Apartment vacation rentals in Pittsfield

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Top-rated apartment rentals in Pittsfield

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Guest favorite

Rental unit in Shelburne Falls

4.86 out of 5 average rating, 399 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.

Guest favorite

Rental unit in Troy

4.92 out of 5 average rating, 158 reviews

Sunny Troy Private Deck Parking Wi-Fi Top Floor

Sunny top (3rd) floor 1 bedroom, hardwood floors, high ceilings, deck with gas grill and dining furniture, big kitchen, air conditioning and free off street parking. South Central Troy (Washington Park Neighborhood) quiet street, just 1 block to Carmen's Cafe, 3 blocks to Russell Sage, within walking distance to quaint shops, dining, nightlife and everything else Downtown Troy has to offer. Close to RPI, HVCC and Emma Willard. Complimentary laundry area available upon scheduled request.

Guest favorite

Rental unit in Troy

4.99 out of 5 average rating, 119 reviews

Lovely 1 bedroom in brownstone on Washington Park

Come stay in this top floor "penthouse" apartment located on Troy's historic Washington Park. This newly renovated apartment is immaculate and cozy. The back deck with 2 Adirondack chairs and a bistro dining set overlooks a lovely green space. Enjoy the ambiance of Washington Park with a key available for entrance into the private park. Located 2 blocks from the Sage College campus and close proximity to RPI, you are a quick walk away from many cafes, restaurants and shops.

Superhost

Rental unit in Mechanicville

4.91 out of 5 average rating, 236 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 favorite

Rental unit in Hudson

4.93 out of 5 average rating, 274 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.

Guest favorite

Rental unit in Williamstown

5 out of 5 average rating, 113 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 favorite

Rental unit in Pittsfield

4.91 out of 5 average rating, 247 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 favorite

Rental unit in North Adams

4.9 out of 5 average rating, 181 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.

Guest favorite

Rental unit in Downtown Albany

4.89 out of 5 average rating, 102 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.

Guest favorite

Rental unit in Williamstown

4.93 out of 5 average rating, 281 reviews

COLD SPRING

This cozy, quaint and quiet apartment offers the perfect Berkshire county getaway. Just a drive away from Mount Greylock National Park, Jiminy Peak Mountain Resort, and the Tony-Awarded Williamstown Theatre Festival. Enjoy the mountain views, in this two bedrooms 1 bath rental with fully equipped kitchen and skylight vaulted ceiling.

Guest favorite

Rental unit in Albany

4.94 out of 5 average rating, 238 reviews

Charming Garden Apartment in Center Square

Centrally located, steps from Lark Street and two blocks from the Empire State Plaza. A perfect location for exploring and enjoying the NYS capital. Our garden apartment is recently fully renovated with all new furniture. Apartment includes all basic amenities and multiple streaming services.

Guest favorite

Rental unit in Catskill

4.97 out of 5 average rating, 236 reviews

Above SpringRise

Newly renovated, top floor apartment on Main Street in the historic district of Catskill. Overlooking both the Catskill Creek and the Catskill Mountains, this floor-through apartment is just 10 minutes to Hudson, 5 minutes to three Nature preserves and 15 minutes to Kaaterskill Falls.