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Search results; Over 1,000 homes in Chesterfield

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Cabin in Chesterfield

Loon Lodge Lakefront Cottage

4 bedrooms, 5 beds, 1 bathroom

1–6 Dec

$1,984 SGD for 5 nights

,

4.22 out of 5 average rating, 18 reviews

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Guest favourite

Home in Chesterfield

Governer's Brook Camp - 2 Bedroom

2 bedrooms, 3 beds, 1 bathroom

16–21 Oct

$964 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 147 reviews

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Guest favourite

Cottage in Chesterfield

Modern Luxury on the Lake

1 bedroom, 2 beds, 1 bathroom

1–6 Oct

$3,840 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

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Guest favourite

Tiny home in Chesterfield

Cozy Cottage on Spofford Lake

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$928 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

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Top guest favourite

Home in Chesterfield

Charming Country Home

2 bedrooms, 3 beds, 2 bathrooms

3–8 Oct

$1,389 SGD for 5 nights

4.98 out of 5 average rating, 318 reviews

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Guest favourite

Home in Chesterfield

Lakehouse Getaway

2 bedrooms, 6 beds, 1.5 bathrooms

1–6 Oct

$3,231 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

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Camper van/Motorhome in Chesterfield

Vintage Cruiser on Spofford Lake

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$607 SGD for 5 nights

Free cancellation

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Home in Chesterfield

Large Vacation Rental Nestled in 400 Acres

7 bedrooms, 14 single beds, 4 bathrooms

12–17 Oct

$7,680 SGD for 5 nights

Free cancellation

New place to stay

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Top guest favourite

Guest house in Chesterfield

House on a hill

1 bedroom, 1 bed, 1 bathroom

27 Oct – 1 Nov

$720 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 116 reviews

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Guest favourite

Tiny home in Chesterfield

Honeymoon Cottage at the Lake

1 bedroom, 2 beds, 1 bathroom

4–9 Oct

$1,044 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

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Superhost

Home in Chesterfield

Peaceful and Private Farmhouse Retreat

3 bedrooms, 4 beds, 2 bathrooms

21–26 Oct

$2,811 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

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Guest favourite

Cottage in Chesterfield

Cottage on Spofford Lake “Barn”

1 bedroom, 3 beds, 1 bathroom

1–6 Oct

$1,241 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

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Top guest favourite

Place to stay in Chesterfield

The Ultimate Romantic Getaway

1 bed, 1 bathroom

4–9 Oct

$1,312 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 67 reviews

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Guest favourite

Cottage in Chesterfield

Tiny Cottage on Spofford Lake

1 bedroom, 1 queen bed, 1 bathroom

2–7 Oct

$1,009 SGD for 5 nights

5.0 out of 5 average rating, 11 reviews

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Guest favourite

Home in Chesterfield

Beautiful Home near the sand at Spofford Lake!

2 bedrooms, 6 beds, 2 bathrooms

31 Oct – 7 Nov

$4,834 SGD for 7 nights

5.0 out of 5 average rating, 19 reviews

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Home in Westmoreland

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

3 bedrooms, 3 beds, 1 bathroom

1–6 Oct

$1,893 SGD for 5 nights

4.93 out of 5 average rating, 14 reviews

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Top guest favourite

Room in Chesterfield

Peaceful Poet’s Farm

1 queen bed, 1 bathroom

26–31 Oct

$628 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 43 reviews

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Guest favourite

Home in Dummerston

Farmhouse at Sweet Tree Farm

4 bedrooms, 6 beds, 3 bathrooms

13–18 Oct

$3,353 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 12 reviews

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Guest favourite

Guest house in Brattleboro

Casita by the Green: Quiet, Country, close to town

1 bedroom, 2 beds, 1 bathroom

1–6 Oct

$1,504 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 77 reviews