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Search results; Over 1,000 homes in Wellesley

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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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4.8 out of 5 average rating, 371 reviews
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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
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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
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Room in Wellesley
Affordable and cozy
1 double bed, 1 bathroom
25–30 Oct
New place to stay
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Top guest favourite
Home in Wellesley
Superhost Wellesley historic district. Boston area
5 bedrooms, 6 beds, 3.5 bathrooms
17–22 Sept
4.98 out of 5 average rating, 58 reviews
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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
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Guest favourite
Home in Wayland
Private and Peaceful 4BD Home
4 bedrooms, 5 beds, 3 bathrooms
19–24 Sept
5.0 out of 5 average rating, 6 reviews
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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, 53 reviews
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Luxe
Home in Dedham
The Charles Château Private Estate
6 bedrooms, 9 beds, 5.5 bathrooms
22–27 Sept
4.93 out of 5 average rating, 15 reviews
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Top guest favourite
Guest suite in Weston
Gorgeous Guest Suite in Weston
2 bedrooms, 2 beds, 1 bathroom
16–21 Oct
4.97 out of 5 average rating, 68 reviews
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Top guest favourite
Flat in Natick
Scandi-Modern Apartment
1 bedroom, 2 beds, 1 bathroom
1–6 Dec
4.98 out of 5 average rating, 395 reviews
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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
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Top guest favourite
Guest house in Newton
Private Carriage House near Newton Center and BC
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.95 out of 5 average rating, 154 reviews
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Luxe
Home in Wellesley
Luxury Boston Mansion | Chef Kitchen + Gym+ Sauna
6 bedrooms, 7 beds, 4.5 bathrooms
16–21 Sept
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Guest suite in Newton
Entire 3BR/2BA Home | Newton | Free Parking
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
New place to stay
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Top guest favourite
Guest house in Newton
Charming 2-story private Guesthouse
1 bedroom, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.94 out of 5 average rating, 255 reviews
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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, 152 reviews
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Top guest favourite
Home in Newton
Spacious quiet Newton Villa *Easy Boston Access!
3 bedrooms, 4 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 42 reviews
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Guest favourite
Home in Waltham
Harvard House-The Gathering Place.
6 bedrooms, 6 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 111 reviews