Pittsfield Holiday Rentals

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Holiday Rentals in Pittsfield

River view getaway

9.8 out of 10, Exceptional, (40)
"Comfortable, great location Everything we could ask for."
The price is AU$405
includes taxes & fees
27 July - 28 July
River view getaway

Eagle's Peak Cottage

8.4 out of 10, Very good, (9)
"Super cute cabin. Everything was clean and inviting. We would 100% stay here again. Great location, spacious indoor and deck with a beautiful view. "
The price is AU$271
includes taxes & fees
4 Aug - 5 Aug
Eagle's Peak Cottage

Lovely 2-bedroom house on the Allegheny River

10.0 out of 10, Exceptional, (1)
"Host was wonderful. She went out of her to make us comfortable. She even brought us flashlights just in case the power went out. Beds were comfortable loved the area. "
The price is AU$271
includes taxes & fees
16 July - 17 July
Lovely 2-bedroom house on the Allegheny River

Yogi Suites #1 Charming 2-beds in Jamestown Chautauqua Lake AC WiFi SPA Shower

2.5 star property
The price is AU$268
includes taxes & fees
16 July - 17 July
Yogi Suites #1 Charming 2-beds in Jamestown Chautauqua Lake AC WiFi SPA Shower

Quiet Country, One Level Home, Self Check-In, 10 min from Corry

10.0 out of 10, Exceptional, (3)
"Very clean. We really enjoyed the game room and upstairs balcony."
The price is AU$395
includes taxes & fees
29 July - 30 July
Quiet Country, One Level Home, Self Check-In, 10 min from Corry

The Refined Retreat

10.0 out of 10, Exceptional, (3)
"Cozy. beautiful home next to the lake on a quiet street. The host has thought of everything. Lots of extras! Host is very responsive and helpful. Will definitely book again."
The price is AU$469
includes taxes & fees
10 Aug - 11 Aug
The Refined Retreat

Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!

9.6 out of 10, Exceptional, (9)
"Great communication with the host and a good location that was quiet and relaxing."
The price is AU$543
includes taxes & fees
22 July - 23 July
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!

Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms

9.8 out of 10, Exceptional, (23)
"Had another great stay this year. Lori was a great host. House was clean and a great location! Looking forward to our next visit!"
The price is AU$983
includes taxes & fees
16 July - 17 July
Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms

Quaint historic home in the heart of Bemus Point Village- a stroll to the water!

10.0 out of 10, Exceptional, (19)
"Enjoyed our stay. Everything was as advertised. "
The price is AU$979
includes taxes & fees
3 Aug - 4 Aug
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!

LAKE VIEW. TWO MASTER BEDROOMS. PARKING. LOCATION!

The price is AU$794
includes taxes & fees
31 July - 1 Aug
LAKE VIEW. TWO MASTER BEDROOMS. PARKING. LOCATION!

Charming Resort in the Heart of Bemus Village on CHQ Lake

10.0 out of 10, Exceptional, (179)
"The Resort on Main was a great location for our group of five friends to get together and play games for a weekend!"
The price is AU$1,090
includes taxes & fees
22 July - 23 July
Charming Resort in the Heart of Bemus Village on CHQ Lake

Yogi Suites #2 Charming 2-beds in Jamestown Chautauqua Lake AC WiFi SPA Shower

6.8 out of 10, (6)
"We were looking for accomodations in Jamestown that wouldn't break the bank - and thats what we found. The property had everything we needed, and we were very comfortable. If we ever bring our dogs on a road trip up here, this is where we will stay! The check-in was smooth and easy, same when we left. We were a little surprised by the steep steps to get upstairs, but they were manageable. Overall, it was a good experience and a good value."
The price is AU$252
includes taxes & fees
1 Aug - 2 Aug
Yogi Suites #2 Charming 2-beds in Jamestown Chautauqua Lake AC WiFi SPA Shower
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.
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Frequently asked questions

Can I find holiday rentals in Pittsfield?

Yes, there are holiday rentals close to the most popular sights in Pittsfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pittsfield has to offer?

Eagle's Peak Cottage: This holiday home rental outside of Pittsfield offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

What can I see and do in Pittsfield?

While you're exploring the area, Warren County Historical Society and Allegheny River are a couple of picturesque spots to get outside and enjoy nature. While here, Anders Run Natural Area and Cornplanter State Forest are other places worth a visit.

What are holiday rentals like in Pittsfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittsfield. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for small groups.