House holiday rentals in Hancock

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Popular amenities for house rentals in Hancock

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 stars2 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 stars2 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.***
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars3 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.
Guest favourite
Home in Catskill
4.91 out of 5 average rating, 111 reviews

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

EliezerRating, 5 stars2 weeks ago
This property is beautiful! The house and amenities are actually just as nice in real and every detail was so thought out. Arp really has good taste and communicated well throughout our stay.
Guest favourite
Home in Germantown
4.95 out of 5 average rating, 128 reviews

Hilltop modern with stunning mountain views

DaisyRating, 5 stars2 weeks ago
The house was beautiful and very family friendly. They greeted us with milk, orange juice and a carton of eggs in the fridge. They even had a selection of beer testers for my husband to try. We had an issue with the pool heater not turning on and both host were very helpful and responsive. I loved the hand drawn map guide they made me when I could not locate something ! They even got someone out there that same evening. Especially on Memorial Day weekend I was impressed on how quickly. I would definitely recommend this home to anybody and will go back if I’m ever in the area again.
Superhost
Home in Hudson
4.93 out of 5 average rating, 244 reviews

Casa Luna Country Retreat with Pool, Hudson, NY

JakeRating, 5 stars8 months ago
Amazing amazing for a birthday weekend. Good proximity to Hudson while still feeling in the woods. So clean and cozy.

Weekly house rentals

Top guest favourite
Home in Canaan
4.96 out of 5 average rating, 54 reviews

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

MusserRating, 5 stars1 week ago
This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.
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!
Guest favourite
Home in Williamstown
4.96 out of 5 average rating, 27 reviews

Cozy Log Cottage in Berkshires on 1.6 Acres!

BrianRating, 5 stars4 weeks ago
I would recommend this cabin to everyone! Beautiful place and great host !!
Guest favourite
Home in Lanesborough
4.97 out of 5 average rating, 67 reviews

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

JasperRating, 5 stars3 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.
Top guest favourite
Home in Canaan
5 out of 5 average rating, 65 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 stars3 weeks ago
2nd year staying there. Trina is great and as usual the house was perfect! we'll see you next year!
Top guest favourite
Home in Old Chatham
4.98 out of 5 average rating, 48 reviews

The Red House

SandyRating, 5 stars2 weeks ago
Leslie's house was wonderful. Comfortable home with lots of space in a peaceful setting. Beautiful views and walking distance to a bird sanctuary with nice trails. We would love to stay here again.
Guest favourite
Home in Lanesborough
5 out of 5 average rating, 66 reviews

Cozy farmhouse @ the gateway to Mt Greylock/Jiminy

BrianRating, 5 stars5 months ago
We had a great time staying here for a quick family ski weekend. The house was perfect for the 4 of us and only 10 minutes from Jiminy Peak.

Private house rentals

Superhost
Home in Stephentown
4.81 out of 5 average rating, 77 reviews

A Magic Spot: Booking year round.

JeffreyRating, 5 stars3 weeks ago
Very hospitable!
Guest favourite
Home in Richmond
4.94 out of 5 average rating, 18 reviews

Sunshine Cottage

EdRating, 5 stars7 months ago
We only stayed one evening but found the living space to be perfectly laid out and spotless. The kitchen is fully stocked with about every utensil and appliance you can think of. We especially enjoyed the fresh eggs, treats, and flowers that welcomed us! The living room was especially comfortable. The unit is attached to the rear of the main house but it’s kept totally private. There aren’t many places to eat in Richmond — after all, it is pretty rural— but Stockbridge and Lennox offer many dining options.
Top guest favourite
Home in East Jewett
4.97 out of 5 average rating, 38 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

JessicaRating, 5 stars1 day ago
My boyfriend and I stayed here for 2 nights, wishing we booked for longer. From the second we walked through the door we were super relaxed. The whole house is decorated for a very cozy feel and the house was super clean. We did not leave once we got there until check-out and never felt bored or like we needed to get out of the house. This house has everything you need to cook, relax there is also plenty of things to do. We loved the air hockey table and I spent most of my time in the hot tub which is right next to the river. If you book this place you won’t be disappointed!
Guest favourite
Home in Pittsfield
4.96 out of 5 average rating, 55 reviews

Charming lake home with amazing sunset views

EdRating, 5 stars3 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.
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 52 reviews

The Berkshires Hummingbird House

LisaRating, 5 stars2 weeks ago
Karen’s place was great. Clean, nicely decorated, kitchen had all the supplies for cooking. We appreciated the extra blankets and even the white noise machine in the bedroom. Beautiful view of the lake.
Superhost
Home in Cheshire
4.93 out of 5 average rating, 73 reviews

Berkshire County modern home + pool

DanielaRating, 5 stars6 days ago
Kelsey is flexible and responsive. You can tell she thought about how to curate a great stay by all of the amenities and presentation of the house. It’s cozy! Kelsey does have house rules but they’re not overbearing and if anything it was nice to have clear expectations communicated from the beginning.
Top guest favourite
Home in Lenox
5 out of 5 average rating, 26 reviews

Lakefront Retreat -Private Dock,creek,and Fire pit

LizRating, 5 stars1 month ago
Had a beautiful, relaxing stay with friends at George's place right on the lake. Loved sitting on the deck watching trout swim in the stream and deer passing by. The house is in a perfect location, short drive to both downtown Lenox and Lee. In addition, the house is right down the street from High Lawn farm which makes delicious ice cream and cheese. Can't wait to visit again!
Top guest favourite
Home in Bennington
5 out of 5 average rating, 14 reviews

Peaceful VT Getaway - near museums & trails

RebeccaRating, 5 stars6 days ago
This home was incredibly comfortable and spacious and was a perfect spot for our family’s stay for our daughter’s college graduation! Our favorite spot was the screened in porch! The kitchen is well stocked and the beds and linens were terrific. All of the pictures accurately portrayed the home and the two separate seating areas came in handy when I needed to work. Courtney also provided detailed instructions - such as WiFi passwords and restaurant recommendations etc. She was also extremely accommodating when I needed to add a night and check out a bit later than normal! Access was also very easy to the home with a keypad lock. I highly recommend this property and hope to stay again if we make it back to the area!

Quick stats about house rentals in Hancock

  • Total rentals

    60 properties

  • Nightly prices starting at

    ₹8,616 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

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