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Pittsfield Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Pittsfield holiday rentals

TV

Allegheny River House

Allegheny River House
Tidioute
9.2 out of 10, Wonderful, (15 reviews)
"Wonderful view, pet friendly area, peaceful setting. Host communication was excellent in correcting some check in difficulties."
United States
Cindy I.
The price is HK$529
HK$1,276 total
includes taxes & fees
26 Jul - 27 Jul
Allegheny River House
Exterior

Charming 2-bedroom apartment in peaceful Warren with AC

Charming 2-bedroom apartment in peaceful Warren with AC
Warren
9.8 out of 10, Exceptional, (22 reviews)
"Amazing place. Massive and clean. Excellent communication with the host and easy check-in and parking."
Canada
Michael
The price is HK$797
HK$1,051 total
includes taxes & fees
30 Jul - 31 Jul
Charming 2-bedroom apartment in peaceful Warren with AC
Exterior

Firefly Suite

Firefly Suite
Warren
9.8 out of 10, Exceptional, (18 reviews)
"Corporate retreat next door in Irvine and this place worked out great. Easy walking access to restaurants, bars, grocery stores in Warren. Check in was a breeze, apartment was clean, will do again on next stay in the area!"
United States
Colby H.
The price is HK$902
HK$1,167 total
includes taxes & fees
22 Jul - 23 Jul
Firefly Suite
Smart TV

Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail

Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail
Warren
10.0 out of 10, Exceptional, (25 reviews)
The price is HK$745
HK$1,567 total
includes taxes & fees
22 Jul - 23 Jul
Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail
1 bedroom, iron/ironing board, free WiFi, bed sheets

Sleeps 5 Fully Equipped Apartment Near Golf Courses

Sleeps 5 Fully Equipped Apartment Near Golf Courses
Corry
9.4 out of 10, Exceptional, (28 reviews)
The price is HK$706
HK$1,309 total
includes taxes & fees
3 Aug - 4 Aug
Sleeps 5 Fully Equipped Apartment Near Golf Courses
Smart TV

Homestead Suite

Homestead Suite
Warren
10.0 out of 10, Exceptional, (1 review)
"The owners were very responsive, clean, comfortable, and exactly as shown. Would stay there again."
United States
julia o.
The price is HK$902
HK$1,167 total
includes taxes & fees
22 Jul - 23 Jul
Homestead Suite
Smart TV

Stowaway Suites on the Avenue: Mt Laurel Suite

Stowaway Suites on the Avenue: Mt Laurel Suite
Warren
9.2 out of 10, Wonderful, (13 reviews)
"Great place, nice to be in downtown."
United States
James R.
The price is HK$902
HK$1,167 total
includes taxes & fees
22 Jul - 23 Jul
Stowaway Suites on the Avenue: Mt Laurel Suite
Coffee/tea maker, fridge, microwave, oven

Spacious 2 bedroom apartment

Spacious 2 bedroom apartment
Warren
8.8 out of 10, Excellent, (5 reviews)
"Easy check in process. Owner was very helpful and responsive. Location was clean and ready for my stay. Apartment was located in a great location. Easy walk to downtown Warren. "
United States
John S.
The price is HK$706
HK$1,532 total
includes taxes & fees
27 Jul - 28 Jul
Spacious 2 bedroom apartment
Coffee/tea maker, fridge, microwave, oven

Lovely King Ensuite bungalow

Lovely King Ensuite bungalow
Clarendon
10.0 out of 10, Exceptional, (5 reviews)
"Check in was easy and simple. The host was quick to respond and answered my questions. It was a beautiful but homey stay. Quiet neighborhood."
United States
Jess M.
The price is HK$720
HK$1,305 total
includes taxes & fees
4 Aug - 5 Aug
Lovely King Ensuite bungalow
3 bedrooms, WiFi

Allegheny Suite

Allegheny Suite
Warren
9.8 out of 10, Exceptional, (32 reviews)
"Very comfortable. Would stay here again."
United States
Katherine R.
The price is HK$902
HK$1,167 total
includes taxes & fees
22 Jul - 23 Jul
Allegheny Suite
Smart TV, fireplace, books

River view getaway

River view getaway
Warren
9.8 out of 10, Exceptional, (49 reviews)
"It was a great place to stay!"
United States
Lindsey F.
The price is HK$1,155
HK$2,123 total
includes taxes & fees
22 Jul - 23 Jul
River view getaway
1 bedroom, free WiFi, bed sheets

Eagle's Peak Cozy Cabin

Eagle's Peak Cozy Cabin
Pleasantville
8.6 out of 10, Excellent, (24 reviews)
"Cute cabin would stay again"
United States
Angee K.
The price is HK$423
HK$1,245 total
includes taxes & fees
28 Jul - 29 Jul
Eagle's Peak Cozy Cabin
TV

Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes

Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes
Warren
9.6 out of 10, Exceptional, (4 reviews)
"I did not stay there but my employees liked it"
United States
Bill S.
The price is HK$855
HK$3,055 total
includes taxes & fees
10 Aug - 11 Aug
Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes
Coffee/tea maker, fridge, microwave, oven

Eagle's Peak Cottage

Eagle's Peak Cottage
Pleasantville
9.2 out of 10, Wonderful, (33 reviews)
"The place was clean and comfortable. It was exactly what we were looking for and we intend to stay there again. "
United States
JAMES G.
The price is HK$470
HK$1,298 total
includes taxes & fees
5 Aug - 6 Aug
Eagle's Peak Cottage
Outdoor dining

Charming 1-bedroom apartment in fantastic Warren with AC

Charming 1-bedroom apartment in fantastic Warren with AC
Warren
7.4 out of 10, Good, (3 reviews)
"The apartment was wonderful. Very clean and convenient "
United States
Maura W.
The price is HK$748
HK$1,214 total
includes taxes & fees
22 Jul - 23 Jul
Charming 1-bedroom apartment in fantastic Warren with AC
Exterior detail

Stay in our immaculate newly remodeled and cozy home in Old Order Amish country

Stay in our immaculate newly remodeled and cozy home in Old Order Amish country
Spartansburg
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$847
HK$1,324 total
includes taxes & fees
29 Jul - 30 Jul
Stay in our immaculate newly remodeled and cozy home in Old Order Amish country
Coffee/tea maker, fridge, microwave, oven

Executive Apartment 1 Bedroom Excellent Location

Executive Apartment 1 Bedroom Excellent Location
Corry
9.4 out of 10, Exceptional, (16 reviews)
"So convenient and huge! Had everything we needed! Loved the keyless entry!"
United States
Nancy A.
The price is HK$737
HK$1,345 total
includes taxes & fees
9 Aug - 10 Aug
Executive Apartment 1 Bedroom Excellent Location
1 bedroom, bed sheets

Tranquil 1-bedroom cabin with AC in charming Warren

Tranquil 1-bedroom cabin with AC in charming Warren
Warren
The price is HK$1,019
HK$1,298 total
includes taxes & fees
22 Jul - 23 Jul
Tranquil 1-bedroom cabin with AC in charming Warren
Dining

Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA

Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
Tionesta
10.0 out of 10, Exceptional, (23 reviews)
"The cabin was clean and beautiful "
United States
Lisa
The price is HK$1,176
HK$1,776 total
includes taxes & fees
17 Aug - 18 Aug
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
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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Top Pittsfield Hotel Reviews

Clarion Pointe Jamestown - Falconer

Clarion Pointe Jamestown - Falconer

10/10 Excellent
"Great place to stay in Jamestown, very close to all the attractions and restaurants. The rooms are very well maintained. The lobby is very pretty., and the breakfast gives you cereal, bagels, hard-boiled eggs, yogurt, and of course, waffles. The only thing missing was some kind of sweet rolls, danish or muffins.. The staff was very hard-working and although we were told we would not have daily housekeeping., even though we were there for three nights this was not true housekeeping did come in and take care of our room, which was a nice surprise. Definitely would stay there again.."
Rosemary 3-night trip
Posted 7 hours ago
Clarion Pointe Jamestown - Falconer

Find out more about Pittsfield

Search for holiday rentals in Pittsfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Pittsfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Pittsfield!

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?

Secluded Chautauqua Lake House, private dock & beach, short stroll to town!: This holiday home rental outside of Pittsfield is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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.