Holiday homes & B&B in Pittsfield
Choose the right place for you
FACILITIES
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Wi-Fi
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Non Smoking Only
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Pets Allowed
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
DISTANCE FROM CENTRE
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Less than 1 km
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Less than 3 km
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Less than 5 km
Holiday rental deals in Pittsfield
We have selected the best vacation rentals in Pittsfield. Save money with Bluepillow by comparing the best deals from major travel websites in Pittsfield
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Pittsfield - United States
2/BR Historic District-Long Term Rentals Welcome!
- 4 Guests 2Bedrooms
10 Exceptional (6)This apartment is located in Pittsfield. Berkshire Museum and Colonial Theater are cultural highlights, and some of the area's activities can be experienced at Bousquet Ski Area and Kennedy Park. The Bookstore ...Check Availability -
Pittsfield - United States
Apartment Newly Remodeled Super Location
- 4 Guests 2Bedrooms
10 Exceptional (5)This apartment is located in Pittsfield. Colonial Theater and Herman Melville's Arrowhead are local landmarks, and travelers looking to shop may want to visit Guido's Marketplace and Lee Premium Outlets. ...Check Availability -
Pittsfield - United States
Available for Healthcare and long term stays welcome 3 miles from Hospital
- 4 Guests 1Bedroom
10 Exceptional (3)This apartment is located in Lanesborough. Crane Museum of Papermaking and Barrington Stage Company are cultural highlights, and some of the area's attractions include Berkshire Museum and Bousquet Ski ...Check Availability -
Pittsfield - United States
MEMORIAL DAY WEEK THRU 6/30 AVAILABLE!!!
- 6 Guests 3Bedrooms
10 Exceptional (9)Located in Pittsfield, MEMORIAL DAY WEEK THRU 6/30 AVAILABLE!!! is in the mountains. Herman Melville's Arrowhead and Colonial Theater are local landmarks, and some of the area's activities can be experienced ...Check Availability -
Pittsfield - United States
2/BR Historic District Apartment
- 4 Guests 2Bedrooms
9 Exceptional (2)This apartment is located in Pittsfield. Colonial Theater and Herman Melville's Arrowhead are local landmarks, and some of the area's activities can be experienced at Bousquet Ski Area and Kennedy Park. ...Check Availability -
Pittsfield - United States
Apartment Newly Remodeled Super Location
- 4 Guests 2Bedrooms
10 Exceptional (10)This apartment is located in Pittsfield. Colonial Theater and Herman Melville's Arrowhead are local landmarks, and travelers looking to shop may want to visit Guido's Marketplace and Lee Premium Outlets. ...Check Availability -
Pittsfield - United States
Available for Winter Rental, Healthcare, Central
- 6 Guests 2Bedrooms
8.6 Fabulous (12)This apartment is located in Lanesborough. Crane Museum of Papermaking and Barrington Stage Company are cultural highlights, and some of the area's landmarks include Colonial Theater and Crane Museum of ...Check Availability -
Pittsfield - United States
Berkshire Mountain Lodge
- Hotel
6.8 Pleasant (881)Featuring an indoor swimming pool and a fitness centre, Berkshire Mountain Lodge is located in Pittsfield. Free WiFi access is available in this lodge. A full kitchen, sofa bed and flat-screen cable TV ...Check Availability -
Pittsfield - United States
Condo Resort in Cultural Art Haven, Berkshire
- 4 Guests 1Bedroom
This condo is located in Pittsfield. Herman Melville's Arrowhead and Arrowhead Museum are cultural highlights, and travelers looking to shop may want to visit Guido's Marketplace and Lee Premium Outlets. ...Check Availability -
Pittsfield - United States
Family Vacation Mountain Lodge for all seasons...
- 4 Guests 1Bedroom
This lodge is located in Pittsfield. Norman Rockwell Museum and Arrowhead Museum are cultural highlights, and some of the area's attractions include Bousquet Ski Area and Berkshire Museum. Traveling with ...Check Availability -
Pittsfield - United States
Lakeside Berkshires Home Near Hiking and Skiing!
- 30 Guests 10Bedrooms
5.3 Pleasant (9)Check Availability -
Pittsfield - United States
Perfect for Winter Skiing!!
- 8 Guests 4Bedrooms
This condo is located in Pittsfield. Bousquet Ski Area and Berkshire Museum are local attractions and those in the mood for shopping can visit Guido's Marketplace and Lee Premium Outlets. The Bookstore ...Check Availability -
Pittsfield - United States
Berkshire Cottage
- 12 Guests 4Bedrooms
Berkshire Cottage is located in Lanesborough and offers barbecue facilities. The property has mountain views. The holiday home is fitted with 5 bedrooms, a kitchen with a dishwasher and an oven, and ...Check Availability -
Pittsfield - United States
Charming Historic Home Close to Downtown and Skiing!
- 10 Guests 5Bedrooms
7.6 Very Good (26)Charming Historic Home Close to Downtown and Skiing! is situated in Pittsfield, 12 km from Tanglewood, 13 km from Cranwell Spa & Golf Club, as well as 13 km from Tanglewood Musical Center. ...Check Availability -
Pittsfield - United States
Charming Apartment In Berkshire Victorian Home
- 7 Guests 3Bedrooms
Located in Pittsfield, this apartment is in the city center and in the mountains. Berkshire Museum and Colonial Theater are cultural highlights, and some of the area's attractions include Bousquet Ski ...Check Availability -
Pittsfield - United States
Spacious Historic Home in the Berkshires!
- 9 Guests 5Bedrooms
Set in Pittsfield, 12 km from Tanglewood, 13 km from Cranwell Spa & Golf Club and 13 km from Tanglewood Musical Center, Spacious Historic Home in the Berkshires! offers accommodation with a balcony and ...Check Availability -
Pittsfield - United States
Serene Retreat in the Scenic Berkshire Mountains
- 4 Guests 1Bedroom
Located in Pittsfield, this condo is in the mountains. Arrowhead Museum and Herman Melville's Arrowhead are cultural highlights, and travelers looking to shop may want to visit Guido's Marketplace and ...Check Availability -
Pittsfield - United States
Berkshire Mountainside Condo
- 8 Guests 3Bedrooms
Berkshire Mountainside Condo is located in Pittsfield. Guido's Marketplace and Lee Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural ...Check Availability -
Pittsfield - United States
Cozy Renovated with 1 parking space
- 2 Guests 1Bedroom
This apartment is located in Pittsfield. Guido's Marketplace and Lee Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can ...Check Availability -
Pittsfield - United States
Beautiful, Newly Renovated Apartment in a Great Location
- 2 Guests 1Bedroom
This apartment is located in Pittsfield. Berkshire Museum and Colonial Theater are cultural highlights, and some of the area's attractions include Bousquet Ski Area and The Bookstore. Berkshire Scenic ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
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![Farmstays in Pittsfield]()
Farmstays in Pittsfield -
![Hotels in Pittsfield]()
Hotels in Pittsfield
Pittsfield and the best offers per the best accommodation
What is the best period with the best offers to stay in Pittsfield? If you are looking for accommodation in Pittsfield during the best period without the chaos of mass tourism, the low season month with the best tariffs is in the month of December. The week with the best prices for that month is the week from 12-02 to 12-09.
If instead you are looking for accommodation in Pittsfield during the high season, to enjoy the destination and it's capacities, the month of September is right for you. The most amount of accommodation available at the most convenient price is during the week that spans from from 09-02 to 09-09.
Pittsfield is a touristic destination where the accommodation has an average cost of 284 Canadian dollars per night.
The main interest points and what to see in Pittsfield during your stay
Pittsfield: What's the weather like?
Pittsfield: are you wondering about the weather you might find during your holiday? Befor organizing a holiday we always think about the wheather we might find when we get there. In Pittsfield the average yearly temperature is 12°C. During the hottest month, which in this case is July, the temperature can get up to 26°C.
Instead the coldest month is January, reaching a minimum temperature of -1°C.
Instead the coldest month is January, reaching a minimum temperature of -1°C.
