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

The Yellow Rose Historic Home

Louisiana MO

$304 nightly

$329 total

Apr 28 - Apr 29

Total with taxes and fees

With a stay at this vacation home in Louisiana, you'll be a 1-minute drive from Mississippi River and 9 minutes from Clarksville State Game Refuge.

Kitchen

Washer

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

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

Pleasant Hill IL

$174 nightly

$184 total

Apr 28 - Apr 29

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.

Washer

Dryer

COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Bluffs IL

$199 nightly

$211 total

Apr 28 - Apr 29

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

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

Unique 3-bed, 4-bath Home in Charming Clarksville MO

Clarksville MO

With a stay at this vacation home in Clarksville, you'll be a 1-minute walk from Mississippi River and 6 minutes by foot from Clarksville Riverfront Park.

Kitchen

Washer

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.