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Search results; Over 1,000 homes in Wellesley

Superhost
Room in Wellesley
Apple Inn Bed & Breakfast * Stratford & St. Jacobs
1 bedroom, 4 beds, 1 private bathroom
1–6 Oct
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5.0 out of 5 average rating, 4 reviews
Home in Saint Clements
St. Clement’s Vacation AIR BnB
5 bedrooms, 6 beds, 3.5 bathrooms
13–18 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
26–31 Oct
5.0 out of 5 average rating, 158 reviews
Guest favourite
Home in Wellesley
Nestled in the heart of the charming Wellesley.
4 bedrooms, 4 beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in Newton
Century Home Apartment next to the G2G Trail
2 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 355 reviews
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, 25 reviews
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
Farm stay in Waterloo
The Ridge @ Team Ranch - A Luxury Log Home Retreat
3 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
New place to stay
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, 107 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
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
Home in New Hamburg
The Heart of New Hamburg - Picturesque Modern Home
3 bedrooms, 3 beds, 3 bathrooms
13–18 Oct
5.0 out of 5 average rating, 119 reviews
Superhost
Home in Waterloo
Charming home situated in the Waterloo.
4 bedrooms, 4 queen beds, 3.5 bathrooms
13–18 Sept
4.8 out of 5 average rating, 93 reviews
Top guest favourite
Cabin in Wallenstein
Cozy Cabin with Jacuzzi tub
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Nov
4.93 out of 5 average rating, 302 reviews
Top guest favourite
Guest house in Shakespeare
Cozy modern country getaway-Minutes from Stratford
2 bedrooms, 2 queen beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 74 reviews
Top guest favourite
Room in St. Jacobs
Imagine Room
1 queen bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 51 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, 58 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
Top guest favourite
Room in St. Jacobs
Wish Room
2 beds, 1 bathroom
25–30 Sept
4.87 out of 5 average rating, 67 reviews