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: Organize a holiday and find the best accommodation deals
Pittsfield, low cost holiday? Here's what to do. It can be easy to organize a low cost long term or weekend holiday in Pittsfield by knowing that: for long term stays, the best weekly low cost offers in Pittsfield have an average cost of 1,424 euros, instead for a low cost weekend in Pittsfield, there are low cost offers available with an average cost of 249 euros per night.
According to whether you are trevellers in search of calm and tranquillity in the low season or whether you love the high season touristic destinations, in Pittsfield the low season period with the best offers is during the month of November, more specifically, the week from 11/12 to 11/19.
Instead, for the high season, it's possible to find more accommodation at the best price in the month of August, during the week that spans from 8/13 to 8/20.
Observing this destination at a wider spectrum, the cheapest weekend is in the month of November, from 11/25 to 11/27.
The cheapest week is in the month of November from 11/12 to 11/19.
In Pittsfield it will be possible to find accommodation solutions at an average cost of 203 euros per night.
The main interest points and what to see in Pittsfield during your stay
Pittsfield and the time with the best weather for a holiday
Pittsfield: do you want to know which is the hottest month: the hottest month of the year is July where temperatures can reach 26°C.
If instead you are cold lovers the best month with the coldes temperatures is January, where the temperature can drop to -1°C.
On average in Pittsfield you will find an average temperature of 12°C.
If instead you are cold lovers the best month with the coldes temperatures is January, where the temperature can drop to -1°C.
On average in Pittsfield you will find an average temperature of 12°C.
