filters

Search results; 969 homes in Oakham

Photo 1 of 29
Top guest favourite
Home in Oakham
Lovely & Peaceful Waterfront Vacation Retreat
4 bedrooms, 6 beds, 2.5 private bathrooms
3–8 Nov
,
4.99 out of 5 average rating, 192 reviews
Photo 1 of 29
Flat in Barre
Lovely 3-bedroom City Escape
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
4.85 out of 5 average rating, 82 reviews
Photo 1 of 29
Guest favourite
Flat in Barre
Townhouse on the Barre Commons
3 bedrooms, 7 beds, 1 bathroom
10–15 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Guest favourite
Farm stay in Rutland
Farm Living
1 bedroom, 6 beds, 1 bathroom
10–15 Oct
4.95 out of 5 average rating, 425 reviews
Photo 1 of 29
Guest suite in Rutland
Cozy house in Rutland MA 3 beds and 1 office space
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.78 out of 5 average rating, 9 reviews
Photo 1 of 29
Top guest favourite
Cottage in Sturbridge
Cedar Sunrise
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 175 reviews
Photo 1 of 19
Superhost
Home in Spencer
Contemporary Lakeside Retreat
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.76 out of 5 average rating, 193 reviews
Photo 1 of 29
Home in Worcester
Tranquil Home
4 bedrooms, 4 beds, 4.5 bathrooms
4–9 Oct
4.68 out of 5 average rating, 37 reviews
Photo 1 of 6
Top guest favourite
Room in Barre
Dharma House 2
1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 29 reviews
Photo 1 of 29
Top guest favourite
Home in West Brookfield
Sunnybrook House
5 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.94 out of 5 average rating, 102 reviews
Photo 1 of 29
Guest favourite
Home in Hubbardston
4 Bedroom Lake house overlooking lake
4 bedrooms, 5 queen beds, 2 bathrooms
1–6 Oct
4.86 out of 5 average rating, 28 reviews
Photo 1 of 28
Guest favourite
Home in West Brookfield
Waterfront New England House on Wickaboag Lake!
4 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
4.89 out of 5 average rating, 134 reviews
Photo 1 of 29
Top guest favourite
Barn in Holden
Farm stay in a Historic Ski Lodge turned Barn
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.9 out of 5 average rating, 544 reviews
Photo 1 of 28
Guest favourite
Home in Worcester
Velocity Residence
4 bedrooms, 4 beds, 2 bathrooms
24–29 Oct
4.88 out of 5 average rating, 33 reviews
Photo 1 of 22
Guest favourite
Home in Barre
Spacious New England Escape - Barre Common
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Cabin in Sturbridge
Mermaid Cove | Private Lakefront Escape
2 bedrooms, 7 beds, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 11 reviews
Photo 1 of 16
Guest favourite
Flat in Sturbridge
Main Street Suite
1 bedroom, 1 bed, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 158 reviews
Photo 1 of 11
Flat in Worcester
110 New apartment 2 beds + 1 bath + sofa bed
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
New place to stay
Photo 1 of 8
Guest favourite
Flat in Brookfield
Cozy Country Getaway
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 29 reviews