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Search results; 999 homes in Oakham

Top guest favourite
Home in Oakham
Lovely & Peaceful Waterfront Vacation Retreat
4 bedrooms, 6 beds, 2.5 private bathrooms
3–8 Nov
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5.0 out of 5 average rating, 190 reviews
Flat in Barre
Lovely 3-bedroom City Escape
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.85 out of 5 average rating, 82 reviews
Guest favourite
Farm stay in Rutland
Farm Living
1 bedroom, 6 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 421 reviews
Guest favourite
Flat in Barre
Townhouse on the Barre Commons
3 bedrooms, 7 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Shutesbury
Cute A-frame near Lake Wyola!
2 bedrooms, 4 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cabin in Rutland
Farm Stay in Rustic Cabin (#2)
1 bedroom, 6 beds, 1 bathroom
5–10 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
27 Sept – 2 Oct
4.9 out of 5 average rating, 535 reviews
Top guest favourite
Home in Brimfield
Cozy Log Cabin | Lake Access, Kayaks & Brook
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest suite in Warren
Craig's Cove
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 341 reviews
Top guest favourite
Tower in Amherst
The Silo | Rare Architectural Retreat Near UMass
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 22 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
Superhost
Home in Spencer
Contemporary Lakeside Retreat
2 bedrooms, 3 beds, 1 bathroom
25–30 Aug
4.77 out of 5 average rating, 186 reviews
Cabin in Wilbraham
4BR Lakefront Cabin with Private Dock & Beach
4 bedrooms, 4 beds, 1 bathroom
19–24 Oct
New place to stay
Top guest favourite
Home in Shrewsbury
Park View Cottage
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Barre
Dharma House 2
1 bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 27 reviews
Superhost
Guest house in Worcester
Carriage house apartment
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 331 reviews
Guest favourite
Room in Worcester
Clean & Cozy Private- 3 floor_R 3
1 queen bed, 1 bathroom
23–28 Aug
4.8 out of 5 average rating, 15 reviews
Top guest favourite
Cottage in Petersham
Cider House Cottage
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 254 reviews
Guest favourite
Guest house in Westminster
Guest House - 4 miles from Wachusett Mt.
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 509 reviews