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Search results; Over 1,000 homes in Cheltenham

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Guest favourite
Home in Cheltenham
Indoor Pool & Hot Tub Villa | Sleeps 14
5 bedrooms, 8 beds, 5 private bathrooms
1–6 Oct
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4.96 out of 5 average rating, 25 reviews
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Guest favourite
Boutique hotel in Caledon
Cheltenham Suites - The Escarpment Suite
2 bedrooms, 2 beds
4–9 Oct
4.89 out of 5 average rating, 171 reviews
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Guest favourite
Home in Caledon
Cozy Country Style Home in the heart of Caledon
5 bedrooms, 12 beds
1–6 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Erin
Stonewell Farm Guest House
3 bedrooms, 4 beds
11–16 Oct
4.99 out of 5 average rating, 81 reviews
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Guest favourite
Flat in Brampton
Spacious 2 Bedroom Bsmt apt|Bright|Clean|Private
2 bedrooms, 2 queen beds
18–23 Oct
4.92 out of 5 average rating, 13 reviews
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Guest favourite
Home in Caledon
1 Elegant & Chic 7BR 5 WR New Home in Caledon
8 bedrooms, 9 beds
11–16 Oct
4.88 out of 5 average rating, 32 reviews
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Superhost
Home in Brampton
Lux 3 Bedroom Home near Public Transit
3 bedrooms, 4 queen beds
1–6 Oct
4.9 out of 5 average rating, 10 reviews
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Guest favourite
Home in Brampton
3 Lounges, Pool Table, Massive & Spotless
7 bedrooms, 7 beds
17–22 Oct
4.89 out of 5 average rating, 27 reviews
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Top guest favourite
Flat in Brampton
Bright and Cozy Two Bedroom Basement Apartment
2 bedrooms, 3 beds
17–22 Oct
4.94 out of 5 average rating, 87 reviews
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Flat in Brampton
Comfort & Charm Hideaway
2 bedrooms, 2 queen beds
16–21 Oct
New place to stay
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Home in Brampton
Comfort escape getaway
3 bedrooms, 3 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Brampton
Modern 2BR Suite • Near Pearson Airport/ Sleeps 4
2 bedrooms, 2 queen beds
4–9 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Brampton
Home Away from Home| Tennis & Pool table
4 bedrooms, 4 beds
1–6 Oct
4.98 out of 5 average rating, 42 reviews
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Superhost
Home in Brampton
Modern Oasis for 8 | Open Layout | Private Deck
4 bedrooms, 5 beds
1–6 Oct
4.81 out of 5 average rating, 16 reviews
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Superhost
Guest suite in Brampton
Studio 8848 | 3BR+2BATH | Sleeps 8
3 bedrooms, 4 queen beds
1–6 Oct
4.84 out of 5 average rating, 234 reviews
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Guest favourite
Home in Brampton
4BR Ultra-Modern Retreat – Fully Renovated & Chic!
4 bedrooms, 5 beds
4–9 Oct
4.92 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Alton
Little blue haven
3 bedrooms, 4 beds
11–16 Oct
4.97 out of 5 average rating, 35 reviews
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Home in Brampton
Spacious 3BR Detached Home ~ Free Parking ~ WiFi
3 bedrooms, 4 beds
1–6 Oct
4.92 out of 5 average rating, 12 reviews
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Guest favourite
Home in Brampton
Detached 5BR Palatial ~100% Private ~4 Parking
5 bedrooms, 5 beds
11–16 Oct
4.86 out of 5 average rating, 22 reviews