
Guesthouse vacation rentals in Greater Toronto and Hamilton Area
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Greater Toronto and Hamilton Area
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: premium queen-size mattress, hypoallergenic, 100% cotton linens, a private bathroom, toiletries and meal preparation basics. No kitchen. Nearby options for prepared meals, groceries + delivery. No TV. No housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

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 ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

Little Blue Barn on the Bench
Beautifully situated in the heart of Niagara's wine country and minutes away from the Bruce trail and other hiking favourites, our guest house boasts peaceful views of rolling farmland. Built on top of a barn-style workshop, this private and peaceful studio space is the perfect Niagara getaway for a couple or an individual. Come catch a stunning sunset on your own private deck while you sip a glass of wine or enjoy a coffee. Other perks for your enjoyment: king size bed and out door firepit.

Luxury Ground-Level "Suite Escape"
"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

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

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 private 2 person hot tub and/or explore our local trail system. Beautiful 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. NOTE: We don't host guests new to AirBNB or who have no previous reviews attached to their profile.

Detached 450 sf cottage
Private detached cottage located in the hamlet of Campden in Niagara's wine country. The cottage has one Queen bed located in a bedroom separated from the main area by a curtain and also one pull-out sofa located in the living area. Located on top of the Beamsville Bench minutes from Jordan Village & Balls Falls. Drive, bike, or walk to wineries such as Vineland Estates (2.6 km), Vienni (1.3 km), Tawse (2.6 km) & many others. Approximately a 30 minute drive to NOTL wineries and Niagara Falls.

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.

Warnica Coach House
Welcome to the Warnica Coach House! This unique and historic property will not disappoint! Built by George R. Warnica in 1900, this spectacular property was the recipient of the Heritage Barrie award in 2018. The Coach House where you will stay, once housed horses and carriages, has been completely renovated top to bottom in 2023 with the finest touches. We are centrally located with a 30 second drive from the 400, and an 8 minute walk to the waterfront, restaurants, and downtown fun.

The Clayhill Bunkie
Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

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.

Bee Keeper's Cabin - a very private retreat
91 acres, trails, total privacy, spring fed lake, solar power/propane heated, gas stove top, 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 and ice for cooler. We ask our guests to leave the cabin better than you found it and to take all garbage and recycling home with you.
Popular amenities for Greater Toronto and Hamilton Area guesthouse rentals
Family-friendly guest house rentals

Cozy Private Basement Bedroom with ensuite

Cozy 2 Bedroom Peacful Family Getaway!

Country Getaway Guest Loft Sleeps 5 people

Independent Suite Near Airport 4 Guests 2 Qn. Beds

Modern Loft with Immersive Theatre Experience

Private, sunny cottage steps from downtown Guelph

Peace Lodge

Lakeshore Loft-quiet and comfortable 1 bedroom apt
Guest house rentals with a patio

Hollis Haven

Cottage Vibe Private Guesthouse @ Queen West

Luxury 1BD Suite/A+ Location!

Guesthouse on Lake Ontario Niagara

The Captain's Cottage at Willow Pond

Ajax Creative Quiet Escape. Mabuhay!

Cozy Guesthouse Heart of RichmondHill Bayview

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

Junction Private Laneway Suite with Backyard

Self Contained Luxury Studio Coach House

Location! Explore the Falls & Attractions

Frenchman Bay Luxury Basement

Bright and Airy Guest Suite with Pool

Loft at The Shier

Modern Charm: A Luxe 2 Bedroom

The Hideout
Destinations to explore
- Greater Toronto Area Vacation rentals
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- Hudson Valley Vacation rentals
- Pocono Mountains Vacation rentals
- Capital District, New York Vacation rentals
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- Rentals with a kayak Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Aparthotel 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
- Castle rentals Greater Toronto and Hamilton Area
- Villa rentals Greater Toronto and Hamilton Area
- Serviced apartment rentals Greater Toronto and Hamilton Area
- Dome rentals Greater Toronto and Hamilton Area
- Family-friendly rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Rentals with a patio Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Hotel rooms Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Townhouse 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
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Beachfront rentals Greater Toronto and Hamilton Area
- Vacation home rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Rentals with an accessible height toilet Greater Toronto and Hamilton Area
- Condo rentals Greater Toronto and Hamilton Area
- Farmstay rentals Greater Toronto and Hamilton Area
- Rentals with a soaking tub Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Boutique hotels Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Campsite rentals Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- RV rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Rentals with a washer and dryer Greater Toronto and Hamilton Area
- Rentals with an accessible height bed Greater Toronto and Hamilton Area
- Rentals with a home theater Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Guesthouse rentals Ontario
- Guesthouse rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park
- Things to do Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Things to do Ontario
- Food and drink Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Tours Ontario
- Art and culture Ontario
- Sports activities Ontario
- Things to do Canada
- Sports activities Canada
- Tours Canada
- Art and culture Canada
- Nature and outdoors Canada
- Entertainment Canada
- Sightseeing Canada
- Food and drink Canada




