
Guesthouse holiday rentals in Greater Toronto and Hamilton Area
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Greater Toronto and Hamilton Area
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Greater Toronto and Hamilton Area guesthouses
Family-Friendly guesthouses

Private Estate Coachhouse + Hot Tub near NOTL!

The Carriage House @ Mingle Hill

Self Contained Luxury Studio Coach House

Country Cabin Escape | King Bed | Pet Friendly

14 acre forest paradise Upscale Loft with Pool

Free Parking 2BD Queen St. East

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*

Sunny Pines Farm Studio Tennis Court/Bruce Trail
Guesthouses with a patio

Lovely & Cozy Apartment lots of natural light

The Wilkins - Coach House

Loft in Jordan: private balcony, close to wineries

Luxurious Apartment overlooking Ravin & Pool

Zen Rustic coach house quiet private

Miller's Meadow Your Exclusive Country Getaway!

Garden Home

Headwater Haven | 2 King-Beds
Guest house rentals with a washing machine and dryer

BosHaven Guest House

Incredible summer2025 sale Lux. fully private unit

The Lexington Loft - A Modern & Industrial BNB

bright charming 2bdrm private suite walk to Falls

Cozy guest unit

Moh.J Home Sweet Home

A bright & stylish urban studio

Cozy Studio with Private Entrance
Destinations to explore
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Brampton Holiday rentals
- Niagara Falls Holiday rentals
- Buffalo Holiday rentals
- Niagara-on-the-Lake Holiday rentals
- Rochester Holiday rentals
- Pocono Mountains Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto Area Holiday rentals
- Hudson Valley Holiday rentals
- Luxury rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Rentals with an accessible height toilet Greater Toronto and Hamilton Area
- Condo rentals Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Hotel rentals Greater Toronto and Hamilton Area
- Rentals with a balcony Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Rentals with an accessible height bed Greater Toronto and Hamilton Area
- Rentals with a home theatre Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Boutique hotel rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Farmstay rentals Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Family-friendly rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Rentals with a fire pit Greater Toronto and Hamilton Area
- Rentals with a fireplace Greater Toronto and Hamilton Area
- Villa rentals Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Rentals with a patio Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Kid-friendly rentals Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Rentals with a soaking tub Greater Toronto and Hamilton Area
- Beachfront rentals Greater Toronto and Hamilton Area
- Guesthouse rentals Ontario
- Guesthouse rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- CF Toronto Eaton Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Clifton Hill
- Massey Hall
- Royal Woodbine Golf Club
- Harbourfront Centre
- Jackson-Triggs Niagara Estate
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Niagara Falls State Park
- BMO Field
- Royal Ontario Museum
- Royal Alexandra Theatre
- Things to do Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Things to do Ontario
- Tours Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Food and drink Ontario
- Wellness Ontario
- Art and culture Ontario
- Sports activities Ontario
- Things to do Canada
- Sightseeing Canada
- Nature and outdoors Canada
- Entertainment Canada
- Wellness Canada
- Tours Canada
- Sports activities Canada
- Art and culture Canada
- Food and drink Canada