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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
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
Guest favourite
Room in Barre
Dharma House
1 queen bed, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 11 reviews
Flat in West Brookfield
Apartment in town center
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.54 out of 5 average rating, 50 reviews
Top guest favourite
Flat in Belchertown
Sunset Ridge
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 57 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
Superhost
Home in Spencer
Contemporary Lakeside Retreat
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.77 out of 5 average rating, 184 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, 10 reviews
Guest favourite
Flat in Barre
Townhouse on the Barre Commons
3 bedrooms, 7 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Barre
The Purple Rooster
3 bedrooms, 5 beds, 3.5 bathrooms
1–6 Aug
4.94 out of 5 average rating, 33 reviews
Room in Worcester
Clean & Cozy Private- 3 floor_R 3
1 queen bed, 1 bathroom
2–7 Aug
4.67 out of 5 average rating, 6 reviews
Guest favourite
Home in Worcester
COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY
3 bedrooms, 6 beds, 1 bathroom
2–7 Aug
4.86 out of 5 average rating, 167 reviews
Superhost
Townhouse in Holden
Beautifully Renovated 3 Bedroom Townhome w/parking
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Aug
4.85 out of 5 average rating, 54 reviews
Flat in West Brookfield
Spacious Massachusetts Apartment
3 bedrooms, 3 queen beds, 1 bathroom
16–21 Aug
4.63 out of 5 average rating, 91 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
Room in Worcester
Cozy Room in the City of Worcester
1 queen bed, 1 bathroom
11–16 Aug
4.78 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Rutland
Farm Stay in Rustic Cabin (#2)
1 bedroom, 6 beds, 1 bathroom
1–6 Aug
4.86 out of 5 average rating, 21 reviews
Top guest favourite
Guest suite in Warren
Craig's Cove
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.95 out of 5 average rating, 338 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, 3 reviews