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Search results; Over 1,000 homes in Rutland

Top guest favourite
Farm stay in Rutland
Farm Living
1 bedroom, 6 beds, 1 private bathroom
24–29 Aug
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4.95 out of 5 average rating, 421 reviews
Guest favourite
Cabin in Rutland
Farm Stay in Rustic Cabin (#2)
1 bedroom, 6 beds, 1 bathroom
4–9 Aug
4.86 out of 5 average rating, 21 reviews
Top guest favourite
Room in Princeton
East Princeton Getaway - in historic home
2 beds, 1 bathroom
6–11 Aug
4.98 out of 5 average rating, 86 reviews
Home in Shutesbury
Cute A-frame near Lake Wyola!
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
New place to stay
Top guest favourite
Guest suite in Hubbardston
In-law Apartment, Full Kitchen, Near Mt Wachusetts
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 215 reviews
Guest favourite
Farm stay in Rutland
Spacious 3 Bedroom Home for Family Farm Stay
3 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.9 out of 5 average rating, 122 reviews
Guest favourite
Guest house in Worcester
Carriage house apartment
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.82 out of 5 average rating, 329 reviews
Top guest favourite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 533 reviews
Guest suite in Rutland
Cozy house in Rutland MA 3 beds and 1 office space
3 bedrooms, 3 queen beds, 1 bathroom
4–9 Aug
4.78 out of 5 average rating, 9 reviews
Guest favourite
Home in Leicester
Scenic Lakehouse w/ Kayaking & Canoeing
3 bedrooms, 3 beds, 1 bathroom
10–15 Nov
4.84 out of 5 average rating, 67 reviews
Guest favourite
Townhouse in Holden
Updated 3 Bedroom Townhouse Near Center of Holden
3 bedrooms, 3 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 76 reviews
Guest favourite
Guest suite in Worcester
Modern 2 Bedroom Basement Suite
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
4.87 out of 5 average rating, 159 reviews
Home in Leominster
Freshly Renovated Central Mass Getaway
2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
New place to stay
Guest favourite
Home in Rutland
The Tucked Away Farm Stay
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
4.89 out of 5 average rating, 47 reviews
Guest favourite
Home in Westminster
Lakefront, view of ski mtn, firepit, kayaks, dock
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.84 out of 5 average rating, 192 reviews
Guest favourite
Home in Sterling
Quiet country retreat with modern conveniences
2 bedrooms, 6 beds, 2 bathrooms
6–11 Aug
4.93 out of 5 average rating, 237 reviews
Room in Worcester
Clean & Cozy Private-3 floor_R 4
1 queen bed, 1 bathroom
9–14 Aug
New place to stay
Guest favourite
Cabin in New Salem
Rustic cabin with A/C at historic orchard & cidery
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in Brimfield
Brookside Cabin retreat feet from Little Alum Lake
3 bedrooms, 4 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 11 reviews