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
Berkshire Mountain Lodge
- Hotel
11.1 Exceptional (1138)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 ... -
Pittsfield - United States
Apartment Newly Remodeled Super Location
- 4 Guests 2Bedrooms
20 Exceptional (5)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 ... -
Pittsfield - United States
Lakeside Berkshires Home Near Hiking and Skiing!
- 7 Guests 3Bedrooms
8 Fabulous (3)Situated 20 km from Cranwell Spa & Golf Club, 20 km from Tanglewood Musical Center and 28 km from Norman Rockwell Museum, Lakeside Berkshires Home Near Hiking and Skiing! features accommodation set in ... -
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 ... -
Pittsfield - United States
MEMORIAL DAY WEEK THRU 6/30 AVAILABLE!!!
- 6 Guests 3Bedrooms
10 Exceptional (9)Located in Pittsfield, this condo is in the mountains. Arrowhead Museum and Herman Melville's Arrowhead are cultural highlights, and some of the area's attractions include Bousquet Ski Area and Berkshire ... -
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 ... -
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. ... -
Pittsfield - United States
Charming Apartment In Berkshire Victorian Home
- 8 Guests 3Bedrooms
8 Fabulous (9)Located in Pittsfield, this apartment is in the city center and in the mountains. Guido's Marketplace and Lee Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to ... -
Pittsfield - United States
Perfect for Winter Skiing!!
- 8 Guests 4Bedrooms
This condo is located in Pittsfield. Bousquet Ski Area and Kennedy Park are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Guido's Marketplace and Lee ... -
Pittsfield - United States
Charming Historic Home Close to Downtown and Skiing!
- 10 Guests 5Bedrooms
Situated in Pittsfield, 12 km from Tanglewood and 13 km from Cranwell Spa & Golf Club, Charming Historic Home Close to Downtown and Skiing! features air-conditioned accommodation with a patio and free ... -
Pittsfield - United States
Spacious Historic Home in the Berkshires!
- 9 Guests 5Bedrooms
8 Fabulous (1)Set in Pittsfield, 12 km from Tanglewood and 13 km from Cranwell Spa & Golf Club, Spacious Historic Home in the Berkshires! offers air-conditioned accommodation with a balcony and free WiFi. ... -
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 ... -
Pittsfield - United States
Berkshire Mountainside Condo
- 8 Guests 3Bedrooms
This 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 beauty can explore ... -
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 ... -
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 ... -
Pittsfield - United States
Historical Colonial Near Down Town
- 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 ... -
Pittsfield - United States
Downtown Pittsfield Vacation Rental Near Hiking!
- 7 Guests 2Bedrooms
Situated in Pittsfield, 13 km from Cranwell Spa & Golf Club and 13 km from Tanglewood Musical Center, Downtown Pittsfield Vacation Rental Near Hiking! offers air conditioning. ... -
Pittsfield - United States
Pittsfield Home with Deck - 12 Mi to Jiminy Peak!
- 10 Guests 3Bedrooms
Set in Pittsfield in the Massachusetts region, Pittsfield Home with Deck - 12 Mi to Jiminy Peak! has a balcony. The property is located 19 km from Cranwell Spa & Golf Club, 19 km from Tanglewood Musical ... -
Pittsfield - United States
Cute Cape Cod Style Home
- 4 Guests 3Bedrooms
Located in Pittsfield and only 15 km from Tanglewood, Cute Cape Cod Style Home provides accommodation with garden views, free WiFi and free private parking. ... -
Pittsfield - United States
Berkshire Vacation Rentals: Chic Pittsfield Home With A View
- 6 Guests 3Bedrooms
Located in Pittsfield in the Massachusetts region, Berkshire Vacation Rentals: Chic Pittsfield Home With A View features a patio. Featuring sea and mountain views, this holiday home also has free WiFi. ...
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 -
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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 11-30 to 12-07.
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 08-31 to 09-07.
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.
