Holiday Rentals in Pittsfield
Find the holiday rentals that appeal to you the most
Holiday Rentals for every style
Find the right holiday rental for you in Pittsfield
The best holiday rentals in Pittsfield
Check out our pick of great holiday rentals in Pittsfield
- Scored out of 10, guest rating 9.1Superb - What previous guests thought, 559 reviewsFromUS$1391 night, 2 adults
- Scored out of 10, guest rating 9.0Superb - What previous guests thought, 20 reviewsFromUS$1051 night, 2 adults
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 9 reviewsFromUS$3981 night, 2 adults
- Scored out of 10, guest rating 9.0Superb - What previous guests thought, 19 reviewsFromUS$1001 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 22 reviewsFromUS$1001 night, 2 adults
- Scored out of 10, guest rating 9.0Superb - What previous guests thought, 27 reviewsFromUS$1581 night, 2 adults
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 88 reviewsFromUS$1361 night, 2 adults
- Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 11 reviewsFromUS$2151 night, 2 adults
- Scored out of 10, guest rating 9.4Superb - What previous guests thought, 63 reviewsFromUS$1591 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 13 reviewsFromUS$3691 night, 2 adults
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 44 reviewsFromUS$2081 night, 2 adults
- Scored out of 10, guest rating 8.6Fabulous - What previous guests thought, 1,473 reviewsFromUS$1181 night, 2 adults
- Scored out of 10, guest rating 8.1Very good - What previous guests thought, 494 reviewsFromUS$1831 night, 2 adults
- Scored out of 10, guest rating 8.0Very good - What previous guests thought, 140 reviewsFromUS$2541 night, 2 adults
- Scored out of 10, guest rating 8.6Fabulous - What previous guests thought, 11 reviewsFromUS$2511 night, 2 adults
- Scored out of 10, guest rating 8.3Very good - What previous guests thought, 15 reviewsFromUS$1561 night, 2 adults
- Scored out of 10, guest rating 8.2Very good - What previous guests thought, 18 reviewsFromUS$1051 night, 2 adults
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 17 reviewsFromUS$2091 night, 2 adults
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 36 reviewsFromUS$2501 night, 2 adults
- Scored out of 10, guest rating 7.7Good - What previous guests thought, 6 reviewsFromUS$1051 night, 2 adults
Most booked holiday rentals in Pittsfield and surroundings in the past month
Popular with guests booking holiday rentals in Pittsfield
Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 3 reviewsPopular with guests booking holiday rentals in Pittsfield
Popular with guests booking holiday rentals in Pittsfield
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 1 reviewPopular with guests booking holiday rentals in Lenox
Scored out of 10, guest rating 9.1Superb - What previous guests thought, 559 reviewsPopular with guests booking holiday rentals in Lanesborough
Popular with guests booking holiday rentals in Lenox
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 3 reviewsPopular with guests booking holiday rentals in Lenox
Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviews
