filters

Search results; Over 1,000 homes in Winchester

Top guest favourite
Cottage in Winchester
The Little House - a historic New England cottage.
2 bedrooms, 3 beds, 1 private bathroom
10–15 Sept
,
4.95 out of 5 average rating, 87 reviews
Guest favourite
Flat in Winchester
Winchester Apartment on Greenway
1 bedroom, 1 bed
17–22 Nov
4.96 out of 5 average rating, 71 reviews
Guest favourite
Room in Winchester
Private Suite with Full Bath & Separate Entrance
1 king bed
13–20 Oct
5.0 out of 5 average rating, 7 reviews
Featured hotel
Room in Burlington
Studio suite - queen - mobility accessible - tub
1 queen bed
26 Sept – 1 Oct
Guest favourite
Flat in Woburn
Comfy-Spacious-private 1BR conveniently located
1 bedroom, 2 beds
1–6 Nov
4.94 out of 5 average rating, 254 reviews
Guest favourite
Home in Woburn
Stone Cottage with meadow view
3 bedrooms, 3 beds
25–30 Oct
4.95 out of 5 average rating, 186 reviews
Top guest favourite
Guest suite in Arlington
Spacious 1-BR apt+parking+laundry. 2nd BR option
1 bedroom, 1 queen bed
2–7 Nov
4.95 out of 5 average rating, 79 reviews
Guest favourite
Guest suite in Arlington
3 Bedroom 2nd Floor Unit - commute to Boston
3 bedrooms, 3 beds
10–15 Sept
4.89 out of 5 average rating, 56 reviews
Top guest favourite
Room in Lexington
Spacious bedroom for Family & Women Only
3 beds
23–28 Oct
5.0 out of 5 average rating, 79 reviews
Top guest favourite
Guest suite in Lexington
Modern Farmhouse Suite in Historic Lexington
2 bedrooms, 3 beds
13–18 Sept
4.97 out of 5 average rating, 185 reviews
Featured hotel
Room in Cambridge
Queen ADA, patio
1 queen bed
6–11 Dec
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Lexington
Lexington Battle Green
3 bedrooms, 3 beds
12–17 Sept
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Melrose
Heathman Manor
2 bedrooms, 3 beds
4–9 Nov
4.96 out of 5 average rating, 73 reviews
Top guest favourite
Flat in Arlington
New Clean 3Br Arlington Heights Condo Walk to Shop
3 bedrooms, 3 beds
31 Oct – 5 Nov
4.95 out of 5 average rating, 97 reviews
Top guest favourite
Home in Woburn
Large 4Bed 2Bath Clean Alternative to Hotel Living
4 bedrooms, 4 queen beds
14–19 Sept
4.9 out of 5 average rating, 174 reviews
Top guest favourite
Flat in Woburn
Sofima-Cozy and Charming 2-bedroom apartment.
2 bedrooms, 2 beds
4–9 Nov
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Guest suite in Woburn
Private apartment with driveway parking in Woburn
1 bedroom, 1 queen bed
20–25 Oct
4.97 out of 5 average rating, 192 reviews
Flat in Arlington
Spacious Luxury Two-Level Home in East Arlington
4 bedrooms, 4 beds
10–15 Sept
New place to stay
Top guest favourite
Home in Medford
Queen Anne Victorian in Excellent Location
3 bedrooms, 3 beds
11–16 Sept
4.85 out of 5 average rating, 139 reviews