Pittsfield house rentals
We found 34 house rentals — enter your dates for availability
Explore Pittsfield house rentals
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Sleeps 24 · 7 bedrooms · 5 bathrooms
Lakeside Lodge of LEGENDS; A Wilderness Wanderer’s Wonderland
Sleeps 8 · 3 bedrooms · 2 bathrooms
Stay Steps from Pine Lake | Family Cabin & Scenic Grounds | Pool & Kid's Area
Sleeps 6 · 2 bedrooms · 1 bathroom
Charming 2-bedroom barnloft on hobby farm in Pleasant Hill pittsfield area
Sleeps 7 · 2 bedrooms · 1 bathroom
Family-friendly and perfect for large groups and family reunions
Sleeps 40 · 8 bedrooms · 6 bathrooms
Pine Lakes Adventure Stay | Waterpark, Fishing & Lakefront Fun | Lake Views
Sleeps 5 · 1 bedroom · 1 bathroom
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More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value