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Search results; Over 1,000 homes in Oakham

Top guest favourite
Home in Oakham
Lovely & Peaceful Waterfront Vacation Retreat
4 bedrooms, 6 beds, 2.5 private bathrooms
26–31 Aug
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5.0 out of 5 average rating, 189 reviews
Guest favourite
Flat in Barre
Townhouse on the Barre Commons
3 bedrooms, 7 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 9 reviews
Flat in Barre
Lovely 3-bedroom City Escape
3 bedrooms, 3 beds, 1.5 bathrooms
5–10 Aug
4.85 out of 5 average rating, 82 reviews
Top guest favourite
Home in Sterling
Stunning Sterling Sanctuary: Unwind on the Water!
3 bedrooms, 5 beds, 1.5 bathrooms
10–15 Oct
5.0 out of 5 average rating, 26 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
Guest favourite
Home in West Brookfield
Sun-Dappled Retreat - Walk to Wickaboag Lake!
2 bedrooms, 4 beds, 2.5 bathrooms
18–23 Aug
4.93 out of 5 average rating, 45 reviews
Guest favourite
Home in Worcester
Velocity Residence
4 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.85 out of 5 average rating, 27 reviews
Superhost
Home in Spencer
Contemporary Lakeside Retreat
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.77 out of 5 average rating, 184 reviews
Top guest favourite
Cottage in Petersham
Cider House Cottage
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 254 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
Guest favourite
Farm stay in Brimfield
Classic New England horse farm
3 bedrooms, 5 beds, 1.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 51 reviews
Guest favourite
Guest suite in Worcester
Modern 2 Bedroom Basement Suite
2 bedrooms, 4 beds, 1 bathroom
3–8 Aug
4.87 out of 5 average rating, 158 reviews
Home in Worcester
Entire home in Worcester, MA
4 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Room in Spencer
Private room and bath in quiet home
1 queen bed, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 46 reviews
Guest favourite
Home in Worcester
COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY
3 bedrooms, 6 beds, 1 bathroom
9–14 Aug
4.86 out of 5 average rating, 170 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, 85 reviews
Superhost
Townhouse in West Brookfield
Luxury By The Lake
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
4.85 out of 5 average rating, 187 reviews
Top guest favourite
Room in Belchertown
The Lacey Rose - A Victorian Suite
1 king bed, 1.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 257 reviews
Guest favourite
Home in Petersham
Beautiful Farm in Central Massachusetts
3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 9 reviews