Pittsfield Vacation Rentals

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Vacation Rentals in Pittsfield

Exterior
Riverfront Cabin ★ Views ★ Quiet ★ Fishing ★ Kayak

Cabin in Tidioute

10.0 out of 10, Exceptional, (43)
"Very nice place. Easy check-in well stocked kitchen. Fantastic river view and access. "
United States
Darlene a.
$188 nightly
The price is $208
Dec 17 - Dec 18
Total with taxes and fees
Riverfront Cabin ★ Views ★ Quiet ★ Fishing ★ Kayak
Fridge, microwave, oven, stovetop
Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail

Apartment in Warren

10.0 out of 10, Exceptional, (22)
"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.
$181 nightly
The price is $200
Dec 10 - Dec 11
Total with taxes and fees
Quaint 2 bedroom apartment. 5 minute walk to down town Close to local bike trail
Fridge, microwave, oven, stovetop
Spacious 2 bedroom apartment

Apartment in Warren

8.6 out of 10, Excellent, (4)
"Cherry was an excellent host and responded promptly. The apartment was very clean, well decorated, and comfortable. It had everything we needed. The beds were very comfortable and we slept well. It was in a quiet and safe neighborhood with free parking on the street. We stayed a week to visit with family and friends. We would definitely book here again!"
United States
Teresa B.
$169 nightly
The price is $187
Dec 10 - Dec 11
Total with taxes and fees
Spacious 2 bedroom apartment
Fridge, microwave, oven, stovetop
Eagle's Peak Cottage

Vacation Home in Pleasantville

9.0 out of 10, Wonderful, (22)
"We had a great time and will be back again! "
United States
Samantha H.
$127 nightly
The price is $140
Dec 21 - Dec 22
Total with taxes and fees
Eagle's Peak Cottage
Outdoor dining
{LUXE Lil Tio} Downtown Retreat - 5 Min Walk To River Access w/ Firepit & Grill

Cabin in Tionesta

2.0 star property
10.0 out of 10, Exceptional, (14)
"Cute little place with all the amenities!"
United States
Heather V.
$145 nightly
The price is $160
Dec 14 - Dec 15
Total with taxes and fees
{LUXE Lil Tio} Downtown Retreat - 5 Min Walk To River Access w/ Firepit & Grill
Private kitchen
Charming 2-bedroom apartment in peaceful Warren with AC

Apartment in Warren

9.8 out of 10, Exceptional, (11)
"Old building, but all the important stuff (beds, bedding, towels, bathroom fixtures, kitchen appliances and accessories) were new and/or clean. Convenient location, shops and restaurants within walking distance. Kinzua dam and hiking trails are a short drive away. Enjoyed our stay very much."
United States
Deborah B.
$106 nightly
The price is $116
Dec 10 - Dec 11
Total with taxes and fees
Charming 2-bedroom apartment in peaceful Warren with AC
Fridge, microwave, oven, stovetop
Allegheny River House

Apartment in Tidioute

9.2 out of 10, Wonderful, (9)
"Just what we needed for a nights stay. Clean, simple and safe. Very beautiful setting, also!"
United States
Rachel M.
$148 nightly
The price is $163
Dec 10 - Dec 11
Total with taxes and fees
Allegheny River House
Exterior
Firefly Suite

Apartment in Warren

9.8 out of 10, Exceptional, (13)
"The property was perfect. Jim did a great job of taking care of us."
United States
James P.
$135 nightly
The price is $149
Dec 10 - Dec 11
Total with taxes and fees
Firefly Suite
Exterior
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA

Cabin in Tionesta

10.0 out of 10, Exceptional, (16)
"The cabin was clean and beautiful "
United States
Lisa
$186 nightly
The price is $205
Dec 10 - Dec 11
Total with taxes and fees
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
Dining
Sleeps 4 Fully Equipped Apartment Near Golf Courses

Apartment in Corry

8.4 out of 10, Very Good, (7)
"The property was exactly as pictured. Everything was clean. Decorations gave you a very comfy, welcomeing feeling. We were very impressed by by how quiet it was. No outside noises of any kind. Even though we fid not use the kitchen, there appeared to be everything you would need.We would definitely recommend this to anyone who is having out of town guests. "
United States
Donna T.
$138 nightly
The price is $155
Dec 22 - Dec 23
Total with taxes and fees
Sleeps 4 Fully Equipped Apartment Near Golf Courses
Smart TV, fireplace, books
River view getaway

Vacation Home in Warren

9.8 out of 10, Exceptional, (46)
"It was a great place to stay!"
United States
Lindsey F.
$235 nightly
The price is $259
Dec 10 - Dec 11
Total with taxes and fees
River view getaway
Fridge, microwave, oven, stovetop
Peaceful, Serene, Lake View thru the trees

Vacation Home in Ashville

2.0 star property
10.0 out of 10, Exceptional, (16)
"It was a calm safe space when we needed one. "
United States
Teresa C.
$243 nightly
The price is $275
Dec 14 - Dec 15
Total with taxes and fees
Peaceful, Serene, Lake View thru the trees
Exterior
Charming 3-bedroom cottage in Russell with AC, WiFi. Enjoy your stay

Cottage in Russell

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! "
United States
Ashley S.
$275 nightly
The price is $304
Dec 10 - Dec 11
Total with taxes and fees
Charming 3-bedroom cottage in Russell with AC, WiFi. Enjoy your stay
Smart TV, fireplace, books
The Refined Retreat

Vacation Home in Celoron

10.0 out of 10, Exceptional, (13)
"Very clean and organized. Easy in and out. "
United States
scott r.
$265 nightly
The price is $300
Dec 10 - Dec 11
Total with taxes and fees
The Refined Retreat
Game room
Stowaway Suites on the Avenue: Mt Laurel Suite

Apartment in Warren

9.0 out of 10, Wonderful, (12)
"Great place, nice to be in downtown."
United States
James R.
$135 nightly
The price is $149
Dec 12 - Dec 13
Total with taxes and fees
Stowaway Suites on the Avenue: Mt Laurel Suite
Interior
Allegheny Suite

Apartment in Warren

9.8 out of 10, Exceptional, (28)
"Cozy space in a trending part of Warren."
United States
Aaron S.
$135 nightly
The price is $149
Dec 13 - Dec 14
Total with taxes and fees
Allegheny Suite
Exterior
Cozy 2-Bedroom Pet-Friendly Cabin – Fully Stocked & Ready for Your Getaway

Cabin in Russell

2.0 star property
$170 nightly
The price is $188
Dec 10 - Dec 11
Total with taxes and fees
Cozy 2-Bedroom Pet-Friendly Cabin – Fully Stocked & Ready for Your Getaway
3 bedrooms, iron/ironing board, WiFi, bed sheets
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

Vacation Home in Chautauqua

10.0 out of 10, Exceptional, (2)
"It was a very clean house with spacious areas including a full apartment upstairs. It was one of the better places we have ever stayed at as far as accommodations go. Highly recommended! Thank you."
United Kingdom
Bill T.
$357 nightly
The price is $403
Dec 12 - Dec 13
Total with taxes and fees
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
Microwave, oven, stovetop
Deep Woods Cabin Rentals Cabin #1 Pet Friendly

Cabin in Russell

2.0 star property
$170 nightly
The price is $188
Dec 10 - Dec 11
Total with taxes and fees
Deep Woods Cabin Rentals Cabin #1 Pet Friendly
Marina
Charming Resort in the Heart of Bemus Village on CHQ Lake

Vacation Home in Bemus Point

10.0 out of 10, Exceptional, (197)
"Close to all the fun in Bemus Point. We had great weather and enjoyed all the amenities. Check in /out was easy. "
United States
Samantha G.
$447 nightly
The price is $505
Dec 10 - Dec 11
Total with taxes and fees
Charming Resort in the Heart of Bemus Village on CHQ Lake
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
"Yes"
Matt 2-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Jamestown

Find out more about Pittsfield

Everything you need to know about Pittsfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pittsfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pittsfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $403 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsfield rentals

At Expedia, we put the best Pittsfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pittsfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Chautauqua Lake Front Property - Short Walk to the Village of Bemus Point!: This vacation home rental outside of Pittsfield offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.