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Pittsfield, MA apartments
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202 Apartments or condos in Pittsfield, MA

Top-Rated Apartments near the City Center in Pittsfield, MA

Lock in a central vacation apartment in Pittsfield, MA to enjoy full kitchen amenities and effortless walkable access to downtown sights.

Spacious Historic Home In The Berkshires! - Pittsfield, MA
9.8 19 reviews

Spacious Historic Home In The Berkshires!

apartment, Pittsfield
This Pittsfield vacation home offers convenient access to the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, all within a 10-minute walk, and is less than a mile from the Housatonic River and Barrington Stage Company.
This 3,300-square-foot house features seven bedrooms, two bathrooms, accommodates nine guests, and includes a fully equipped kitchen, fireplace, in-house washer, private garden, balcony, and parking.
Hawksnest: Quiet 2br Apt, Heart Of The Berkshires - Pittsfield, MA
9.7 194 reviews

Hawksnest: Quiet 2br Apt, Heart Of The Berkshires

apartment, Pittsfield
This renovated Pittsfield apartment, conveniently located off Highway 7, provides easy access to Berkshire attractions like Kripalu Center for Yoga & Health, Lenox, and Tanglewood (all within 15 minutes).
The 2-bedroom, 1-bathroom rental offers a private entrance, a screened porch, shared backyard access, and accommodates up to 4 guests with amenities including air conditioning, free internet, and parking.
Spacious Historic Home In The Berkshires! - Pittsfield, MA
9.7 21 reviews

Spacious Historic Home In The Berkshires!

apartment, Pittsfield
This 5-bedroom vacation rental is conveniently located just minutes from downtown Pittsfield, a short drive from the Berkshires' beauty and attractions, and only 7 miles from the renowned Tanglewood music venue.
This spacious home features a fully equipped kitchen, a fireplace, a soaker tub, a covered porch, and a backyard, perfect for families or groups of up to 9 guests.
Explore The Berkshires From This Charming Home. - Pittsfield, MA
9.8 32 reviews

Explore The Berkshires From This Charming Home.

apartment, Pittsfield
This centrally located accommodation in Pittsfield offers easy access to various attractions within short driving distances, including ski resorts, charming towns, and cultural attractions. Guests have rated this accommodation as excellent for its cleanliness and location.
The accommodation has 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, parking, and access to streaming services. Guests can enjoy the charming towns nearby, visit cultural attractions, attend live music performances at Tanglewood, or go skiing at nearby resorts.

Best Pittsfield, MA apartment rentals with air conditioning

Friendly Hills | Passive Home  Ev Charger - Pittsfield, MA
9.8 41 reviews

Friendly Hills | Passive Home Ev Charger

apartment, Hancock
This mid-century modern apartment rental near Hancock Shaker Village in Hancock, Massachusetts offers panoramic views and private access to hiking trails and ponds on six acres.
The three-bedroom, two-bathroom unit sleeps six guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus fast Wi-Fi, air conditioning, and parking.
Net Zero Home With Rustic Berkshire Charm - Pittsfield, MA
9.9 133 reviews

Net Zero Home With Rustic Berkshire Charm

apartment, Pittsfield
This 3-bedroom, 1-bathroom apartment is located on a quiet street in Pittsfield, within walking distance of downtown attractions and restaurants.
The apartment features a spacious open concept design with modern amenities such as radiant heated floors, a washer and dryer, and a 55-inch TV with surround sound, perfect for families or groups of up to 5 guests.
The Reel Retreat | Theatre & Firepit  Game Room - Pittsfield, MA
10 17 reviews

The Reel Retreat | Theatre & Firepit Game Room

apartment, Pittsfield
This Pittsfield apartment rental is situated on a quiet country road, minutes from both downtown Pittsfield and Lenox, offering easy access to Berkshire attractions.
The 3-bedroom, 2-bathroom home features a fully equipped kitchen, a lower-level movie theater, a game room with foosball and Pac-Man, and a spacious backyard with a deck and grill; it comfortably sleeps 7 guests.
Hearts Desire Is Your Private Escape. - Pittsfield, MA
10 108 reviews

Hearts Desire Is Your Private Escape.

apartment, Lanesborough
This lakefront vacation home is located in Lanesborough, Massachusetts, just 6 miles from Mount Greylock State Reservation, Mount Greylock State Reservation Visitor Center, and Jiminy Peak Mountain Resort.
This 3-bedroom house, comfortably accommodating up to 6 guests, features a fully equipped kitchen, a fireplace, a spa tub, a garden, and a terrace, perfect for enjoying stunning lake views and relaxing after a day of exploring the area.

Frequently Asked Questions about apartment rentals in Pittsfield, MA

  • What are the must-see attractions for a 2 days stay in Pittsfield, MA?

    For a two-day stay, you should definitely check out the Berkshire Museum. It's a great place to learn about the region's history and culture. You should also visit the Clark Art Institute, which has a beautiful collection of Impressionist and Post-Impressionist art. If you're looking for something a little different, head over to the Barrington Stage Company, a renowned regional theater that puts on fantastic productions.
  • What are the best apartments in Pittsfield, MA?

    Among the apartments in Pittsfield, MA, Large Guest Suite W/private Bath In The Berkshires, Honeysuckle Rose Cottage and Marie's Place are the most popular ones.

  • Which neighborhoods in Pittsfield, MA are best for renting an apartment?

    The best neighborhoods for renting an apartment in Pittsfield are probably the ones around downtown. You'll be close to all the action, including restaurants, shops, and bars. If you're looking for something a little quieter, the neighborhoods around the Berkshire Museum and the Clark Art Institute are nice and peaceful.
  • What are the best apartments with a pool in Pittsfield, MA?

  • What are the top cultural and historical sites in Pittsfield, MA?

    Pittsfield is rich in culture and history. The Berkshire Museum is a must-see, showcasing local history, science, and art. The Clark Art Institute is another gem, housing an impressive collection of Impressionist and Post-Impressionist paintings. For a taste of the city's vibrant performing arts scene, catch a show at the Barrington Stage Company.
  • What are the best apartments with a jacuzzi in Pittsfield, MA?

  • Where can you find the best local markets and street food in Pittsfield, MA?

    You can find some great local markets and street food in Pittsfield. The Pittsfield Farmers Market is held every Saturday from June to October. It's a great place to pick up fresh produce, baked goods, and other local products. For a quick bite, check out the food trucks that gather in the city center during the summer months. They offer a variety of cuisines, from Mexican to Thai.
  • What are the best apartments for families and kids in Pittsfield, MA?

  • How is the public transportation system in Pittsfield, MA?

    Pittsfield's public transportation system is decent, but it's not as extensive as in larger cities. The Berkshire Regional Transit Authority (BRTA) operates bus routes throughout the city and surrounding towns. If you plan on exploring the area, it's best to have a car.
  • What are the best pet friendly apartments in Pittsfield, MA?

  • Which seasonal events or festivals should apartment renters look forward to in Pittsfield, MA?

    Pittsfield has many seasonal events and festivals throughout the year. The annual Tanglewood Music Festival is a highlight in the summer, featuring world-renowned classical musicians. In the fall, you can enjoy the vibrant colors of the foliage during the Berkshires Fall Foliage Festival. And, of course, there's always the holiday season, which is celebrated with festive events and decorations throughout the city.
  • What are the best apartments with parking in Pittsfield, MA?

    Large Guest Suite W/private Bath In The Berkshires, Honeysuckle Rose Cottage and Marie's Place are the best apartments with parking in Pittsfield, MA.

  • What amenities are typically included in apartments in Pittsfield, MA?

    Most apartments in Pittsfield include basic amenities like central heating and air conditioning, a refrigerator, stove, and oven. You'll also find that many apartments have in-unit laundry or access to a shared laundry facility. Some apartments may have additional amenities like a dishwasher, a balcony, or a parking space.

Popular destinations

Discover Apartments with Balconies in Pittsfield, MA

Step onto your own terrace and take in the skyline; every vacation apartment of Pittsfield, MA on this list includes private outdoor space.

3 Acres, Mtn Views, Hot Tub, Steps To Winery - Pittsfield, MA
No reviews

3 Acres, Mtn Views, Hot Tub, Steps To Winery

apartment, Richmond
This pet-friendly vacation home in Richmond is located a short walk from Balderdash Cellars and a 3-minute drive from Hancock Shaker Village, offering prime access for outdoor activities like kayaking and motor boating.
This 2740 sq ft apartment features 3 bedrooms, 2 bathrooms, and accommodates up to 6 guests, with amenities including a full kitchen, air conditioning, a jacuzzi, a terrace, a garden, and on-site covered parking.
Cozy Pittsfield Gem W/ Deck, Gazebo & Fireplace! - Pittsfield, MA
10 2 reviews

Cozy Pittsfield Gem W/ Deck, Gazebo & Fireplace!

apartment, Pittsfield
This 3-bedroom, 3-bathroom Pittsfield apartment offers convenient access to outdoor recreation, located 8 miles from Bousquet Mountain Ski Area and 12 miles from Jiminy Peak Mountain Resort, with Ashuwillticook Rail Trail just 1 mile away and Pittsfield State Forest 8 miles distant.
This family-friendly residence accommodates up to 10 guests with a fully equipped kitchen, fireplace, Smart TV, in-unit washer/dryer, and outdoor spaces including a deck, balcony, and gazebo, plus a main-level bedroom and bathroom ideal for guests with mobility considerations.
Dharma Grove - Bask In The Light - Pittsfield, MA
10 1 review

Dharma Grove - Bask In The Light

apartment, Richmond
This 3-bedroom, 2-bathroom Richmond rental is located on 2.5 acres, offering a quiet retreat just 1 minute from Balderdash Cellars and 4 minutes from Hancock Shaker Village.
This 2060 sq ft home accommodates up to 6 guests and features a fully-equipped kitchen, high-speed Wi-Fi, free parking, a garden, terrace, and is dog-friendly.
The Reel Retreat | Theatre & Firepit  Game Room - Pittsfield, MA
10 6 reviews

The Reel Retreat | Theatre & Firepit Game Room

apartment, Pittsfield
This four-bedroom, two-bathroom Pittsfield vacation rental is located in southern Pittsfield, minutes from downtown Pittsfield and Lenox, providing easy access to Tanglewood and Barrington Stage Company.
The 4-bedroom home boasts a private backyard, a fully equipped kitchen, a dedicated movie theater, a game room, and a deck with a grill, comfortably accommodating up to 7 guests and offering proximity to Bousquet Ski Area, Canoe Meadows, and Kennedy Park.

Neighborhoods and points of interest in Pittsfield, MA

Search Family-Friendly Vacation Apartments in Pittsfield, MA

Discover kid-friendly vacation apartments in Pittsfield, MA that put city attractions within easy reach for a stress-free trip.

Cozy Bungalow In Se Pittsfield - Pittsfield, MA
9.9 30 reviews

Cozy Bungalow In Se Pittsfield

apartment, Pittsfield
This Pittsfield apartment is located just 5 minutes from Bousquet Ski Mountain and 20 minutes from Jiminy Peak, offering easy access to outdoor activities in the Berkshires. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The rental is a single-floor home with space for 5 guests. It features a fully equipped kitchen, a private garden, a deck and an enclosed porch, and a grill for cookouts, making it ideal for entertaining friends and family.
Wildlife Lakeside Cottage;  Views/wildlife - Pittsfield, MA
9.7 375 reviews

Wildlife Lakeside Cottage; Views/wildlife

apartment, Lanesborough
This waterfront vacation home is located in Lanesborough, Massachusetts, just six miles from Mount Greylock State Reservation, St. Mary's of the Assumption Church, and the Crane Museum of Papermaking. The home boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
This comfortable house has three bedrooms, sleeping up to six guests. Enjoy the fully equipped kitchen, a spacious patio, and the peaceful garden, all while taking advantage of the nearby attractions and the breathtaking views from the waterfront.
Elmer Estate - Pittsfield, MA
9.8 9 reviews

Elmer Estate

apartment, Pittsfield
This 3-bedroom, 1-bathroom apartment is situated on the Pittsfield/Lenox border, offering a 5-10 minute drive to Pittsfield's shopping, dining, and art venues, as well as nearby ski resorts.
This rental sleeps up to 5 guests and features internet, air conditioning, a kitchen, parking, and two porches with scenic views of the Berkshire Hills.
Beautiful Waterfront Home With Deep Water Dock On Onota Lake. Huge Covered Deck. - Pittsfield, MA
9.6 89 reviews

Beautiful Waterfront Home With Deep Water Dock On Onota Lake. Huge Covered Deck.

apartment, Pittsfield
This waterfront vacation home on Onota Lake in Pittsfield offers direct access to water sports and is located within 3 miles of Tanglewood Music Center, Crane Museum of Papermaking, and Colonial Theater, with Bousquet Ski Area just 2 miles away.
This 1800 square foot house features 3 bedrooms, 2 bathrooms, sleeps 10, and includes a modern kitchen with a fridge, microwave, and dishwasher, plus a private dock and a large covered deck for outdoor enjoyment.

Guest-Favorite Apartments with Parking in Pittsfield, MA

Driving to Pittsfield, MA? Each of these apartments include parking, making city center access simple from the moment you arrive.

Solomon Ely Homestead Set In Walkable Downtown - Pittsfield, MA
10 43 reviews

Solomon Ely Homestead Set In Walkable Downtown

apartment, Pittsfield
Spacious 2 Bedroom Downtown Very Nice Area! - Pittsfield, MA
9.6 55 reviews

Spacious 2 Bedroom Downtown Very Nice Area!

apartment, Pittsfield
Maries Place Unit 3 - Pittsfield, MA
9.9 71 reviews

Maries Place Unit 3

apartment, Pittsfield
Berkshire Lakehouse - 3 Bedrooms - Sleeps 5 - Pittsfield, MA
9.8 50 reviews

Berkshire Lakehouse - 3 Bedrooms - Sleeps 5

apartment, Pittsfield

Compare Luxury Apartments in Pittsfield, MA

Comfort and a prime location define these luxury vacation apartments in Pittsfield, MA, each selected to provide a sophisticated home away from home.

Cozy Escape To The Berkshires - Pittsfield, MA
10 3 reviews

Cozy Escape To The Berkshires

apartment, Pittsfield

Popular Pet-Friendly Apartments in Pittsfield, MA

No need to leave your dog behind; each vacation apartment in Pittsfield, MA on this list offers nearby dog parks and city walks.

Lenox Grand Colonial With Pool By Evergreen Home - Pittsfield, MA
10 3 reviews

Lenox Grand Colonial With Pool By Evergreen Home

apartment, Lenox
Pine & Paddle | Pond Access  Kayaks - Pittsfield, MA
9.8 18 reviews

Pine & Paddle | Pond Access Kayaks

apartment, Richmond
Modern Gem In The Heart Of Berkshires - Pittsfield, MA
9.9 70 reviews

Modern Gem In The Heart Of Berkshires

apartment, Pittsfield
3 Bedroom Home W/ Lake And Mountain Views Near Skiing, And Cultural Attractions! - Pittsfield, MA
8.4 9 reviews

3 Bedroom Home W/ Lake And Mountain Views Near Skiing, And Cultural Attractions!

apartment, Pittsfield

Top Vacation Apartments with Swimming Pool in Pittsfield, MA

Choosing a vacation apartment in Pittsfield, MA with a pool ensures a proper swim in the heart of the city is always an option.

Lenox Grand Colonial With Pool By Evergreen Home - Pittsfield, MA
10 45 reviews

Lenox Grand Colonial With Pool By Evergreen Home

apartment, Lenox

Traveler-Approved Vacation Apartments with Jacuzzi in Pittsfield, MA

These vacation apartments in Pittsfield, MA come with a hot tub or jacuzzi, ideal for a private soak at the end of a city day.

Beautiful Lake-view Getaway! - Pittsfield, MA
9.9 70 reviews

Beautiful Lake-view Getaway!

apartment, Pittsfield
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