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 Saint Anns
4.98 out of 5 average rating, 161 reviewsThe Carriage House @ Mingle Hill
Sep 7 – 14
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 Woodstock
4.95 out of 5 average rating, 22 reviewsModern Country Escape
Sep 26 – Oct 3
Guesthouse in Kimberley
5.0 out of 5 average rating, 9 reviewsCabin at Dragonfly Ridge in Beaver Valley
Aug 20 – 27
Guesthouse in Lincoln
4.81 out of 5 average rating, 398 reviewsCozy Rustic Cabin in Wine Country
Oct 14 – 21
Guesthouse in Niagara Falls
4.84 out of 5 average rating, 180 reviewsCottage by the Falls
Jul 12 – 19
Guesthouse in Toronto
4.94 out of 5 average rating, 119 reviewsCozy & Bright Private Suite in Trinity Bellwoods
Dec 11 – 18
Guest house rentals with a patio
Guesthouse in Lincoln
4.99 out of 5 average rating, 107 reviewsCottage On Lake Ontario Niagara
Jan 9 – 16
Guesthouse in Caledon
4.84 out of 5 average rating, 32 reviewsCaledon rural apartment with hot tub and pool
Oct 13 – 20
Guesthouse in Erin
4.78 out of 5 average rating, 23 reviewsGuest Suite (Basement) in Erin- Hiker's paradise.
Nov 22 – 29
Guesthouse in Bolton
5.0 out of 5 average rating, 3 reviewsAdorable 1-bedroom guesthouse with gas fireplace.
Dec 12 – 19
Guesthouse in Orangeville
5.0 out of 5 average rating, 27 reviewsIsland Lake Guest House
Aug 10 – 17
Guesthouse in Erin
4.99 out of 5 average rating, 91 reviewsThe Captain's Cottage at Willow Pond
Oct 15 – 22
Guesthouse in Mulmur
5.0 out of 5 average rating, 38 reviewsThe Mulmur Loft
Nov 24 – Dec 1
Guesthouse in Lincoln
4.96 out of 5 average rating, 26 reviewsLoft in Jordan: private balcony, close to wineries
Nov 8 – 15
Guest house rentals with a washer and dryer
Guesthouse in Niagara Falls
4.85 out of 5 average rating, 258 reviewsModern Niagara studio
Jan 11 – 18
Guesthouse in Brampton
4.84 out of 5 average rating, 132 reviewsCozyStay in Brampton
Mar 24 – 31
Guesthouse in Newmarket
4.85 out of 5 average rating, 198 reviewsPrivate cozy stylish fun Spacious Chill Basement
Aug 19 – 26
Guesthouse in Feversham
4.92 out of 5 average rating, 166 reviewsGuesthouse Getaway
Jul 9 – 16
Guesthouse in Pickering
4.86 out of 5 average rating, 111 reviewsHotel 65. Our Spacious 2-Bedrm Basement w/Parking
Nov 2 – 9
Guesthouse in Orangeville
4.97 out of 5 average rating, 98 reviewsA bright & stylish urban studio
Oct 25 – Nov 1
Guesthouse in Erin
4.93 out of 5 average rating, 28 reviewsSecluded French Chateau Estate
Jan 2 – 9
Guesthouse in Bond Head
4.96 out of 5 average rating, 23 reviewsPrivate Country Guesthouse
May 18 – 25
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
€ 19 before taxes and fees
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- Rentals with a hot tub Caledon
- Fitness-friendly rentals Caledon
- Rentals with a washer and dryer Caledon
- Rentals with pools Caledon
- Rentals with breakfast Caledon
- Monthly Rentals Caledon
- Rentals with a patio Caledon
- Rentals with an EV charger Caledon
- Rentals with lake access Caledon
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- Guesthouse rentals Regional Municipality of Peel
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