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Search results; 92 homes in Pittsfield

Top guest favourite

Home in Pittsfield

Florence Guest House

3 bedrooms, 5 beds, 2 private bathrooms

8–13 Jul

$533 SGD for 5 nights

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4.85 out of 5 average rating, 254 reviews

Guest favourite

Loft in Pittsfield

Historic Loft on Adams

1 bedroom, 1 bed, 1 bathroom

6–11 Jul

$509 SGD for 5 nights

4.9 out of 5 average rating, 94 reviews

Top guest favourite

Home in Pittsfield

Spacious whole house in Pittsfield!

3 bedrooms, 5 beds, 2 bathrooms

6–11 Jul

$1,151 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Guest favourite

Flat in Pittsfield

Dome View Loft

2 bedrooms, 2 beds, 1 bathroom

13–18 Jul

$855 SGD for 5 nights

4.75 out of 5 average rating, 12 reviews

Guest favourite

Home in Pittsfield Hill

Full Country Home Pittsfield, Illinois

2 bedrooms, 4 beds, 1 bathroom

19–24 Jul

$571 SGD for 5 nights

4.97 out of 5 average rating, 29 reviews

Guest favourite

Rooms in Pittsfield

Sloth Lodging (Upper Level)

3 bedrooms, 3 beds, 1 bathroom

6–11 Jul

$610 SGD for 5 nights

4.91 out of 5 average rating, 53 reviews

Guest favourite

Flat in Pittsfield

Pike County Haven: Retro Loft

1 bedroom, 2 beds, 1 bathroom

1–6 Sept

$670 SGD for 5 nights

5.0 out of 5 average rating, 21 reviews

Superhost

Home in Pittsfield

Newly remodeled home

2 bedrooms, 2 queen beds, 1 bathroom

6–11 Jul

$1,059 SGD for 5 nights

4.87 out of 5 average rating, 54 reviews

Hotel in Pittsfield

Charming Boutique Retreat | 2 Twins + Private Bath

1 bedroom, 2 single beds, 1.5 bathrooms

6–11 Jul

New place to stay

Hotel in Pittsfield

Boutique Queen Suite I Private Bath + Fast WiFi

1 bedroom, 1 bed, 1.5 bathrooms

16–21 Jul

New place to stay

Top guest favourite

Home in New Canton

Comfortable farm house in the country

1 bedroom, 2 beds, 1 bathroom

7–12 Jul

$711 SGD for 5 nights

4.91 out of 5 average rating, 11 reviews

Hotel in Pittsfield

Quiet Queen Suite | Boutique Comfort, Private Bath

1 bedroom, 1 bed, 1.5 bathrooms

6–11 Jul

New place to stay

Superhost

Cabin in Pittsfield

Cozy Country Cabin Perfect for Families & Retreats

5 bedrooms, 8 beds, 5 bathrooms

27 Jul – 1 Aug

$3,864 SGD for 5 nights

4.78 out of 5 average rating, 18 reviews

Guest favourite

Loft in Winchester

The Bike Flat

2 bedrooms, 5 beds, 1 bathroom

9–14 Aug

$769 SGD for 5 nights

4.93 out of 5 average rating, 174 reviews

Guest house in Pittsfield

Private Guesthouse Queen Bed Washer Dryer Kitchen

1 bathroom

12–17 Jul

$640 SGD for 5 nights

4.78 out of 5 average rating, 27 reviews

Top guest favourite

Home in Griggsville

Arrowhead Farmhouse, Spacious home, scenic views

3 bedrooms, 6 beds, 3 bathrooms

7–12 Jul

$1,957 SGD for 5 nights

4.91 out of 5 average rating, 102 reviews

Home in Mount Sterling

Idyllic Mt Sterling Retreat w/ Private Lake!

4 bedrooms, 13 beds, 2.5 bathrooms

18–23 Aug

$1,981 SGD for 5 nights

4.84 out of 5 average rating, 32 reviews

Nature lodge in Pleasant Hill

StageCoach Inn Hotel & Restaurant, Pike County, IL

3 bedrooms, 4 beds, 2 bathrooms

6–11 Jul

$817 SGD for 5 nights

4.8 out of 5 average rating, 5 reviews

Guest favourite

Home in Pittsfield

Modern Country Home Newly Remodeled

3 bedrooms, 8 beds, 2 bathrooms

11–16 Aug

$2,018 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews