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, 309 reviews

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

Ski-In/Ski-Out, Waterpark & Biking fun- 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, trails, golf, the Appalachian Trail, & Warwick, NY. Plus, just 30 minutes to LEGOLAND!

4.97 out of 5 average rating, 338 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, 104 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, 353 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.

4.9 out of 5 average rating, 156 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 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.

4.79 out of 5 average rating, 285 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

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, 115 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 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, 166 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.

A relaxing outdoor pool area features lounge chairs and red umbrellas, with a wooden sauna-like structure positioned nearby. Lush greenery surrounds the space, and a decorative stone wall enhances the rustic charm of the setting.

4.94 out of 5 average rating, 141 reviews

Sunsets at Mountain Creek! Walk to ski slopes!

Your whole family will love this stylish, centrally located hotel condo at the base of the mountain! Awesome 1 bedroom condo on the 3rd floor of the majestic Appalachian hotel. You’ll be in the middle of all the action - true ski in / out, mountain bike, zip line, water park, hiking, golf and much much more. Festivals, races, year round special events, hiking, wineries, Appalachian Trail, short drive to historic Warwick, NY. Enjoy pool, hot tub, sauna and more.

A spacious living area includes a cozy sitting area with large windows offering views of the surrounding landscape. A decorative fireplace adds warmth, while a small desk and chair provide a functional workspace. A dining table complements the layout, enhancing the room's versatility.

4.91 out of 5 average rating, 282 reviews

206 · Renovated Chic Premium 1 bdrm

Beautiful, chic, newly renovated and updated 1 Bedroom premium Mt View unit at the Appalachian Mountain Creek. Designed for style as well as convenience, this unit features new hard flooring throughout as well as plantation style binds for a clean and crisp feel. Tucked into the lobby side of the building has easy access to the elevator. A large private balcony with great interior views of the pool and ski slopes.

4.99 out of 5 average rating, 610 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)!

A living area features a sectional sofa with a colorful throw blanket, complemented by a multicolored area rug. A dining space with a table and stylish chairs is visible in the background, with large windows allowing natural light to brighten the room.

4.96 out of 5 average rating, 134 reviews

2 Bedroom + Parking Cozy Condo•Mountain Creek•

Welcome to the Cozy Condo!!! Located at the Great George Village a peaceful gated community in the Mountain Creek area situated in Vernon Twp, NJ. This cozy condo offers a great place to stay while you are skiing in the mountains in winter or if you decide to go to the water park in the hot summer, mountain bike, zip line, tree climbing, golf, and more… This area offers a lot of fun activities.

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, 94 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, 55 reviews

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

4.97 out of 5 average rating, 73 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

4.87 out of 5 average rating, 68 reviews

The living area includes a comfortable black armchair and a glass coffee table. A flat-screen TV is positioned against the wall, while a small dining table with two chairs is set nearby. Artwork adorns the walls, enhancing the light-colored space.

Condo in West Side

Cozy private furnished apartment

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.

4.83 out of 5 average rating, 66 reviews

Blue Cactus

The room features a king-size bed with bedding arranged neatly, complemented by a gas fireplace and a stylish stone surround. A dark wooden dresser holds a flat-screen TV. A small table with beverages is centrally positioned, and sliding doors open to a private balcony.

5 out of 5 average rating, 11 reviews

Room in Minerals@Crystal Spring

The exterior of The Appalachian is shown, featuring a vibrant yellow and green facade. The image captures a landscaped area with lush greenery and a patio, alongside a swimming pool surrounded by lounge chairs and hot tubs, inviting relaxation.

5 out of 5 average rating, 3 reviews

1BR/1BA Deluxe Suite #418

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, 49 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, 47 reviews

Luxurious Cozy Mountain Retreat

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

A spacious living area features a light-toned sectional sofa, accented by a green chair and wooden coffee table. Large windows provide treetop views, allowing natural light to fill the room. A fireplace adds warmth, complemented by decorative items and a soft area rug underfoot.

5 out of 5 average rating, 4 reviews

4BR Treetop Escape | Minerals, Orchards, Hiking

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.

4.55 out of 5 average rating, 47 reviews

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

A well-lit bedroom features two double beds with crisp white linens, positioned beside wooden nightstands. Natural light filters through two covered windows, illuminating the green and white wall decor. A wooden dresser stands against the wall, providing additional storage.

Family Fun Poconos Condo

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 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

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.

5 out of 5 average rating, 4 reviews

Club Wyndham Shawnee on the Delaware

The exterior of a multi-level house is seen, featuring a combination of large windows and a screened porch. Surrounded by lush greenery, the structure is set on stilts above a grassy area, showcasing simple architectural lines and a sloped roof.

Condo in Shawnee on Delaware

Amenities Galore! Only Available 6/19/22 - 6/26/22

An indoor swimming pool features a spacious area with clear blue water, surrounded by lounge chairs. A hot tub is positioned to one side, inviting relaxation. The ceiling is adorned with wooden beams, and large windows allow natural light to fill the space.

Condo in Hawley

5 out of 5 average rating, 3 reviews

2-Bedroom Condo Near Lake Wallenpaupack

A row of multi-level wooden cabins is nestled among trees, showcasing natural wood finishes. Each unit features large windows and balconies, with exterior stairs leading to the entrances. The surrounding area is enhanced by vibrant autumn foliage.