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Search results; Over 1,000 homes in Wellesley

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Top guest favourite
Home in Wellesley
Minutes from Boston~Ideal For ALL NE Day Trips
5 bedrooms, 7 beds, 3 private bathrooms
22–27 Oct
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4.98 out of 5 average rating, 57 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, 35 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
9–14 Nov
4.98 out of 5 average rating, 224 reviews
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Guest favourite
Room in Wellesley
Best Deal in Town- free WIFI.
1 single bed, 2 bathrooms
25–30 Oct
4.83 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Wellesley
Superhost Wellesley historic district. Boston area
5 bedrooms, 6 beds, 3.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 58 reviews
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Luxe
Home in Wellesley
Luxury Boston Mansion | Chef Kitchen + Gym+ Sauna
6 bedrooms, 7 beds, 4.5 bathrooms
1–6 Oct
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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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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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Luxe
Home in Dedham
The Charles Château Private Estate
6 bedrooms, 9 beds, 5.5 bathrooms
1–6 Oct
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Room in Needham
⭐️Master suite full of sun, air and artwork⭐️
1 queen bed, 1 bathroom
31 Oct – 5 Nov
4.94 out of 5 average rating, 615 reviews
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Top guest favourite
Room in Newton
Perfect Metro Boston Sunny Room - Newton/Wellesley
1 double bed, 1.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 65 reviews
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Guest favourite
Rooms in Needham
⭐️Perfect for business travelers & college visits⭐️
2 bedrooms, 1 bed, 1 bathroom
30 Oct – 4 Nov
4.91 out of 5 average rating, 188 reviews
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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, 160 reviews
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Top guest favourite
Serviced apartment in Newton
Inn at Newton Highlands, Suite 2, Apartment-Hotel
3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 120 reviews
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Home in Newton
Newly Renovated 3BR Private Home in Newton
3 bedrooms, 3 queen beds, 1.5 bathrooms
4–9 Nov
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
1–6 Oct
4.94 out of 5 average rating, 257 reviews
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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, 303 reviews
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Guest favourite
Home in Dedham
Elegant 4BR Retreat | Yard & Parking | Dedham 94
4 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Home in Boston
Single Family Boston House Great Privacy
5 bedrooms, 5 beds, 3.5 bathrooms
11–16 Oct
4.9 out of 5 average rating, 58 reviews