Find Vacation Rentals in Pittsfield

We have 43 properties to choose from
Pittsfield
Anytime
Guests
Pittsfield
Anytime
Guests

Popular Pittsfield Vacation Rentals

Find the perfect Pittsfield vacation rental

Motel Pittsfield
$71 per night
Motel ∙ 127 guests ∙ 1 bedroom
Pittsfield, Pittsfield Township, Illinois, United States
Details
Agoda
Details
Details
Farmhouse Pittsfield
$188 per night
Farmhouse ∙ 9 guests ∙ 4 bedrooms
Pittsfield, Pittsfield Township, Illinois, United States
Details
Vrbo
Details
Details
House Pittsfield
$1,250 per night
House ∙ 25 guests ∙ 7 bedrooms
4.9
Outstanding (91 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Details
Vrbo
Details
Details
House Pittsfield
$160 per night
House ∙ 7 guests ∙ 2 bedrooms
4.9
Outstanding (31 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Details
Vrbo
Details
Details
Apartment Pittsfield
$79 per night
Apartment ∙ 6 guests ∙ 1 bedroom
5.0
Outstanding (33 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Details
Vrbo
Details
Details
House Pittsfield
$256 per night
House ∙ 10 guests ∙ 3 bedrooms
4.9
Outstanding (56 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Details
Vrbo
Details
Details
View more

Vacation Homes With Terraces

House Balcony/Patio Pittsfield
$165 per night
House ∙ 7 guests ∙ 2 bedrooms
4.8
"Excellent" (27 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Details
Vrbo
Details
Details
View more

Recommended Rentals With Pools

House Pool Pittsfield
$1,220 per night
House ∙ 25 guests ∙ 7 bedrooms
4.9
"Excellent" (52 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Details
Expedia
Details
Details
House Pool Pittsfield
$1,414 per night
House ∙ 25 guests ∙ 7 bedrooms
4.9
"Excellent" (76 ratings)
Pittsfield, Pittsfield Township, Illinois, United States
Details
Vrbo
Details
Details
View more

Frequently Asked Questions

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

Accommodation in Pittsfield cost from $70 per night.

How many vacation rentals are available in Pittsfield?

Tripping.com offers great selection on vacation rentals with 43 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

What are the trendiest neighborhoods Pittsfield?

image-tag