Housatonic Holiday Rentals from AU$180: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Housatonic holiday rentals

A kitchen with white shelves containing various kitchenware, a kettle, and a window with a view of trees and a building outside.

1. Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic

Peter S.

includes taxes & fees

1 Sept - 2 Sept

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Pittsfield

Robert

includes taxes & fees

31 Aug - 1 Sept

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

3. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

bob i.

includes taxes & fees

31 Aug - 1 Sept

A staircase leading to a second floor, a living room with a sofa, and a kitchen area.

4. Cozy Riverside Berkshires Retreat

Great Barrington

Colin E.

includes taxes & fees

1 Sept - 2 Sept

A sandy beach with a lake and forest in the background.

5. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Great Barrington

Kristin O.

includes taxes & fees

13 Sept - 14 Sept

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

6. Home in Great Barrington

Great Barrington

HEATHER G.

includes taxes & fees

24 Aug - 25 Aug

A living room with a brown leather sofa, two grey armchairs, a glass coffee table, and a wooden side table with a lamp.

7. stylish Berkshires Retreat

Lee

Donna K.

includes taxes & fees

14 Sept - 15 Sept

A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

8. The Brooks Motel: Exceptional Suite

Hillsdale

Joan

includes taxes & fees

23 Aug - 24 Aug

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

9. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

includes taxes & fees

23 Aug - 24 Aug

A bedroom with a brick fireplace, wooden beams, a bed with white bedding, and a wall-mounted picture.

10. Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington

Mary R.

includes taxes & fees

1 Sept - 2 Sept

An outdoor deck with a grill, seating area, and a view of the surrounding greenery.

11. Stockbridge In-town Escape

Stockbridge

includes taxes & fees

30 Aug - 31 Aug

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

12. Micosta Leisure Inn

Hudson

Andrea

includes taxes & fees

27 Aug - 28 Aug

A spacious living room with a sectional sofa, a coffee table, and a dining area with a table and chairs. There is a large window providing a view of the outdoors.

13. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington

Roberta

includes taxes & fees

27 Aug - 28 Aug

A wooden deck with a staircase leading to a covered porch area.

14. All comforts of home

Hudson

Mike

includes taxes & fees

24 Aug - 25 Aug

A spacious living area with a large sofa, a kitchen island with bar stools, a wooden staircase, and a television displaying a movie.

15. Real Estate: Therapy - Lake, Laundry, Love it

Sherwood Forest

includes taxes & fees

13 Sept - 14 Sept

A spacious living room with a dining area, a kitchen, and a large window.

16. 1800s Carriage house in Berkshires / Hudson Valley

New Lebanon

Leslie H.

includes taxes & fees

14 Sept - 15 Sept

A spacious cabin with large windows, a gray sofa, and a wooden ceiling.

17. Treetop Hideaway in Tyringham

Monterey

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

Samantha G.

includes taxes & fees

16 Sept - 17 Sept

A spacious bedroom with a four-poster bed, a large window, and a view of the outdoors.

18. Stylish Mid-century Modern Berkshires Cape

Lee

H B.

includes taxes & fees

2 Sept - 3 Sept

A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

19. Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Hancock

Alicia S.

includes taxes & fees

25 Aug - 26 Aug

20. All the comforts of home

Hudson

Julie B.

includes taxes & fees

24 Aug - 25 Aug

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Housatonic Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"."

The Yankee Inn

10/10 Excellent

"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."

Hotel On North

10/10 Excellent

"A great location for a concert at Tanglewood and a chance to explore a new city. Parking is easy and convenient. The staff is very welcoming and helpful. The facilities are clean, modern, quiet, and vintage at the same time. A beautiful bar and restaurant on site and many restaurants and coffee shops in walking distance. I would definitely stay here again!"

Find out more about Housatonic

Everything you need to know about Housatonic holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Housatonic holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Housatonic holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Housatonic holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Housatonic. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Housatonic holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Housatonic holiday rentals we have selected for you start as low as AU$180 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Housatonic rentals

At Expedia, we put the best Housatonic holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Housatonic rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Housatonic holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Housatonic. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Housatonic?

Yes, there are holiday rentals close to the most popular sights in Housatonic, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Housatonic has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Housatonic is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Housatonic?

Expedia has 12 holiday rentals for your stay in Housatonic.

What’s there to see and do in Housatonic?

While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Housatonic River. Norman Rockwell Museum and Berkshire Botanical Garden are a couple of places you'll find in the wider area.

What’s a holiday rental in Housatonic like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Housatonic. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Housatonic holiday rentals

1. Sweet Cozy Victorian in Housatonic. Close to everything.

2. Berkshire Mountain Lodge

3. Cozy 1-bedroom studio in serene Great Barrington with AC

4. Cozy Riverside Berkshires Retreat

5. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

6. Home in Great Barrington

7. stylish Berkshires Retreat

8. The Brooks Motel: Exceptional Suite

9. NEW RENO - Chalet-style farm loft near Tanglewood

10. Cozy. Clean. Free bagel shop. 3 Fireplaces.

11. Stockbridge In-town Escape

12. Micosta Leisure Inn

13. Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

14. All comforts of home

15. Real Estate: Therapy - Lake, Laundry, Love it

16. 1800s Carriage house in Berkshires / Hudson Valley

17. Treetop Hideaway in Tyringham

18. Stylish Mid-century Modern Berkshires Cape

19. Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

20. All the comforts of home

Find holiday rentals that suit your style

Top Housatonic Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshire Mountain Lodge

The Yankee Inn

Little Cat Lodge

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

The Whitlock

Jiminy Peak Mountain Resort

Hotel On North

Find out more about Housatonic

Frequently asked questions

Go further with the Expedia app