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Pittsfield Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Pittsfield vacation rentals

Terrace/patio

1. Indulge in our Forest Retreat

Indulge in our Forest Retreat
Otego
The price is ￥17,366
￥23,430 total
includes taxes & fees
Aug 27 - Aug 28
Indulge in our Forest Retreat
Interior

2. 1st Class Rentals Munson Manor VI at Chestnut 2nd Floor

1st Class Rentals Munson Manor VI at Chestnut 2nd Floor
West End
9.6 out of 10, Exceptional, (28 reviews)
"Pizza place next door is awesome! Great location"
United States
robert L.
The price is ￥26,925
￥35,054 total
includes taxes & fees
Aug 25 - Aug 26
1st Class Rentals Munson Manor VI at Chestnut 2nd Floor
Exterior detail

3. Toad Hall 1820s Historic Estate

Toad Hall 1820s Historic Estate
Fly Creek
9.6 out of 10, Exceptional, (8 reviews)
Toad Hall 1820s Historic Estate
Interior

4. 1st Class Rentals The Thurman Munson House

1st Class Rentals The Thurman Munson House
Cooperstown
10.0 out of 10, Exceptional, (56 reviews)
"The house was immaculate, bedrooms were spacious. Bathrooms were beautiful. Loved the house and will definitely stay there again if we happen to be out that way. "
United States
Amanda L.
The price is ￥39,671
￥51,400 total
includes taxes & fees
Aug 31 - Sep 1
1st Class Rentals The Thurman Munson House
Exterior detail

5. 1st Class Rentals - 3 Bedroom Apartment downtown Oneonta

1st Class Rentals - 3 Bedroom Apartment downtown Oneonta
Downtown Oneonta
9.8 out of 10, Exceptional, (13 reviews)
"Great location. Less than 10 minutes from All Star Village and a 2 block walk to Main St. Dave is very responsive and a great host. "
United States
Dave D.
The price is ￥23,761
￥31,087 total
includes taxes & fees
Aug 24 - Aug 25
1st Class Rentals - 3 Bedroom Apartment downtown Oneonta
Smart TV, books, printers

6. 3 miles to B Ball, 5 min walk to Downtown! Stocked Kitchen, AC, WiFi, W/D

3 miles to B Ball, 5 min walk to Downtown! Stocked Kitchen, AC, WiFi, W/D
Downtown Oneonta
9.4 out of 10, Exceptional, (3 reviews)
"The unit had everything we needed for our stay. Appreciated the nearby recommendations from Jeremy."
United States
Darren M.
The price is ￥88,098
￥140,753 total
includes taxes & fees
Aug 18 - Aug 19
3 miles to B Ball, 5 min walk to Downtown! Stocked Kitchen, AC, WiFi, W/D
Exterior detail

7. Fully Stocked Kitchen, AC, Wi-Fi, W/D, Near Baseball and Walk to Downtown

Fully Stocked Kitchen, AC, Wi-Fi, W/D, Near Baseball and Walk to Downtown
Downtown Oneonta
9.4 out of 10, Exceptional, (3 reviews)
"Overall great! A little bit of dirt and rust in the showers "
United States
lauradegrandis
The price is ￥73,713
￥122,028 total
includes taxes & fees
Aug 20 - Aug 21
Fully Stocked Kitchen, AC, Wi-Fi, W/D, Near Baseball and Walk to Downtown
Smart TV, fireplace, books

8. Spacious Private Guest Suite near Colgate

Spacious Private Guest Suite near Colgate
Earlville
9.8 out of 10, Exceptional, (17 reviews)
"Very nice place and 5 min from Colgate. Owner very easy to communicate with and responsive. "
United States
Ursula B.
The price is ￥33,856
￥48,880 total
includes taxes & fees
Aug 26 - Aug 27
Spacious Private Guest Suite near Colgate
Property grounds

9. Score The perfect Summer Winter getaway: Lakeside retreat for your winning team

Score The perfect Summer Winter getaway: Lakeside retreat for your winning team
Maryland
8.0 out of 10, Very Good, (1 review)
"The house is under going multiple improvements. None of which effect staying in the house. There are window units in every room for a/c. The WIFI available is subpar so working remotely was near impossible and even streaming a show on the living room tv proved to be difficult. Towels and bedding were adequate. We did not use the stovetop or microwave/ toaster oven combo but they seemed in operating order. Only having one bathroom can be difficult but something we were prepared for already. Only...
United States
Matthew M.
The price is ￥44,610
￥130,770 total
includes taxes & fees
Sep 9 - Sep 10
Score The perfect Summer Winter getaway: Lakeside retreat for your winning team
Terrace/patio

10. Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area

Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area
Cooperstown
9.8 out of 10, Exceptional, (186 reviews)
"Great place and location."
United States
Matt M.
The price is ￥31,705
￥41,229 total
includes taxes & fees
Sep 8 - Sep 9
Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area
House, 3 Bedrooms, Patio, River View | Exterior

11. 1st Class Rentals Cooperstown New 3 Bedroom House

1st Class Rentals Cooperstown New 3 Bedroom House
3.5 star property
Cooperstown
10.0 out of 10, Exceptional, (1 review)
"Fantastic place! Everything as advertised. "
United States
Douglas
The price is ￥67,711
￥77,191 total
includes taxes & fees
Sep 8 - Sep 9
1st Class Rentals Cooperstown New 3 Bedroom House
Exterior

12. ✨ Lakeside Reflections

✨ Lakeside Reflections
Oxford
9.8 out of 10, Exceptional, (20 reviews)
"Very quiet and beautiful"
United States
Robin T.
The price is ￥27,843
￥45,828 total
includes taxes & fees
Aug 17 - Aug 18
✨ Lakeside Reflections
Exterior

13. Spacious and comfy, king bed, double futon sofa, kitchen, near Colgate, 7 Oaks

Spacious and comfy, king bed, double futon sofa, kitchen, near Colgate, 7 Oaks
Hamilton
10.0 out of 10, Exceptional, (66 reviews)
"Great place"
United States
Dorothy M.
The price is ￥26,121
￥41,229 total
includes taxes & fees
Aug 17 - Aug 18
Spacious and comfy, king bed, double futon sofa, kitchen, near Colgate, 7 Oaks
Smart TV

14. 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, (27 reviews)
"Awesome property! Perfect for Colgate visits. Will be booking again for sure."
United States
Jeremy
The price is ￥24,892
￥47,571 total
includes taxes & fees
Aug 26 - Aug 27
The Barnhouse - Country Charm 2 miles from Colgate, renovated century-old barn
Outdoor dining

15. 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 ￥40,623
￥71,149 total
includes taxes & fees
Aug 29 - Aug 30
Private Cabin Near Cooperstown All Star Village - 14 Acres, Views & Guest House
Smart TV, fireplace, books

16. Game Room, Sauna, 5 Min to Colgate, Sleeps 8

Game Room, Sauna, 5 Min to Colgate, Sleeps 8
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 ￥65,383
￥111,840 total
includes taxes & fees
Aug 20 - Aug 21
Game Room, Sauna, 5 Min to Colgate, Sleeps 8
Outdoor dining

17. 5 min to Colgate, Pet Friendly, Sleeps 6

5 min to Colgate, Pet Friendly, Sleeps 6
Madison
10.0 out of 10, Exceptional, (1 review)
The price is ￥28,226
￥60,616 total
includes taxes & fees
Sep 9 - Sep 10
5 min to Colgate, Pet Friendly, Sleeps 6
Property grounds

18. 5 Min to Colgate, Sleeps 6, Kayaks, Fire Pit

5 Min to Colgate, Sleeps 6, Kayaks, Fire Pit
Hamilton
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful communication with the host and a perfect stay."
Canada
Sheryl
The price is ￥58,844
￥98,453 total
includes taxes & fees
Aug 18 - Aug 19
5 Min to Colgate, Sleeps 6, Kayaks, Fire Pit
Terrace/patio

19. 5 Min to Colgate, Sleeps 8, Welcome Wine

5 Min to Colgate, Sleeps 8, Welcome Wine
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.
5 Min to Colgate, Sleeps 8, Welcome Wine
Terrace/patio

20. 5 Min to Colgate, Sleeps 8, Game Room, Sauna

5 Min to Colgate, Sleeps 8, Game Room, Sauna
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 ￥61,236
￥105,031 total
includes taxes & fees
Aug 20 - Aug 21
5 Min to Colgate, Sleeps 8, Game Room, Sauna
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

Lake 'N Pines Motel

Lake 'N Pines Motel

10/10 Excellent
"Beautiful spot. Comfortable room. Great indoor pool/ hot tub."
George 1-night trip
Posted 4 hours ago
Lake 'N Pines Motel

Find out more about Pittsfield

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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. Unadilla Motocross and Cooperstown All Star Village Fields 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.