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Search results; Over 1,000 homes in Wellesley

Top guest favorite
Home in Wellesley
Wellesley Spacious and Modern
3 bedrooms, 3 beds, 3.5 private baths
Aug 17 – 22
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5.0 out of 5 average rating, 31 reviews
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Rooms in Wellesley
The 1850 Morse Home with award-winning updates
2 bedrooms, 1 queen bed, 1 bath
Aug 12 – 17
4.99 out of 5 average rating, 220 reviews
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Home in Wellesley
Minutes from Boston~Ideal For ALL NE Day Trips
5 bedrooms, 7 beds, 3 baths
Sep 7 – 12
4.98 out of 5 average rating, 56 reviews
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Room in Wellesley
Private room with a view
1 queen bed, 1 bath
Sep 11 – 16
4.97 out of 5 average rating, 113 reviews
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Rooms in Wellesley
Charming Family Retreat in Wellesley Near Boston
3 bedrooms, 4 beds, 2.5 baths
Nov 1 – 6
4.7 out of 5 average rating, 10 reviews
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Home in Wellesley
Superhost Wellesley historic district. Boston area
5 bedrooms, 6 beds, 3.5 baths
Aug 12 – 17
4.98 out of 5 average rating, 58 reviews
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Rooms in Newton
Beautiful 2 Bedroom Suite in Home, close to Boston
2 bedrooms, 4 beds, 1 bath
Aug 22 – 27
4.94 out of 5 average rating, 149 reviews
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Guest suite in Weston
Gorgeous Guest Suite in Weston
2 bedrooms, 2 beds, 1 bath
Aug 13 – 18
4.97 out of 5 average rating, 67 reviews
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Apartment in Newton
Newly Renovated 2BR Apartment • Walk to Green Line
2 bedrooms, 3 beds, 1 bath
Aug 19 – 24
5.0 out of 5 average rating, 7 reviews
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Home in Wellesley
"The Scarab" History Meets Modern stunning home
5 bedrooms, 6 beds, 3.5 baths
Jul 1 – 6
4.99 out of 5 average rating, 92 reviews
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Guest suite in Weston
Flower Farm Getaway 2BR, 20 Min To Boston
2 bedrooms, 2 queen beds, 1 bath
Nov 1 – 6
5.0 out of 5 average rating, 206 reviews
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Guest suite in Newton
New Markdown! Lovely 3 Bedroom Unit with Garage
3 bedrooms, 3 beds, 1 bath
Sep 15 – 20
4.95 out of 5 average rating, 153 reviews
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Loft in Natick
Lakeside Studio Loft
1 queen bed, 1 bath
Oct 22 – 27
5.0 out of 5 average rating, 230 reviews
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Home in Wellesley
Beautiful New England Home!
3 bedrooms, 3 beds, 2 baths
Aug 18 – 24
5.0 out of 5 average rating, 19 reviews
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Apartment in Waltham
Charming, Family-Friendly Apt @ Tavern 33
3 bedrooms, 4 beds, 1.5 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 45 reviews
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Home in Wayland
New! 2BR Home Metro West
2 bedrooms, 2 beds, 1 bath
Aug 27 – Sep 1
5.0 out of 5 average rating, 6 reviews
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Home in Framingham
Peaceful Guest House | Hot Tub | 20 Min to Boston
1 bedroom, 1 queen bed, 1 bath
Sep 7 – 12
5.0 out of 5 average rating, 48 reviews
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Apartment in Newton
Inn at Newton Highlands, Suite 2, Apartment-Hotel
3 bedrooms, 4 beds, 2.5 baths
Aug 30 – Sep 4
5.0 out of 5 average rating, 116 reviews
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Guesthouse in Newton
Charming 2-story private Guesthouse
1 bedroom, 3 beds, 2 baths
Sep 1 – 6
4.94 out of 5 average rating, 252 reviews