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Featured Condos in Pittsfield

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Vacation Condos in Pittsfield

Wandering around in search of the best restaurants, snapping pictures of iconic landmarks, and hiking through local landscapes are just a few of the things you love about taking a vacation. But you sometimes miss the comforts of home during your getaways. Next time, bring home with you! Book a condominium through Travelocity, and you can have all your travel needs met. You’ll still be able to experience Pittsfield, but you won’t have to give up the things you love—like a full kitchen to cook your favorite breakfast, a nice quiet spot to catch up on reading, and easy access to the top sites in the city.

There are tons of vacation condo rentals to suit your travel style. Do you want to stay in downtown condos that will put you in the heart of Pittsfield? Or do you prefer a luxury condo in an upscale neighborhood, conveniently located near the best attractions?

Place yourself in any part of the city and spend your days exploring the new world around you. When you tire of seeing the sights and testing coffee in the local cafes, return to your safe haven—your condo rental. You’ll appreciate that you can sleep in late without worrying about hotel staff knocking on your door, and you can head out onto the city street without being pegged as a tourist.

You don’t have to pay prices that resemble a mortgage when you book a condo through Travelocity. Our variety of vacation rentals will let you—and your wallet—feel like you’ve made the right decision. Browse properties today and start deciding what outfits you’ll pack for the trip.

Pittsfield Condos essential information

Accommodation
28 Condos
Lowest Price
CA $120
Highest Price
CA $236
Popular accommodation
Vacation Village in the Berkshires, SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!, The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, Ski-In/Ski-Out at Jiminy Peak in the Country Inn, Berkshires Getaway < 1 Mi Skiing & Hiking!, UNIQUE - 1BR Country Condo @ Jiminy Peak, Ski In & Ski Out - Deluxe 1 Bedroom Condo, Ski on ski off 1 Br loft condo in the village center with private gated parking, Perfect for Winter Skiing!!, The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook