Apartment holiday rentals in Pittsfield

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Pittsfield

Guests agree: These apartments are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Apartment in Shelburne Falls

4.87 out of 5 average rating, 431 reviews

Big, sunny 1893 flat steps from Bridge of Flowers

Urban 3-room (2 bdrm) apartment on 3rd floor of funky older apt building on the main street of Shelburne Falls. Apartment faces the street, with views of the hills beyond. New kitchen appliances, and newly remodeled bath with custom shower, tile floor, and washer/dryer. Interesting art throughout the apartment, including some original pieces. Steps to the Glacial Potholes, Bridge of Flowers; and all the galleries, shops, restaurants, and cafes that this charming New England village has to offer.

Top Guest favourite

Apartment in Wilmington

4.91 out of 5 average rating, 134 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

Guest favourite

Apartment in Hudson

4.91 out of 5 average rating, 171 reviews

Private 1BR Apartment 1 Block from Warren St.

Completely private (own entrance) and perfect apartment one block from Warren Street. Newly renovated 1BR apartment sleeps two comfortably. Also includes a fold out couch in the living room. Queen bed with memory foam mattress. Requires 2 night minimum stay. The apartment is located on the ground floor of our home. Dads John and Daniel and our daughter, Patsy, welcome you and want to make sure you have a great stay. And don't worry, the toddler is asleep by 8 pm.

Superhost

Apartment in Mechanicville

4.91 out of 5 average rating, 251 reviews

The BoHo Flat” - Elegance & Charm

You are going to love this place!!! It extremely unique and charming!!! 100 Year old school building converted into luxury apartments! The unit you’re viewing is on the MEZZANINE LEVEL, it’s exclusive to you! The unit overlooks the old gymnasium which Has been converted - It’s One of a kind!! A covered roof top terrace, a outdoor patio with fire pit & bbq. Theres a fitness area (Actual registered FALLOUT shelter of the 60’s) to name a few.

Guest favourite

Apartment in Saugerties

4.96 out of 5 average rating, 137 reviews

Lovely apt overlooking stream w pool/sauna

2nd floor 1BR apartment with bedroom, living rm, kitchenette, 2 full baths, pool, outdoor sauna access and much more! (note the kitchenette does not have a cooktop or oven). Wake to the sights and sounds of the rushing stream outside your window. We are a carbon-neutral property, with geothermal and airsource heat pumps, a large solar panel array, and an available Level 2 EV charger for our guests! Nosotros hablamos un poco de español

Guest favourite

Apartment in Hudson

4.93 out of 5 average rating, 287 reviews

Chic Hudson Apartment - In the heart of Hudson, NY

This fully renovated historic building in Hudson, NY is close to nightlife, the city center, the Amtrak and many boutiques & restaurants. The spacious 3rd floor apartment is fully equipped for a luxurious care free stay. You’ll love it because of the location and the ambiance. Enjoy the Spa, Yoga Studio & Shop right downstairs (bodhiholisticspa.com). Our apartment is great for couples, friends, business travelers and quiet families.

Top Guest favourite

Apartment in Williamstown

5 out of 5 average rating, 127 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.

Guest favourite

Apartment in Albany

4.95 out of 5 average rating, 114 reviews

Empire Plaza Apartment

Welcome to our garden apartment, nestled in a walkable neighborhood filled with diverse restaurants, cozy pubs, and the picturesque Washington Park. The apartment features a sound-dampened bedroom, ensuring a serene and peaceful retreat. Just steps away, you'll find the New York State Capitol, Empire State Plaza, The Egg, and the New York State Museum, making this location ideal for both relaxation and exploration.

Guest favourite

Apartment in Williamstown

4.94 out of 5 average rating, 300 reviews

COLD SPRING

Welcome to your peaceful Berkshire retreat. Originally a barn, this charming two-bedroom, one-bath apartment features a fully equipped kitchen, skylight-vaulted ceilings, and original wood beams. Just a short drive from Mount Greylock, Jiminy Peak, and the Williamstown Theatre Festival—surrounded by scenic hikes and great local dining, it’s the perfect home base for your getaway.

Guest favourite

Apartment in Pittsfield

4.91 out of 5 average rating, 255 reviews

Marie's Place

This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters.

Guest favourite

Apartment in North Adams

4.9 out of 5 average rating, 183 reviews

#7 Downtown Historic Flatiron building getaway.

Located Downtown,walking distance to MCLA, MOCA, art and culture, great views, restaurants,dining,art & shopping. You’ll love it here because of the kitchen and the coziness, walking distance to downtown. It has been totally renovated . This place is ideal for couples, solo adventurers, and business travelers. There is metered parking within walking distance.

Superhost

Apartment in Downtown Albany

4.88 out of 5 average rating, 112 reviews

Tuscan Garden Apt at Café Capriccio Albany, NY

This cozy 1-bedroom apartment is located on a cobblestone street in downtown Albany next to our celebrated restaurant, Café Capriccio, one of Albany's finest and most honored Italian restaurants for over 4 decades. You will have a lovely, private covered deck, overlooking a view of Café Capriccio’s Tuscan Garden patio dining area in summer and fall.