, and fully equipped kitchen and bathroom—everything I needed for a 6-week stay. I’m already looking forward to my next project in Toronto, as their place is high on my list. I would absolutely stay again!
Superhost
A cozy interior of the Bunkie features a queen-sized bed adorned with a soft blanket, surrounded by wooden walls and large windows that offer natural light. A small wicker chair and a table are present, alongside a basket filled with items for guests.
Guesthouse in Port Hope
4.92 out of 5 average rating, 64 reviews

haute goat farm | unique alpaca cabin

MelissaRating, 5 stars8 months ago
This farm is incredibly well maintained, the animals seem so happy, and doing the morning chores was not a chore at all - was an awesome, unique experience. The cabin was cozy and super clean, as were the shared washrooms. All staff and volunteers are welcoming, polite and helpful. Debbie herself was a delight! The Screaming Goat Cafe had great selection and the food was delicious! It was lovely to unwind, bond with the animals, and stargaze; and we're looking forward to returning next year to try out one of their Yomes [yurt+dome]!
Guest favorite
A spacious lakeside lodge is framed by lush green trees, showcasing a mix of wooden beams and stone elements. Multiple balconies extend from the second floor, offering views of the lake and surrounding nature, while a comfortable seating area is visible at the water's edge.
Guesthouse in Stoney Lake
4.82 out of 5 average rating, 11 reviews

Cottage suite, lakeside with beautiful view!

ShradhaRating, 5 stars1 month ago
Patricia & Dennis were amazing hosts and very accommodating. The loft was great with an amazing view and balcony to enjoy the weather. They were very kind and helpful. It’s a great place to enjoy and relax ..!!!
The open concept kitchen and dining area features light wood cabinetry, a refrigerator, stove, and microwave. A wooden dining table with five chairs is set for meals. Natural light streams through the window, illuminating the floral centerpiece on the table.
Guesthouse in Tiny
4.39 out of 5 average rating, 61 reviews

Family Beach Cottage

MarlenaRating, 5 stars21 months ago
We all really enjoyed the cottage! Thank you, Vess, for such a wonderful space.
An open layout showcases a cozy studio apartment with light wood accents. A fully equipped kitchen is visible, featuring white cabinetry and modern appliances. A dining table with chairs is arranged near the kitchen, while a comfortable seating area is present, enhancing the inviting space.
Guesthouse in Wasaga Beach
4.44 out of 5 average rating, 9 reviews

Cozy Studio

LaurenRating, 5 stars51 months ago
Amazing place!!! Went here for a anniversary and it is close to a lot of things and Anne is very helpful!
A cozy cottage is framed by a well-maintained lawn, featuring an inviting porch with a mix of flowering plants in the foreground. Surrounding trees provide natural privacy, and a small fire pit area is visible on the property.
Guesthouse in Tiny
4.73 out of 5 average rating, 70 reviews

Georgian Bay Cottage - Tiny Beaches

LisaRating, 5 stars10 months ago
Yaro was an exceptional host! Always quick with his responses. The place is a shared lot but we always felt comfortable and had our privacy at all times.

Guest house rentals with a patio

Superhost
A cozy living area is furnished with a light-colored sofa and a wooden coffee table centered on a soft rug. A large mirror is mounted on a wooden wall unit, which features cabinets for storage. Bright lighting enhances the warm tones of the wooden flooring.
Guesthouse in Pickering
5 out of 5 average rating, 4 reviews

Romantic Private Guest House

KunalRating, 5 stars4 months ago
Lovely place to stay, clean, comfortable and well equipped, it looks exactly what the images shows and had everything we needed. Saulmaz is really a great host and we really enjoyed our stay here. Would definitely Consider returning to this property for a long stay.
Top guest favorite
Guesthouse in Fergus
5 out of 5 average rating, 20 reviews

Millcreek Riverfront Retreat Elora/Fergus

ShaunaRating, 5 stars1 month ago
This was a truly serene and tranquil place. Close to town. The walkway with the running water was beautiful and it was great to have my morning coffee while sitting on the porch looking over the river.
Top guest favorite
The image captures a serene lake at sunset, reflecting vibrant hues of orange and purple in the sky and water. A wooden dock extends into the calm water, providing a tranquil setting for evening activities.
Guesthouse in Port Perry
5 out of 5 average rating, 84 reviews

Lakeside Guest Suite, on Lake Scugog, Port Perry

AnureetpalRating, 5 stars1 day ago
We had a really good time, the place is spotless and very cozy. It’s accommodated with everything. The view is beautiful and peaceful. Lydia and Craig are very responsive, friendly and respectful. 10/10 experience and grateful for snacks/haply birthday sign/ carved gift during welcome.
Top guest favorite
A charming entrance pathway is flanked by tall greenery leading to a welcoming door with a light fixture. The stone path is bordered by well-maintained landscaping, and a potted plant adds a touch of color beside the entrance.
Guesthouse in Innisfil
5 out of 5 average rating, 36 reviews

A Greyt Escape

DelilahRating, 5 stars3 weeks ago
Beautiful quiet stay!! Loved it here, definitely would book again in the future!
Top guest favorite
The exterior showcases a contemporary cottage design with dark blue and wooden paneling. A vibrant yellow front door stands prominently, complemented by two side windows. The landscape features various plants and a gravel path leading to the entrance, with the tranquil lake visible in the background.
Guesthouse in Midland
4.92 out of 5 average rating, 13 reviews

Windfall Cottage On Little Lake

AstridRating, 5 stars9 months ago
Windfall Cottage is a unique experience. The cottage is very cozy and tastefully decorated and we felt very comfortable and welcome. The beds are very comfortable, the kitchen perfectly equipped and it is like coming home. The access to the lake and the sun deck with two kayaks are another highlight. Carol and Jonathan are wonderful hosts! The contact was consistently very fast, very friendly and above all very personal. Our inquiry as to whether the cottage was suitable for a wheelchair user was not only answered comprehensively and with further information, but the necessary aids were also provided. Such courteous support is unique and impressive. Windfall Cottage, Carol and Jonathan will remain in our best memories and we can only warmly recommend this Airbnb. Thank you so much for this wonderful experience!
Top guest favorite
An aerial view of the rustic chalet reveals a warm wooden exterior complemented by brick accents. A fenced-in yard features a heated, welcoming saltwater pool. Two cars are parked in the driveway, and greenery from surrounding trees enhances the serene atmosphere.
Guesthouse in Barrie
4.99 out of 5 average rating, 81 reviews

Rustic luxury chalet near beach with private pool

DanaRating, 5 stars2 weeks ago
We had a great time on our stay here. Just as described, the chalet provides privacy and comfort. The linens on the bed were to die for! Great space for relaxing with a small group and the island is perfect for a games night! They had coffee to get through the mornings and shower essentials as well. We would highly recommend this space for your next trip!
Top guest favorite
A bright living area features a plush sofa adorned with soft throw pillows, accompanied by two textured stools. A large wall-mounted TV is positioned above a stylish rug, while natural light filters through the nearby windows, creating an inviting, open feel.
Guesthouse in Uxbridge
4.98 out of 5 average rating, 53 reviews

Private Guest House Retreat

KostaRating, 5 stars2 weeks ago
My fiancé and I were in Toronto for the weekend and found Victoria’s spot to book just a bit out of the city. It was the perfect spot to come back to after a busy day. Extremely clean and the hot tub was super relaxing. Will definitely be looking to stay at Victoria’s spot in the future again!
Superhost
The boathouse is nestled among trees, featuring a sunlit deck with four chairs overlooking the lake. A wooden pathway leads from the water's edge to the entrance, with a garage built into the structure for added convenience.
Guesthouse in Barrie
4.62 out of 5 average rating, 21 reviews

Cozy Waterfront Boathouse with Lake Simcoe Views

KatharineRating, 5 stars8 months ago
I had a wonderful stay at the boat house while visiting Barrie for a wedding. The location on the water was absolutely lovely! Bruce was incredibly helpful, providing clear instructions and great suggestions that made settling in a breeze. Coming from Australia, I’m used to pristine beaches, so we chose not to swim in the lake as it didn’t seem very clean. However, we thoroughly enjoyed relaxing by the water. Overall, it was a lovely experience!

Guest house rentals with a washer and dryer

Top guest favorite
A contemporary kitchen and living area are captured, featuring a sleek countertop and bar seating with woven placemats. An entertainment center with a mounted TV is highlighted, and a modern sofa is positioned beside a faux fireplace, enhancing the cozy atmosphere.
Guesthouse in Grafton
5 out of 5 average rating, 63 reviews

St Anne Spa’s Nearby Secluded Modern Getaway

QuintonRating, 5 stars1 day ago
Lovely place to be very clean beautiful scenery , the host was amazing as well anything we needed she was there with a fast response, also very clean place looks like the what they show, I would definitely book again
Guest favorite
A well-set dining table features white plates, silverware, and decorative accents, surrounded by modern decor. The open space includes a stylish kitchen visible in the background, with wooden beams overhead and a staircase leading to the upper level.
Guesthouse in Toronto
5 out of 5 average rating, 26 reviews

Junction Private Laneway Suite with Backyard

JessieRating, 5 stars4 weeks ago
Without exaggerating, this is one of the best Airbnbs I've stayed in in Canada. The space was super clean, had no perfume, and there were no bad smells. The linens were clean and smelled very good. The space was even better in real life than in the photo. I loved the concept, the decor and especially the location which is right next to a mall, several restaurants and public transport. The host was available and very responsive. Thank you so much 🙏🏾
Guest favorite
A decorative shelf is seen, featuring a green glass pitcher, a silver container, and two textured green vases. Fresh white flowers are arranged in a dark glass vase to the left, adding a touch of nature to the display.
Guesthouse in Markham
4.86 out of 5 average rating, 51 reviews

2 bedroom Guest house in North of Toronto

HannahRating, 5 starstoday
Samira is a great host - welcoming, hospitable and was available if needed. The apartment was really spacious, clean, tidy and comfortable. The kitchen had everything we needed and the beds were comfortable. It was a really nice space to come back to each night after a full day of conferencing. Highly recommend!
Top guest favorite
A modern kitchenette features sleek white cabinetry paired with stainless steel appliances. A microwave, cooktop, and refrigerator are visible, alongside a coffee maker. A stackable washer and dryer occupy a designated space, contributing to the efficiency of the compact design.
Guesthouse in Richmond Hill
4.96 out of 5 average rating, 81 reviews

"Modern Urban Studio Retreat"

IsmaeelRating, 5 stars1 day ago
Was a pleasure staying, was a positive experience! Was very accommodating
Guest favorite
A modern living space features a comfortable sofa with decorative pillows. A small dining area with a table is positioned next to a stylish kitchenette equipped with appliances. A television is mounted on the wall, and a plant adds a touch of greenery to the setting.
Guesthouse in Aurora
4.91 out of 5 average rating, 23 reviews

Delightful One-Bedroom Unit Aurora W/ free Parking

YuRating, 5 stars2 weeks ago
If you are visiting Aurora or even northern Markham / Richman hill, this is a great spot to stay. Very clean, quiet and close to everything. Hooman is very nice to communicate with, made everything go smoothly.
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, 181 reviews

Guesthouse Getaway

RitaRating, 5 stars3 months ago
Beautiful location, with clear directions on how to find. Hosts were flexible and allowed me to check-in early, which I appreciated so much. It snowed while I was there, and they had the driveway and parking area all cleared. The place was clean & cozy - I would stay again!
Guest favorite
A modern bathroom features a glass shower enclosure showcasing a mosaic tile floor and a handheld showerhead. A stylish wooden vanity with two drawers and a white countertop is complemented by a large mirror with an ornate frame. Soft lighting creates a bright atmosphere.
Guesthouse in Richmond Hill
4.89 out of 5 average rating, 36 reviews

Cozy Guest House

JessicaRating, 5 stars2 months ago
Easy self check-in and had a comfortable stay. Easy access to transit just less than 10 minutes walk to Viva bus on Yonge that goes south to connect to Toronto's TTC. Also close to highway if traveling by car. Host is quick to communicate. Accomodations had everything as described with spacious living area. Would stay again.
Guest favorite
A modern kitchen features light cabinetry with open upper shelves displaying an array of dishes, glasses, and food items. A double sink is positioned beneath a small window, providing natural light. Two mint-green appliances add a pop of color against the neutral decor.
Guesthouse in Toronto
4.92 out of 5 average rating, 76 reviews

Cozy Oasis in Peaceful Neighborhood Free Parking

EmilyRating, 5 stars1 week ago
Was a great place to stay. Close to the highway. Exactly like pictures. Bed was comfy. Camille was responsive and a great host!

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