Vacation rentals in Callicoon

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

Lakehouse Getaway/Winter/Summer/Spring/Fall

Book this lakeside retreat as a romantic getaway, family vacation, or family reunion, with our sister property. Imagine, beautiful scenery, fresh air, breathtaking views, all while relaxing in our lakefront Gazebo, Our spectacular seven person Hot Spring Spa, or optional (extra charge) Bimini Top speedboat. When not spending time on the 2 acres... feels like 20 since it borders open forest, you can visit Bethel Woods, ResortsWorld Casino, Forestburgh Playhouse,fine dining etc all within 20 min!!

Driftwood Cottage on Welcome Lake-peaceful retreat

This gem of a vacation rental is perfectly situated on a private lake. Recently renovated, the main level features an open concept living area, with a cozy fireplace for chilly evenings, upgraded kitchen, a master bedroom with a luxurious en-suite bathroom. A charming loft serves as a cozy relaxation spot or additional sleeping area. Each room offers a spectacular lake view. Two full bathrooms ensures everyone has space to unwind. Outdoor includes a hot tub, perfect for relaxation by the lake.

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Thoughtfully designed, this secluded retreat is nestled on 12 acres of picturesque land in Warwick, NY. The exquisite home offers the perfect blend of luxury and tranquility, making it an ideal getaway for families and friends. Highlights include: -Huge deck with mountain views -115" 4k projection theater w/ seating for 10, wet bar, & popcorn machine -Hot tub w/ seating for 7 -Gym w/ indoor endless lap pool, Peloton bike, and yoga equipment -Game room w/ billiards & Pac-man -Gourmet kitchen

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.

Cattail Cabin

Adorable cabin in the woods in the cutest town in the Catskills. The one bedroom cabin is extremely private with a second detached bedroom. Enjoy the hot tub, fire pit, BBQ ing on the grill, plenty of hiking trails, fishing, local events, near most all wedding venues, and amazing restaurants in one of the most welcoming towns you'll find. Fully equipped kitchen, fresh sheets on the extremely comfortable beds, fluffy towels, Roku TV's in both bedrooms, sofa folds out for additional space.

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.

Three Little Birds Lake House

Waterfront escape! Highly rated on other sites. A big deck overlooking Deer Lake with an explorable island. Beautiful sun rises. Outdoor hot tub. Tons of board games. Vinyl record player with lots of records. 100's of new video games with XBOX Series S + Game Pass subscription. Custom made retro arcade with 1000's of games. 30 second walk to the beach. 5 minute walk to the pool, snack bar, kid's lodge, playground, large open field, & adult lodge. Pet friendly!

Brand new one bedroom paradise

Gorgeous Brand new Cottage! Close to many ski resorts! Montage, Jack Frost, Elk Mountain Big Bear, and Camelback. 25-35 minutes out. Away from the hustle and bustle!Perfect getaway! All you need is your clothes and food! Fully sanitized& filled with all essentials. GLAZE under the stars around the fire pit. This beautiful house is minutes away from grocery stores, shops and other facilities. 25 minutes away from Woodloch Pines and 20 minutes from SkyTop!