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Search results; 987 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

$4,376 SGD for 5 nights

,

5.0 out of 5 average rating, 189 reviews

Top guest favourite

Home in Brimfield

Brookside Cabin retreat feet from Little Alum Lake

3 bedrooms, 4 beds, 1 bathroom

8–13 Aug

$1,929 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 11 reviews

Guest favourite

Flat in Barre

Townhouse on the Barre Commons

3 bedrooms, 7 beds, 1 bathroom

2–7 Aug

$2,452 SGD for 5 nights

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

$2,344 SGD for 5 nights

4.85 out of 5 average rating, 82 reviews

Top guest favourite

Cottage in Petersham

Cider House Cottage

1 bedroom, 1 queen bed, 1 bathroom

24–29 Aug

$1,169 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 254 reviews

Superhost

Home in Spencer

Contemporary Lakeside Retreat

2 bedrooms, 3 beds, 1 bathroom

14–19 Sept

$2,260 SGD for 5 nights

4.77 out of 5 average rating, 184 reviews

Superhost

Room in Spencer

Private room and bath in quiet home

1 queen bed, 1 bathroom

10–15 Aug

$454 SGD for 5 nights

4.93 out of 5 average rating, 46 reviews

Guest favourite

Guest house in Worcester

Carriage house apartment

1 bedroom, 2 beds, 1 bathroom

9–14 Aug

$934 SGD for 5 nights

Free cancellation

4.82 out of 5 average rating, 329 reviews

Guest favourite

Home in West Brookfield

Sun-Dappled Retreat - Walk to Wickaboag Lake!

2 bedrooms, 4 beds, 2.5 bathrooms

18–23 Aug

$2,338 SGD for 5 nights

4.93 out of 5 average rating, 45 reviews

Home in Leominster

Freshly Renovated Central Mass Getaway

2 bedrooms, 4 beds, 1 bathroom

10–15 Aug

$1,484 SGD for 5 nights

Free cancellation

New place to stay

Top guest favourite

Room in Belchertown

The Lacey Rose - A Victorian Suite

1 king bed, 1.5 bathrooms

10–15 Aug

$1,436 SGD for 5 nights

5.0 out of 5 average rating, 257 reviews

Cabin in Wilbraham

4BR Lakefront Cabin with Private Dock & Beach

4 bedrooms, 4 beds, 1 bathroom

10–15 Aug

$1,683 SGD for 5 nights

New place to stay

Guest favourite

Room in Worcester

Comfy double room with office private bathroom WA

2 beds, 1 bathroom

8–13 Aug

$574 SGD for 5 nights

4.9 out of 5 average rating, 21 reviews

Top guest favourite

Cottage in Westminster

Cottage @ Partridge Pond

3 bedrooms, 4 beds, 1.5 bathrooms

30 Sept – 5 Oct

$2,390 SGD for 5 nights

4.99 out of 5 average rating, 90 reviews

Top guest favourite

Room in Princeton

East Princeton Getaway - in historic home

2 beds, 1 bathroom

8–13 Aug

$713 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 85 reviews

Guest favourite

Guest house in Gardner

Eagleview Guesthouse

2 bedrooms, 2 queen beds, 1 bathroom

3–8 Aug

$1,301 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favourite

Guest suite in Worcester

Modern 2 Bedroom Basement Suite

2 bedrooms, 4 beds, 1 bathroom

3–8 Aug

$1,172 SGD for 5 nights

4.87 out of 5 average rating, 158 reviews

Guest favourite

Cottage in Gardner

Otter's Paradise

2 bedrooms, 2 beds, 1 bathroom

16–21 Aug

$1,776 SGD for 5 nights

4.89 out of 5 average rating, 36 reviews

Guest favourite

Home in Worcester

Velocity Residence

4 bedrooms, 4 beds, 2 bathrooms

16–21 Aug

$1,827 SGD for 5 nights

4.85 out of 5 average rating, 27 reviews