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Condo vacation rentals in Rhinebeck

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Vacation rentals for every style

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Popular amenities for Rhinebeck condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

A historic three-story building is positioned along a main street. The façade features large windows and a decorative roofline. A grey vehicle is parked in front, and nearby structures can be seen, illustrating the vibrant atmosphere of the area.
Condo in Windham

2 Bedroom/2Floor Condo Main Street Windham

The exterior of the resort is highlighted by a wooden gazebo surrounded by lush greenery. The three-story building features gabled roofs and multiple balconies, with warm lights illuminating the windows during twilight.
Condo in Hancock
4.89 out of 5 average rating, 9 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

A cozy living room features a stone fireplace with stacked firewood beside it. Comfortable brown sofas surround a dark wooden coffee table, which holds decorative items. Natural light filters through the window with blinds, illuminating the warm wall color.
Condo in Lanesville
5 out of 5 average rating, 10 reviews

Hunter condo with access to Hunter Mountain

A modern kitchen features white cabinetry and a marble countertop. Appliances include a stainless steel stove, microwave, and dishwasher. A round dining table with white chairs is positioned by a window, bringing in natural light. Decorative items and plants add a touch of personalization.
Condo in Goshen

2 Unit Condo Minutes from Lego Land

A cluster of brown wooden condos is set against a backdrop of autumn foliage on a hillside. The buildings feature multiple balconies and large windows. Surrounding greenery includes well-maintained shrubs and trees, complementing the scenic landscape.
Condo in Hunter
4.48 out of 5 average rating, 40 reviews

Spacious 3 BR Condo Steps Away From Slopes!

A dining area is filled with natural light, featuring a wooden table surrounded by six white chairs. A cozy carpet covers the floor, and a bookshelf stands nearby, displaying books and potted plants. Greenery can be seen outside through the windows.
Condo in New Paltz
4.75 out of 5 average rating, 60 reviews

Sun-Filled, Spacious 1-Bdrm New Paltz apartment!

A welcoming entryway is highlighted by a wooden staircase leading to an upper level. The open layout reveals a living area with large windows, allowing natural light to brighten the space. A wooden storage bench against the wall offers additional seating.
Condo in Windham
4.75 out of 5 average rating, 4 reviews

airy and lovely space, great views

A comfortable living room is presented with two sofas adorned with festive cushions. A coffee table is centered on a cozy area rug, while a television sits atop a media console. Large windows framed by dark curtains allow natural light to fill the space.
Condo in Hancock
4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

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Pet-friendly condo rentals

A rustic bedroom features a spacious wooden bed with a patterned blanket, complemented by a decorative bench. Warm wooden paneling adorns the wall, and natural light is let in by a small window, illuminating the inviting space.
Condo in Lanesville
4.89 out of 5 average rating, 28 reviews

Catskills Rustic Chic 4 Bdrm w/ Wood Stove

A cozy living area features a leather sofa with decorative pillows and a round coffee table. Natural light enters through a window covered with sheer curtains. A flat-screen TV is positioned near an electric fireplace, while a dining table with high chairs is set against a tastefully adorned wall.
Condo in Lanesville
4.68 out of 5 average rating, 19 reviews

First-Floor Hunter Condo < 1 Mi to Slopes!

Guest favorite
The living area features a pair of patterned armchairs and a comfortable brown sofa, positioned around a wooden coffee table. A television is mounted on the wall, and a doorway leads to a balcony. Natural light enters through large glass doors.
Condo in Windham
4.92 out of 5 average rating, 12 reviews

Luxury 3-bedroom Condo on Windham mountain

A spacious sectional couch, upholstered in dark fabric, is arranged around a glass coffee table. The wall is decorated with three art pieces featuring deer antler silhouettes. Light cream curtains frame a window, and a lamp provides additional lighting in the cozy seating area.
Condo in Windham
4.8 out of 5 average rating, 15 reviews

Ski Windham Mountain ( Catskills, NY)

Top guest favorite
The two-level condo features a combination of wood and stone accents, with a prominent chimney and multiple balconies. Lush greenery surrounds the property, and mountain views are visible in the background under a clear blue sky. A pathway leads to the entrance.
Condo in Hunter
4.95 out of 5 average rating, 65 reviews

Hunter Mountain 2BR Condo - Steps to Mtn /Zip line

A light-filled living area features a tan leather sofa and a glass coffee table, placed atop a patterned rug. A flat-screen television sits on a dark wooden unit. A door leads to additional space, while natural light streams in through a window.
Condo in Windham
4.55 out of 5 average rating, 49 reviews

2. Beautiful, Cozy Condo with view of Windham Mtn

A bright dining area features a large wooden table surrounded by six chairs. Light-colored cabinets and countertops create an inviting kitchen space. Various kitchen appliances and decorative items are displayed on shelves, contributing to the functional and spacious environment.
Condo in Hunter
4.77 out of 5 average rating, 313 reviews

Hiking, fishing,mountain view condo

Superhost
The living area features a cozy seating arrangement with a black sofa and a coffee table. A TV is positioned above a fireplace, while large sliding doors provide access to the deck. Decor includes ski equipment mounted on a wall and a dining table set for four.
Condo in Windham
4.82 out of 5 average rating, 28 reviews

Cozy Getaway Gem for 2 at Windham Quads.

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Condo rentals with a pool

Guest favorite
An outdoor swimming pool is surrounded by a chain-link fence, featuring clear blue water and several white lounge chairs positioned beside the pool. Lush green grass and trees frame the area, with a view of a red building in the background.
Condo in Hunter
4.88 out of 5 average rating, 92 reviews

Cozy Gem with Mountain Views

Guest favorite
An outdoor heated pool is surrounded by a spacious patio, with two hot tubs nearby. Lush greenery and vibrant autumn foliage create a scenic backdrop. Multiple lounge chairs are positioned along the poolside, inviting relaxation in a serene setting.
Condo in Windham
5 out of 5 average rating, 24 reviews

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Guest favorite
A spacious living area features an arrangement of dark leather seating and a wooden dining table. Natural light streams through sliding glass doors that open to a balcony. A stone fireplace adds character, while decorative plants and artwork enhance the inviting ambiance.
Condo in Hancock
4.95 out of 5 average rating, 61 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

A welcoming living area features large glass doors offering views of the outdoors, with natural light enhancing the space. A comfortable seating arrangement includes a dark blue chair and a sectional sofa, while a stylish large area rug adds warmth. Decorative elements include wall art and a blooming floral arrangement.
Condo in East Jewett
4.94 out of 5 average rating, 31 reviews

Hunter & Windham: Hikes, Lakes, Pool, 2BR

Guest favorite
An aerial view captures the Whisper Creek condo set against a snowy mountain backdrop, with ski slopes winding down the hillside. The landscape features a mix of pine trees and winter terrain, while the luxury building connects to the scenic outdoors.
Condo in Windham
5 out of 5 average rating, 5 reviews

Luxury Ski in Ski out Condo + Amenities

Superhost
A comfortable living area is presented with a plaid chair and a sofa, complemented by a coffee table. Natural light fills the space through a large window with elegant drapery. A flat-screen television is positioned nearby, enhancing the relaxation setting.
Condo in Hancock
4.88 out of 5 average rating, 32 reviews

Jiminy Peak Apartment

An inviting indoor pool area is surrounded by large windows that provide a view of the outdoors. Lounge chairs line the poolside, and natural light fills the space, highlighting the tiled flooring and gently rippling water.
Condo in Hancock

Berkshires Resort with Pools - Lg 1BD - Sleeps 4

Superhost
A lush green lawn frames a serene pond, reflecting the surrounding landscape. The two-story condo units are visible in the background, showcasing a harmonious blend with the natural setting. Towering trees provide a calming backdrop, enhancing the peaceful atmosphere of the area.
Condo in Lenox
4.63 out of 5 average rating, 8 reviews

Peaceful 1BR Condo with Pond View

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