Search Cabin Rentals in Pittsfield
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 37 Cabin Rentals in Pittsfield with updated reviews, rates, and availability.

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (211)

Charming 3-bedroom Cabin for nature lovers
Charming 3-bedroom Cabin for nature lovers
The price is AED 423
AED 916 total
includes taxes & fees
16 Apr - 17 Apr

Bear Creek Cabin
Bear Creek Cabin
9.8 out of 10, Exceptional, (27)
The price is AED 1,469
AED 2,199 total
includes taxes & fees
17 Mar - 18 Mar

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (24)

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.8 out of 10, Exceptional, (11)

Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
Lake Cabin sits Directly on Crooked Lake- Scenic Views Galore !
10.0 out of 10, Exceptional, (8)
The price is AED 735
AED 1,120 total
includes taxes & fees
18 Mar - 19 Mar

Modern Cabin Near Tanglewood
Modern Cabin Near Tanglewood
10.0 out of 10, Exceptional, (8)

Ideal location for summer and winter activities with plenty of outdoor space.
Ideal location for summer and winter activities with plenty of outdoor space.
9.6 out of 10, Exceptional, (70)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
9.8 out of 10, Exceptional, (139)

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is AED 2,196
AED 3,898 total
includes taxes & fees
18 Mar - 19 Mar

Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
10.0 out of 10, Exceptional, (56)
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.
Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels

The Williams Inn
5/5 Excellent
"Quality, tasteful decor and coffee/water station om each floor. Sitting/reading/game areas are very homey and super comfortable. Adding a self service microwave on each floor would be thoughtful. "
A verified traveler stayed at The Williams Inn
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Pittsfield
- Vacation Homes in Pittsfield
- Apartments in Pittsfield
- Cottages in Pittsfield
- Condo Rentals in Pittsfield
- Resorts in Pittsfield
- Motels in Pittsfield
- Farmstay in Pittsfield
- B&B in Pittsfield
- Aparthotels in Pittsfield
- Guest Houses in Pittsfield
- Chalets in Pittsfield
- Inns in Pittsfield
- Condo Resorts in Pittsfield
- Lodges in Pittsfield
- Villas in Pittsfield
- Country Houses in Pittsfield
- Hotels