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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, 370 reviews
Top guest favourite
Home in Wellesley
Wellesley Spacious and Modern
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Rooms in Wellesley
The 1850 Morse Home with award-winning updates
2 bedrooms, 1 queen bed, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 224 reviews
Top guest favourite
Home in Wellesley
Minutes from Boston~Ideal For ALL NE Day Trips
5 bedrooms, 7 beds, 3 bathrooms
25–30 Sept
4.98 out of 5 average rating, 57 reviews
Room in Wellesley
Affordable and cozy
1 double bed, 1 bathroom
25–30 Oct
New place to stay
Top guest favourite
Home in Wellesley
Superhost Wellesley historic district. Boston area
5 bedrooms, 6 beds, 3.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 58 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
Guest favourite
Rooms in Newton
Beautiful 2 Bedroom Suite in Home, close to Boston
2 bedrooms, 4 beds, 1 bathroom
24–29 Oct
4.94 out of 5 average rating, 151 reviews
Luxe
Home in Wellesley
Luxury Boston Mansion | Chef Kitchen + Gym+ Sauna
6 bedrooms, 7 beds, 4.5 bathrooms
13–18 Sept
Top guest favourite
Guest suite in Newton
New Markdown! Lovely 3 Bedroom Unit with Garage
3 bedrooms, 3 beds, 1 bathroom
9–14 Nov
4.95 out of 5 average rating, 159 reviews
Top guest favourite
Home in Wellesley
Beautiful New England Home!
3 bedrooms, 3 beds, 2 bathrooms
19–25 Sept
5.0 out of 5 average rating, 19 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, 211 reviews
Guest suite in Newton
Entire 3BR/2BA Home | Newton | Free Parking
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
New place to stay
Flat in Waltham
Super Modern 2 Bed in Waltham
2 bedrooms, 3 beds, 1 bathroom
9–14 Nov
New place to stay
Guest favourite
Room in Needham
⭐️Master suite full of sun, air and artwork⭐️
1 queen bed, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 612 reviews
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, 119 reviews
Top guest favourite
Flat in Auburndale
Newly Renovated 2BR Apartment • Walk to Green Line
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Guest suite in Newton
Elegant Brand New One Bedroom Unit with Skylight
1 bedroom, 2 beds, 1 bathroom
18–23 Nov
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Room in Newton
Perfect Metro Boston Sunny Room - Newton/Wellesley
1 double bed, 1.5 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 65 reviews