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Vacation rentals in Pittsfield

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Top-rated vacation rentals in Pittsfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire vacation home
  2. Pittsfield
Cute 2-bedroom apartment above healthy market/gym

This unique space is close to everything, making it easy to plan your visit. Walking distance to restaurants and local bars. Below is a health food/products market and a fully functional free weights gym.

$86 per night
  1. Entire guest suite
  2. Pittsfield
Florence Guest House--Loft Unit

Upper Loft Unit is the top floor of the guest house. With it's own entrance & deck area, No Interaction (if desired) from the lower unit is possible. Loft Supplies: Living room/kitchen area, private bathroom, large bedroom with 2 twins/1 full bed (Fitted Bed spreads). Deck with an amazing view of the area. Guests DO HAVE FULL USE of the large yard. Guest House Has: Parking area, two Illinois river lots, charcoal grill, screened in porch. ALL linens, towels, Bed sheets!!

$36 per night
  1. Entire home
  2. Pittsfield
Florence Guest House

This 1,200 square foot unit is a 171 year old building that Abe Lincoln stayed in before becoming President. Central A/C, Forced air heat, Two decks (one overlooking the Illinois River), burn pit in yard, outside grill, fully equipped kitchen, Fitted Bed Spreads, Sheets, unattached screened in porch, ample parking, on two private lots, additional upper unit available, access to the Illinois River/ boat ramp near & tie up on Our Two Private Lots, Quiet/Serene atmosphere, privacy is Our Goal!!!

$45 per night

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Sugar Shack, a retro studio apartment
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  1. Airbnb
  2. United States
  3. Illinois
  4. Pike County
  5. Pittsfield