
Guesthouse holiday rentals in Greater Toronto and Hamilton Area
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Top-rated Guesthouses in Greater Toronto and Hamilton Area
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

A bright & stylish urban studio
Come & relax...in privacy. In the "Carriage House" you will be away from the main house, in your own building! Its a 634 square foot studio-style unit, that is unique & intimate. A nice sized kitchen, complete with gas range. Spacious & bright over-sized bathroom. The Murphy bed has a luxury-firm queen mattress, & stows away in a snap for more room. A diner booth for meals, or working at home! A short hop from Toronto, Dufferin County has all you need for a relaxing getaway! Come & See :)

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.

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

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.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS OCTOBER 19-30 NOVEMBER 1-30 DECEMBER 1-31 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site. Views from the cottage include peaches, vineyards and orchards.

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.

Private Guesthouse in Jordan
Centrally located among Niagara’s fruit farms and wineries is our private loft. Our loft is a large open concept space that offers a cozy haven, blending modern comfort with local charm. Relax with a morning coffee on the balcony that overlooks the harbour estates vineyard or enjoy a nightcap while watching the sun set. Perfect for solo travellers or couples seeking a serene escape. 5 min drive to Charles Daily Beach Down the road to Pearl Morisette Restaurant 20 min to Niagara Falls.

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: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Private Estate Coachhouse + Hot Tub near NOTL!
Villa Niagara & it's private coach house - one of the oldest farm estate properties in the area close to Lake Ontario - the farmland has long been exchanged for housing but the charming original farm home and coach house remain. You'll be just a short stroll to the Welland Canal and the start of Niagara-on-the-Lake. Once you cross the Lock 1 bridge, you're instantly into farmland and wineries. Extreme care taken to thoroughly cleaned and disinfected between each stay.
Popular amenities for Greater Toronto and Hamilton Area guesthouses
Family-Friendly guesthouses

Newly Constructed Downtown Brampton Garden Suite

2 bedroom Guest house in North of Toronto

Modern Loft with Immersive Theatre Experience

Country Hideaway

R&R La Petite Rhineland Retreat

Newly renovated & contemporary 2 Bdrm Basement Apt

Nash's Comfy Hideaway

New Charming tinyhome Experience
Guesthouses with a patio

Hollis Haven

Beautiful Private Guest House

Junction Private Laneway Suite with Backyard

Lakeside Guest Suite, on Lake Scugog, Port Perry

Cottage Vibe Private Guesthouse @ Queen West

The Captain's Cottage at Willow Pond

Cozy Guesthouse Heart of RichmondHill Bayview

Studio Blue, tiny home retreat
Guest house rentals with a washing machine and dryer

Cozy Private Basement Bedroom with ensuite

Golden Laneway Home in the city

Country Cabin Escape | King Bed | Pet Friendly

Location! Explore the Falls & Attractions

Ajax Creative Quiet Escape. Mabuhay!

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

Private Guest House Retreat

Peterborough Zen Retreat
Destinations to explore
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Mount Pocono Holiday rentals
- Capital District, New York Holiday rentals
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Northeast Ohio Holiday rentals
- Pittsburgh Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Rentals with a patio Greater Toronto and Hamilton Area
- Aparthotel rentals Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Family-friendly rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Barn rentals Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Rentals with pools Greater Toronto and Hamilton Area
- Beachfront rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Boutique hotel rentals Greater Toronto and Hamilton Area
- Rentals with a fireplace Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- RV rentals Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Farmstay rentals 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
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast 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 lake access Greater Toronto and Hamilton Area
- Rentals with a soaking tub Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
- Rentals with a fire pit Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Castle rentals Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Hotel rentals Greater Toronto and Hamilton Area
- Villa rentals Greater Toronto and Hamilton Area
- Guesthouse rentals Ontario
- Guesthouse rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Niagara Falls State Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Things to do Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Things to do Ontario
- Nature and outdoors Ontario
- Tours Ontario
- Sports activities Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Food and drink Ontario
- Things to do Canada
- Sightseeing Canada
- Sports activities Canada
- Art and culture Canada
- Food and drink Canada
- Entertainment Canada
- Nature and outdoors Canada
- Tours Canada