Condo vacation rentals in Middletown

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.

4.98 out of 5 average rating, 311 reviews

Ski-in/Ski-out, Hike, Bike, Wine-Rustic Chic Stays

Ski-In/Ski-Out, Waterpark & Biking - Just Steps Away! Ski, snowboard, bike, hike, zip line-or relax in the Appalachian's outdoor, year-round, heated outdoor pool, hot tubs, & 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!!

A spacious living and dining area features a large wooden table surrounded by chairs, with a cozy seating arrangement across from a fireplace. Large windows offer natural light and a view of the outdoors, enhancing the inviting ambiance of the space.

4.94 out of 5 average rating, 122 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Read our Reviews :) They speak for themselves. LUXURY Unit Sleeps 5 Non Smoking Fully stocked pantry for a weekend getaway or a long stay with meal prep. Looking for a modern room for a weekend away at the year round pool and hot tubs? Well you came to the right place. The Appalachian is located directly on the Mountain Creek offering activities for every season such as the Snowsports, Mountain Biking, Waterpark, Golfing, Treescape Ziplines, Golfing, Horseback ridding, and 24/7 fitness Gym.

4.97 out of 5 average rating, 343 reviews

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

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.

A spacious living area is shown, featuring a contemporary design with a large gray sofa and a plush purple chair. An elegant dining table sits beside the window, while a flat-screen television is mounted on the wall, complemented by a stylish mirrored console below.

4.96 out of 5 average rating, 108 reviews

The Oasis of Vernon

Welcome to your dream getaway in Vernon, New Jersey, where a world of relaxation awaits you. Our stunning condo, nestled in front of the lush golf course and just steps away from the renowned Mineral Resort and Spa, promises an unforgettable stay. Enjoy rejuvenating indoor and outdoor pools, spa, and a state-of-the-art gym for a fee if you visit with a member of the resort. Each member is allowed 2 guest. If you arent a member, you can book a Spa Service to be able to enjoy the amenities.

The living area features high ceilings and a spiral staircase leading to the loft. A blue couch faces a Smart TV, accompanied by a coffee table. A round dining table with blue placemats and four chairs is positioned nearby, offering an open view of the kitchen.

4.92 out of 5 average rating, 358 reviews

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa

METICULOUSY MAINTAINED FULLY Renovated Upper level 2 bedroom condo located in the Great Gorge Mountain Creek Ski Resort in Vernon NJ. Want to get away for a day, a week or even for a weekend? Load up the golf clubs, put the skis on the roof rack and don’t forget the mountain bikes, hiking boots, swim wear, or fishing gear! Chill out and relax at this comfortable space. This unit is located a 3 minute walk to the slopes and to Minerals Spa. This Condo features Smart home features Alexa.

4.91 out of 5 average rating, 159 reviews

A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.

Condo in Kingston

Cozy & walking distance to town *fall dates!*

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

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.

4.98 out of 5 average rating, 116 reviews

Chic Vernon Getaway | Pet-Friendly with Mtn Views

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!

A well-appointed studio room features a spacious king bed with plush bedding and decorative pillows. A stylish desk with a chair is positioned alongside a modern seating area, complemented by a coffee table. Natural light floods the space through large windows, enhancing the warm atmosphere.

4.92 out of 5 average rating, 274 reviews

Upscale Condo Ski-In/Out Mountain Creek 1 hr NYC

Voted NJ’s #1 new host!!! Experience a grand escape in our NEW UPSCALE and LUXURIOUS STUDIO at The Appalachian Hotel at Mountain Creek, NJ. The most convenient ski-in ski-out resort, just walk to the lifts. BOOK NOW and go skiing, snowboarding, snow tubing, hot tub & heated pool swimming, mtn biking, horseback riding, hiking, golf, water park, visit farms, wineries & more! Then, relax at our super soft king bed, sleeper sofa, amazing bathroom and cozy fireplace. You'll love it!

A spacious bedroom features a king bed with a light-colored quilt and decorative pillows. Simple lamps are positioned on each side of the bed. The room includes a wall-mounted mirror and a closet door, providing ample storage and a sense of openness.

4.8 out of 5 average rating, 139 reviews

Lovely 1 Bedroom/Pool/Hot Tub/King Bed/Ski In/Out

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/Sauna. Ski-in/out right to the main lift from the building

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.

4.94 out of 5 average rating, 168 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.

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.

4.92 out of 5 average rating, 377 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.

4.99 out of 5 average rating, 613 reviews

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

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)!

Popular amenities for Middletown condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

An open living area features a large sectional sofa with patterned cushions facing a wooden coffee table. A light-colored area rug with wavy designs covers the hardwood floor. Large glass doors allow natural light to brighten the space, revealing a glimpse of outdoor seating.

4.83 out of 5 average rating, 96 reviews

Cute and Convenient for 6!

The living area includes a comfortable couch and a cozy armchair beside a gas fireplace. A wooden coffee table is centered on a beige carpet, and a flat-screen TV is mounted above the fireplace. Natural light enters through a large window covered with dark curtains.

4.8 out of 5 average rating, 56 reviews

Cozy condo in Ski Resort. 2 bedroom/2 bath Unit226

4.97 out of 5 average rating, 75 reviews

A spacious living area features a large, comfortable couch and a cozy armchair, accompanied by a wooden coffee table. A dining table with six chairs sits nearby, while a wall-mounted television is positioned above the couch. Natural light enters through two windows, enhancing the inviting ambiance.

Condo in Vernon

New Luxury Ski Condo-2 Full Bathrooms

A spacious living area features a comfortable sofa, a bright yellow chair, and a dark wooden coffee table. A gas fireplace is situated beneath a wall-mounted TV, with natural light filtering through large windows. A small desk and plant add functional and decorative touches.

4.97 out of 5 average rating, 59 reviews

Deluxe 1 Bdr | Walkout Patio to Pool & Hot Tub! | Mountain Creek Resort @ Appalachian

A modern living area is presented, featuring a sleek black sofa and accent chairs. A flat-screen TV is mounted on a wall, above a stylish electric fireplace. Potted plants add a touch of greenery, while a coffee table with decorative items sits centrally. The kitchen area is visible to the left.

4.82 out of 5 average rating, 67 reviews

Blue Cactus

A panoramic view showcases lush green mountains surrounding a winding river below. The landscape features a mix of rolling hills and dense foliage under a bright blue sky, with scattered clouds adding depth to the serene scene.

4.88 out of 5 average rating, 8 reviews

Shawnee Village, PA, 2 Bedroom King Depuy #1

5 out of 5 average rating, 3 reviews

Shawnee Village, Poconos, PA.-2Bd

The living room features a leather sofa paired with a rustic wooden coffee table and a warm stone fireplace. A wall-mounted television is positioned above the fireplace. Large windows provide natural light and open to a balcony, while a wooden dining table accommodates six.

5 out of 5 average rating, 5 reviews

Deluxe Two Bedroom Suite Rm 402

Pet-friendly condo rentals

Condo in Woodridge

4.67 out of 5 average rating, 3 reviews

Amused at the Mews

5 out of 5 average rating, 53 reviews

Condo in Kerhonkson

Explore Minnewaska, rail trail + farm-to-table

A series of wooden structures are positioned on a hillside, surrounded by trees. An expansive green field lies in the foreground, with a golf cart visible near the edge of the grass. The sky is clear with a few scattered clouds.

4.75 out of 5 average rating, 4 reviews

Shawnee village, Poconos timeshare

A welcoming entrance sign for Black Creek is positioned alongside a tree-lined road. Lush greenery and flowering plants are arranged around the sign, enhancing the natural landscape. The area is well-maintained, providing an inviting atmosphere for visitors.

4.82 out of 5 average rating, 109 reviews

Cozy Fall Escape - MTN Creek

A spacious living and dining area is highlighted by a large wooden dining table surrounded by light-colored chairs. A comfortable seating arrangement is positioned nearby, facing a wall-mounted TV. Natural light enters through large windows, and a spiral staircase leads to the loft area.

5 out of 5 average rating, 70 reviews

Chic-Retro Ski Loft | Mountain Creek slope-side

A cozy living area is showcased with modern furnishings, including two armchairs and a spacious sectional sofa. A large TV is mounted on the wooden wall, complemented by a stylish fireplace. The open design leads to a well-equipped kitchen, enhancing a sense of gathering.

5 out of 5 average rating, 50 reviews

Luxurious Cozy Mountain Retreat

A bright and open living area features a large sectional sofa in light fabric, facing a dark coffee table on a textured area rug. Natural light floods through multiple windows, showcasing the tasteful decor and a dining space with a round table set for four.

Condo in Byram

4.86 out of 5 average rating, 14 reviews

New, luxury 2 bedroom unit Greenwich/Byram

A spacious sleeping area features a tufted white bed with dark bedding, complemented by two decorative pillows. A tall, framed mirror stands beside a clear side table. The wall behind is adorned with a patterned wallpaper, and warm wooden flooring adds to the inviting space.

Condo in Yonkers

Hudson Valley Cottage Apartment

Condo rentals with a pool

A cluster of multi-story wooden buildings is nestled among trees displaying autumn foliage. Each unit features large windows and balconies, with steps leading up to the entrances. The setting includes a grassy area and parked vehicles in the foreground.

4.58 out of 5 average rating, 50 reviews

Wyndham Shawnee Village | 2BR/2BA Balc Queen Suite

A person in a canoe raises their arms in celebration while gliding on calm water surrounded by lush greenery. The serene landscape reflects in the water, creating a peaceful scene set against a clear blue sky.

Pocono Haven, PA, 2-Bedroom RV2 # 2

A well-lit bedroom features a king-sized bed with crisp white bedding and an elegant headboard. An orange accent wall contrasts with the patterned curtains. Light filters through the windows, casting a bright glow across the space, complemented by two bedside lamps and a dresser.

Shawnee Village Condo - 2bed/2bath RidgeTop Deluxe

A spacious living area features a comfortable sectional sofa adorned with red and gray cushions. A large area rug is positioned under a coffee table, surrounded by stylish dining chairs. A wall-mounted television is complemented by a contemporary electric fireplace, enhancing the cozy ambiance.

4.56 out of 5 average rating, 135 reviews

Red Lodge Chalet - Ski on Ski off / 3 Bedroom

A living area is visible featuring a comfortable sofa, a wooden coffee table, and a television on a media console. A dining area with a wooden table and chairs is positioned near a window, allowing natural light to brighten the space. A decorative fireplace serves as a focal point.

4.88 out of 5 average rating, 220 reviews

Newly renovated Sunset view 1 bedroom

A covered gazebo situated in a lush green area features picnic tables, offering a tranquil outdoor space. Nearby, a playground is visible, marked by wooden structures amid a backdrop of trees and open fields.

Poconos 2 bedrooms

A spacious living area is depicted, featuring dark grey sofas and a sleek coffee table at the center. A large wall-mounted television is positioned opposite the seating. A dining area with modern chairs and a floral centerpiece is visible in the background, with soft lighting enhancing the space.

Private room in Elmsford

Private room in condo

The living area features two brown leather sofas and a patterned armchair, arranged around a wooden coffee table. A lamp provides light on the side table, and large windows allow natural light to fill the space. A bathroom door is visible in the background.