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Search results; Over 1,000 homes in Cheltenham

Guest favorite
Home in Cheltenham
Indoor Pool & Hot Tub Villa | Sleeps 14
5 bedrooms, 8 beds, 5 private baths
Aug 27 – Sep 1
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4.94 out of 5 average rating, 18 reviews
Guest favorite
Boutique hotel in Caledon
Cheltenham Suites - The Escarpment Suite
2 bedrooms, 2 beds, 1 bath
Sep 20 – 25
4.9 out of 5 average rating, 165 reviews
Top guest favorite
Home in Erin
Stonewell Farm Guest House
3 bedrooms, 4 beds, 2 baths
Aug 24 – 29
4.99 out of 5 average rating, 77 reviews
Guest favorite
Guesthouse in Halton Hills
The Clayhill Bunkie
1 bedroom, 2 beds, 1 bath
Aug 23 – 28
4.92 out of 5 average rating, 187 reviews
Guest favorite
Cabin in Action
Casita, Tiny House
1 bedroom, 1 bed, 1 bath
Aug 17 – 22
4.94 out of 5 average rating, 33 reviews
Guest favorite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 baths
Aug 26 – 31
4.99 out of 5 average rating, 88 reviews
Guest favorite
Cabin in Erin
Private off-grid farm retreat
1 bedroom, 1 queen bed, Half-bath
Aug 16 – 21
4.92 out of 5 average rating, 51 reviews
Guest favorite
Apartment in Brampton
Modern 2BR Suite • Near Pearson Airport/ Sleeps 4
2 bedrooms, 2 queen beds, 1 bath
Aug 30 – Sep 4
5.0 out of 5 average rating, 9 reviews
Top guest favorite
Farm stay in Orangeville
3 separate sleeping rooms on 23-acre horse farm
3 bedrooms, 3 beds, 1 bath
Sep 22 – 27
4.98 out of 5 average rating, 53 reviews
Guest favorite
Guesthouse in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bath
Aug 12 – 17
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Guesthouse in Erin
The Captain's Cottage at Willow Pond
1 bedroom, 2 beds, 1 bath
Oct 27 – Nov 1
4.96 out of 5 average rating, 152 reviews
Guest favorite
Cabin in Erin
1850 Settler's Cabin in Private Forest
1 bedroom, 1 queen bed, Half-bath
Aug 16 – 21
4.94 out of 5 average rating, 199 reviews
Top guest favorite
Home in Kleinburg
Charming Log Home - 25 private acres in Caledon
3 bedrooms, 5 beds, 2 baths
Aug 16 – 21
4.99 out of 5 average rating, 80 reviews
Guest favorite
Farm stay in Erin
The PearTree Hilltop Cabin
1 bedroom, 1 double bed, 1 bath
Aug 31 – Sep 5
4.99 out of 5 average rating, 126 reviews
Guest favorite
Home in Brampton
2-Bedroom Basement|Private Entry, Kitchen, Netflix
2 bedrooms, 3 beds, 1 bath
Sep 15 – 20
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Cottage in Mono
Hockley Riverside Cottage • Loft and Bunkie
3 bedrooms, 4 beds, 1 bath
Aug 13 – 18
4.95 out of 5 average rating, 162 reviews
Guest favorite
Apartment in Alton
The Potters Retreat
2 bedrooms, 2 king beds, 1.5 baths
Aug 17 – 22
4.97 out of 5 average rating, 37 reviews
Top guest favorite
Farm stay in Erin
Forest Cabin - Beauty & Wilderness Comfort
1 bedroom, 1 bed, Half-bath
Aug 23 – 28
4.94 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Brampton
North Brampton Nook
2 bedrooms, 2 queen beds, 1 bath
Aug 30 – Sep 4
4.81 out of 5 average rating, 21 reviews