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

Newly Renovated 2 bdr basement
Newly renovated cozy 2 bdr basement apartment with a seperate entrance Very clean & peaceful space perfect for & short term stay Friendly neighborhood - parks, trails & amenities >Major intersection: Sandalwood & Hurontario * 10 mins to highway 410 * 2 mins walk to bus stop * 5 mins walk to amenities * 10 mins > downtown Brampton & train station * Free parking, self check in *Like hotel stay experience *High quality white beddings ● Verified ID ●No parties, pets, smoking, illegal activities

Free Parking 2BD Queen St. East
Private entrance for the separate duplex 2 bedroom apt on the upper level of our house with rooftop deck & living room easily converted into a third private bedroom. A home with lots of love put into it. Fully equipped kitchen and bathroom are stocked & ready for all your needs, TV, internet, Wi-Fi. Child friendly; crib, toys, books, DVDs, booster seat, plates, cutlery, blender. No detergent allergy worries, we use Laundry Pro a new technology that eliminates need for chemicals. Private parking.

Guesthouse w/Woodstove in Nature Near Trails & 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!

Balcony House with Separate Entrance,free Parking
Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1-2 free parking

New Entire 1 Bedroom Coach House Apartment
This completely private independent one bedroom coach house apartment is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Great for couple or small family, sleeps up to 4 people. Close to malls, public transit, restaurants, parks, library and mins to Hwy 404, Hwy 407 and Toronto. This 2nd floor apartment offers 3 Gbps internet, Nespresso coffee machine, 50 Inch Smart TV, independent AC, furnace, laundry, private entrance with lockbox access and 1 parking space.

Country Cabin Escape | King Bed | Pet Friendly
Tucked away on our peaceful family farm, this private cabin offers tranquility and comfort—while not secluded in the woods, it provides a true countryside experience. The cabin is located on the same property as our farmhouse, Country Suite, and Event Barn. Blinds are provided to enhance your privacy during your stay. The Cabin includes a full kitchen, king sized bed, propane BBQ and many other amenities, for a full list please review the "What this place offers" section of our listing.

Adorable, modern tiny home in Leslieville
Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Cottage Vibe Private Guesthouse @ Queen West
Welcome to our cottage in the city - a cottage country vibe in the heart of Toronto’s best neighborhood. Short walk to Queen & Dundas West and the Ossington strip. Little Italy, Trinity Bellwoods, CNE, Budweiser stage and BMO field are all close by. 5 minute walk to Dundas or Queen street cars, 5 minute cab to UP express (Pearson airport/Union station). Multiple parking options. Please note there is air conditioning in the bedroom only and you need to climb a ladder to get to the bedroom

Newly renovated & contemporary 2 Bdrm Basement Apt
Welcome to our newly renovated spacious 2 bedroom, 1 bathroom basement apartment with a full kitchen. Unlimited and strong high-speed Wi-Fi. We have a flat screen TV with Google Chromecast so that you can view and stream from your smartphone/laptop. Close to LCBO (5 minute walk), NoFrills (5 minute walk) and Pearson Airport (15-20 mins drive). The property is located in the borderline between Brampton and Mississauga on the intersection of Steeles Avenue & Mavis Road.

Zorro Guest Suite • Central, Cozy & Private
Newly built cozy attached guest suite w/ private entrance. On a cul-de-sac in a quiet area, yet centrally located. Acoustically insulated for a quiet nights sleep. * 15/20 minutes to YYZ Airport & 5 minutes to Square One shopping center. * 30 minute drive to Toronto * 1 hr drive to Niagara Falls. * Ideal for traveling couples or a solo professional. * Garden views from indoors and from a designated outdoor patio space. * 1 parking spot available in our driveway.

New Cozy Entire 1 Bedroom Detached Coach House
This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

Entire rental unit Richmond Hill
Spacious and serene space. Newly renovated basement apartment with all new appliances will give you a sense of home and comfort. Fully furnished and spacious apartment will make your stay pleasant and enjoyable. High speed internet (300 Mbs) and smart TV with Netflix. Security camera outside the building for your safety. A few steps away from the local park and the walking trail. Close to Hillcrest mall and Richmond Hill Centre for the Performing Arts.
Popular amenities for North York guesthouses
Family-Friendly guesthouses

Main Floor Luxury Apartment

Milton Stay Near 401 | Toronto Airport 25 Minutes!

Bright & Cozy Studio w/ Private Entrance & Parking

Incredible summer2025 sale Lux. fully private unit

Redwood Haven East: Your Dream Getaway in Uxbridge

Cozy 2-Bedroom Suite Apartment style

Queen West Lower Floor Apartment

Your Cozy Milton Retreat!
Guesthouses with a patio

Roomy 2 Bed, 2 bath and Balcony.

Guesthouse w/ HOT TUB mins from Subway & Danforth

Beautiful Private Guest House

Adorable GH in beautiful Claremont/scenic view

Lovely & Cozy Apartment lots of natural light

Junction Private Laneway Suite with Backyard

Frenchman Bay Luxury Basement

Downtown Toronto Urban Retreat!
Guest house rentals with a washing machine and dryer

Cozy Private Basement Bedroom with ensuite

Golden Laneway Home in the city

2 bedroom Guest house in North of Toronto

Bright and Airy Guest Suite with Pool

Newly Built, One-Bedroom Stylish Apartment

My Happy Place - Beaches Apartment

Trinity Bellwoods Newly Renovated Guest Suite

Newly Renovated, Relaxing Getaway
Quick stats about guesthouse rentals in North York
Total rentals
40 properties
Nightly prices starting at
$35 NZD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
Destinations to explore
- Bed and breakfasts North York
- Rentals with a fire pit North York
- Rentals with breakfast North York
- Rentals with a home theatre North York
- House rentals North York
- Townhouse rentals North York
- Fitness-friendly rentals North York
- Smoking-friendly rentals North York
- Rentals with a hot tub North York
- Rentals with pools North York
- Rentals with beach access North York
- Pet-friendly rentals North York
- Rentals with a fireplace North York
- Private suite rentals North York
- Family-friendly rentals North York
- Rentals with a washing machine and dryer North York
- Rentals with a patio North York
- Condo rentals North York
- Rentals with a sauna North York
- Rentals with an EV charger North York
- Apartment rentals North York
- Rentals with lake access North York
- Villa rentals North York
- Rentals with outdoor seating North York
- Guesthouse rentals Toronto
- Guesthouse rentals Ontario
- Guesthouse rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum