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Pittsfield Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Pittsfield vacation rentals

Interior

1. Charming Farmhouse on a working farm.

Charming Farmhouse on a working farm.
Pittsfield
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great and I enjoyed my stay."
United States
Justin S.
The price is SAR 389
SAR 573 total
includes taxes & fees
9 Aug - 10 Aug
Charming Farmhouse on a working farm.
Property grounds

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

Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
Bemus Point
10.0 out of 10, Exceptional, (36 reviews)
"Great place to stay!"
United States
RupczykNC U.
The price is SAR 1,234
SAR 2,442 total
includes taxes & fees
14 Aug - 15 Aug
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
TV

3. Allegheny River House

Allegheny River House
Tidioute
9.4 out of 10, Exceptional, (16 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 SAR 253
SAR 611 total
includes taxes & fees
16 Aug - 17 Aug
Allegheny River House
Coffee/tea maker, fridge, microwave, oven

4. Eagle's Peak Cottage

Eagle's Peak Cottage
Pleasantville
9.2 out of 10, Wonderful, (35 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 SAR 135
SAR 521 total
includes taxes & fees
11 Aug - 12 Aug
Eagle's Peak Cottage
Exterior

5. Charming 2-bedroom apartment in peaceful Warren with AC

Charming 2-bedroom apartment in peaceful Warren with AC
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Convenient to downtown. Comfortable accommodations. Plenty of amenities."
United States
Judith
The price is SAR 321
SAR 436 total
includes taxes & fees
10 Aug - 11 Aug
Charming 2-bedroom apartment in peaceful Warren with AC
Coffee/tea maker, fridge, microwave, oven

6. Lovely King Ensuite bungalow

Lovely King Ensuite bungalow
Clarendon
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend! Went with 2 young children and my wife. Had more than enough space for our needs and very well kept."
United States
Kenneth
The price is SAR 357
SAR 638 total
includes taxes & fees
1 Sep - 2 Sep
Lovely King Ensuite bungalow
Exterior

7. Firefly Suite

Firefly Suite
Warren
9.8 out of 10, Exceptional, (19 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 SAR 496
SAR 630 total
includes taxes & fees
11 Aug - 12 Aug
Firefly Suite
1 bedroom, WiFi (free), bed sheets

8. Eagle's Peak Cozy Cabin

Eagle's Peak Cozy Cabin
Pleasantville
8.8 out of 10, Excellent, (30 reviews)
"Perfect place to stay for everything I wanted to do, close proximity to Minister creek and the Allegheny National forest.Host is super nice and very responsive to all communication. Will definitely be staying again!"
United States
Donnie B.
The price is SAR 101
SAR 484 total
includes taxes & fees
13 Aug - 14 Aug
Eagle's Peak Cozy Cabin
Smart TV

9. 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, (26 reviews)
"This place was so nice to stay at and very clean. Quiet neighborhood with on street parking that was always close and available. We will definitely stay here again! "
United States
Eric S.
The price is SAR 357
SAR 746 total
includes taxes & fees
7 Sep - 8 Sep
Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail
Outdoor dining

10. Charming 1-bedroom apartment in fantastic Warren with AC

Charming 1-bedroom apartment in fantastic Warren with AC
Warren
8.4 out of 10, Very Good, (5 reviews)
"The apartment was wonderful. Very clean and convenient "
United States
Maura W.
The price is SAR 338
SAR 559 total
includes taxes & fees
18 Aug - 19 Aug
Charming 1-bedroom apartment in fantastic Warren with AC
Smart TV

11. 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 SAR 496
SAR 630 total
includes taxes & fees
10 Aug - 11 Aug
Stowaway Suites on the Avenue: Mt Laurel Suite
Smart TV

12. 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 SAR 496
SAR 630 total
includes taxes & fees
9 Aug - 10 Aug
Homestead Suite
Coffee/tea maker, fridge, microwave, oven

13. 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 SAR 338
SAR 726 total
includes taxes & fees
9 Aug - 10 Aug
Spacious 2 bedroom apartment
3 bedrooms, WiFi

14. Allegheny Suite

Allegheny Suite
Warren
9.6 out of 10, Exceptional, (33 reviews)
"Very comfortable. Would stay here again."
United States
Katherine R.
The price is SAR 496
SAR 630 total
includes taxes & fees
11 Aug - 12 Aug
Allegheny Suite
TV

15. 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, (5 reviews)
"House was beautiful and well maintained, very welcoming. The host was easy to communicate with and checked in to see if we needed anything or had any issues. Would absolutely book again in the future! "
United States
Jill M.
The price is SAR 409
SAR 1,463 total
includes taxes & fees
17 Aug - 18 Aug
Charming 3-Bedroom Vacation Retreat Near Historical Downtown & Nature Escapes
1 bedroom, bed sheets

16. Tranquil 1-bedroom cabin with AC in charming Warren

Tranquil 1-bedroom cabin with AC in charming Warren
Warren
10.0 out of 10, Exceptional, (1 review)
"Our stay was just what we needed. The cabin is Rustic in an off the beaten path location. No internet, very little cell service and no TV. It had everything we needed as far as the essentials go. The kitchen was a nice size and well equipped. The bathroom is as shown and the water was hot! The bedroom was quaint. My family (me, husband, mom & the dog) had a great stay and will be back again. It was pretty cool just to walk to the river which was "right" there. On a final note, our...
United States
Doreen D.
The price is SAR 488
SAR 621 total
includes taxes & fees
9 Aug - 10 Aug
Tranquil 1-bedroom cabin with AC in charming Warren
Smart TV, fireplace, books

17. River view getaway

River view getaway
Warren
9.8 out of 10, Exceptional, (50 reviews)
"It was a great place to stay!"
United States
Lindsey F.
The price is SAR 544
SAR 1,015 total
includes taxes & fees
1 Sep - 2 Sep
River view getaway
Exterior detail

18. 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)
"Amazing"
United States
Jensen M.
The price is SAR 433
SAR 664 total
includes taxes & fees
10 Aug - 11 Aug
Stay in our immaculate newly remodeled and cozy home in Old Order Amish country
Smart TV, fireplace, books

19. The Refined Retreat

The Refined Retreat
Celoron
9.8 out of 10, Exceptional, (21 reviews)
" wonderful place to stay "
United States
Christopher R.
The price is SAR 451
SAR 1,184 total
includes taxes & fees
10 Aug - 11 Aug
The Refined Retreat
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

La Quinta Inn & Suites by Wyndham Jamestown

La Quinta Inn & Suites by Wyndham Jamestown

8/10 Good
"MY DISLIKE WAS THE LIMITED PARKING"
CLAIR 3-night trip
Posted 13 hours ago
La Quinta Inn & Suites by Wyndham Jamestown

Frequently asked questions

Can I find vacation rentals in Pittsfield?

Yes, you can find vacation rentals close to the most popular local attractions in Pittsfield, or you can go with a more secluded option if you're looking for a relaxing stay.

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

Secluded Chautauqua Lake House, private dock & beach, short stroll to town!: This vacation home rental outside of Pittsfield is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation 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 vacation rentals like in Pittsfield?

Vacation rentals are private properties you can reserve for a couple days or more in Pittsfield. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.