
Holiday rentals with a pool in Hancock
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Top-rated rentals with a pool in Hancock
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Popular amenities for Hancock rentals with a pool
House rentals with a pool

Red House on the Hudson
We loved our stay! Comfortable beds. Super tidy and best of all the view! If only we were there in the summer, we would’ve used the pool. Would love to return!

The House on the Hill
Gorgeous house in the heart of Saugerties. The house is located on a quiet street among nature and right next to the water. It is full of old world charm and extremely spacious with a fantastic garden and a very large pool. We were two families (9 total) so we put the whole house to great use. The 5 bedrooms allowed everyone to have their own space. Multiple living rooms and a nice porch were great features The kitchen is well stocked and was put to good use! Claudia and Paul were super reactive to any questions or query. Saugerties is very close (5 min drive) and Woodstock is only a 15 min drive away. Highly recommend for families or group getaway!

Spacious Staycation near HITS & the Hudson
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

Columbia County Farmhouse with Pool
This is a blissful escape from the city! Even with the cold weather, it’s beautiful, relaxing and you have a fire place is just perfect for a movie night! My family and nephews, 4 and 5 love the open space, friendly animals and just being in nature.

Berkshire Mountain retreat gorgeous views and pool
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!

Private, hot tub/pool, close to track and skiing
What a great host! Brandon was super friendly, and personable. When inquiring about some of the interior design (because we loved it), and wanted to know where he bought some of it, he was more than willing to share with us. From that he shared the background and history of this home, it made us love and appreciate it more! Oh yeah, we were also there with a snow storm, and he was more than willing to help shovel with us and make sure we had enough salt! Also he was able to give us a recommendation for a good massage! Needless to say this is a great place to stay with an exceptional host!!!

Lux 1800's renovated farmhouse w/hot tub+pool
Loved the house. Kitchen is great. Awesome living room with very comfortable couch and fireplace. Bedrooms perfect. Hot tub was perfect. Original Nintendo system upstairs was fun. Went skiing at Hunter which is 20-25 min away. Woodstock 15 min away. Really a great place. Jaime was responsive, friendly and helpful.

Farmhouse and Guesthouse w Pool, Pond and Sauna!
Donna was an amazing host and extremely responsive. The property was beautiful and exactly as described in the listing. The pool, pond, sauna’s made the entire experience feel like a special escape from the city. I highly recommend this property and can’t wait to go back!
Condo rentals with a pool

Cozy condo with direct mountain views and shuttle
Elizabeth is a phenomenal host, the place is one of the best I ever stayed in.. super clean, well stocked, (especially the kitchen made great impression) very clean.. An excellent value for the money… big and accommodating…

Renovated Condo - 5 min walk to Mount Snow
beautiful condo, well maitained and bathrooms new and remodeled. Great location to the ski lifts. He woks great, walls are solid because we couldn't hear the neighbors and all units were full this weekend. Nice fireplace and wifi worked great for the kids and all big flat screen tv's were excellent. Easy kitchen to cook in for the whole family. Best condo we've stayed at in Mt. Snow. Owners answered all our questions and recommendations

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.

Winter Dream! The Handle Lodge at Snowtree Condos
We had a great stay at Rafael & Janice’s listing! They were super accommodating with flexible check in and check out, were proactive in checking in during our stay, provided great local recommendations, and were overall super responsive and kind. The condo is lovely, with beautiful furnishings and great attention to detail. We absolutely loved the fireplace; it made for a cozy retreat after a day of skiing. Great views of Mt. Snow from the condo! It is also a prime location with shuttle access to Mt Snow and a short drive to Stratton. We could not recommend this condo enough, and look forward to staying here again soon!

Mt Snow Ski In/Out at Seasons
Andrew is a great host. We were able to enjoy activities at Mt.Snow early before check in which we appreciated. Condo was clean, and spacious for our family of 4. We enjoyed using the indoor pool facilities daily. The beds and couch were comfy. Washer/dryer a plus

Ski in/out - 2BR Condo - Indoor Pool/Spa
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.

Walk to Mt. Snow-Spa-Summer Pool
Jennifer’s place is perfect location for skiing at mt snow! You can drive to the parking lot or walk across the bridge to get to the magic carpet. The apartment itself was perfect for two, I could see four being a little tight depending on ages. But overall great place to stay for ski weekend!

Cozy Condo @ Jiminy Peak
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.
Quick stats about holiday rentals with a pool in Hancock
Total rentals
130 properties
Nightly prices starting at
$95 AUD before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Albany Center Gallery
- Saratoga Spa State Park
- Taconic State Park
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Mohawk Mountain Ski Area
- Opus 40
- Beartown State Forest
- Saratoga Race Course
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Naumkeag
- Butternut Ski Area and Tubing Center
- Pineridge Cross Country Ski Area
- Mount Greylock Ski Club
- Norman Rockwell Museum
- John Boyd Thacher State Park
- Berkshire Carousel
- Northern Cross Vineyard
- National Museum of Racing and Hall of Fame