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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
3–8 Nov
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5.0 out of 5 average rating, 186 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 3
1 bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Spencer
Nantucket Cottage
1 bedroom, 1 queen bed, 1 bathroom
13–18 Aug
4.91 out of 5 average rating, 90 reviews
Superhost
Room in Spencer
Private room and bath in quiet home
1 queen bed, 1 bathroom
10–15 Aug
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Farm stay in Rutland
Farm Living
1 bedroom, 6 beds, 1 bathroom
13–18 Aug
4.95 out of 5 average rating, 419 reviews
Top guest favourite
Room in Princeton
East Princeton Getaway - in historic home
2 beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 83 reviews
Top guest favourite
Room in Worcester
BlissfulAbode: Tranquil Getaway #2
1 bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 130 reviews
Guest favourite
Home in West Brookfield
Peaceful Cottage Retreat
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Worcester
Centrally Located Apartment in Worcester
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Aug
4.95 out of 5 average rating, 104 reviews
Top guest favourite
Flat in Holden
Wachusett region 1 bedroom apartment.
1 bedroom, 2 beds, 1 bathroom
7–12 Oct
4.92 out of 5 average rating, 134 reviews
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, 214 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
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
Flat in Leicester
Barred Owl Retreat: Sunny 4 Bdr Apartment
4 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.94 out of 5 average rating, 82 reviews
Guest favourite
Farm stay in Rutland
Farm Stay Rustic Cabin (Cabin #3)
1 bedroom, 2.5 bathrooms
1–6 Aug
4.77 out of 5 average rating, 26 reviews
Top guest favourite
Cottage in Sturbridge
Cozy Cottage on Cedar Lake- "Cottage Cheeze"
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 182 reviews
Top guest favourite
Home in Ware
Little House Inn - Private House - Secluded
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.9 out of 5 average rating, 337 reviews
Superhost
Guest house in Worcester
Quiet Oasis In The City
2 bedrooms, 2 king beds, 2 bathrooms
10–15 Aug
4.81 out of 5 average rating, 106 reviews