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Pittsfield Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Pittsfield vacation rentals

Exterior

Snowshoe Cabin across from Upper Lake Moraine and close to Colgate!

Snowshoe Cabin across from Upper Lake Moraine and close to Colgate!
Hamilton
10.0 out of 10, Exceptional, (1 review)
"This is a lovely little cabin. It was perfect for our trip. We saw a herd of sheep wandering outside. Thank you for a very nice stay!"
United States
Brian M.
The price is SAR 815
SAR 1,766 total
includes taxes & fees
8 Jul - 9 Jul
Snowshoe Cabin across from Upper Lake Moraine and close to Colgate!
Fridge, microwave, oven, stovetop

⭐️Wildflower Country Cottage

⭐️Wildflower Country Cottage
Oxford
10.0 out of 10, Exceptional, (81 reviews)
"Divine Place!"
United States
Cynthia W.
The price is SAR 616
SAR 967 total
includes taxes & fees
6 Jul - 7 Jul
⭐️Wildflower Country Cottage
Terrace/patio

Indulge in our Forest Retreat

Indulge in our Forest Retreat
Otego
The price is SAR 409
SAR 552 total
includes taxes & fees
1 Jul - 2 Jul
Indulge in our Forest Retreat
Smart TV

The Barnhouse - Country Charm 2 miles from Colgate, renovated century-old barn

The Barnhouse - Country Charm 2 miles from Colgate, renovated century-old barn
Hamilton
10.0 out of 10, Exceptional, (25 reviews)
"Awesome property! Perfect for Colgate visits. Will be booking again for sure."
United States
Jeremy
The price is SAR 466
SAR 959 total
includes taxes & fees
6 Jul - 7 Jul
The Barnhouse - Country Charm 2 miles from Colgate, renovated century-old barn
Exterior

Spacious and comfortable, king bed and double futon sofa, kitchen, near 7 Oaks

Spacious and comfortable, king bed and double futon sofa, kitchen, near 7 Oaks
Hamilton
10.0 out of 10, Exceptional, (65 reviews)
"Great place"
United States
Dorothy M.
Spacious and comfortable, king bed and double futon sofa, kitchen, near 7 Oaks
Exterior

✨ Lakeside Reflections

✨ Lakeside Reflections
Oxford
10.0 out of 10, Exceptional, (17 reviews)
"Very quiet and beautiful"
United States
Robin T.
The price is SAR 729
SAR 1,157 total
includes taxes & fees
8 Jul - 9 Jul
✨ Lakeside Reflections
Exterior detail

Warm & Cozy Studio Cabin — Cooperstown, NY

Warm & Cozy Studio Cabin — Cooperstown, NY
Cooperstown
9.0 out of 10, Wonderful, (6 reviews)
"Plenty of space, was close to the area I needed to be for the weekend."
United States
Ashley W.
The price is SAR 1,127
SAR 2,445 total
includes taxes & fees
1 Jul - 2 Jul
Warm & Cozy Studio Cabin — Cooperstown, NY
Smart TV, fireplace, books

Spacious Private Guest Suite near Colgate

Spacious Private Guest Suite near Colgate
Earlville
9.8 out of 10, Exceptional, (15 reviews)
"Sweet houseTotally comfortable Delicious scones for breakfast Would return "
United States
Kirsten B.
The price is SAR 875
SAR 1,240 total
includes taxes & fees
12 Jul - 13 Jul
Spacious Private Guest Suite near Colgate
Fridge, oven, stovetop, coffee/tea maker

Airstream at Turkey Hill *2* Glamping in CTown!

Airstream at Turkey Hill *2* Glamping in CTown!
Hartwick
The price is SAR 469
SAR 1,272 total
includes taxes & fees
5 Jul - 6 Jul
Airstream at Turkey Hill *2* Glamping in CTown!
Smart TV

Secluded Lodge on 56 Acres Firepit • Creek

Secluded Lodge on 56 Acres Firepit • Creek
Schenevus
The price is SAR 950
SAR 2,509 total
includes taxes & fees
5 Jul - 6 Jul
Secluded Lodge on 56 Acres Firepit • Creek
Exterior

Lake Cottage · Two Decks · 2 Baths · 5 min Colgate, Lake Moraine Home #3 Near Colgate University

Lake Cottage · Two Decks · 2 Baths · 5 min Colgate, Lake Moraine Home #3 Near Colgate University
Hamilton
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful communication with the host and a perfect stay."
Canada
Sheryl
The price is SAR 1,157
SAR 2,044 total
includes taxes & fees
1 Jul - 2 Jul
Lake Cottage · Two Decks · 2 Baths · 5 min Colgate, Lake Moraine Home #3 Near Colgate University
Outdoor dining

Private Cabin Near Cooperstown All Star Village - 14 Acres, Views & Guest House

Private Cabin Near Cooperstown All Star Village - 14 Acres, Views & Guest House
Franklin
The price is SAR 1,265
SAR 2,061 total
includes taxes & fees
1 Jul - 2 Jul
Private Cabin Near Cooperstown All Star Village - 14 Acres, Views & Guest House
Property grounds

5 min to Colgate · Waterfront · Sleeps 8, Lake Moraine Home #5 Near Colgate University

5 min to Colgate · Waterfront · Sleeps 8, Lake Moraine Home #5 Near Colgate University
Madison
10.0 out of 10, Exceptional, (5 reviews)
"This was the PERFECT place for us to stay as we attended a Reunion at Colgate University. Very cute house right on Lake Moraine. Comfortable with all amenities included. Would happily stay here again!"
United States
Patti L.
The price is SAR 1,112
SAR 2,076 total
includes taxes & fees
1 Jul - 2 Jul
5 min to Colgate · Waterfront · Sleeps 8, Lake Moraine Home #5 Near Colgate University
Property grounds

Lake Cottage · Welcome Wine · 5 min Colgate

Lake Cottage · Welcome Wine · 5 min Colgate
Madison
10.0 out of 10, Exceptional, (1 review)
The price is SAR 819
SAR 1,605 total
includes taxes & fees
1 Jul - 2 Jul
Lake Cottage · Welcome Wine · 5 min Colgate
Outdoor dining

Hot Tub Cottage · Welcome Wine · 5 min Colgate

Hot Tub Cottage · Welcome Wine · 5 min Colgate
Madison
10.0 out of 10, Exceptional, (1 review)
"Fantastic weekend! Loved the cabin on the lake!"
United States
Michael P.
Hot Tub Cottage · Welcome Wine · 5 min Colgate
TV, fireplace

Cozy Lake Cabin · Swim Platform · 5 min Colgate, Lake Moraine Home #2 Near Colgate University

Cozy Lake Cabin · Swim Platform · 5 min Colgate, Lake Moraine Home #2 Near Colgate University
Hamilton
10.0 out of 10, Exceptional, (9 reviews)
"Christian was a wonderful host and we enjoyed our visit. Great location and wonderful view of the lake."
United States
Eileen B.
The price is SAR 1,318
SAR 2,237 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Lake Cabin · Swim Platform · 5 min Colgate, Lake Moraine Home #2 Near Colgate University
Exterior

Feather & Fern @ Cooperstown Lodge 3 to CDP + Pool

Feather & Fern @ Cooperstown Lodge 3 to CDP + Pool
Cooperstown
10.0 out of 10, Exceptional, (2 reviews)
"Was exactly what we were looking for in a short 2 night stay."
United States
Dustin G.
The price is SAR 1,221
SAR 2,569 total
includes taxes & fees
1 Jul - 2 Jul
Feather & Fern @ Cooperstown Lodge 3 to CDP + Pool
Exterior

Cozy Victorian Mansion with room for your whole family

Cozy Victorian Mansion with room for your whole family
Oxford
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful and clean property! Room for my whole family to stay. "
United States
Maeve R.
The price is SAR 1,335
SAR 2,500 total
includes taxes & fees
12 Jul - 13 Jul
Cozy Victorian Mansion with room for your whole family
Outdoor dining

Log Cabin · Sleeps 8 · 5 min Colgate Univ, Lake Moraine Home #6 Near Colgate University

Log Cabin · Sleeps 8 · 5 min Colgate Univ, Lake Moraine Home #6 Near Colgate University
Madison
10.0 out of 10, Exceptional, (4 reviews)
"The beauty we experienced & the layout worked beautifully for us"
United States
Patti P.
The price is SAR 1,164
SAR 2,181 total
includes taxes & fees
15 Jul - 16 Jul
Log Cabin · Sleeps 8 · 5 min Colgate Univ, Lake Moraine Home #6 Near Colgate University
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

The Inn at Cooperstown

The Inn at Cooperstown

10/10 Excellent
"Charming historic inn in a great central Cooperstown location, with fabulous full breakfast. Our room was nicely appointed and comfortable. I loved relaxing on the grand front porch with a book and a cup of coffee."
Michelle 2-night trip
Posted less than an hour ago
The Inn at Cooperstown

Frequently asked questions

Can I find a vacation rental in Pittsfield?

Yes, we give you a choice of vacation rentals near top points of interest in Pittsfield, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pittsfield?

Longview Cottage with views to compliment its name and close to cooperstown: Visitors like this Pittsfield vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a hot tub.

What can I see and do in Pittsfield?

While exploring the area, visit family-friendly sights like National Baseball Hall of Fame, or get outside and enjoy nature at Cooperstown Dreams Park. Cooperstown All Star Village Fields and Unadilla Motocross are a couple of places you'll find in the larger area.

What are vacation rentals like in Pittsfield?

Vacation rentals are private properties you can stay in for a couple days or more in Pittsfield. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family gatherings.