Photo by Leah Dalley

New Lebanon Vacation Rentals

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Browse Select New Lebanon Vacation Homes

Private Lake House in the Berkshires
Pool
Private Lake House in the Berkshires
9.8 out of 10, Exceptional, 15 reviews
"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
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Interior
Peaceful Retreat Compound 10 Minutes to Great Barrington!
10.0 out of 10, Exceptional, 11 reviews
"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!"
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Spectacular views and close to Great Barrington.
Living area
Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
Hearts Desire is a furnished whole house in a small, colorful garden center.
Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, 68 reviews
"What an amazing find to stay at while attending a yoga festival at Jiminy Peak. The house was immaculate and didn't miss a thing! Not only was there a bottle of wine waiting, but an adorable history of the home. The house was HUGE and the beds very comfortable. I wouldn't call it a 3 bedroom house though, it's a 2 bedroom with a pull out sofa in the living room. The hot tub is amazing and watching the starts and fireflies in the backyard at night was magical. Highly recommend and would stay...
Hearts Desire is a furnished whole house in a small, colorful garden center.
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Fridge, microwave, oven, stovetop
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
10.0 out of 10, Exceptional, 25 reviews
"Beautiful property- well maintained and excellent location."
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
Exterior
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
9.8 out of 10, Exceptional, 60 reviews
"Worked well for our small team. Close enough to the base area to walk."
The price is CA $478
CA $881 total
includes taxes & fees
Jun 30 - Jul 1
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
Chic Pittsfield Home With A View!
Property grounds
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, 4 reviews
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
Conveniently located by HVCC. No cleaning or pet fee
Property grounds
Conveniently located by HVCC. No cleaning or pet fee
9.6 out of 10, Exceptional, 17 reviews
"We arrived and didnt know what to expect. Everyone proceeded to choose the room that seemed to just fit. We enjoyed the opportunity to sit fireside and plan our days and even had a cook out. Nobody had any complaint about the house. If it were my property i would suggest a no shoes policy. I cant think of any other place i would prefer to stay . It was safe, the neighbors were very nice and our host was the best. Thank you for everything."
Conveniently located by HVCC. No cleaning or pet fee
4 Bdrm Modern Victorian with Tree House and playground
Property grounds
4 Bdrm Modern Victorian with Tree House and playground
9.8 out of 10, Exceptional, 97 reviews
"Great house for our family to stay for my son’s graduation. Galina was wonderful to work with! I highly recommend!"
4 Bdrm Modern Victorian with Tree House and playground
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Property grounds
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
8.8 out of 10, Excellent, 3 reviews
"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!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Golf
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, 94 reviews
"Everything is basic but solid and comfortable. Beds were nice and firm, my preference. Host was lovely. Wish we could have stayed longer to explore the area more."
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Fridge, oven, stovetop, dishwasher
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
10.0 out of 10, Exceptional, 2 reviews
"The barn was amazing and just perfect for our weekend away. Ricky was really great to communicate with and very responsive. We can’t wait to go again soon!"
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Private Access To Laurel Lake, Enjoy Lake Life
Property grounds
Private Access To Laurel Lake, Enjoy Lake Life
10.0 out of 10, Exceptional, 6 reviews
"My brother and I came to honor our late father, our family used to own property on Laurel lake so it was especially meaningful to us to have access to it for kayaking. The house has central ac which is harder to find, it's got plenty of bedrooms, two of which are on the first floor."
Private Access To Laurel Lake, Enjoy Lake Life
Private Cabin On Over 12 Acres Of Woods!
Fridge, microwave, oven, stovetop
Private Cabin On Over 12 Acres Of Woods!
9.6 out of 10, Exceptional, 4 reviews
"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."
The price is CA $871
CA $1,623 total
includes taxes & fees
Jul 6 - Jul 7
Private Cabin On Over 12 Acres Of Woods!
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Game room
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
10.0 out of 10, Exceptional, 107 reviews
"Our party of four adults found ample space to spread out and relax at this property. There are quite a few stairs to access all three stories, including the main living space on the second story and the four bedrooms on the third story. The kitchen is well equipped and there is a charcoal grill (bring your own charcoal). There is a very nice deck overlooking the lovely and sprawling grounds below the house. A fire pit was situated behind the house. There is a balcony and patio also off the...
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Ranch on 5+ acres & 0.7 mi to GB Main St. Sleeps 10 + Wi-Fi + HOT TUB
Property grounds
Ranch on 5+ acres & 0.7 mi to GB Main St. Sleeps 10 + Wi-Fi + HOT TUB
10.0 out of 10, Exceptional, 12 reviews
"This was a great house! They thought of all the details, had everything you could need. Hot tub was clean and entire house was spotless. Beds were comfortable. Great location, so close to downtown Great Barrington, cute shops and restaurants. And also super close to lots of hikes and ski mountain etc. We had a really fantastic stay and would stay again and recommend!"
Ranch on 5+ acres & 0.7 mi to GB Main St. Sleeps 10 + Wi-Fi + HOT TUB
All the comforts of home
Fridge, microwave, oven, stovetop
All the comforts of home
9.0 out of 10, Wonderful, 19 reviews
"Great little place to get away Steven was a great host"
The price is CA $162
CA $202 total
includes taxes & fees
Jun 27 - Jun 28
All the comforts of home
Hudson Valley Chalet
Property grounds
Hudson Valley Chalet
9.2 out of 10, Wonderful, 5 reviews
"We had such a nice weekend at this beautiful home! The location was great, there were awesome views, and Marc was a very kind, courteous host! He was very easy to get ahold of if we had any questions. The hot tub was very relaxing and spacious. Also, it had all of the necessities. If you are looking for a family-friendly winter rental this is a great place to book."
Hudson Valley Chalet
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
Smart TV, fireplace, books
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
Private Estate, Heated YEARROUND Outdoor Pool
Fridge, microwave, oven, stovetop
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, 8 reviews
"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...
Private Estate, Heated YEARROUND Outdoor Pool
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See all available properties in New Lebanon
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 New Lebanon

Near Tanglewood: Historic Summer Retreat
Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat
9.2 out of 10, Wonderful, 7 reviews
"Visit was for a family gathering in the neighboring town. House was very comfortable and perfect for my needs. Amanda was available for my questions."
The price is CA $327
CA $642 total
includes taxes & fees
Jun 24 - Jun 25
Near Tanglewood: Historic Summer Retreat
Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, 860 reviews
"This is a sweet property. I visited in the summer. The dining options were great. The country store is awesome. I love how the rooms are suites. They feel like small apartments. I like that they have kitchens. The bed was comfortable. The ac is loud but at least it works well and it drowns out other noises. I needed a late check out and they were very cool about it. They let me hang out at the pool and then shower at the spa because I was like of stuck there several hours after check out time....
The price is CA $218
CA $239 total
includes taxes & fees
Jun 25 - Jun 26
Jiminy Peak Mountain Resort
Micosta Leisure Inn
Balcony
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, 74 reviews
"Expedia said they have a Sunday buffet, but they didn't."
The price is CA $172
CA $193 total
includes taxes & fees
Jun 25 - Jun 26
Micosta Leisure 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.

New Lebanon Vacation Homes information

Number of reviews
549
Accommodation
315 Vacation Homes
Lowest Price
CA $162
Highest Price
CA $871

Recent Reviews in New Lebanon
Expedia verified reviews

Life House Berkshires

Life House Berkshires

5/5 Excellent
One night away with kids
"Wonderful little get away with the family - the hotel was lovely, we had a great breakfast and a hike across the street at Kennedy Park. "
A verified traveller stayed at Life House Berkshires
Posted 2 days ago
Life House Berkshires