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Search results; Over 1,000 homes in Rutland

Guest favourite
Farm stay in Rutland
Spacious 3 Bedroom Home for Family Farm Stay
3 bedrooms, 6 beds, 2 private bathrooms
27 Oct – 1 Nov
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4.9 out of 5 average rating, 125 reviews
Guest favourite
Farm stay in Rutland
Farm Living
1 bedroom, 6 beds, 1 bathroom
10–15 Oct
4.95 out of 5 average rating, 424 reviews
Guest suite in Rutland
Cozy house in Rutland MA 3 beds and 1 office space
3 bedrooms, 4 beds, 1 bathroom
15–20 Sept
4.78 out of 5 average rating, 9 reviews
Guest favourite
Home in Rutland
The Tucked Away Farm Stay
3 bedrooms, 5 beds, 2 bathrooms
14–19 Oct
4.9 out of 5 average rating, 49 reviews
Home in Holden
North Star
4 bedrooms, 4 beds, 2.5 bathrooms
25–30 Oct
4.69 out of 5 average rating, 29 reviews
Top guest favourite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.9 out of 5 average rating, 544 reviews
Guest favourite
Cabin in Rutland
Farm Stay in Rustic Cabin (#2)
1 bedroom, 6 beds, 1 bathroom
15–20 Sept
4.86 out of 5 average rating, 21 reviews
Guest favourite
Home in Worcester
COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY
3 bedrooms, 6 beds, 1 bathroom
20–25 Sept
4.86 out of 5 average rating, 175 reviews
Top guest favourite
Home in Oakham
Lovely & Peaceful Waterfront Vacation Retreat
4 bedrooms, 6 beds, 2.5 bathrooms
3–8 Nov
4.99 out of 5 average rating, 192 reviews
Guest favourite
Home in Hubbardston
4 Bedroom Lake house overlooking lake
4 bedrooms, 5 queen beds, 2 bathrooms
16–21 Sept
4.86 out of 5 average rating, 28 reviews
Guest favourite
Home in Sterling
Quiet country retreat with modern conveniences
2 bedrooms, 6 beds, 2 bathrooms
17–22 Sept
4.93 out of 5 average rating, 241 reviews
Top guest favourite
Home in Worcester
Entire home in Worcester, MA
4 bedrooms, 4 beds, 2.5 bathrooms
15–20 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Petersham
Beautiful Farm in Central Massachusetts
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Townhouse in Holden
Beautifully Renovated 3 Bedroom Townhome w/parking
3 bedrooms, 3 beds, 1.5 bathrooms
25–30 Sept
4.85 out of 5 average rating, 55 reviews
Top guest favourite
Farm stay in Sutton
Stevenson Farm / Way Back Home
6 bedrooms, 7 beds, 2 bathrooms
18–23 Sept
4.94 out of 5 average rating, 54 reviews
Home in Worcester
Tranquil Home
4 bedrooms, 4 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.68 out of 5 average rating, 37 reviews
Townhouse in Holden
Cozy 2 Bed Townhouse. Newly renovated!
2 bedrooms, 2 beds, 1 bathroom
24–29 Sept
4.44 out of 5 average rating, 32 reviews
Top guest favourite
Home in Worcester
Luxury Haven: Cozy Palace
5 bedrooms, 5 beds, 3 bathrooms
4–9 Nov
4.93 out of 5 average rating, 121 reviews
Home in Holden
Modern Farmhouse Close to Mt. Wachusett
2 bedrooms, 2 queen beds, 2.5 bathrooms
12–17 Oct