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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
14–19 Oct
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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 favourite
Cabin in Rutland
Farm Stay in Rustic Cabin (#2)
1 bedroom, 6 beds, 1 bathroom
14–19 Sept
4.86 out of 5 average rating, 21 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
Home in Rutland
The Tucked Away Farm Stay
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.9 out of 5 average rating, 48 reviews
Guest favourite
Flat in Barre
Townhouse on the Barre Commons
3 bedrooms, 7 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in North Brookfield
Lake Lashaway Family Retreat with Dock and Kayaks
5 bedrooms, 9 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Guest suite in Rutland
Cozy house in Rutland MA 3 beds and 1 office space
3 bedrooms, 4 beds, 1 bathroom
10–15 Sept
4.78 out of 5 average rating, 9 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
Townhouse in Holden
Cozy 2 Bed Townhouse. Newly renovated!
2 bedrooms, 2 beds, 1 bathroom
10–15 Sept
4.44 out of 5 average rating, 32 reviews
Superhost
Townhouse in Holden
Beautifully Renovated 3 Bedroom Townhome w/parking
3 bedrooms, 3 beds, 1.5 bathrooms
10–15 Sept
4.85 out of 5 average rating, 55 reviews
Top guest favourite
Guest suite in Hubbardston
In-law Apartment, Full Kitchen, Near Mt Wachusetts
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 222 reviews
Guest favourite
Home in Worcester
Game Room + Bar Lounge | 35 Min to Boston
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.78 out of 5 average rating, 9 reviews
Guest favourite
Guest house in Worcester
Carriage house apartment
1 bedroom, 2 beds, 1 bathroom
14–19 Oct
4.82 out of 5 average rating, 334 reviews
Home in Holden
Modern Farmhouse Close to Mt. Wachusett
2 bedrooms, 2 queen beds, 2.5 bathrooms
10–15 Sept
Guest favourite
Home in Leicester
Scenic Lakehouse w/ Kayaking & Canoeing
3 bedrooms, 3 beds, 1 bathroom
10–15 Nov
4.82 out of 5 average rating, 72 reviews
Top guest favourite
Farm stay in Sutton
Stevenson Farm / Way Back Home
6 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 53 reviews
Guest favourite
Home in Petersham
Beautiful Farm in Central Massachusetts
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Princeton
East Princeton Getaway - in historic home
2 beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 96 reviews