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Search results; Over 1,000 homes in Rutland

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Guest favourite
Farm stay in Rutland
Farm Living
1 bedroom, 6 beds, 1 private bathroom
10–15 Oct
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4.95 out of 5 average rating, 425 reviews
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Guest favourite
Home in Rutland
The Tucked Away Farm Stay
3 bedrooms, 5 beds, 2 bathrooms
14–19 Oct
4.86 out of 5 average rating, 50 reviews
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Guest suite in Rutland
Cozy house in Rutland MA 3 beds and 1 office space
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.78 out of 5 average rating, 9 reviews
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Top guest favourite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.9 out of 5 average rating, 544 reviews
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Superhost
Cabin in Rutland
Farm Stay in Rustic Cabin (#2)
1 bedroom, 6 beds, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 21 reviews
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Guest favourite
Farm stay in Rutland
Spacious 3 Bedroom Home for Family Farm Stay
3 bedrooms, 6 beds, 2 bathrooms
29 Oct – 3 Nov
4.9 out of 5 average rating, 126 reviews
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Top guest favourite
Guest suite in Hubbardston
In-law Apartment, Full Kitchen, Near Mt Wachusetts
1 bedroom, 1 bed, 1 bathroom
15–20 Oct
4.98 out of 5 average rating, 228 reviews
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Townhouse in Holden
Cozy 2 Bed Townhouse. Newly renovated!
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.47 out of 5 average rating, 34 reviews
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Top guest favourite
Flat in Holden
Wachusett region 1 bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 135 reviews
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Guest favourite
Townhouse in Holden
Updated 3 Bedroom Townhouse Near Center of Holden
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
4.92 out of 5 average rating, 76 reviews
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Top guest favourite
Farm stay in Paxton
Glamping at Turn Back Time Farm
3 bedrooms, 6 bunk beds, 2 bathrooms
10–15 Jan
5.0 out of 5 average rating, 48 reviews
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Home in Monson
Entire 3BR home in Monson
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Home in Sterling
Quiet country retreat with modern conveniences
2 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.93 out of 5 average rating, 242 reviews
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Guest favourite
Home in Petersham
Beautiful Farm in Central Massachusetts
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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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, 193 reviews
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Top guest favourite
Room in Princeton
East Princeton Getaway - in historic home
2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 100 reviews
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Superhost
Home in Southbridge
Dog-Friendly 3 BR Townhome w/Vintage Charm
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Guest house in Worcester
Quiet Oasis In The City
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Oct
4.83 out of 5 average rating, 121 reviews
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Superhost
Home in Spencer
Contemporary Lakeside Retreat
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.76 out of 5 average rating, 193 reviews