Find Vacation Rentals in Pittsfield

We have 71 properties to choose from
Anytime
1 guest
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1 guest

Popular Pittsfield Vacation Rentals

Find the perfect Pittsfield vacation rental

Accommodation Pittsfield
from $184 per night
Accommodation ∙ 4 guests ∙ 1 bedroom
4.6
Excellent(216 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
HomeToGo
Details
Accommodation Pittsfield
from $180 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(216 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
HomeToGo
Details
Accommodation Pittsfield
from $158 per night
Accommodation ∙ 4 guests ∙ 1 bedroom
4.6
Excellent(216 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
HomeToGo
Details
Motel Pittsfield
from $69 per night
Motel ∙ 127 guests ∙ 1 bedroom
Pittsfield, Pittsfield Township, Illinois, United States
Agoda
Details
Farmhouse Pittsfield
from $188 per night
Farmhouse ∙ 9 guests ∙ 4 bedrooms
Pittsfield, Pittsfield Township, Illinois, United States
Vrbo
Details
House Pittsfield
from $1,212 per night
House ∙ 25 guests ∙ 7 bedrooms
4.9
Outstanding(81 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Vrbo
Details
Lodge Pittsfield
from $318 per night
Lodge ∙ 8 guests ∙ 3 bedrooms
Pittsfield, Pittsfield Township, Illinois, United States
Vrbo
Details
Apartment Pittsfield
from $82 per night
Apartment ∙ 6 guests ∙ 1 bedroom
5.0
Outstanding(33 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Vrbo
Details
Accommodation Pittsfield
from $162 per night
Accommodation ∙ 4 guests ∙ 1 bedroom
4.6
Excellent(216 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
HomeToGo
Details
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Pet-Friendly Homes and Apartments

Accommodation  Pittsfield
from $222 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(216 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Pet-friendly
HomeToGo
Details
Motel  Pittsfield
from $69 per night
Motel ∙ 127 guests ∙ 1 bedroom
Pittsfield, Pittsfield Township, Illinois, United States
Pet-friendly
Agoda
Details
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Vacation rentals and apartments with air conditioning

Accommodation  Pittsfield
from $175 per night
Accommodation ∙ 2 guests ∙ 1 bedroom
4.6
Excellent(216 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Air conditioning
HomeToGo
Details
Cabin  Pittsfield
from $242 per night
Cabin ∙ 8 guests ∙ 3 bedrooms
Pittsfield, Pittsfield Township, Illinois, United States
Air conditioning
Vrbo
Details
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Recommended Rentals With Pools

House  Pittsfield
from $2,658 per night
House ∙ 25 guests ∙ 7 bedrooms
Pittsfield, Pittsfield Township, Illinois, United States
Pool
Vio.com
Details
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Frequently Asked Questions

What is the average price per night for accommodation in Pittsfield?

Accommodation in Pittsfield cost from $68 per night.

How many vacation rentals are available in Pittsfield?

Tripping.com offers great selection on vacation rentals with 71 offers currently available in Pittsfield.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Pittsfield

Looking for a vacation rental in Pittsfield? Tripping.com has 200 vacation rental homes available in Pittsfield. You'll find 4 studios, 149 1-bedroom, 18 2-bedroom and 29 rentals with 3 or more bedrooms ranging from $29 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Pittsfield is $118 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Pittsfield home is $25. Wondering if you can bring your dog or cat along with you? There are 83 pet-friendly vacation rentals available in Pittsfield. In addition to accommodating pets, Pittsfield rentals offer a variety of amenities. In particular, 139 rentals have Internet and WiFi, 127 have TV and/or cable and 57 have a pool or hot tub. Search properties from 6 vacation rental sites in Pittsfield where the top providers in that area are Booking.com, HomeAway, and HRS Holidays. There are 50 Booking.com rentals, 49 HomeAway short term rentals and 44 HRS Holidays vacation rentals.

Popular Day Trips Near Pittsfield

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