Apartment holiday rentals in The Berkshires

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Top-rated apartment rentals in The Berkshires

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

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Guest favourite

Flat

4.95 out of 5 average rating, 110 reviews

Great Saratoga Location

This furnished apartment is on the second floor of a beautiful 1873 mansion on the North side of town. Easy walk to both Skidmore College and downtown Saratoga. About two and a half blocks from City Center (Convention Center). Clean, quiet, owner-occupied house. Full size washer and dryer in the apartment. Window unit air conditioners in living room and both bedrooms. New 43” TVs in the living room and main bedroom. WiFi. New sheets and towels. Basic supplies provided. Off-Street parking.

Guest favourite

Flat

4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

The guest apartment ( FULLY RENOVATED FINISHED BASEMENT) is an addition to our luxurious home. A 2 bedroom apartment with one king sized bed, Queen sized bed and a plush leather pull out sofa. Pool l table. Large in ground pool, 2 cabana beds, fire pit and dining table. Pool and gated backyard is exclusive to guests. We include netflix, hulu and hbo max. THE (HEATED) POOL IS OPENED IN MAY AND CLOSED LATE SEPTEMBER. The pool is cleaned daily in the morning. The pool is exclusive to guests.

Guest favourite

Flat

4.98 out of 5 average rating, 194 reviews

Skylights, art + design in best downtown location

Elegant spacious sun-drenched 2-bdrm penthouse in gracious 4-family Victorian on tree-lined street in the heart of downtown Northampton. Easy walk to Smith College campus. Skylights; large tiled bathroom with shower, jacuzzi tub, washer/dryer; hardwood floors; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, 42" TV, Yamaha digital piano, cathedral ceiling, and glass doors onto a balcony.

Guest favourite

Flat

4.81 out of 5 average rating, 129 reviews

Adirondack Penthouse, Sleeps 10. Steps from Beach.

Our LARGE apartment overlooks Main Street of our quaint village. See the sparkling waters of the beautiful Upper Hudson River Beach across the street. 15 mins to SARATOGA or Lake George. Sleeping: a Queen & a Full bed in Main bedrm, a Pull-curtain room separator, # 1 cot available. 2nd bdrm: 2 full size beds. Room Separator Curtain. Sofa Sleeper in the Living Room. Balcony off main bdrm. Full kitchen, dining room. *ALL surfaces sanitized/Disinfected. Streaming TV.

Superhost

Flat

4.91 out of 5 average rating, 238 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

Flat

4.93 out of 5 average rating, 280 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 favourite

Flat

5 out of 5 average rating, 116 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

Flat

4.86 out of 5 average rating, 150 reviews

#1, Historic Studio, Newburgh, Beacon, West Point

This rustic studio apartment retains its historic charm yet is fully equipped with modern amenities. Located above the historic North Plank Road Tavern (circa 1801). Just off Exit 39 of I-84, we're a great base location for your Hudson Valley visit. The apartment is minutes from Stewart International Airport and the MTA Beacon train station. Nous parlons Français. Nosotros hablamos Español. 我们讲一点中文.

Guest favourite

Flat

4.94 out of 5 average rating, 245 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.