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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
8–13 Sept
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4.9 out of 5 average rating, 123 reviews
Guest favourite
Farm stay in Rutland
Farm Living
1 bedroom, 6 beds, 1 bathroom
14–19 Aug
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
14–19 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
7–12 Sept
4.98 out of 5 average rating, 89 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, 535 reviews
Top guest favourite
Rooms in Hubbardston
Welcome to Plain View Farm!
2 bedrooms, 2 queen beds, 1.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 32 reviews
Guest suite in Rutland
Cozy house in Rutland MA 3 beds and 1 office space
3 bedrooms, 3 queen beds, 1 bathroom
14–19 Aug
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
4–9 Sept
4.9 out of 5 average rating, 48 reviews
Home in Leicester
Cozy 2BR Townhouse Near Worcester Airport
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
New place to stay
Top guest favourite
Cabin in New Salem
Rustic cabin with A/C at historic orchard & cidery
1 bedroom, 2 beds, 1 bathroom
5–10 Sept
4.95 out of 5 average rating, 22 reviews
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, 68 reviews
Guest favourite
Flat in Fitchburg
Cozy & Stylish 2BR • Quiet Fitchburg Getaway
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
4.91 out of 5 average rating, 22 reviews
Guest favourite
Home in Worcester
Entire home in Worcester, MA
4 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Westminster
Lakefront, view of ski mtn, firepit, kayaks, dock
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.84 out of 5 average rating, 193 reviews
Top guest favourite
Home in Shrewsbury
Park View Cottage
3 bedrooms, 4 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 8 reviews
Room in Worcester
Clean & Cozy Private-3 floor_R 4
1 queen bed, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Room in Worcester
Your Luxurious Getaway in Worcester
1 queen bed, 1 bathroom
23–28 Aug
4.67 out of 5 average rating, 21 reviews
Top guest favourite
Farm stay in Leominster
Woody's scenic Hay Farm
2 bedrooms, 4 beds, 1 bathroom
21–26 Aug
4.94 out of 5 average rating, 54 reviews
Barn in Ashburnham
Stunning, Restored Farmhouse Steps from Cushing!
3 bedrooms, 3 beds, 1.5 bathrooms
14–19 Aug
New place to stay