Pittsfield Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Pittsfield

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

Griggsville IL

Located in Pittsfield, this vacation home is in a rural location, within a 10-minute drive of King Park and John Greene Shastid House.

Pool

Kitchen

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Bluffs IL

$202 nightly

$214 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in Bluffs, you'll be 17.8 mi (28.6 km) from King Park and 17.9 mi (28.8 km) from John Greene Shastid House.

Kitchen

Washer

The Yellow Rose Historic Home

Louisiana MO

$306 nightly

$314 total

Dec 9 - Dec 10

Total with taxes and fees

Located in Louisiana, this vacation home is a 1-minute drive from Mississippi River and 9 minutes from Clarksville State Game Refuge.

Country Retreat in the heart of Pike County Illinois

Nebo IL

With a stay at this vacation home in Nebo, you'll be 12.1 mi (19.5 km) from Clarksville State Game Refuge and 13.5 mi (21.7 km) from Pike County Historic Museum.

Kitchen

Washer

Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area

Pleasant Hill IL

$174 nightly

$184 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in Pleasant Hill, you'll be 7.4 mi (11.9 km) from Illini Community Hospital and 7.6 mi (12.2 km) from John Greene Shastid House.

EVERYTHING IS NEW! 3 bedrooms in the country, acreage available

Hamburg IL

With a stay at this vacation home in Hamburg, you'll be 8.8 mi (14.1 km) from Center for American Archeology Visitor s Center & Museum and 11.2 mi (18 km) from McCully Heritage Project.

Don't see what you're looking for?

See all available properties in Pittsfield

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.