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Search results; Over 1,000 homes in Wellesley

Guest favourite
Guest suite in Wellesley
Private suite 1 BR, 1 BA, 1 LR, 1 FLR
1 bedroom, 2 beds, 1 private bathroom
17–22 Sept
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4.79 out of 5 average rating, 369 reviews
Top guest favourite
Home in Wellesley
Wellesley Spacious and Modern
3 bedrooms, 3 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Rooms in Wellesley
The 1850 Morse Home with award-winning updates
2 bedrooms, 1 queen bed, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 223 reviews
Top guest favourite
Home in Wellesley
Minutes from Boston~Ideal For ALL NE Day Trips
5 bedrooms, 7 beds, 3 bathrooms
9–14 Sept
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Home in Wellesley
"The Scarab" History Meets Modern stunning home
5 bedrooms, 6 beds, 3.5 bathrooms
1–6 Jul
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Home in Wellesley
Superhost Wellesley historic district. Boston area
5 bedrooms, 6 beds, 3.5 bathrooms
9–14 Sept
4.98 out of 5 average rating, 58 reviews
Guest favourite
Rooms in Newton
Beautiful 2 Bedroom Suite in Home, close to Boston
2 bedrooms, 4 beds, 1 bathroom
16–21 Sept
4.94 out of 5 average rating, 151 reviews
Top guest favourite
Guest suite in Newton
New Markdown! Lovely 3 Bedroom Unit with Garage
3 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 158 reviews
Top guest favourite
Guest suite in Weston
Flower Farm Getaway 2BR, 20 Min To Boston
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 210 reviews
Top guest favourite
Home in Wellesley
Beautiful New England Home!
3 bedrooms, 3 beds, 2 bathrooms
13–19 Sept
5.0 out of 5 average rating, 19 reviews
Flat in Waltham
Super Modern 2 Bed in Waltham
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
New place to stay
Luxe
Home in Wellesley
Luxury Boston Mansion | Chef Kitchen + Gym+ Sauna
6 bedrooms, 7 beds, 4.5 bathrooms
7–12 Sept
Top guest favourite
Flat in Newton
Inn at Newton Highlands, Suite 2, Apartment-Hotel
3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 118 reviews
Luxe
Home in Dedham
The Charles Château Private Estate
6 bedrooms, 9 beds, 5.5 bathrooms
15–20 Sept
4.93 out of 5 average rating, 14 reviews
Guest favourite
Bed and breakfast in Needham
Hagar House
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.95 out of 5 average rating, 233 reviews
Top guest favourite
Home in Dedham
Cozy, historic 3 bedroom home close to Boston!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
4.98 out of 5 average rating, 302 reviews
Top guest favourite
Flat in Auburndale
Newly Renovated 2BR Apartment • Walk to Green Line
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest suite in Newton
Elegant Brand New One Bedroom Unit with Skylight
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Room in Newton
Urban Retreat Suite - private entrance/near Boston
1 bed, 1 bathroom
10–15 Nov
5.0 out of 5 average rating, 52 reviews