Pittsfield Vacation Rentals

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Check prices for these dates

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

Vacation Rentals in Pittsfield

Smart TV, fireplace
Eagle's Peak Cozy Cabin
Eagle's Peak Cozy Cabin
8.4 out of 10, Very Good, (13)
"the property is awsome the cabin very comfortable! Host were very responsive! Cant wait to go back family plans to book again soon"
The price is ￥5,465
￥21,080 total
includes taxes & fees
Oct 26 - Oct 27
Eagle's Peak Cozy Cabin
Fridge, microwave, oven, stovetop
Eagle's Peak Cottage
Eagle's Peak Cottage
8.8 out of 10, Excellent, (19)
"We had a great time and will be back again! "
The price is ￥8,198
￥24,114 total
includes taxes & fees
Oct 22 - Oct 23
Eagle's Peak Cottage
Fridge, microwave, oven, stovetop
Spacious 2 bedroom apartment
Spacious 2 bedroom apartment
8.0 out of 10, Very Good, (3)
"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. "
The price is ￥12,618
￥28,179 total
includes taxes & fees
Nov 2 - Nov 3
Spacious 2 bedroom apartment
Private kitchen
Charming 2-bedroom apartment in peaceful Warren with AC
Charming 2-bedroom apartment in peaceful Warren with AC
9.2 out of 10, Wonderful, (5)
The price is ￥12,980
￥17,627 total
includes taxes & fees
Oct 20 - Oct 21
Charming 2-bedroom apartment in peaceful Warren with AC
Exterior
Firefly Suite
Firefly Suite
9.6 out of 10, Exceptional, (10)
"Unique place - really big, clean and quite. Owner was really responsive to a couple minor issues we had. The only minus was it's on the 3rd floor but that's more of an us issue."
The price is ￥17,458
￥22,597 total
includes taxes & fees
Oct 19 - Oct 20
Firefly Suite
Fridge, microwave, oven, stovetop
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Cozy 2 Bedroom Canal Front Cottage With Private Dock
9.8 out of 10, Exceptional, (46)
"We had a great stay in this cute little house. The host was great thank you"
The price is ￥13,526
￥36,556 total
includes taxes & fees
Oct 20 - Oct 21
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Exterior
Hickory Creek Haven-Creekside Log Cabin-Allegheny National Forest Pet Friendly!
Hickory Creek Haven-Creekside Log Cabin-Allegheny National Forest Pet Friendly!
10.0 out of 10, Exceptional, (27)
"Had a wonderful time as always. Great place, great location "
The price is ￥12,433
￥30,500 total
includes taxes & fees
Oct 19 - Oct 20
Hickory Creek Haven-Creekside Log Cabin-Allegheny National Forest Pet Friendly!
Terrace/patio
{LUXE Lil Tio} Downtown Retreat - 5 Min Walk To River Access w/ Firepit & Grill
{LUXE Lil Tio} Downtown Retreat - 5 Min Walk To River Access w/ Firepit & Grill
2.0 star property
10.0 out of 10, Exceptional, (14)
"Cute little place with all the amenities!"
The price is ￥10,894
￥27,950 total
includes taxes & fees
Nov 11 - Nov 12
{LUXE Lil Tio} Downtown Retreat - 5 Min Walk To River Access w/ Firepit & Grill
Fridge, microwave, oven, stovetop
Allegheny River House
Allegheny River House
9.2 out of 10, Wonderful, (9)
"We were very pleased with r stay. Communication was good on check in and the place was clean and cozy! "
The price is ￥10,247
￥24,704 total
includes taxes & fees
Oct 16 - Oct 17
Allegheny River House
Exterior
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
10.0 out of 10, Exceptional, (13)
"The cabin was clean and beautiful "
The price is ￥19,735
￥31,022 total
includes taxes & fees
Oct 19 - Oct 20
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
Dining
Sleeps 4 Fully Equipped Apartment Near Golf Courses
Sleeps 4 Fully Equipped Apartment Near Golf Courses
9.0 out of 10, Wonderful, (6)
"This was the perfect place to stay! It was easy to find and Holly was super pleasant and responded super quickly with any questions we had! :)"
The price is ￥11,993
￥23,461 total
includes taxes & fees
Oct 16 - Oct 17
Sleeps 4 Fully Equipped Apartment Near Golf Courses
Exterior
Charming 3-bedroom cottage in Russell with AC, WiFi. Enjoy your stay
Charming 3-bedroom cottage in Russell with AC, WiFi. Enjoy your stay
10.0 out of 10, Exceptional, (5)
"We stayed at this property while our son was attending his first Boy Scout camp and Camp Olmsted which was about 25 min away. We had a relaxing weekend away and did some hiking on Rimrock Overlook trail in the Allegheny National forest and went to see Kinzua Dam. Both were only a short distance from the property. Much enjoyed! "
The price is ￥23,910
￥52,233 total
includes taxes & fees
Oct 24 - Oct 25
Charming 3-bedroom cottage in Russell with AC, WiFi. Enjoy your stay
Smart TV, fireplace, books
The Refined Retreat
The Refined Retreat
10.0 out of 10, Exceptional, (10)
"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 ￥16,578
￥45,495 total
includes taxes & fees
Oct 19 - Oct 20
The Refined Retreat
Property grounds
Yogi Suites #1 Charming 2-beds in Jamestown Chautauqua Lake AC WiFi SPA Shower
Yogi Suites #1 Charming 2-beds in Jamestown Chautauqua Lake AC WiFi SPA Shower
2.5 star property
7.0 out of 10, Good, (2)
"Overall a positive experience, except regarding the TV. We could not access local tv stations and when I repeatedly asked the owner how to if possible rectify this situation he never responded"
The price is ￥12,415
￥24,321 total
includes taxes & fees
Oct 28 - Oct 29
Yogi Suites #1 Charming 2-beds in Jamestown Chautauqua Lake AC WiFi SPA Shower
Game room
Stowaway Suites on the Avenue: Mt Laurel Suite
Stowaway Suites on the Avenue: Mt Laurel Suite
8.8 out of 10, Excellent, (10)
"Great place, nice to be in downtown."
The price is ￥17,458
￥22,597 total
includes taxes & fees
Oct 16 - Oct 17
Stowaway Suites on the Avenue: Mt Laurel Suite
Property grounds
Rustic 3 bedroom cabin #2 at Deep woods
Rustic 3 bedroom cabin #2 at Deep woods
10.0 out of 10, Exceptional, (11)
"My friends and I stayed her for a golf outing of a golf course that was 5 miles away. We all had a wonderful time. The cabin is near by other cabins but tucked away for privacy. The property manager was prompt in answering all my questions and giving us the information we needed, no stress at all. The golf course was great too!"
The price is ￥20,494
￥39,731 total
includes taxes & fees
Oct 16 - Oct 17
Rustic 3 bedroom cabin #2 at Deep woods
Fridge, microwave, oven, stovetop
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
10.0 out of 10, Exceptional, (21)
"Second time staying here, great little spot in Warren. "
The price is ￥14,422
￥30,341 total
includes taxes & fees
Oct 21 - Oct 22
Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail
Interior
Allegheny Suite
Allegheny Suite
9.8 out of 10, Exceptional, (27)
"Great location close to the restaurants. Fully stocked with linens, snacks and coffee. Worked out great for are trip. "
The price is ￥17,458
￥22,597 total
includes taxes & fees
Oct 19 - Oct 20
Allegheny Suite
Exterior
Riverfront Cabin ★ Views ★ Quiet ★ Fishing ★ Kayak
Riverfront Cabin ★ Views ★ Quiet ★ Fishing ★ Kayak
9.8 out of 10, Exceptional, (40)
"Ideal setting for relaxation and decompression! We loved sitting by the river just spending time together and enjoying the fire pit. We had everything we needed for a simple restful getaway! "
The price is ￥22,772
￥39,732 total
includes taxes & fees
Nov 4 - Nov 5
Riverfront Cabin ★ Views ★ Quiet ★ Fishing ★ Kayak
Property grounds
Sun and Snow Escape: Ski/Golf Condo in Peek'n Peak
Sun and Snow Escape: Ski/Golf Condo in Peek'n Peak
9.6 out of 10, Exceptional, (10)
"The place was nice and clean and welcoming. "
The price is ￥34,157
￥64,349 total
includes taxes & fees
Nov 3 - Nov 4
Sun and Snow Escape: Ski/Golf Condo in Peek'n Peak
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

10/10 Excellent
"Good place to stay"
GEISHA CLARE 1-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Jamestown

Find out more about Pittsfield

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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 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?

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

What can I see and do in Pittsfield?

While you're exploring the area, Allegheny River and Ashville Bay are a couple of picturesque spots to get outside and enjoy nature. While here, Cornplanter State Forest and Anders Run Natural Area 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.