Guesthouse vacation rentals in Caledon
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Top-rated guesthouse rentals in Caledon
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caledon guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Toronto
4.87 out of 5 average rating, 435 reviewsUnique Studio with Sauna
Aug 18 – 25
Guesthouse in Mansfield
4.99 out of 5 average rating, 93 reviewsBrookside Cottage - Charming Rural Getaway Mulmur
Sep 12 – 19
Guesthouse in Kimberley
5.0 out of 5 average rating, 9 reviewsCabin at Dragonfly Ridge in Beaver Valley
Oct 1 – 8
Guesthouse in Lincoln
4.81 out of 5 average rating, 398 reviewsCozy Rustic Cabin in Wine Country
Jul 15 – 22
Guesthouse in Toronto
4.94 out of 5 average rating, 119 reviewsCozy & Bright Private Suite in Trinity Bellwoods
Dec 11 – 18
Guesthouse in Richmond Hill
4.93 out of 5 average rating, 29 reviewsWelcome to your home away from home!
Apr 16 – 23
Guesthouse in Toronto
4.91 out of 5 average rating, 74 reviewsWest End Toronto Canadiana Chic basement suite
Mar 10 – 17
Guesthouse in Creemore
Creemore/Mansfield 1BR Private Apartment
May 6 – 13
Guest house rentals with a patio
Guesthouse in Lincoln
4.99 out of 5 average rating, 107 reviewsCottage On Lake Ontario Niagara
Jan 8 – 15
Guesthouse in Caledon
4.84 out of 5 average rating, 32 reviewsCaledon rural apartment with hot tub and pool
May 28 – Jun 4
Guesthouse in Bolton
5.0 out of 5 average rating, 3 reviewsAdorable 1-bedroom guesthouse with gas fireplace.
Mar 26 – Apr 2
Guesthouse in Erin
4.78 out of 5 average rating, 23 reviewsGuest Suite (Basement) in Erin- Hiker's paradise.
Nov 19 – 26
Guesthouse in Orangeville
5.0 out of 5 average rating, 27 reviewsIsland Lake Guest House
Jul 20 – 27
Guesthouse in Erin
4.99 out of 5 average rating, 91 reviewsThe Captain's Cottage at Willow Pond
Feb 7 – 14
Guesthouse in Mulmur
5.0 out of 5 average rating, 38 reviewsThe Mulmur Loft
Nov 23 – 30
Guesthouse in Lincoln
4.96 out of 5 average rating, 26 reviewsLoft in Jordan: private balcony, close to wineries
Nov 19 – 26
Guest house rentals with a washer and dryer
Guesthouse in Brampton
4.84 out of 5 average rating, 132 reviewsCozyStay in Brampton
Mar 22 – 29
Guesthouse in Feversham
4.92 out of 5 average rating, 166 reviewsGuesthouse Getaway
Jun 14 – 21
Guesthouse in Newmarket
4.85 out of 5 average rating, 197 reviewsPrivate cozy stylish fun Spacious Chill Basement
May 18 – 25
Guesthouse in Pickering
4.86 out of 5 average rating, 111 reviewsHotel 65. Our Spacious 2-Bedrm Basement w/Parking
Jan 22 – 29
Guesthouse in Orangeville
4.97 out of 5 average rating, 98 reviewsA bright & stylish urban studio
Nov 25 – Dec 2
Guesthouse in Erin
4.93 out of 5 average rating, 28 reviewsSecluded French Chateau Estate
Jul 11 – 18
Guesthouse in Bond Head
4.96 out of 5 average rating, 23 reviewsPrivate Country Guesthouse
May 17 – 24
Guesthouse in Guelph
4.96 out of 5 average rating, 72 reviewsBeautiful South End Two Bedroom Apartment.
Nov 5 – 12
Quick stats about guesthouse rentals in Caledon
Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
640 reviews
Nightly prices starting at
$20 before taxes and fees
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