Private suite vacation rentals in Berkshire County

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Top-rated private suites in Berkshire County

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

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Guest favourite

Guest suite in Richmond

4.92 out of 5 average rating, 170 reviews

Ski/Private Ranch/Kid friendly/Pet Friendly/Horses

Pet-Friendly, Child-Friendly Getaway! Modern suite with full kitchen on private horse ranch. Wake to horses in the fields, hiking, breakfast on your patio. Perfect location for individuals, couples, families animal lovers. Near all ski areas (Jiminy Peak/Catamount/Bousquet /Butternut), shopping, museums (Norman Rockwell/Mass MoCA) wine tasting (Balderdash Cellars, Hilltop Orchards) Tanglewood, Jacobs Pillow, Miraval, Kripalu, Canyon Ranch. Trail ride lessons /Horse activities available by appt!

Sep. 7 – 14

$363 CAD per night

Guest favourite

Guest suite in Great Barrington

5.0 out of 5 average rating, 45 reviews

Sweet 1-bedroom with salt water pool

Welcome to our home in the beautiful Berkshires! Enjoy this clean, private downstairs apartment with your own entrance. We are just 10-min from downtown Great Barrington and in a wonderful location for exploring. Upstairs is my family- a 6 year old boy and medium-sized dog- you will hear us! Sometimes we have friends and family visiting. In the summer you may see us at the pool with them. We’re happy to meet you and also happy to give you space- it’s your call. Wishing you a wonderful trip :-)

Sep. 10 – 17

$241 CAD per night

Guest favourite

Guest suite in Great Barrington

5.0 out of 5 average rating, 20 reviews

The Serendipity Spot

Greetings from the Serendipity Spot where old meets new in this charming, elegant & peaceful space where you may rest, laugh & play in the beauty of The Berkshires. Nestled in Great Barrington, this convenient spot has easy access to hiking, skiing, cultural events and restaurants galore. We are a 15-minute drive to Tanglewood and Shakespere & Co in Lenox, 12 minutes to the Norman Rockwell Museum in Stockbridge, 13 miles to Jacob's Pillow, and Ski Butternut is around the corner 2 miles away.

Sep. 7 – 14

$368 CAD per night

Guest favourite

Guest suite in Great Barrington

4.99 out of 5 average rating, 84 reviews

Hillside Haven

Ideally located on “the hill” in a beautiful quiet neighborhood and a short walk to downtown Great Barrington’s amazing cafes, restaurants, local ice cream, and Lake Mansfield’s beach and loop trail. The perfect hillside haven for those looking to be in the center of it all. This private, modern, and clean space is completely new as of mid-2021 and has a well-appointed kitchen, outdoor patio with a fireplace, fast internet, covered parking, radiant heat flooring, and an air conditioning unit.

Jul. 19 – 26

$426 CAD per night

Guest favourite

Guest suite in Lenox

5.0 out of 5 average rating, 15 reviews

Lenox Retreat Near Tanglewood w/ Rescued Donkeys

Our farm is a renovated 1770s Lenox stage coach stop, across from a beautiful meditation field and close to amazing activities-(Parks, shows, museums, Balderdash Winery, etc.). The upstairs is our rental space which is hotel style, two big bedrooms, a nice bathroom, a large common area, and a kitchenette. Tanglewood and many other great venues are nearby to enjoy all year round! Make time to visit the mini donkeys if you want! Please check out all that is happening in the Berkshires!

Sep. 8 – 15

$350 CAD per night

Guest favourite

Guest suite in South Lee

4.92 out of 5 average rating, 190 reviews

Sunny Riverside Apartment

The Berkshires are a perfect spot for a getaway week or weekend. You will enjoy this cozy 2-story apartment, easily accessible to all that the region has to offer. The apartment has a fully equipped kitchen, dining space, living area, and two bedrooms, overlooking the Housatonic River. Every town in South County is 5-15 minutes drive, and in 50 minutes you could be at The Clark Museum or Mass MOCA in North County. Several ski areas are nearby, and Kripalu is just an easy 10 minute drive.

Apr. 10 – 17

$197 CAD per night

Guest favourite

Guest suite in Williamstown

4.96 out of 5 average rating, 202 reviews

Berkshire Guest Suite

Welcome to our guest suite in the beautiful Northern Berkshires, home to many great cultural venues, including The Clark, Williamstown Theatre Festival and Mass MoCA. The newly updated private suite offers a queen pillow-top mattress, bathroom with stall shower, coffee bar and an outdoor seating area with mountain views. Located in a quiet neighborhood at the base of Mt. Greylock, we are a short walk to a local farm stand, and a few minutes drive to downtown Williamstown and North Adams.

Dec. 16 – 23

$153 CAD per night

Guest favourite

Guest suite in Hancock

4.83 out of 5 average rating, 154 reviews

Cozy apartment near Jiminy Peak

Two cozy bedrooms with an efficient kitchen make this a great weekend getaway for 2 adults or family of 3 to use as a base to explore both north and south Berkshire county in every season. About a mile from Jiminy Peak Ski Resort, less than 5 minutes to Bloom Meadows, 15 minutes to both Williamstown and Pittsfield, and 30 minutes to Mass MoCA, the quiet, wooded mountainside surroundings let you enjoy nature at its finest while easily getting to the area's many cultural attractions.

Sep. 9 – 16

$129 CAD per night

Guest favourite

Guest suite in South Lee

4.99 out of 5 average rating, 68 reviews

ROOMS on the RIVER/FREE Parking + WIFI

Entire first floor in a circa 1830 house, located on the Housatonic River, offers two bedrooms, a new bath, a dining area, and a galley kitchen with a single induction cooktop, a full-sized refrigerator, oven, and microwave. There is a coffee station, and varied electrical appliances too. Close to all Berkshire attractions and on a noted fly fishing section of the river, near golfing, hiking, kayaking, biking, and shopping. Three miles to the local grocery store & shopping.

Apr. 18 – 25

$291 CAD per night

Superhost

Guest suite in Lee

4.71 out of 5 average rating, 91 reviews

Cozy Guesthouse Near Downtown, Lee

Welcome and enjoy our renovated Guesthouse at Lee, MA, staying on main street (15 minutes from Great Barrington and 20 minutes from Pittsfield). It is also 3 mins to Outlet and 19 mins to the closest Ski area.The master bedroom has a queen size soft mattress, and the second bedroom has a queen bed also. The kitchen has a brand new refrigerator, a gas range, and units for cooking. You will enjoy the comfortable stay! Owners live upstairs and be friendly to all visits.

Jun. 9 – 16

$214 CAD per night

Guest favourite

Guest suite in Adams

4.85 out of 5 average rating, 81 reviews

Quaint Suite in Center of Adams

Pet Friendly mother-in law suite within a beautiful Victorian home in the center of Adams. The quaint town sits at the base of Mount Greylock with hiking and bike trails within minutes of your accommodations. Restaurants, grocery store and a 9 hole golf course are in walking distance. MASS MOCA is just a short 6 mile drive. Tanglewood music center is a 35 minute drive. Beautiful deck with gas firepit and grill. We would love you to be our guest.

Mar. 15 – 22

$220 CAD per night

Guest favourite

Guest suite in Austerlitz

4.86 out of 5 average rating, 138 reviews

Rustic-Modern Studio - Near Hudson, Chatham, & GB

Get a small rustic-modern cabin feel in this cozy and self-sufficient space. 10 minutes from Chatham, 15-20 minutes from Great Barrington, Lee, Lenox, Kripalu Center for Yoga & Health, Catamount Ski Resort, TangleWood Institute and seconds away from a beautiful hike up Harvey Mountain in Austerlitz, NY. The wood-stove will keep you warm in the winter months and the large field and creek in the backyard will relax you in the summer.

Sep. 18 – 25

$114 CAD per night