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Search results; Over 1,000 homes in Wellesley

Top guest favourite
Tiny home in Wellesley
RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
,
4.99 out of 5 average rating, 164 reviews
Home in Saint Clements
St. Clement’s Vacation AIR BnB
5 bedrooms, 6 beds, 3.5 bathrooms
20–25 Sept
4.68 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Linwood
The Olde Chick Hatchery
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 159 reviews
Guest favourite
Home in Wellesley
Nestled in the heart of the charming Wellesley.
4 bedrooms, 4 beds, 3.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in St. Jacobs
Imagine Room
1 queen bed, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 51 reviews
Top guest favourite
Guest suite in Newton
Century Home Apartment next to the G2G Trail
2 bedrooms, 5 beds, 1 bathroom
25–30 Sept
4.92 out of 5 average rating, 356 reviews
Superhost
Home in Woolwich
The Wey House
4 bedrooms, 5 beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Wellesley
The Nature Nook
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 54 reviews
Guest favourite
Room in St. Jacobs
Wish Room
2 beds, 1 bathroom
27 Sept – 2 Oct
4.87 out of 5 average rating, 68 reviews
Guest favourite
Room in Wellesley
Apple Inn Bed & Breakfast * Stratford & St. Jacobs
1 bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Waterloo
Barb's Place
2 beds, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 178 reviews
Superhost
Home in St. Jacobs
Boho 4-Bed House Retreat: HotTub, Sauna Oasis &Spa
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.89 out of 5 average rating, 108 reviews
Top guest favourite
Home in Waterloo
Entire Basement: 1 Bedroom + Extra Queen Sofa Bed
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 59 reviews
Farm stay in Waterloo
The Ridge @ Team Ranch - A Luxury Log Home Retreat
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Guest suite in Wellesley
Apple Inn Bed & Breakfast *Stratford & St. Jacobs
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Cottage in St. Jacobs
St. Jacobs Triangle House - Countryside Escape
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Sept
4.99 out of 5 average rating, 209 reviews
Guest favourite
Room in Waterloo
Hammer Haus - Luxury King Suite - Close to UW, St.
1 king bed, 1 bathroom
8–13 Oct
4.97 out of 5 average rating, 68 reviews
Guest favourite
Cabin in Wellesley
private cozy cabin/bunkie in maple forest
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 33 reviews
Guest favourite
Flat in Stratford
Bradshaw Lofts: The Clairemont
1 bedroom, 2 beds, 1 bathroom
29 Nov – 4 Dec
4.86 out of 5 average rating, 238 reviews