Find Pittsfield Holiday Rentals
Choose from over 1,000,000 unique hotels, apartments & villas around the world
Get the best price available with ebookers Price GuaranteeOpens in a new window
Free cancellation on most hotels when you book with ebookers!*
Holiday Rentals in Pittsfield

Iso kaunis, kävele järvelle, 8 makuuhuonetta, poreallas, takka ja biljardipöytä

Hancock Village Inn at Jiminy Peak

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

Vacation Village in the Berkshires

The Ponds at Foxhollow

Jiminy Peak Mountain Resort

Berkshiren kylävaunupaikka

Mökki / 3 hehtaaria, tennis + BBall-kentät 4 Ski Mtns: llä

Rauha ja hiljainen järvellä

Pristine Home In Becket Woods

UUSI! Lakefront Berkshires House w / Deck, Dock + vene

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Private Estate, Heated Yearround Outdoor Pool

VINTAGE BARN APT, POOL, HOT TUB, FIRE PIT, GRILL
Holiday Rentals in Pittsfield
When it comes to going on a break to Pittsfield, you can go the traditional route with a hotel, or see things from a new, exciting perspective with your very own Pittsfield holiday rental. The price difference alone makes it a tantalising prospect, as you’ll enjoy huge savings on nightly rates when you go for your own apartment, villa or cottage rather than a hotel stay. But there are so many other perks, beyond simply getting more bang for your buck.
There’s the sense of instantly becoming a “local” to the area, rather than just a box-ticking tourist. From the moment you set foot through the front door, a holiday rental in Pittsfield will become your home away from home, where you can relax in the living spaces and cook your own meals in the kitchen – perhaps with fresh, locally-sourced ingredients from a bustling food market close by.
The feeling of real privacy is another major benefit that comes with Pittsfield holiday rentals. Whether you go for a sleek apartment, smart villa or cosy cottage, you won’t be in a busy tourist temple with hotel staff and other travellers around you all the time – you’ll have your own space where you can enjoy your holiday at your own pace. Have breakfast at your leisure at the kitchen table, chat over your list of must-dos in the living room, and then head out for hours of sightseeing before returning for your later afternoon siesta in a space which is truly your own.
You’ll also have a serious variety of possible pads to choose from. With ebookers, finding the right place is a doddle. You can search for contemporary apartments with sleek decor, ideal for a romantic getaway, or select a large villa where every member of the family gets to kick back in their own spacious bedroom.
To make it easier to pinpoint the exact right Pittsfield holiday rental, you can use our map to find villas, cottages and apartments close to major landmarks and attractions, so you can choose to be in the thick of the action or in a more quiet and serene area. Just select your preferred travel dates and you’ll be able to find the best, most recently updated deals on Pittsfield holiday rentals in moments.