Search Pittsfield Cottage Rentals from CA $185

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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Pittsfield Cottages

Bemus Point Vacation Rental
Charming single-story house surrounded by a serene lawn and trees.

Bemus Point Vacation Rental

8.6 out of 10, Excellent, (105)
"Enjoyed the stay. Convenient and close to bemus and lake. Nice neighborhood. Would definitely stay again!"
Bemus Point Vacation Rental
Cottage #3 - Beautiful Lakefront Cottage with 3 Bedrooms. Fully Renovated!
Relax by the fire pit surrounded by Adirondack chairs, overlooking a serene lake and marina.

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

10.0 out of 10, Exceptional, (3)
"The perfect cottage for our family get away. Clean and updated! "
Cottage #3 - Beautiful Lakefront Cottage with 3 Bedrooms. Fully Renovated!
Cottage #6 - Cute and airy 2 bedroom cottage right on Chautauqua Lake!
Relax in a serene bedroom with a bed, flat-screen TV, and large window.

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

9.0 out of 10, Wonderful, (12)
"Had a great 2 night stay. Off season very quiet. "
Cottage #6 - Cute and airy 2 bedroom cottage right on Chautauqua Lake!
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Enjoy meals in this kitchen with a large window, white cabinetry, and a marble countertop, connecting to a dining area.

Cozy 2 Bedroom Canal Front Cottage With Private Dock

9.6 out of 10, Exceptional, (42)
"Lovely cottage. Highly recommend "
The price is CA $185
CA $416 total
includes taxes & fees
Aug 11 - Aug 12
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Chautauqua Lake area 2 bedroom cottage
Enjoy a warm evening by the fire pit, surrounded by comfortable outdoor seating and a charming patio area.

Chautauqua Lake area 2 bedroom cottage

10.0 out of 10, Exceptional, (34)
"Very nice would absolutely stay again"
Chautauqua Lake area 2 bedroom cottage
Lovely Idlewilde Cottage at Canadohta Lake, Pa
Enjoy meals in this dining area with a table for four, adjacent to a sliding glass door leading to a deck.

Lovely Idlewilde Cottage at Canadohta Lake, Pa

9.8 out of 10, Exceptional, (9)
"Cute, clean cottage was perfect for us and our dogs for a long weekend. Screen porch and AC was the envy of our family who’d booked other cottages. Easy walk to Happi Jax and other lake attractions. "
Lovely Idlewilde Cottage at Canadohta Lake, Pa
Cozy Cottage Walking Distance to Chautauqua Lake
Cozy living space with a dining area, featuring a sofa, dining table, and chairs.

Cozy Cottage Walking Distance to Chautauqua Lake

8.4 out of 10, Very good, (7)
"Very clean and comfortable. Nice stay with plenty of towels, bedding, and kitchen equipment. Comfortable beds and helpful host."
Cozy Cottage Walking Distance to Chautauqua Lake
Chautauqua Lakefront NY Cottage Getaway
Relax on the covered deck with a wicker sofa and enjoy the ocean view.

Chautauqua Lakefront NY Cottage Getaway

9.0 out of 10, Wonderful, (4)
"Absolutely lovely. Our family fully enjoyed the tranquility. Temperature control requires some attention, but the owners fully explain how to make it work well for visitors. Highly recommend."
Chautauqua Lakefront NY Cottage Getaway
Cozy Cottage at Canadohta Lake
Escape to a serene rural retreat with a traditional single-story house surrounded by lush greenery.

Cozy Cottage at Canadohta Lake

9.8 out of 10, Exceptional, (12)
"Perfect little getaway to a relaxing destination with all the amenities of lake life."
Cozy Cottage at Canadohta Lake
Tiny House #2 - Spacious & Modern "Tiny Home" with 2 bdrms - Lakefront Property!
Relax on the porch with a view of the serene lake.

Tiny House #2 - Spacious & Modern "Tiny Home" with 2 bdrms - Lakefront Property!

9.8 out of 10, Exceptional, (12)
"Nice place! Perfect for a small family!"
Tiny House #2 - Spacious & Modern "Tiny Home" with 2 bdrms - Lakefront Property!
Bemus Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock
Relax in this serene outdoor seating area, complete with a pergola, dining table, and comfortable chairs.

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

9.6 out of 10, Exceptional, (132)
"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
Sit and enjoy the view from this cozy porch with a comfortable Adirondack chair.

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

8.6 out of 10, Excellent, (9)
"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
Year-Round Renovated Lakefront Cottage & Pet Friendly!
Modern kitchen with a rustic charm, featuring a central chandelier, stainless steel appliances, and a wooden shelf for kitchenware.

Year-Round Renovated Lakefront Cottage & Pet Friendly!

9.8 out of 10, Exceptional, (192)
"We thoroughly enjoyed the combination of lake and creek views, and privacy of the property. It was fun to watch the evening swims from the nearby beaver dam, and listen to the daily arguments among the geese and cormorants. Off-site amenities were few during the off-season, which was not unexpected, but good to keep in mind when planning your visit."
Year-Round Renovated Lakefront Cottage & Pet Friendly!
#5 - New Construction - Beautiful 2 bdrm, 1 bath cottage with patio in Stow NY
Relax by the fire pit in a peaceful outdoor space.

#5 - New Construction - Beautiful 2 bdrm, 1 bath cottage with patio in Stow NY

#5 - New Construction - Beautiful 2 bdrm, 1 bath cottage with patio in Stow NY
Tiny House #1 - Lakefront, Spacious, & Modern "Tiny Home" with 2 bdrms & 1 bath
Guests can enjoy a peaceful lakeside retreat with a porch and outdoor seating.

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
The Purple Martin unique rustic lakefront cottage at the Pier at Canadohta Lake!
Relax by the serene lake with a dock and fire pit area.

The Purple Martin unique rustic lakefront cottage at the Pier at Canadohta Lake!

10.0 out of 10, Exceptional, (3)
"Everything was great"
The Purple Martin unique rustic lakefront cottage at the Pier at Canadohta Lake!
Dunns Eddy Riverfront
Situated by a serene body of water, this gazebo offers a shaded seating area with steps leading up to it.

Dunns Eddy Riverfront

10.0 out of 10, Exceptional, (37)
"We completely enjoyed our stay right on the river. The property was in a great location and provided everything we needed for a little weekend getaway."
Dunns Eddy Riverfront
Cottage #4 - Beautiful 3 Bedroom Lakefront Cottage - Fully Renovated in 2024!
Guests can enjoy a serene waterfront experience from this picturesque pier, featuring a docked boat and scenic views of the surrounding shoreline.

Cottage #4 - Beautiful 3 Bedroom Lakefront Cottage - Fully Renovated in 2024!

2.0 star property
10.0 out of 10, Exceptional, (3)
"This was a fun location next to the Ferry with lakefront views. The home was nicely done and very clean. We had a concern which was responded to immediately. We made friends at the fire pit and would definitely stay here again. "
Cottage #4 - Beautiful 3 Bedroom Lakefront Cottage - Fully Renovated in 2024!
Country Home w/ Fishing Ponds Near Canadohta Lake
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and a ceiling fan.

Country Home w/ Fishing Ponds Near Canadohta Lake

3.0 star property
Country Home w/ Fishing Ponds Near Canadohta Lake
The Goldfinch rustic lakefront cottage at The Pier at Canadohta Lake sleeps 2!
Cozy retreat with a bed, small table, and woven chair, set amidst a rustic, home-like atmosphere.

The Goldfinch rustic lakefront cottage at The Pier at Canadohta Lake sleeps 2!

10.0 out of 10, Exceptional, (2)
"Love the views of the water and the modern touches to a classic cabin"
The Goldfinch rustic lakefront cottage at The Pier at Canadohta Lake sleeps 2!
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

Rest Stop 6 Inn

Rest Stop 6 Inn

10/10 Excellent
"Personable sign-in, parking close, amenities, clean, comfortable."
Cora 1-night trip
Posted 1 day ago
Rest Stop 6 Inn