Fitness-friendly holiday rentals in Monticello

Narrowsburg Lakefront w/ Hot Tub, FP, Pet Friendly

Welcome to Jay’s Big Sky, an elegant, spacious, home on the water. This property is the perfect place to rest by the lakeshore, hang and play with family, and explore the chic little town of Narrowsburg, which is just 2 minutes away by car. Relax with the whole family at this peaceful place to stay. For winter fun, those of you who like to ski, the house is only 17 miles from Ski Big Bear, Masthope Mountain, which is a great local family resort with 18 trails, 7 lifts and 3 Magic Carpet lifts.

Charming Catskills Lakefront Home—2 hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

Peaceful Forest Villa Escape w Private Yoga Studio

Nestled at the edge of the forest, Villa blends peaceful seclusion with refined comfort. Wake to birdsong, stretch in the private yoga studio or gather for movie night in the home theater. Large windows invite natural light and views of the trees, while indoor spaces flow naturally into the surrounding landscape. The open-concept living area is ideal for sharing meals or conversation. Whether you’r seeking stillness, inspiration, or connection, this space welcomes all with care and intention

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Woodstock Historic Artist Estate- The Museum House

The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Sauna & Hot Tub Creekfront Oasis · Hikers Hollow

Tucked away in the small town of Cuddebackville, you will find a wonderful rough cut cabin with all the comforts and amenities for a relaxing stay. The cabin is situated on 3+ acres on a quiet dead end road with very minimal car activity. Enjoy the wonderful nature that surrounds you, with the calming sound of the stream in the background. The interior of the cabin has been updated to ensure an exceptionally comfortable stay while still holding true to its original 1940's charm.

Sunny Arts & Crafts Loft

Autumn in the Catskills is truly special. Hiking, biking, swimming, fishing, golf - all conveniently accessible nearby. Explore fun towns like Margaretville, Andes & more. Spend evenings relaxing by the fire pit. The loft is a cozy, private spot to unwind in a peaceful mountainside location. Super savings on longer stays, too! Cool mountain evening breezes keep things comfy. Enjoy warm fall days and crisp nighttime air.

206 · Renovated Chic Premium 1 bdrm

Beautiful, chic, newly renovated and updated 1 Bedroom premium Mt View unit at the Appalachian Mountain Creek. Designed for style as well as convenience, this unit features new hard flooring throughout as well as plantation style binds for a clean and crisp feel. Tucked into the lobby side of the building has easy access to the elevator. A large private balcony with great interior views of the pool and ski slopes.

Plunge Pool, Sauna, AC! Modern Mountain Escape

Welcome to a brand new Catskills getaway. Inspired by Japanese and Scandinavian design, every detail has been thought through to create the perfect private retreat where interiors blend seamlessly with the surrounding mountains. You’ll see high end finishes throughout the space and all the amenities you could desire. Welcome to a relaxing stay at your home away from home.