Guesthouse vacation rentals in Greater Toronto Area

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Greater Toronto Area

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Orangeville
Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.
May 13 – 20
$121 per night
4.96 out of 5 average rating, 308 reviews
Guest favorite
Guesthouse in Aurora
Adorable Guesthouse Apartment With Free Parking
This beautiful brand new suite offers, Separate private guesthouse with vaulted ceilings & heated floors throughout. Private bathroom with standing shower. Queen loft bed & pull out couch. Flat screen smart TV. Kitchenette which includes: Fridge, cooktop & cookware, toaster oven, kettle, coffee maker. Live edge walnut table with 2 stools. Free wifi. 1 Free parking space. Close to Go Train. Fresh bed sheets & towels are provided. Phone charger and blue tooth speaker. Instagram @blueheronloft
Jul 14 – 21
$79 per night
4.92 out of 5 average rating, 109 reviews
Guest favorite
Guesthouse in Angus
Serene Comfort. Hot Tub, Full Suite with Kitchen
Welcome to your private oasis! Our 600 sq/ft bachelor suite offers a clean and cozy retreat. Relax and unwind in the hot tub or with WIFI, Netflix & Prime TV. Just a 2-min drive to restaurants and groceries. CFB Borden & the North Trillium Trail within 5-min. Looking for more R&R? Discover 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. Book now for your ultimate getaway!
Mar 30 – Apr 6
$68 per night
4.98 out of 5 average rating, 124 reviews

Popular amenities for Greater Toronto Area guesthouse rentals

Family-friendly guest house rentals

Superhost
Guesthouse in Toronto
Unique Studio with Sauna
Jun 6 – 13
$158 per night
4.87 out of 5 average rating, 429 reviews
Guest favorite
Guesthouse in Oakville
Self Contained Luxury Studio Coach House
Sep 12 – 19
$78 per night
4.93 out of 5 average rating, 171 reviews
Guest favorite
Guesthouse in West Montrose
Grand River Pathways
Feb 11 – 18
$60 per night
4.88 out of 5 average rating, 228 reviews
Guest favorite
Guesthouse in Saint Catharines
Private Estate Coachhouse + Hot Tub near NOTL!
Dec 5 – 12
$120 per night
4.98 out of 5 average rating, 370 reviews
Guest favorite
Guesthouse in Collingwood
Private garage apartment near downtown Collingwood
Apr 19 – 26
$88 per night
4.89 out of 5 average rating, 161 reviews
Guest favorite
Guesthouse in Mansfield
Brookside Cottage - Charming Rural Getaway Mulmur
Dec 7 – 14
$150 per night
4.99 out of 5 average rating, 93 reviews
Guest favorite
Guesthouse in Kimberley
Cabin at Dragonfly Ridge in Beaver Valley
Mar 10 – 17
$124 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Guesthouse in Wasaga Beach
6-Sun Angel Court Cabin 6
Jul 18 – 25
$82 per night
4.89 out of 5 average rating, 82 reviews
Guest favorite
Guesthouse in Toronto
Cozy & Bright Private Suite in Trinity Bellwoods
Oct 6 – 13
$114 per night
4.94 out of 5 average rating, 114 reviews
Guest favorite
Guesthouse in Toronto
West End Toronto Canadiana Chic basement suite
Jan 24 – 31
$99 per night
4.9 out of 5 average rating, 71 reviews
Guest favorite
Guesthouse in Richmond Hill
Welcome to your home away from home!
Aug 19 – 26
$118 per night
4.93 out of 5 average rating, 28 reviews
Guest favorite
Guesthouse in Tiny
Beautiful Woodland Beach Cottage
Jul 18 – 25
$163 per night
4.88 out of 5 average rating, 48 reviews

Guest house rentals with a patio

Guest favorite
Guesthouse in Brantford
Paris Rd Pines, a charming retreat close to hwy
Sep 27 – Oct 4
$98 per night
5.0 out of 5 average rating, 110 reviews
Guest favorite
Guesthouse in Mississauga
Zorro Guest Suite
Oct 16 – 23
$76 per night
5.0 out of 5 average rating, 38 reviews
Guest favorite
Guesthouse in Pickering
Spacious fully private studio basement & parking
Jun 24 – Jul 1
$69 per night
4.92 out of 5 average rating, 13 reviews
Guest favorite
Guesthouse in Grey Highlands
Pretty River Retreat
Apr 27 – May 4
$210 per night
5.0 out of 5 average rating, 58 reviews
Guest favorite
Guesthouse in Mono
Mono Countryside Home & Farm
Sep 25 – Oct 2
$102 per night
4.77 out of 5 average rating, 13 reviews
Superhost
Guesthouse in Toronto
Private cozy oasis in Toronto near the beach
Aug 10 – 17
$73 per night
4.88 out of 5 average rating, 17 reviews
Guest favorite
Guesthouse in Port Perry
Port Perry Island Krazee Acres Hobby Farm
Jan 3 – 10
$149 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Guesthouse in Kirkfield
Rusticly romantic treehouse, on Balsam Lake….
Jan 18 – 25
$174 per night
4.94 out of 5 average rating, 63 reviews
Guest favorite
Guesthouse in Erin
The Captain's Cottage at Willow Pond
Jun 10 – 17
$156 per night
4.99 out of 5 average rating, 87 reviews
Guest favorite
Guesthouse in Hamilton
Country Cabin Get-Away
Jan 22 – 29
$67 per night
4.89 out of 5 average rating, 62 reviews
Guest favorite
Guesthouse in Richmond Hill
New Entire 1 Bedroom Coach House Apartment
Jul 29 – Aug 5
$123 per night
4.95 out of 5 average rating, 79 reviews
Guest favorite
Guesthouse in Pickering
Cozy Cabin w/ private Hot tub
Nov 12 – 19
$128 per night
4.96 out of 5 average rating, 55 reviews

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Newmarket
Stylish 1-Bedroom Home in the heart of Newmarket
Apr 7 – 14
$67 per night
4.93 out of 5 average rating, 119 reviews
Guest favorite
Guesthouse in Newmarket
Private cozy stylish fun Spacious Chill Basement
Nov 1 – 8
$88 per night
4.84 out of 5 average rating, 191 reviews
Guest favorite
Guesthouse in Pickering
Hotel 65. Our Spacious 2-Bedrm Basement w/Parking
Jan 28 – Feb 4
$65 per night
4.85 out of 5 average rating, 102 reviews
Guest favorite
Guesthouse in Brampton
CozyStay in Brampton
Jan 6 – 13
$73 per night
4.84 out of 5 average rating, 114 reviews
Guest favorite
Guesthouse in Feversham
Guesthouse Getaway
Jul 1 – 8
$111 per night
4.93 out of 5 average rating, 164 reviews
Guest favorite
Guesthouse in Orangeville
A bright & stylish urban studio
Jan 16 – 23
$61 per night
4.97 out of 5 average rating, 91 reviews
Guest favorite
Guesthouse in Mississauga
Private, stylish and comfortable.
May 8 – 15
$69 per night
4.93 out of 5 average rating, 57 reviews
Guest favorite
Guesthouse in Barrie
Warnica Coach House
Jan 18 – 25
$114 per night
4.98 out of 5 average rating, 62 reviews
Guest favorite
Guesthouse in Toronto
Designer Beach Retreat.
Dec 20 – 27
$188 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Guesthouse in Innisfil
The Refuge Guesthouse - 1 bedroom w/fireplace
May 30 – Jun 6
$54 per night
4.85 out of 5 average rating, 47 reviews
Guest favorite
Guesthouse in Erin
Secluded French Chateau Estate
Aug 9 – 16
$223 per night
4.93 out of 5 average rating, 27 reviews
Guest favorite
Guesthouse in Oshawa
Your Spacious & Comfortable Getaway in Oshawa.
Dec 12 – 19
$69 per night
4.95 out of 5 average rating, 40 reviews

Destinations to explore