Housatonic Holiday Rentals from €96: 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

Eric H.

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a sectional sofa, wooden beams, a large window, and a view of the outdoors.

2. Beautiful and Private Home Centrally Located in the Berkshires

West Stockbridge

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

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

Great Barrington

Deborah S.

includes taxes & fees

12 Nov - 13 Nov

A dining area with a wooden table, chairs, and a ceiling fan.

4. Leaf-Peeper Paradise in the Berkshires

Great Barrington

Kelly B.

includes taxes & fees

8 Nov - 9 Nov

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

9 Nov - 10 Nov

6. Berkshire Mountain Lodge

Pittsfield

Charline

includes taxes & fees

6 Dec - 7 Dec

A spacious living area with a wooden ceiling, a kitchen with a refrigerator, and a dining area with white chairs.

7. Secluded Family Home in Serene Stockbridge Woods

Stockbridge

Ofer C.

includes taxes & fees

9 Nov - 10 Nov

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

8. Home in Great Barrington

Great Barrington

Janet G.

includes taxes & fees

9 Nov - 10 Nov

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

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

Great Barrington

Mary R.

includes taxes & fees

16 Nov - 17 Nov

A two-story house with a front porch, surrounded by a garden with various plants and rocks.

10. Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Stockbridge

Anonymous traveller

includes taxes & fees

23 Nov - 24 Nov

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.

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

Great Barrington

Roberta

includes taxes & fees

8 Nov - 9 Nov

A rustic interior with a brick oven, wooden beams, a sofa, and a dining area.

12. Maya's Garden House

Great Barrington

includes taxes & fees

7 Nov - 8 Nov

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

13. The Brooks Motel: Exceptional Suite

Hillsdale

Deidre H.

A modern living room with a sofa, armchair, coffee table, and TV.

14. Spacious Central Berkshires Home for Groups

Lee

neil s.

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

15. Micosta Leisure Inn

Hudson

George

includes taxes & fees

9 Nov - 10 Nov

A covered outdoor area with a brick floor, wooden furniture, and a fireplace.

16. Maya's Garden House: A Converted 3-Bedroom Barndominium on 32 Acres in Great Barrington

Great Barrington

includes taxes & fees

20 Nov - 21 Nov

A living room with a sofa, armchairs, a coffee table, and a television.

17. Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee

Patricia O.

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with a sofa, armchair, wooden coffee table, and a dining area with a table and chairs.

18. Ideal location for summer and winter activities with plenty of outdoor space.

Hillsdale

Richard M.

includes taxes & fees

8 Nov - 9 Nov

A dining area with a wooden table and chairs, a view of greenery and mountains through large windows, and a balcony with a railing.

19. Ellie’s Overlook, best view in the Berkshires!

Richmond

"We had a wonderful stay in the Berkshires! The house was lovely, very clean, and such a cozy place to spend a fall weekend. The overlook was absolutely stunning, especially with all the beautiful fall foliage! We loved that the property felt peaceful and tucked away while still being a short drive to Lenox, nearby towns, and plenty of great hiking trails. The host was so kind and always quick to respond, which made everything easy from start to finish. We really enjoyed our stay and would...

Delaney M.

A modern interior with a loft-style ceiling, a grey sofa, a wooden coffee table, and a kitchen area with a large TV.

20. Fantastic 2-bedroom house with AC in quaint Hillsdale.

Hillsdale

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

Berkshire Mountain Lodge

10/10 Excellent

"Very centrally located. Right next to a good little market. Very reasonable price for an apartment like room."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"This place was amazing to stay at! The staff was friendly and helpful. The building was beautifully decorated inside and out, and it is in a safe location. Breakfast was very good. Only downside is that coffee was not available throughout the day (only served at breakfast). Overall, 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, apart-hotels, 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 favorite 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 depends 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 €96 per night. Entering your travel dates in the search wizard you might find 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. Beautiful and Private Home Centrally Located in the Berkshires

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

4. Leaf-Peeper Paradise in the Berkshires