Default HTG hotel image

Search and Rent Pittsfield Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pittsfield condo rentals

A spacious living room with a wooden dining table, a sofa, and a staircase with a carpeted handrail.

1. Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
Clymer
9.8 out of 10, Exceptional, (91 reviews)
"We had a great stay! Perfect condo for a weekend getaway. "
United States
Devin B.
$349 nightly
The price is $394
Sep 6 - Sep 7
Total with taxes and fees
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
A hotel room with two single beds, nightstands with lamps, and a wall with a motivational quote.

2. Fall for the Colors, Stay for the Festivals and Fairways. One night stay option!

Fall for the Colors, Stay for the Festivals and Fairways. One night stay option!
Clymer
$314 nightly
The price is $355
Sep 6 - Sep 7
Total with taxes and fees
Fall for the Colors, Stay for the Festivals and Fairways. One night stay option!
A stone building with a wooden staircase leading to a door. There are potted plants with pink flowers on either side of the entrance.

3. Roomy Beautiful Golf/Ski Condo

Roomy Beautiful Golf/Ski Condo
Clymer
10.0 out of 10, Exceptional, (23 reviews)
"This was the perfect house for our extended family ski trip. The location is great. The hosts were responsive. "
United States
Jennifer B.
$614 nightly
The price is $649
Sep 7 - Sep 8
Total with taxes and fees
Roomy Beautiful Golf/Ski Condo
A two-story house with a balcony, a porch, and a front door.

4. The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!

The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
Chautauqua
$654 nightly
The price is $707
Sep 6 - Sep 7
Total with taxes and fees
The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown

10/10 Excellent
"The late night staff was helpful and for a small town that was very dead and empty he still pointed us out to a couple good places to get a hamburger at 11 o’clock at night. He also recommended a restaurant called. The labyrinth which is probably the one ofmost interesting restaurants I’ve ever been to in my life. A literal oasis in a dead town."
Robert 1-night trip
Posted 6 hours ago
La Quinta Inn & Suites by Wyndham Jamestown

Find out more about Pittsfield

Pittsfield Condo Rentals information

Number of reviews
114
Accommodation
45 Condo Rentals
Lowest Price
$355
Highest Price
$707

Explore a world of travel with Expedia