Condo holiday rentals in Bear Mountain

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Top-rated condo rentals in Bear Mountain

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Top Guest favourite
A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.
Condo in Poughkeepsie
4.97 out of 5 average rating, 347 reviews

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.

Top Guest favourite
Condo in Windham
4.9 out of 5 average rating, 220 reviews

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Guest favourite
A spacious bedroom features a large king bed adorned with a patterned quilt and decorative pillows. Soft lighting from a bedside lamp illuminates the area, while the en-suite bathroom is visible through an open door. Neutral tones and artwork add a touch of elegance.
Condo in Vernon Township
4.8 out of 5 average rating, 292 reviews

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

The Appalachian is a true 4 season resort overlooking Mountain Creek Ski Resort/ Waterpark and other activities such as farms, mountain biking, multiple golf courses, horseback riding, and ziplining! NEAR LEGOLAND (25 min drive) Hike the Appalachian Trails, tour the wineries and enjoy Octoberfest/Spas/Pumpkin and Apple picking. This is a true 4 season resort with a heated(in winter) year-round OUTDOOR pool/hot tubs/Suana. Ski-in/out right to the main lift from the building

Top Guest favourite
A spacious living area showcases a large sectional sofa and a coffee table on a patterned rug. Natural light fills the space through expansive glass doors that lead to an outdoor area. A spiral staircase leads to an upper level, while a dining area features a stylish chandelier.
Condo in Vernon Township
4.98 out of 5 average rating, 117 reviews

Skiiis N Tees • Mountain Views, Cozy Vibes

Skiiis N’ Tees is a 3-bedroom, 2-bath, four-season getaway where mountain views and fresh air do wonders for the soul. Just a short drive from NYC, it’s perfect for couples, families, girls weekends, or guys’ golf trips. This stylish end-unit condo sits beside a 9-hole golf course and is just 5 minutes from the slopes. Hike, sip at vineyards, or go apple picking—there’s something for everyone. One dog stays free. Pack & Play available. Come for the views and stay for the vibes!

Top Guest favourite
A two-story home is showcased with light-colored siding and vibrant red shutters. The entrance is marked by a white railing and steps leading to the front door. An American flag proudly stands on a flagpole in the front yard, bordered by a white picket fence.
Condo in Highland Falls
4.97 out of 5 average rating, 117 reviews

Cozy West Point Hide Away and Cadet’s Get Away

Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

Top Guest favourite
A serene bedroom space features a spacious bed adorned with cozy linens and decorative throw pillows. Geometric wall carvings in dark tones create an artistic backdrop, complemented by bedside lamps providing soft lighting. Natural light fills the room through a nearby window.
Condo in Vernon Township
4.94 out of 5 average rating, 173 reviews

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

Top Guest favourite
A spacious bedroom features a large bed with crisp white linens and decorative pillows. Exposed brick walls add character, while natural light pours in through two windows, dressed in sheer curtains. A bedside table with a lamp and a modern chair complete the inviting space.
Condo in Jersey City
4.93 out of 5 average rating, 395 reviews

⭐Minutes to NYC⭐ Brownstone beauty | FREE PARKING

Urban energy, brownstone charm! Welcome to bustling Journal Square in Jersey City! We renovated our beautiful 19th century brownstone and installed brand-new everything. The front spacious master bedroom has a queen bed and a sitting area; the rear smaller bedroom has a full size bed that looks out onto our quiet and serene backyard. Since we live downstairs we're happy to help make your stay as pleasant as possible. We are fully licensed PERMIT#: STR-002935-2025

Guest favourite
The living area is highlighted by a large picture window, offering panoramic views of the slopes. A cozy couch is positioned near a modern fireplace, while a wooden dining table and chairs complete the open concept space. A wall-mounted television enhances the inviting atmosphere.
Condo in Vernon Township
4.92 out of 5 average rating, 378 reviews

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!

Location, location, location! This is a very unique, open concept unit. In lieu of a balcony, it has a huge picture window that allows breathtaking center building panoramic views of the slopes! It's also a top floor unit so extra height ceilings. That open concept continues inside where the walls were minimized leading to the master bedroom having an archway in lieu of a door. The result is a very spacious main living area perfect to gather in front of the fire.

Top Guest favourite
A cozy bedroom featuring a spacious bed with white bedding and decorative pillows. Two bedside tables with lamps flank the bed, providing soft lighting. A textured wooden accent wall adds warmth to the space, complementing the neutral tones of the room.
Condo in Vernon Township
4.98 out of 5 average rating, 313 reviews

Ski-in/out|Pool|Hot Tub|Sauna - Rustic Chic Stays

Ski, snowboard, bike, hike, zip line-or relax in the Appalachian's outdoor, year-round, heated, outdoor pool, hot tubs & barrel sauna. This 1 bedroom, 1 bath condo has a King bed & Queen sofa bed - perfect for a couple, small group or family getaway. Located in The Appalachian, right next to Mountain Creek Resort! In the heart of Vernon Valley-near farms, golf, the Appalachian Trail & Warwick, NY. Plus, just 30 minutes to LEGOLAND & 1 hour from NYC!

Top Guest favourite
Condo in New York
4.99 out of 5 average rating, 104 reviews

Midtown East Condo Near Central Park

Welcome to your Midtown East 1-bedroom condo in the heart of Manhattan, steps from 57th and Park. Carefully curated with world-class designer furniture, we’ve spared no expense in providing you with luxury surroundings while making you feel comfortable and at home. If you crave the authentic, personalized experience of staying in an Airbnb PLUS all the comforts, services and safety of a hotel, then look no more…

Guest favourite
A modern kitchen area features sleek white cabinetry and polished marble countertops. Stainless steel appliances are positioned neatly, complementing the contemporary design. A dining table with chairs is visible in the adjacent space, illuminated by soft overhead lighting and natural light from large windows.
Condo in Brooklyn
4.91 out of 5 average rating, 124 reviews

Luxury airbnb in Southern Brooklyn

Relax in this stylish, smoke-free Airbnb in the heart of Southern Brooklyn — close to everything you need for a perfect NYC stay. Enjoy quiet, private space - perfect for up to 2 guests looking for comfort and convenience. 🚗 20 mins to JFK 🚇 Walk to subway, restaurants, shops & beach 🗽 30–40 mins to Manhattan 🎶 Enjoy a ceiling sound system 📶 High-speed Wi-Fi 📺 Smart TV 🚙 Free street parking nearby

Top Guest favourite
The kitchen features white cabinetry with glass display doors, showcasing colorful dishware. A Viking range is prominently positioned, with a polished countertop below. A wooden table with two chairs sits on a light yellow floor, illuminated by warm lighting from a nearby lamp.
Condo in Beacon
4.99 out of 5 average rating, 618 reviews

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 short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

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