Pittsfield Vacation Rentals

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Tonight
Jun 30 - Jul 1
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Jul 1 - Jul 2
This weekend
Jul 4 - Jul 6
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Jul 11 - Jul 13

Vacation Rentals in Pittsfield

Eagle's Peak Cottage
Fridge, microwave, oven, stovetop

Eagle's Peak Cottage

7.4 out of 10, Good, (3)
"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 ￥10,126
￥25,546 total
includes taxes & fees
Jul 2 - Jul 3
Eagle's Peak Cottage
Yogi's I love Lucy-themed 4-bed Home with A/C, Chautauqua Lake, Jamestown NY
Outdoor dining

Yogi's I love Lucy-themed 4-bed Home with A/C, Chautauqua Lake, Jamestown NY

9.0 out of 10, Wonderful, (27)
"Neat house. As advertised. Would stay again."
The price is ￥11,572
￥22,884 total
includes taxes & fees
Jul 14 - Jul 15
Yogi's I love Lucy-themed 4-bed Home with A/C, Chautauqua Lake, Jamestown NY
Bemus Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock
Property grounds

Bemus Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock

9.6 out of 10, Exceptional, (130)
"Cute cottage with a perfect view. Everything we needed was supplied. We could eat inside or outside. Plenty of space. Lived it. "
Bemus Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock
Cottage #7 - Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY
Miscellaneous

Cottage #7 - Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY

8.4 out of 10, Very Good, (8)
"Perfect little cabin in a great location. Good price and have no complaints. Thank you"
Cottage #7 - Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY
Cozy cabin in the Western part of the PA Wilds & the Allegheny Nat'l Forest
Exterior

Cozy cabin in the Western part of the PA Wilds & the Allegheny Nat'l Forest

9.8 out of 10, Exceptional, (102)
"This was our 2nd stay here, and already looking forward to coming back again. Great location, peaceful, well appointment, clean, fully stocked, cozy, quiet, fun for every age group"
Cozy cabin in the Western part of the PA Wilds & the Allegheny Nat'l Forest
Yogi Nature Stay #2 3 beds with spa shower, smart tv across the street from UPMC
Exterior

Yogi Nature Stay #2 3 beds with spa shower, smart tv across the street from UPMC

8.0 out of 10, Very Good, (24)
"The neighborhood was less than safe feeling and the neighbor across the street didn’t help any"
The price is ￥13,742
￥25,336 total
includes taxes & fees
Jul 5 - Jul 6
Yogi Nature Stay #2 3 beds with spa shower, smart tv across the street from UPMC
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
Exterior

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

10.0 out of 10, Exceptional, (3)
"Accommodations and setting were wonderful, owners, cabin, and property are top notch!"
The price is ￥18,805
￥30,173 total
includes taxes & fees
Jul 6 - Jul 7
Poland Hill Hideaway, located in the beautiful woods surrounding Tionesta, PA
Beautiful Peek'n Peak Highlands Condo
Exterior

Beautiful Peek'n Peak Highlands Condo

10.0 out of 10, Exceptional, (98)
"The house is amazing and great accommodations!"
Beautiful Peek'n Peak Highlands Condo
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
Marina

Secluded Chautauqua Lake House, private dock & beach, short stroll to town!

10.0 out of 10, Exceptional, (101)
"We had a great time at this property. The location was convenient and the views were beautiful. It was a perfect winter escape."
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
Beautiful Lakefront Cottage with Dock
Property grounds

Beautiful Lakefront Cottage with Dock

10.0 out of 10, Exceptional, (31)
"Cottage was well equipped in a beautiful lakefront area."
Beautiful Lakefront Cottage with Dock
Chautauqua Lake area 2 bedroom cottage
Property grounds

Chautauqua Lake area 2 bedroom cottage

10.0 out of 10, Exceptional, (31)
"Very nice would absolutely stay again"
Chautauqua Lake area 2 bedroom cottage
Tiny House #1 - Lakefront, Spacious, & Modern "Tiny Home" with 2 bdrms & 1 bath
Miscellaneous

Tiny House #1 - Lakefront, Spacious, & Modern "Tiny Home" with 2 bdrms & 1 bath

9.6 out of 10, Exceptional, (9)
"We had a great time and enjoyed the surroundings."
Tiny House #1 - Lakefront, Spacious, & Modern "Tiny Home" with 2 bdrms & 1 bath
Chautauqua Lake Front Property - Short Walk to the Village of Bemus Point!
Property grounds

Chautauqua Lake Front Property - Short Walk to the Village of Bemus Point!

9.8 out of 10, Exceptional, (102)
"Very clean, well stocked property! Close to town w/shops, restaurants,etc within walking distance. "
Chautauqua Lake Front Property - Short Walk to the Village of Bemus Point!
Eagle's Peak Cozy Cabin
Exterior

Eagle's Peak Cozy Cabin

6.0 out of 10, (2)
"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 ￥8,679
￥23,940 total
includes taxes & fees
Jul 1 - Jul 2
Eagle's Peak Cozy Cabin
Cottage #6 - Cute and airy 2 bedroom cottage right on Chautauqua Lake!
Property grounds

Cottage #6 - Cute and airy 2 bedroom cottage right on Chautauqua Lake!

9.0 out of 10, Wonderful, (10)
"Had a great 2 night stay. Off season very quiet. "
Cottage #6 - Cute and airy 2 bedroom cottage right on Chautauqua Lake!
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
Interior

Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

9.8 out of 10, Exceptional, (64)
"Great place just as described "
The price is ￥32,546
￥65,382 total
includes taxes & fees
Jul 1 - Jul 2
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
Cottage #3 - Beautiful Lakefront Cottage with 3 Bedrooms. Fully Renovated!
Property grounds

Cottage #3 - Beautiful Lakefront Cottage with 3 Bedrooms. Fully Renovated!

10.0 out of 10, Exceptional, (2)
"This location provided the best of both worlds. Close to Bemus and easy to access from the ferry, but far enough away to get peace and quiet. The inside was beautifully decorated and comfortable. We had everything we needed and then some."
Cottage #3 - Beautiful Lakefront Cottage with 3 Bedrooms. Fully Renovated!
Waterfront Home near Chautauqua Lake! Many Amenities!!
Miscellaneous

Waterfront Home near Chautauqua Lake! Many Amenities!!

Waterfront Home near Chautauqua Lake! Many Amenities!!
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
Miscellaneous

Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard

9.4 out of 10, Exceptional, (83)
"Everything was as described. Nice spot!"
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
Lovely Idlewilde Cottage at Canadohta Lake, Pa
Exterior

Lovely Idlewilde Cottage at Canadohta Lake, Pa

9.8 out of 10, Exceptional, (7)
"would stay there again. The hosts were very accommodating"
Lovely Idlewilde Cottage at Canadohta Lake, 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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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 fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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, Allegheny River and Ashville Bay 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.