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Housatonic Vacation Rentals

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Oct 23 - Oct 24
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Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Housatonic

Balcony
Micosta Leisure Inn
Micosta Leisure Inn
3.0 star property
9.2 out of 10, Wonderful, (127)
"A lovely, comfortable and cozy place to use as a base to explore New York and Massachusetts. The little kitchen is perfect for a nice meal and Steve or host is very helpful. I highly recommend this lovely place!"
United States
Georgine
The price is ￥17,924
￥20,075 total
includes taxes & fees
Nov 21 - Nov 22
Micosta Leisure Inn
Exterior
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (983)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
The price is ￥21,278
￥23,767 total
includes taxes & fees
Nov 3 - Nov 4
Jiminy Peak Mountain Resort
Fridge, microwave, oven, stovetop
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is ￥40,879
￥75,527 total
includes taxes & fees
Nov 1 - Nov 2
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Property grounds
Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (39)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ￥29,926
￥68,552 total
includes taxes & fees
Nov 11 - Nov 12
Cheerful 3-bedroom cottage with woodstove
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.8 out of 10, Exceptional, (33)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Terrace/patio
Pet-Friendly Hudson Escape w/ Hot Tub
Pet-Friendly Hudson Escape w/ Hot Tub
2.0 star property
The price is ￥16,589
￥41,362 total
includes taxes & fees
Nov 5 - Nov 6
Pet-Friendly Hudson Escape w/ Hot Tub
Outdoor spa tub
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
10.0 out of 10, Exceptional, (54)
"Great spot on the lake. Super quiet and relaxing."
United States
vincent m.
The price is ￥41,016
￥81,667 total
includes taxes & fees
Oct 26 - Oct 27
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Property grounds
All comforts of home
All comforts of home
9.8 out of 10, Exceptional, (49)
"Comfortable, quiet"
United States
Paul M.
The price is ￥14,902
￥20,091 total
includes taxes & fees
Oct 28 - Oct 29
All comforts of home
Interior
UNIQUE - 1BR Country Condo @ Jiminy Peak
UNIQUE - 1BR Country Condo @ Jiminy Peak
10.0 out of 10, Exceptional, (14)
"Clean and quiet, nicely decorated! "
United States
Robert
The price is ￥15,039
￥47,513 total
includes taxes & fees
Oct 24 - Oct 25
UNIQUE - 1BR Country Condo @ Jiminy Peak
Property grounds
All the comforts of home
All the comforts of home
9.2 out of 10, Wonderful, (26)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is ￥16,133
￥21,473 total
includes taxes & fees
Oct 30 - Oct 31
All the comforts of home
Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat
Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (22)
"Very cozy and comfortable with everything we needed to make our stay enjoyable. The kitchen was well stocked, the bedrooms a good size with comfortable mattresses. The deck and the yard were lovely. This location is gem!"
United States
Patty W.
The price is ￥26,387
￥63,922 total
includes taxes & fees
Oct 26 - Oct 27
Near Tanglewood: Historic Summer Retreat
Exterior
The Blue Elm - A Historic Berkshire Cottage
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (11)
"Everything was great...and beautiful!"
United States
Nicole L.
The price is ￥30,382
￥61,596 total
includes taxes & fees
Nov 2 - Nov 3
The Blue Elm - A Historic Berkshire Cottage
Exterior
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
9.6 out of 10, Exceptional, (30)
"We really enjoyed our stay it was a very nice place for a family."
United States
Shmaya G.
The price is ￥23,851
￥49,211 total
includes taxes & fees
Oct 27 - Oct 28
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Smart TV, fireplace, books
Cozy. Clean. Free bagel shop.
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
"The perfect location for a stay in Great Barrington. The house is so well done and very comfortable!"
United States
Carly F.
The price is ￥54,688
￥92,309 total
includes taxes & fees
Nov 4 - Nov 5
Cozy. Clean. Free bagel shop.
Exterior
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
The price is ￥16,558
￥36,481 total
includes taxes & fees
Oct 29 - Oct 30
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
10.0 out of 10, Exceptional, (15)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ￥90,994
￥168,781 total
includes taxes & fees
Oct 28 - Oct 29
Spacious 6BR Near Jiminy Peak – Hot Tub, Game Room & Ski Lift Ticket Discount
Property grounds
The Lakeshore House
The Lakeshore House
10.0 out of 10, Exceptional, (1)
"Excellent stay!"
United States
KEITARO A.
The price is ￥73,676
￥121,819 total
includes taxes & fees
Oct 24 - Oct 25
The Lakeshore House
Microwave, oven, stovetop, dishwasher
Artists’ Hideaway in Old Chatham
Artists’ Hideaway in Old Chatham
The price is ￥30,574
￥68,273 total
includes taxes & fees
Oct 26 - Oct 27
Artists’ Hideaway in Old Chatham
Exterior
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
9.8 out of 10, Exceptional, (72)
"We had a wonderful stay, thank you! "
United States
Gary L.
The price is ￥39,800
￥83,483 total
includes taxes & fees
Oct 26 - Oct 27
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Exterior
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
9.8 out of 10, Exceptional, (19)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
United States
Eric C.
The price is ￥16,559
￥36,483 total
includes taxes & fees
Oct 29 - Oct 30
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Housatonic Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"We loved this place. Quiet, very clean,attractive. Loved that it had a kitchen area. Second story, sliding glass doors overlooked the fall foliage in the back of the building. Very peaceful.."
Steven 4-night trip
Posted 22 hours ago
Berkshire Mountain Lodge

Find out more about Housatonic

Search for holiday rentals in Housatonic on Expedia! You can easily find your home rentals, villas, holiday apartments in Housatonic using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Housatonic?

Yes, there are vacation rentals near the most popular local attractions in Housatonic, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Housatonic?

Amore Estate - beautiful room with many places to explore and relax in.: You might want to consider this vacation rental near Housatonic, which offers an outdoor pool, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Housatonic?

Expedia has 12 vacation 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 larger area.

What’s a vacation rental in Housatonic like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Housatonic. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.