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Compare Vacation Homes in Housatonic with updated reviews, rates, and availability.

Private Lake House in the Berkshires
9.8 out of 10, Exceptional, (15)
"This was our first VRBO experience, and we are hooked. We had a wedding in Pittsfield with events over three days, so we decided to try this lakeside retreat, and it was a treat! The Berkshires in the fall are absolutely beautiful and Hinsdale is a pretty little town. Ozzie's is definitely worth the trip for breakfast. The lake is lovely and we were looking forward to kayaking and fishing. Unfortunately the weather was not on our side, but we still got one fish! Mary is a wonderful host who is...
Private Lake House in the Berkshires
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (66)
"Probably one of the cleanest places I have ever stayed. The house is perfect. Beautiful views!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
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Hudson Valley and The Berkshires getaway
10.0 out of 10, Exceptional, (1)
"Overnight golf trip with cousins and father. Perfect accommodations not far from the copake country club. Great time"
Hudson Valley and The Berkshires getaway
Cozy Retreat on Copake Lake in our Charming Home
9.6 out of 10, Exceptional, (31)
"My family and I came in for a wedding weekend. The property was clean and spacious. We all really enjoyed"
Cozy Retreat on Copake Lake in our Charming Home
Peaceful Retreat Compound 10 Minutes to Great Barrington!
10.0 out of 10, Exceptional, (11)
"The property was fabulous and had lots of activities on site(basketball hoops,pickleball court and pool). Excellent location close to Great Barrington downtown which has an amazing selection of restaurants. Overall,fantastic stay!"
The price is $500
$957 total
includes taxes & fees
Jun 30 - Jul 1
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
The price is $360
$765 total
includes taxes & fees
Jun 3 - Jun 4
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Tranquil 3-BR Waterfront Retreat
10.0 out of 10, Exceptional, (7)
"The house is immaculate! One of the cleanest properties we've stayed in. The house was the perfect size for my family of 4 (2 adults, 2 teens) with room for more. The beds are comfortable, and there were plenty of linens and towels. The linens and towels are high quality, very soft. The kids had fun fishing in the pond and made good use of the kayak (they caught some bass, pickerel and sun fish). The neighborhood is nice and quiet, dirt roads, no traffic...great for taking walks. We used the...
Tranquil 3-BR Waterfront Retreat
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
10.0 out of 10, Exceptional, (127)
"We thoroughly enjoyed our stay at Joe and Lisa’s stunning barn. It is rammed full of character and is very well located to explore both the Hudson Valley and the Berkshires, just over the border in MA. Joe left us to enjoy the place in peace but was always on hand to answer any questions. The kids really enjoyed taking a dip in the hot tub and making s’mores over the outdoor fire pit. We will definitely return!"
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is $159
$334 total
includes taxes & fees
Jun 30 - Jul 1
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
10.0 out of 10, Exceptional, (2)
"My family and I stayed and so enjoyed our time. The kitchen had everything we could have needed and the location was amazing to explore all neighboring towns. The beds were so comfortable and we even got out to enjoy the fire pit! Would absolutely come back again!"
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Renovated 9-BR 1800s Inn 8-Min to Catamount
Renovated 9-BR 1800s Inn 8-Min to Catamount
Bright, Airy Home with TONS of character in Hudson, NY - 5 min from Warren St
8.4 out of 10, Very Good, (9)
"Stayed to go to nearby wedding. Wished we had more time to enjoy the house and very nice yard and fire pit. Bagel place a mile down the road is very nice and good!"
The price is $190
$310 total
includes taxes & fees
Jun 3 - Jun 4
Bright, Airy Home with TONS of character in Hudson, NY - 5 min from Warren St
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
10.0 out of 10, Exceptional, (105)
"We attended our daughters wedding in Philmont. House was perfect. Views were amazing! Enjoyed morning walks and sitting outside on the deck. Very tranquil!"
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Le Soleil Suite -- Pool and views 10 min. from downtown Hudson
10.0 out of 10, Exceptional, (7)
"Le Soleil Suite was just as it was pictured. It was very pretty, neat and clean. Sarah provided everything that we needed for our stay and she was very responsive if we had any questions.It was so quiet and peaceful. We truly enjoyed our stay!"
Le Soleil Suite -- Pool and views 10 min. from downtown Hudson
Charming historic farmhouse minutes to Great Barrington MA and Salisbury CT
10.0 out of 10, Exceptional, (3)
"Our family had the pleasure of staying at this home during our child’s graduation from the nearby Berkshire school. It was the perfect situation for us in an idyllic setting very close to the campus. The home is over 250 years old and has been lovingly updated. The kitchen has seemingly all new appliances and gorgeous wood plank countertops with an adjacent windowed sitting area with a large hearth. The old and new are beautifully combined. Our family members spent a lot of time looking at the...
Charming historic farmhouse minutes to Great Barrington MA and Salisbury CT
Berkshire Manor for Lasting Memories
10.0 out of 10, Exceptional, (2)
"Leah was a wonderful host to us. She provided easy-to-follow instructions for getting into the house, offered good suggestions on things to do and where to eat. Although the house was a bit larger than we needed, we chose it because of the location, the generous sized and comfortable looking (from photos) casual spaces, the kitchen and the number of bathrooms so we each had our own. This house did not disappoint! It has lots of New England charm, the beds were comfortable, as were the several...
Berkshire Manor for Lasting Memories
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (7)
"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...
Pristine Home In Becket Woods
Peace and quiet on the lake
9.6 out of 10, Exceptional, (184)
"My husband and I had a very peaceful and relaxing long weekend at this lake house! It was very clean and has everything you need. We spent the majority of our time on the wonderful screened-in porch. The location was great and there was a little store/restaurant only a couple minutes walk up the street that was convenient and the food was really good! Overall, a great place to stay!"
Peace and quiet on the lake
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (205)
"Had an absolutely amazing time! great location, quiet, close to everything! Plenty of things to do nearby, and host left plenty of brochures to find food or activities. Only minor downer was that the oven seemed touchy"
Berkshire Village Carriage House - Super Private!!
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See all available properties in Housatonic
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.

Other property types in Housatonic

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (858)
"Staff were so attentive, even at the late hour we checked in (10pm) the place had everything you need. Amazing views and amenities. Loved it"
The price is $154
$169 total
includes taxes & fees
Jun 2 - Jun 3
Jiminy Peak Mountain Resort
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (72)
"Expedia said they have a Sunday buffet, but they didn't."
The price is $125
$141 total
includes taxes & fees
Jun 2 - Jun 3
Micosta Leisure Inn
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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.

Housatonic Vacation Homes information

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