Condo holiday rentals in Rhinebeck

Stunning Views • Bright 2BR • Pool • Near Farm • Lakes • Farm

A quiet mountain hideaway where the air feels soft and clean, and the view from the deck slows your whole spirit down. This cozy 2BR retreat sits between Windham and Hunter—perfect for families, solo wanderers, and anyone craving calm. Fast WiFi, a full kitchen, and short stays on selected days make it easy to escape, breathe, rest, and reconnect with yourself. Easy drive to charming little towns - Windham, Hunter , Tannersville . Swimming pool on premises , CD Lane Lake with beach and free boat

Value · Location · Check-in

Panoramic Mountain View Townhome with Hot tub

Just one minute from downtown and sacrificing none of the views of Windham Mountain. With spacious living quarters and panoramic views, the home offers a truly comfortable upstate getaway for those looking to stay close to town but still experience the beauty and tranquility of a natural setting. At night sit on the deck gazing up at the endless stars while listening to the songs of frogs in the nearby pond and the howling of coyotes in the distance or soak your tired muscles in the new hot tub.

Location · Family · Quiet

Hunter Mtn. Close Clean Cozy Condo *Great Reviews*

Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Value · Location · Long stay

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Family · Location · Checkout

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing escape from. Take a steam and soak in the DEEP tub. In warmer months, there's a small yard for relaxing next to a little stream. There are ROKU TV's inside and you may sign into your own account for Netflix, Hulu, etc.

Value · Family · Kitchen

walking distance to town and waterfront

Perfect for friends, couples, families, or solo-travelers looking for a comfortable home that’s centrally located and near some of Kingston’s best restaurants and shops! This historic two-unit home is walking distance to the waterfront and a short drive to incredible hikes and farms! *Pet-friendly (no extra fee) *Family-friendly (highchair + Pack n Play for babies, games for kids). Note: Parking onsite or arrive via Metro North to Poughkeepsie, Amtrak to Rhinebeck, or bus to Kingston

Location · Value · Condition

Hike Minnewaska + Walk to Rail Trail, Food, Drink

Your home base in the Kerhonkson/Accord area - walk to the O&W rail trail, Mill + Main, and Flying Goose or drive 10 mins to Minnewaska, Mohonk, and other great dining options. This sunny 3 BR, 2 BA apartment feels like a full home: private deck, fenced yard, dreamy beds, and loads of local art. You'll find custom Two Queens coffee, great games, a stocked kitchen, and fun design touches throughout. Dog-friendly, fully equipped, and in a perfect spot to explore the best of the Catskills

Location · Family · Walkability

Cozy Slope Side Retreat

Hunter Mountain Retreat nestled in the Trailside complex is steps from the slopes. During the ski season, you can walk through parking lot & ski down to get your lift ticket. The Kaatskill Mountain Club is on the opposite side of the trails where you can go for dinner or a drink at the bar. Activities include Zipline, Skyride, Disc Golf, Horseback Riding. Trailside is by far the best & most luxurious place to stay in Hunter. Our rates are very reasonable for the luxury & location.

Value · Family · View

Cozy Mountain Condo w/ Pool

Leave your worries at home and come relax in our cozy, one bedroom condo in the heart of the Catskills. Welcome to our upstate retreat, featuring a wood burning fireplace, king size bed, record player(Bluetooth speakers), balcony overlooking the grounds / woods, tennis courts, and is only minutes away from Windham and Hunter Mountain! Come enjoy all year round with hiking, mountain biking, kayaking, zip lining, snowboarding and skiing or just curl up and relax by the fireplace.

Location · Check-in · Sleep quality

Windham Condo

This condo is right off Route 23, minutes from Windham Mountain. Head to the Catskills. The complex has a pool, tennis, pickleball & basketball courts and a fire pit. Enjoy the mountain air while working from home with dedicated Wifi. We have a well-stocked kitchen, wood-burning fireplace, and comfy deck. Your place to enjoy all the hiking, mountain biking, and golf Windham has to offer. Only 2.7 miles from Windham Mountain Resort. Guest ID may be required on arrival.

Location · Family · Quiet

Cozy Gem with Mountain Views

A cozy apartment located less than a mile away from premier skiing and snowboarding at Hunter Mountain. Our place is located in a lovely community that has plenty of space to enjoy some quality time with family and friends. This is our home away from home and you can experience lot of personal touches throughout the apartment such as custom wood work, family photos and seasonal decoration. We can not wait for you to enjoy the beauty of Catskill mountains.

Value · Family · Getting around

Liftside Hunter Mtn. Best Ski On/Off 2BR/2BA.

Immaculate liftside location, located in the coveted Liftside Village at the base of Hunter Mountain. This is a family and friends ski and hiking paradise. Experience all the comfort and beauty you could ask for in the very best location. Walk to ski slopes, tubing, hiking trails, base lodge and Van Winkles Restaurant. Cable, Wifi, Xbox, games, fully equipped kitchen with coffee bar and every amenity. Ask about seasonal summer rentals.

Value · Family · Quiet