Some info has been automatically translated. Show original language

Guesthouse vacation rentals in Lake Simcoe

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages

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.
A spacious bedroom features a queen bed with a quilted cover and decorative pillow. A bedside table with a lamp provides soft lighting. Natural light filters through a window with blinds, illuminating the wooden flooring and warm wood-paneled accent wall.
Private room in Markham
4.82 out of 5 average rating, 74 reviews

friendly house

TomRating, 5 stars64 months ago
Very friendly, even helped me find my keys. I will stay there 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]!
Superhost
A row of charming cottages showcases a variety of exterior colors, with well-maintained siding and individual entrances. Lush greenery is visible in planters beside the doorways, enhancing the welcoming appearance of the cabins. A gravel pathway leads to each cottage, surrounded by trees.
Guesthouse in Wasaga Beach
4.88 out of 5 average rating, 88 reviews

6-Sun Angel Court Cabin 6

JenniferRating, 5 stars10 months ago
Licinia is a wonderful host and went above and beyond to make me feel welcome. The cabin was as described. The deck overlooking the river is relaxing and a great place to chill out. The location is quite close to the Wasaga triathlon so a good spot for participants.
Guest favorite
A light blue room features two beds with dark blue bedding. A vintage dresser stands against the wall, complemented by a mirror. A chair is positioned near a window, which is adorned with curtains. A fan circulates air in the cozy space.
Guesthouse in Wasaga Beach
4.88 out of 5 average rating, 92 reviews

5- Sun Angel Court (pretty cabin 5)

DiliRating, 5 stars9 months ago
Licinia’s place was amazing. Located super close to the beach, clean, peaceful with a water view and fireplace. She is also very friendly and gave us some recommendations and tips to make the best out of our stay. We will come back!
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 stars2 months 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 ..!!!
Superhost
A cluster of charming cottages is visible through a wrought-iron gate, with a gravel driveway leading into the property. Tall trees line the area, providing a natural backdrop. The cottages feature angled roofs and neatly arranged exterior plants, suggesting a well-maintained environment.
Guesthouse in Wasaga Beach
4.85 out of 5 average rating, 95 reviews

7-SUN ANGEL COURT, LARGE COUPLES CABIN 7

WendyRating, 5 stars9 months ago
Licinia was the perfect hostess. She was pleasant and friendly, making sure our needs were met. At the same time, she gave us our privacy. We thoroughly enjoyed eating the picnic lunch that we brought, sitting on the dock alongside the Nottawasaga River. - entertained by the geese and the ducks, as well as the various watercraft. The beach was just a short walk across the street in the opposite direction of the river. Although it was too windy to swim, the crashing of the waves was a wonderful sound to hear. The cabin was cute and cozy - all the space that we needed. We enjoyed using the gas bbq on site for dinner - there was even an outdoor cook sink and prep area. Our evening was topped off with a bonfire afterwards. We don’t live far from the Town of Wasaga Beach, but we thoroughly enjoyed our weekend getaway and will most definitely return. We look forward to seeing Licinia and her lovely family again.
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!

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 stars5 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, 21 reviews

Millcreek Riverfront Retreat Elora/Fergus

SarahRating, 5 stars6 days ago
We had a fantastic stay at the Millcreek Retreat! The location was beautiful, it felt completely private and had gorgeous views over the river from the balcony and bedroom. The place was spotless and had everything that we could have needed during our stay. Would recommend this Airbnb to anyone and everyone! It was the perfect location for our little babymoon getaway.
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, 88 reviews

Lakeside Guest Suite, on Lake Scugog, Port Perry

LinhRating, 5 stars2 days ago
This place was incredibly clean and comfortable! We were pleasantly surprised to receive a small gift upon arrival—it was such a thoughtful and heartwarming gesture. 🥰 It’s the perfect spot for fishing lovers—you absolutely cannot miss this place if that’s your thing! The location is peaceful and quiet at night, making it an ideal getaway for relaxation.
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
4.97 out of 5 average rating, 38 reviews

A Greyt Escape

JeffRating, 5 stars2 days ago
Kara's place is great, very clean and very comfortable, the air was great and everything you could ever need for a great stay, beautiful place
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
4.93 out of 5 average rating, 15 reviews

Windfall Cottage On Little Lake

VanessaRating, 5 stars5 days ago
Absolutely love this cottage and the space! Jonathan and Carol are lovely hosts and thought of everything! Any wait to come back
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
4.98 out of 5 average rating, 82 reviews

Rustic luxury chalet near beach with private pool

DanaRating, 5 stars3 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, 54 reviews

Private Guest House Retreat

PoojaRating, 5 stars4 days ago
Victoria saved us last minute when our previous host stopped responding when we were at the property trying to check in. We found Victoria’s spot last minute and within minutes, she responded to ask us if needed anything additional during our stay. We were at her place 30 minutes later and it was spotless and exactly how the pictures look! I cannot thank Victoria enough for her hospitality and I definitely recommend her place if you’re considering booking it!
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
4.64 out of 5 average rating, 22 reviews

Cozy Waterfront Boathouse with Lake Simcoe Views

ValeryRating, 5 stars2 weeks ago
Great location near the water, beautiful view. The hosts are very attentive. They solve any issues very quickly.

Guest house rentals with a washer and dryer

Guest favorite
A modern living space is presented with a cozy grey sofa adorned with orange accent pillows. A bright, white dining table is surrounded by four chairs, and the kitchen is visible with stainless steel appliances and light cabinetry. Natural light enters through the window.
Guesthouse in Caledon
5 out of 5 average rating, 6 reviews

Cozy Private Basement Bedroom with ensuite

De-VoreRating, 5 stars1 month ago
My parents had a great stay! The place was modern, very clean, and exactly as pictured. You can tell the host really puts effort into maintaining the space — everything felt fresh, comfortable, and welcoming. Check-in was smooth, and communication was easy throughout. I would definitely stay here again and recommend it to anyone looking for a clean, stylish spot.
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, 66 reviews

St Anne Spa’s Nearby Secluded Modern Getaway

RebeccaRating, 5 stars1 week ago
We are frequent flyers to Ste Anne Spa but space to stay there is always limited or off site is pricey - this was a great alternative! I myself am an Air BnB host and have now written over 200 reviews, naturally I have a critical eye - this place was great! The space was very clean, great quality, very comfortable and well thought out. Cobourg Walmart was only 15 mins away so we were able to grab some snacks for the night since we arrived later in the day. In addition there was a lovely little patio tucked in too with nice chairs and even a propane fire pit! We will def stay here again.
Guest favorite
A modern kitchenette is visible, equipped with a refrigerator and induction cooktop. A cozy sitting area features a light-colored sofa with decorative cushions. A round black coffee table sits in front, complemented by a light fixture and indoor plants. Natural light enters through a window.
Guesthouse in Markham
4.93 out of 5 average rating, 29 reviews

Chic & Cozy 1Bed Guest Suite

Shehzer KhanRating, 5 stars2 months ago
Had such a beautiful stay at this property! Shayan was incredibly nice and easy to communicate with, which made the whole experience even smoother. The property itself was very clean, well-maintained, and truly equipped with everything I needed. It’s a really lovely space—comfortable, thoughtfully set up, and in great condition. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and hassle-free stay.
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 stars3 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.
Top guest favorite
A well-lit staircase is shown, featuring wooden steps and a handrail on one side. The wall is painted in a neutral shade, and a door is visible at the top of the stairs, leading to the entrance of the flat.
Guesthouse in Barrie
4.9 out of 5 average rating, 97 reviews

2BR cozy Apt close to dwtn, forests, hospital, hwy

EmiliaRating, 5 stars2 weeks ago
Nicole’s place is vey cozy and fully equipped with all amenities (in good conditions) to hace a great stay. My family and myself really enjoyed this place, not only for the cleanliness, but also the location in north Barrie. We would definitely stay there again in the next trip to Barrie. Highly recommended!
Superhost
A compact laundry closet features a stacked washer and dryer. The appliances are white and positioned against a neutral wall, creating a tidy and functional space for laundry tasks.
Guesthouse in Richmond Hill
4.89 out of 5 average rating, 19 reviews

Cozy Guesthouse Heart of RichmondHill Bayview

SalimRating, 5 stars1 month ago
Great place to stay. Host very responsive. We went for a wedding and requested iron and ironing table. Items were delivered by the host through Walmart on the same day. Very clean place and clear instructions provided. I highly recommend the place.
Superhost
A countertop is displayed with various kitchen tools and utensils, including a modern pot and pan set, a kettle, and a selection of cutlery and glassware. A cookbook titled 'Crazy Sweet Creations' lies open, showcasing culinary inspiration.
Guesthouse in Newmarket
4.71 out of 5 average rating, 21 reviews

Tranquil Spacious Unit

JulieRating, 5 stars2 weeks ago
I really enjoyed my stay it was nice and quiet and a good area lots of stores around I would definitely stay here again and recommend it and the price is right.
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.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Lake Simcoe
  5. Guesthouse rentals