Pittsfield, MA
13/10 – 18/10
320 €/nighttotal: 1600 € (5 )
Lake/mountain View Getaway
1 3apartment , Pittsfield
This Pittsfield house, boasting spectacular views of Pontoosuc Lake and Mount Greylock, is a short walk from a public beach and boat rentals.
Sleeping up to seven guests, this two-bedroom, two-bathroom property features a fully equipped kitchen with dishwasher, parking, and a spacious living room; nearby attractions include Berkshire ski mountains.
Sleeping up to seven guests, this two-bedroom, two-bathroom property features a fully equipped kitchen with dishwasher, parking, and a spacious living room; nearby attractions include Berkshire ski mountains.
Pittsfield, MA
03/07 – 06/07
722 €/nighttotal: 2166 € (3 )
Comfortable Berkshires Retreat On Mtn Resort, Siso
4 2resort , Hancock
The Comfortable Berkshires Retreat On Mtn Resort, Siso in Hancock, Massachusetts is situated less than 1 kilometre from Jiminy Peak Mountain Resort and within 5 kilometres of family attractions such as the Alpine Super Slide and Mountain Coaster.
This four-bedroom holiday home sleeps up to 12 guests and boasts a fully equipped kitchen, fireplace, private fitness centre, sauna, hot tub, and free Wi-Fi, alongside on-site games and a swimming pool.
This four-bedroom holiday home sleeps up to 12 guests and boasts a fully equipped kitchen, fireplace, private fitness centre, sauna, hot tub, and free Wi-Fi, alongside on-site games and a swimming pool.
Pittsfield, MA
27/06 – 04/07
327 €/nighttotal: 2289 € (7 )
Escape To The Heart Of Jiminy Peak: Country Inn Condo With Full Kitchen, 2 Bths
1 2apartment , Hancock
This ski-in/ski-out apartment at Jiminy Peak resort in Hancock, Massachusetts offers direct access to 45 runs and is conveniently located near several Berkshire towns including Williamstown, North Adams, and Pittsfield.
The spacious corner unit boasts two bathrooms, a fully equipped kitchen, and sleeps four guests, benefiting from resort amenities such as a heated pool, hot tubs, and a fitness centre, plus panoramic mountain views.
The spacious corner unit boasts two bathrooms, a fully equipped kitchen, and sleeps four guests, benefiting from resort amenities such as a heated pool, hot tubs, and a fitness centre, plus panoramic mountain views.
Pittsfield, MA
18/10 – 21/10
91 €/nighttotal: 273 € (3 )
Berkshire Mountain Lodge
1 3house , Pittsfield
Berkshire Mountain Lodge is conveniently located in Pittsfield, just a short drive from popular attractions like Berkshire Museum, Barrington Stage Company, and Tanglewood. This property has received very good user ratings and excellent location ratings, making it a popular choice for travellers.
This lodge offers a comfortable one-bedroom, one-bathroom accommodation with a full kitchen, a sofa bed for extra guests, and a private bathroom with hairdryer and free toiletries. Enjoy a range of amenities including an indoor swimming pool, a fitness centre, a hot tub, a games room, free Wi-Fi, and a restaurant and bar on-site.
This lodge offers a comfortable one-bedroom, one-bathroom accommodation with a full kitchen, a sofa bed for extra guests, and a private bathroom with hairdryer and free toiletries. Enjoy a range of amenities including an indoor swimming pool, a fitness centre, a hot tub, a games room, free Wi-Fi, and a restaurant and bar on-site.
Pittsfield, MA
18/10 – 21/10
264 €/nighttotal: 792 € (3 )
Cantabile Life In The Berkshires
3 3apartment , Pittsfield
This apartment is situated in a peaceful neighbourhood in Pittsfield, within a 5-kilometre radius of Pontoosuc Lake and Lake Onota, and within 20 kilometres of attractions such as Tanglewood, Mount Greylock, and Jiminy Peak. It receives excellent ratings for location, cleanliness, and user experience.
The property is a spacious home with three bedrooms, two bathrooms, and a capacity for six guests. It offers a range of amenities including a fully equipped kitchen, laundry facilities, a games room, a grand piano, and outdoor space, making it suitable for families and groups of friends.
The property is a spacious home with three bedrooms, two bathrooms, and a capacity for six guests. It offers a range of amenities including a fully equipped kitchen, laundry facilities, a games room, a grand piano, and outdoor space, making it suitable for families and groups of friends.
Pittsfield, MA
18/10 – 21/10
746 €/nighttotal: 2238 € (3 )
Large Open Floor Plan. Private Yet Close To Everything. Lovely Meadow Views
6 3apartment , Pittsfield
This six-bedroom, four-bathroom holiday home in Pittsfield is located a 0.8km walk from the Canoe Meadows Wildlife Sanctuary and a 3.2km drive from the Housatonic River.
The property sleeps fourteen guests and features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, air conditioning, on-site parking, and outdoor barbecue and fireplace facilities; nearby attractions include the Berkshire Museum, Bousquet Ski Area, and the Berkshire Scenic Railway Museum.
The property sleeps fourteen guests and features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, air conditioning, on-site parking, and outdoor barbecue and fireplace facilities; nearby attractions include the Berkshire Museum, Bousquet Ski Area, and the Berkshire Scenic Railway Museum.
Pittsfield, MA
13/10 – 18/10
239 €/nighttotal: 1195 € (5 )
Marie's Place, Unit 1
3 3apartment , Pittsfield
This apartment is conveniently located in downtown Pittsfield, just 7km from the Bosquet ski area and 28km from Jiminy Peak, making it ideal for exploring the town and enjoying winter sports. The property has received excellent ratings for cleanliness, location, and user experience.
The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and a wet towel basket in each bedroom, ensuring a comfortable stay.
The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and a wet towel basket in each bedroom, ensuring a comfortable stay.
Pittsfield, MA
27/06 – 04/07
219 €/nighttotal: 1533 € (7 )
Large One Bedroom, Two Full Bath, Full Kitchen
1 2apartment , Hancock
This ski-in/ski-out apartment is located within the Jiminy Peak Resort in Hancock, Massachusetts, offering direct access to the resort's 45 slopes and proximity to the Berkshire towns of Williamstown, North Adams, and Pittsfield.
The spacious corner unit boasts a double-sized living area compared to a standard one-bedroom flat, accommodating up to four guests and featuring two bathrooms, a fully equipped kitchen, and access to resort amenities including a heated pool, hot tub, gym, and sauna.
The spacious corner unit boasts a double-sized living area compared to a standard one-bedroom flat, accommodating up to four guests and featuring two bathrooms, a fully equipped kitchen, and access to resort amenities including a heated pool, hot tub, gym, and sauna.
Pittsfield, MA
21/08 – 24/08
493 €/nighttotal: 1479 € (3 )
House W/ View In The Berkshires.
1 6apartment , Pittsfield
This charming house is situated in the Berkshires, just 30km from attractions like Tanglewood, The Mount, and MassMoca, offering a peaceful retreat in a picturesque setting. The house is ideal for families and groups of friends, with three bedrooms and two bathrooms, accommodating up to seven guests.
The house features a modern open-plan layout with a fully equipped kitchen, a garden, and a wrap-around deck with stunning views of the surrounding lake and mountains. Guests can enjoy al fresco dining, relax in the spacious living area, or explore the nearby hiking trails and state forests.
The house features a modern open-plan layout with a fully equipped kitchen, a garden, and a wrap-around deck with stunning views of the surrounding lake and mountains. Guests can enjoy al fresco dining, relax in the spacious living area, or explore the nearby hiking trails and state forests.
Pittsfield, MA
27/06 – 04/07
219 €/nighttotal: 1533 € (7 )
Berkshire Cabin
1 2apartment , East Nassau
This secluded Berkshire cottage is situated 11 kilometres from Jiminy Peak Ski Resort and a short drive from Lenox, Pittsfield, Great Barrington, Mount Greylock, and Tanglewood.
The fully renovated one-bedroom, one-bathroom property sleeps two guests and boasts a gourmet kitchen with Wolf stove and Sub-Zero refrigerator, plus access to hiking, snowshoeing, and seasonal activities like apple picking.
The fully renovated one-bedroom, one-bathroom property sleeps two guests and boasts a gourmet kitchen with Wolf stove and Sub-Zero refrigerator, plus access to hiking, snowshoeing, and seasonal activities like apple picking.
Pittsfield, MA
13/10 – 18/10
316 €/nighttotal: 1580 € (5 )
Berkshire’s Sweet Spot- Pool And Spa
3 3apartment , Pittsfield
This three-bedroom apartment is located in the heart of Berkshire County, just a short walk from Pittsfield's downtown area and within easy reach of both North and South County attractions. The apartment has been highly rated by previous guests for its cleanliness, location, and overall experience.
The apartment spans two floors and comfortably accommodates up to eight guests. Enjoy the private backyard with a seasonal pool, year-round spa, and a shared outdoor space with the other side of the duplex, ideal for larger groups.
The apartment spans two floors and comfortably accommodates up to eight guests. Enjoy the private backyard with a seasonal pool, year-round spa, and a shared outdoor space with the other side of the duplex, ideal for larger groups.
Pittsfield, MA
18/10 – 21/10
658 €/nighttotal: 1974 € (3 )
Hidden Oasis In The Mountains By Evergreen Home
5 3apartment , Pittsfield
This Berkshire County colonial-style house, situated atop a hill overlooking October Mountain, is 11km from Pittsfield and 11km from Lenox, offering easy access to Bousquet Mountain Ski Area.
This 334 square metre property sleeps ten guests in five bedrooms and three bathrooms, boasting a well-equipped kitchen, jacuzzi, fitness centre, and extensive outdoor space including a hot tub, fire pit, and stone patio; additional amenities include a games room with pool table and ping pong table.
This 334 square metre property sleeps ten guests in five bedrooms and three bathrooms, boasting a well-equipped kitchen, jacuzzi, fitness centre, and extensive outdoor space including a hot tub, fire pit, and stone patio; additional amenities include a games room with pool table and ping pong table.
