House holiday rentals in Hancock

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Popular amenities for Hancock house rentals

House rentals with a pool

Superhost
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars4 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Guest favourite
Home in New Lebanon
4.98 out of 5 average rating, 60 reviews

Berkshire Mountain home views, pool, Queechy Lake

GeorgeRating, 5 stars3 months ago
The house was very spacious, the kids ranging from 6-10 loved the games, especially cue ball and fuzz ball. The adults loved the fact there was a lower half where the kids can watch movies and play, while the adults did grown up chatting in the living space. A memorable ski weekend that everyone enjoyed to the fulliest and sad it went so fast. We look forward returning one day in the spring or summer to see a different aspect of the area. Thank you!
Guest favourite
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars3 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Top Guest favourite
Home in Lanesborough
5 out of 5 average rating, 22 reviews

Mountain Blossom Retreat by Evergreen Home

AlysonRating, 5 stars3 weeks ago
We selected this amazing property as the location for our mini-wedding and we could not have been happier. The house is brilliant in every way. The floor plan, the furnishings, the decor, and the grounds are all thoughtful and stunningly beautiful. The property manager was always responsive and kind. This is truly a top property and you will not be disappointed. We cannot wait to visit again.
Guest favourite
Home in Hancock
4.92 out of 5 average rating, 26 reviews

Family Lodge at Jiminy Peak - Pools & Adventure

AllisonRating, 5 stars3 months ago
This is the second year we have stayed at Morgan’s home, and it is spacious, welcoming, clean, and very well equipped! This year we had much better conditions than last year (snow!) and walked down the road and skied right on to the mountain. It’s a few minutes, but is not any worse than trying to find a parking space when there are none and walking up all of those steps! It was awesome! Morgan is attentive and communicative and our large family absolutely love staying and can’t wait to come back!
Superhost
Home in Cheshire
4.93 out of 5 average rating, 74 reviews

Berkshire County modern home + pool

AvivaRating, 5 stars1 day ago
We had a wonderful stay at this adorable home in the Berkshires! The house was very comfortable and cozy, and the backyard with the deck and pool provided a wonderful space to hang out day and night. The house was situated 20-30 minutes from so many places - downtown Lenox, Miraval Spa and Ballderdash Winery. We can’t wait to come back!!
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars4 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

Weekly house rentals

Top Guest favourite
Home in Canaan
4.96 out of 5 average rating, 55 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

BethRating, 5 stars3 days ago
We had a wonderful time and this house is completely amazing. There is absolutely nothing missing! When Tiffany said, "all you need to bring are clothes" she wasn't joking. The person who designed the house was a genius with the master bedroom on one side of the house, the 2nd bedroom on the other side and the 3rd on the 2nd floor. Privacy inside as well as outside. It was a hiking trip for the family and included Kennedy Park, Olivia Outlook and the Great Monument Mountain. After spending the day hiking, the hot tub, playing pool and watching a movie in the theater just ended a perfect day. We didn't realize how close we were to MA and it was bonus to explore Western Mass as well. Thank you Tiffany for sharing your home with us.
Guest favourite
Home in Williamstown
4.96 out of 5 average rating, 28 reviews

Cozy Log Cottage in Berkshires on 1.6 Acres!

MichaelRating, 5 stars2 days ago
My time at Maggies’s home was rainy and overcast. However, the home was warm and comfortable. All was , as it was stated upon booking. Maggie was responsive to my communications. The Berkshires and MASSMOCA are pretty wonderful. So was our stay.
Guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 21 reviews

Whispering Woods Guest House

JanetteRating, 5 stars2 months ago
Taylor was an amazing host! Her home was super comfortable! We would absolutely stay again if we are in the area! Thank you for the amazing stay!
Top Guest favourite
Home in Canaan
5 out of 5 average rating, 66 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

MichelleRating, 5 stars1 week ago
We had a wonderful stay at James and Lissy’s house! It was perfectly located for getting around the Berkshires. The house was clean, beautiful, and cozy. When we needed to communicate with James and Lissy they were incredibly responsive and helpful. Every year, my friends from high school and I meet up for a reunion in the Berkshires (we have been doing this annually), and the hope is to stay in this very Airbnb next year, if possible/ available! It was an exceptional Airbnb experience!
Top Guest favourite
Home in Williamstown
4.97 out of 5 average rating, 36 reviews

New Berkshire home - 3 bed, 2.5 bath w/views

MichaelRating, 5 stars4 weeks ago
2nd year staying there. Trina is great and as usual the house was perfect! we'll see you next year!
Guest favourite
Home in Lanesborough
4.97 out of 5 average rating, 67 reviews

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

JasperRating, 5 stars4 months ago
As soon as I entered I contacted Anne-Marie and said it is exactly what Airbnb should was when it started—a family home that we were able to stay in. It was cozy and homey and everything was very clear and easy to use. Both Anne-Marie and Patrick were friendly and professional. The location is great as it straddles North and South Berkshires. One night we are in Williamstown and another in Lenox. Both were right along route state route 7. You are also right next to fantastic skiing at Jiminy Peak or Mount Bousquet.
Guest favourite
Home in Hancock
5 out of 5 average rating, 34 reviews

Cozy Cabin in Berkshires Resort

BobbyRating, 5 stars4 months ago
We stayed at Kim’s cozy cabin at Jiminy Peak for two nights. There was plenty of space for everyone and the place was immaculate. The place is so clean from the floor to every corner and ceiling, it makes you feel so comfortable and safe, knowing she took care of every detail. The place has a ton of electrical outlets which is a very nice plus this day and age with kids. The location is great as well. A short walk to John Harvards so the mountain is easily accessible. Big tip, since you’re staying at the cabin, rent your equipment and get your passes the night before, it saves so much time. You can be on the mountain without having to walk to the main lodge. We had an amazing time at her cabin and I would highly recommend it. It’s a perfect stay for a weekend ski or longer.
Guest favourite
Home in North Adams
4.86 out of 5 average rating, 50 reviews

Colorful Urban Cabin Steps from Mass MoCA

ResaRating, 5 stars2 weeks ago
Eli's home is in a great location; easily walkable to MassMoca and downtown. It's small but cute and has everything one needs to cook, rest, etc. There are a couple of things to be mindful of... - The upstairs bedrooms get quite hot in the warm weather, and the ACs are very loud, as is the fan. I highly recommend bringing earplugs; we only had one pair, and my husband didn't sleep well during the hot night (we both slept well the other nights!). This is not the first time we've experienced this at an Airbnb, and it would be super nice if hosts provided quiet ACs for their rentals. Eli is responsible, so I'm sure he'll figure out an alternative. The bed was very comfortable! - There are a lot of steep stairs (inside and out), which normally isn't an issue, but we were traveling with our heavy e-bikes and had to carry them up and down the stairs, and that kept us from going for several spontaneous bike rides. Overall, we enjoyed our stay at Eli's and would recommend his home.

Private house rentals

Guest favourite
Home in Pittsfield
4.88 out of 5 average rating, 32 reviews

Berkshire Lakehouse - 3 bedrooms - sleeps 5

JamesRating, 5 stars3 weeks ago
Wonderful place on the lake with a great host. Janice was very responsive, offered an early check-in and set up a baby gate. Great place for dogs and kids.
Top Guest favourite
Home in Hillsdale
5 out of 5 average rating, 51 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars1 week ago
This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.
Top Guest favourite
Home in Malden Bridge
5 out of 5 average rating, 15 reviews

Luxury retreat with sauna on 20 acres

ViktorRating, 5 stars2 weeks ago
We had an amazing stay! We reached out because we were desperate and need to find a place to stay, the host was so supportive and amazing!! Thank you so much and we will definitely come back!!
Guest favourite
Home in Hancock
4.88 out of 5 average rating, 49 reviews

Jiminy Peak Peaceful Home in Berkshires

EllenRating, 5 stars4 months ago
We had a great stay at Michelle’s place. It was very conveniently located to the base of Jiminy Peak, which made getting to and from the mountain very easy. The house was very well appointed and had everything we needed. We used the fireplace twice and it was super easy. Having access to the facilities at The Country Inn at Jiminy Peak was great as I am injured and can’t ski currently, so instead I went to the gym each day. My family didn’t want to leave and my kids are asking when we can go back!
Top Guest favourite
Home in Adams
4.99 out of 5 average rating, 78 reviews

Mountain Escape - hike, bike, museums, and more!

TejalRating, 5 stars2 weeks ago
We rented Amar's place for a 3 day getaway to enjoy the Berkshires area. We had 7 adults in our party and found Amar's place to be perfect for our needs. It's a beautiful home in a quiet town with all the amenities that one would hope for. Amar was extremely responsive and even proactive with communication and was a very gracious host. I would highly recommend his place
Guest favourite
Home in Valatie
4.97 out of 5 average rating, 32 reviews

Majestic lake front house

PeterRating, 5 stars1 month ago
We had a great time at Francois & Ann's oasis by the lake. It was so relaxing to wake up, look at the lake, and listen to birds chirp. If you are looking for isolation, this place does the trick, We didn't see anyone all week on the lake or at the other cabins until the day we left. The lake has excellent fishing. With little effort, we caught several decent-sized bass and pickerel right off the dock. The location is ideal. You feel like you are out in the country, but are close to great restaurants in Kinderhook and only 25 minutes from Hudson or Albany. It's also only an hour from Mass Moca and 90 minutes to Cooperstown. Francois and Ann were very communicative and quickly responded to questions and comments.
Top Guest favourite
Home in Old Chatham
4.98 out of 5 average rating, 49 reviews

The Red House

DianneRating, 5 stars6 days ago
We went to Chatham for a wedding near by and could not have asked for better accommodations for a weekend out of the city. Hope to go back!
Guest favourite
Home in Pittsfield
4.96 out of 5 average rating, 55 reviews

Charming lake home with amazing sunset views

EdRating, 5 stars4 months ago
My family and I had a great stay here. The property was well kept and matched the description. And the host was responsive and helpful. Would stay again if we're in the area.

Quick stats about house rentals in Hancock

  • Total rentals

    60 properties

  • Nightly prices starting at

    $155 AUD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore