Family-friendly vacation rentals in West Point

Captain Dan's artists retreat is a one of a kind, beautiful space to unwind. We celebrated New Years here and had a truly special time. Highly recommend to all those looking to take a few days away from the hustle and bustle to reconnect with nature, art, & a hot tub!

We had such a nice stay in Olivebridge. Wray’s home is beautifully decorated and extremely private, and just a half hour drive to Woodstock, where there are plenty of shops and restaurants to explore. The hot tub was a bonus, as was the very eclectic DVD collection. Highly recommend! Thanks again for having us!

This is a beautiful place and exactly what my wife and I needed for a long weekend away! The barn is so cozy and we felt right at home . The hot tub was a nice treat on the cool evenings and the beautiful view. But by far the best part was the animals living below us that we could give snacks to throughout the day and see through the living space windows. Would definitely recommend this to anyone that loves horses and donkeys!

My children and I had a wonderful time! The unit was immaculate, the views were lovely, and there was plenty to do at the hotel. Paul was the best host! We had a car issue and had to extend our stay. He was polite, quick to respond, accommodating, and he took excellent care of us whenever we had any questions or concerns. We are looking forward to visiting again!

A hidden gem! This spot has a ton of character and the hosts are awesome! The lake and surrounding area is beautiful as well, with plenty to do for the outdoorsy type and cute shops and great restaurants within minutes. would highly recommend and hope to find time for a return trip!

We enjoyed a beautiful early spring stay on the farm with a group of 7 ladies, gathering for a chill bachelorette weekend in Cold Springs. The farmhouse was super cozy; great for cooking, crafting, games, tea time, outdoor wine picnics, star gazing at night in the hot tub and making friends with the chickens! A great retreat spot for groups with all the amenities!

Perfect location — it’s directly in the middle of Minnewaska State Park and downtown New Paltz. Stargazing in the hot tub was a perfect way to relax after a long hike.

This was such a nice space and Lisa was a nice and accommodating host. This place is full character and wonder. Very artistic color energy in this place. We started my daughter’s 18th birthday celebration here with what is her last sleepover with friends. The hot tub, steam room and sauna were the first things and last things used. They enjoyed it so much! Thanks for your hospitality Lisa. If we ever need something like this again. We will be sure to look you up! Blessings

The Woods House was even better than the photos and description make it out to be. The location was perfect- close proximity (10-15 minutes) to nearby towns, but far enough away that it felt secluded and peaceful. There are tons of good restaurants in the area along with great hiking. The home itself was sparkling clean when we arrived and was super cozy. We particularly enjoyed the wood stove, the beautiful tile shower and the kitchen. The appliances and cookware were modern and clean, and the kitchen was stocked with any and all tools you would need to cook a meal. The loft bedroom was beautiful as well, with huge windows looking out to the forest. We received a significant snowfall on our third night at the house and it was a beautiful scene. Despite the large amount of snow, the driveway was plowed and the walkways were shoveled by early the following morning, which we were extremely grateful for! We enjoyed our winter getaway immensely and would recommend it to anyone!!

What a perfect place to stay! We were very comfortable in Hazel’s little retreat… we slept well in the king sized bed, had plenty of hot water, loved the bucolic green space and the creek nearby. Our dogs had great walks under the canopy of huge trees surrounding the property. I especially enjoyed watching and hearing the ducks, geese and swans across the street as they paddled to the pond! Thank you, Hunter for providing a perfect getaway spot for your guests!

Where to begin...Joshua's Outlier Inn microcosmos is really the loveliest place and has such variety of things to see and do. About half of the compound is little cottages and bungalows that are fully winterized and with all modern conveniences, including wifi. We staid in the bungalow for 5 nights and loved it. The other half is a summer-only "glamping" setup with a variaty of geodesic domes, tiny homes and cabins, with shared outdoor kitchens and showers and with outhouses. Communal year round sauna and hot tub. The place has sheep, chickens and alpacas, a great little farm store with local products to eat, read or wear. Meticulous recycling and composting. Great hikes, eats and breweries are nearby. We had such a wonderful time and were able to come with three dogs, who loved every minute as well. There is no doubt that we will be coming back, and soon.

Mahmoud's accommodation was more than we could have wished for, it was perfect and had the most incredible views of the Hudson River and surrounding mountains. Mahmoud was very responsive and was able to answer all of our questions and fulfill our requests. We highly recommend his home to anyone else that's interested and we would love to make a trip back sometime in the future!

This was a beautiful, peaceful cabin to spend a relaxing weekend in! We loved the porch overlooking the river, and the living room space was so cozy. Everyone was super friendly and helpful. Absolutely recommend this cabin for a perfect Minnewaska getaway!

Great place to stay while visiting West Point Military Academy. Highly recommended. Great host

Three of my friends, and I were traveling to NY for the weekend. Even though this place is old, it has a lot of beds and plenty of space and amenities. We were comfortable and it was a great place to stay for our group or even larger. But the host, Brandon, made for the best experience. He had clear communication, and it was always accurate. I felt like he wanted us to have a good time and was supportive. I would definitely stay in one of Brandon’s units again. I highly recommend.

Really cute place. Comfortable beds and Sofas. The propane fire place was ideal. It was cold and icy when we stayed and we pretty much stayed in the whole time. It felt very warm and cozy. John was very responsive and helpful, he made the whole experience very easy for us.

Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

This was our second stay at Susan's home. This is my favorite airbnb. I will always return to Susan's home if we need a getaway. I absolutely love her home. It is so close to nature. The windows look at nature. I could talk and talk about our experience so lets Susan give million stars. I love your home. Thank you, we will stay again.

I had a lovely stay at Sherrill and Clark's! I stayed for a month while working a job in the area, so I wasn't around much, but the space was a very cozy and homey place to come back to at the end of each day. Sherrill and Clark were very kind and welcoming. The bed was big and comfy! If you live in a city and need some time away New Paltz is adorable. Being from Chicago, it was a great change of pace.

was a great stay loved the room.

We had a lovely weekend at Claudine's. The property is serene. The house is very well equipped and comfortable. We also loved having the sauna. We wanted to grill, but propane was not included in the grill and incurred an extra cost or we had to bring our own tank. For the price and nature of the house, including something like this seems fair. All in all we had a wonderful stay.

Beautiful area. The apartment was comfortable, modern, and enjoyable place to rest after a long day of sightseeing. Really enjoyed the heated floor in the bathroom. Our host was friendly and helpful with area attractions and places to eat. Would rent again.

What a beautiful house and location! Our family appreciated the flower gardens and enjoyed saying hello to the horses at the farm next door. Both children and adults loved playing and hiking at Tymor Park, which is right across the street and has hiking trails and a beautiful creek. The kitchen is very well-equipped with a wide range of pots and pans and dishes. For those who like very dark rooms for sleeping, be aware that some bedrooms have inadequate curtains or blinds that aren't fully effective at keeping light out, so bring eye masks. Also for babies who need darkness, be aware there isn't a closet big enough for a pack 'n play. Other than that, everything was wonderful and we would love to stay there again.

We had a peaceful and relaxing stay at Shawna’s beautiful Cold Spring country-style home. We were in town for a family gathering and accommodations, cleanliness and Shawn’s communication were five star. We absolutely recommend the house and Shawna as a host for you to stay with!