Condo vacation rentals in Poughkeepsie

My family and I had a wonderful weekend at Joe’s place. The unit was just as he described, and perfect for our needs. My older son enjoyed going snowboarding and it was great to have a space to hang out with my infant while the others were on the slopes. Joe was even able to accommodate a late checkout for us so we had a place to be with the baby while my other son was out snowboarding which was so appreciated! We will definitely be back!

Perfect place for skiers. Cozy and very clean. Very close to the Hunter mountain. Karoline helped me with places to eat and was very attentive. 100% satisfaction. I will definitely be back!

Amazing cozy retreat. Just like the pictures, very clean. We had a great time staying here & being able to ski on/ off!

I highly recommend Suzanne's place for anyone visiting Windham! She was incredibly responsive and helpful throughout the booking process and my stay. As someone who travels constantly for work, my schedule can be quite unpredictable, and Suzanne was unbelievably accommodating and flexible with my changing needs. I truly appreciated her understanding and willingness to work with me. The location is fantastic, right in the heart of Windham, and the view of the ski resort from the back deck was an unexpected bonus! I only wish I could have stayed longer. I'm already looking forward to my next visit, not just for winter skiing, but also to explore the beautiful surroundings throughout the year.

Mary’s place is nice and clean, right in the center of town. Walkable to restaurants and coffee shops. Without going into details, I’m touched by her responsiveness to me during my stay – a true life champion! Very best wishes to you, Mary :D Thank you for the recommendations and great hospitality. Cheers~

Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.

Host was amazing. She was very responsive and helpful. The place was well kept, and extremely cozy which led us to extend our stay an extra day. Would definitely come back again!

Wonderful, clean, spacious condo 5 min walking to the slopes. Our family had a great time. Renate is a wonderful host, very responsive and helpful. Would love to stay again!

We had an amazing stay at Kristen’s condo with our family—my husband, our toddler, and our dog. The location was perfect—secluded and peaceful, but still close to hiking trails and charming small towns. The condo was cozy, clean, and well-equipped with everything we needed for a relaxing weekend. Kristen was responsive and helpful, making our stay even better. Highly recommend for a family getaway!

The house was beautiful. My friends and i had a great stay. The hang out place on third floor was best. The rooms were cozy and the porch was the best part. Would definitely recommend.

Beautiful location with a very cozy vibe. Great views from the hot tub. Very relaxing time and would recommend!

beautiful bright and modern this house was perfect for our stay. The host was very friendly and helpful. We had an issue with a nightlight and they fixed it right away. Five stars! I would highly recommend

I had such a pleasant stay, the place is as beautiful as it was in the photos! I definitely recommend staying here if you need somewhere to whine down and relax!

Could not recommend this place enough! Darla and Matthew are extremely communicative, sent lots of great recommendations, the house is very cozy and well-stocked, the neighborhood is walkable to lots of great shops and food, and the check in and check out process was a breeze! Would definitely stay again. An amazing value for the price.

Had a wonderful repeat stay. The living room is especially lovely on a sunny day with tremendous natural light flooding in. We enjoyed sitting and reading and playing board games there after a morning on the mountains. We really felt at home and will be sure to stay again if we return to the area!

This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

Super cozy and lovely home. Very well stocked and closed to everything. Would stay again!

Roger was a great host and very responsive. He let us check a little early, which was very helpful. We stayed at another Airbnb at the Appalachian and were able to leave our things early at his place after our other check out. The cleaning crew were so friendly and even helped us put some of our things away in the fridge. His place is very homey. Beds are so comfortable and the view is PERFECT (my favorite part) 2nd floor overlooking the pool and the mountain. Just beautiful!! Even though it was cold, we enjoyed our morning coffee on the balcony. We’d definitely go back. Thank you Roger

Fit our needs for attending a weekend wedding in the area. Appreciated the 3 full bathrooms. Hosts were very responsive when entry code didn’t work and in providing 2 missing items right away. Wish it was warm enough outside to enjoy the large deck but it was November. Enjoyed our stay.

My family and I enjoyed our stay here . A Very peaceful atmosphere with lots to enjoy . The place was spotless and my favorite part was the fireplace, Just beautiful . Will be glad to re- book another stay at this condo for whenever im in the area. Also our host was very responsive and attentive , thank you for making our experience great.

We worked through a bit of calendar scheduling snafu quickly. Scott was accommodating, proactive, and responsive. The condo was in a great location, maintained well, and clean. We very much enjoyed our quick weekend getaway. Thank you!

Always a pleasure to return! My parents stayed this time and enjoyed a “staycation” They were able to relax and enjoy every moment!!!! The number one place to stay in Sussex NJ!!!!

Mariusz was a great host. The location was great, clean, cozy. Its the perfect location for a trip out of the city Will definitely be returning

Great, easy stay after attending a wedding in the area.