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Condo vacation rentals in Middletown

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Vacation rentals for every style

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Popular amenities for Middletown condo rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly condo rentals

Guest favorite
A living space features smooth hardwood flooring with a dark gray sofa, a mounted television, and a small dining table with two black stools. A white kitchen area is visible on the right, equipped with granite countertops and modern appliances. A front door leads to the apartment entrance.
Condo in Hackensack
4.85 out of 5 average rating, 46 reviews

Convenient 1 Bed 1 Bath Apartment 15-20 Min NYC

Guest favorite
An aerial view showcases the open living area with a dining table set for six and a cozy seating arrangement featuring a grey sofa. Large windows allow natural light to fill the space, complemented by light blue curtains and a colorful area rug.
Condo in Vernon Township
4.91 out of 5 average rating, 106 reviews

Mtn Creek - Water Park, Bike, Hike, Golf, Legoland

Superhost
Natural light fills the spacious living area, framed by greenhouse-style glass windows that offer mountain views. A modern lamp illuminates a wooden console table, while a cozy seating arrangement invites relaxation. The room is designed for comfort and connection, with a fireplace enhancing the ambiance.
Condo in Vernon Township
5 out of 5 average rating, 30 reviews

Gorgeous mtn views, bi-level, minutes to slopes

Guest favorite
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.
Condo in Vernon Township
4.96 out of 5 average rating, 55 reviews

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

Guest favorite
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
4.97 out of 5 average rating, 61 reviews

New Luxury Ski Condo-2 Full Bathrooms

Guest favorite
The living room features a cozy sectional sofa and a wooden coffee table positioned in front of a modern electric fireplace. A flat-screen TV is mounted on a textured wall, displaying various streaming options. A dining area with a table and chairs is visible, creating a welcoming space.
Condo in Vernon Township
4.93 out of 5 average rating, 71 reviews

Comfortable, chic, modern and sophisticated condo

Guest favorite
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.
Condo in Vernon Township
4.84 out of 5 average rating, 63 reviews

Blue Cactus

Guest favorite
A comfortable living room features a sectional couch facing a small coffee table, complemented by a patterned chair. A light fixture adds illumination, while a window with sheer curtains allows natural light. Decorative plants and wall art enhance the welcoming environment.
Condo in Englewood
4.92 out of 5 average rating, 77 reviews

Lovely 2 bedroom condo with parking on premises.

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Pet-friendly condo rentals

Superhost
A hillside is dotted with multi-level units, each featuring balconies, set against the backdrop of lush trees. A golf cart travels along a well-maintained fairway in the foreground, with expansive green grass stretching across the landscape.
Condo in East Stroudsburg
4.67 out of 5 average rating, 15 reviews

Shawnee Village 2 bedroom Sleeps 6

Top guest favorite
The living area features a spacious green sofa facing a wooden coffee table, surrounded by two armchairs. Natural light enters through the windows, illuminating a cozy atmosphere. A dog rests on a warm-toned area rug, while decorative elements include candles and a plant.
Condo in Kerhonkson
5 out of 5 average rating, 30 reviews

Bright & Cozy | Walk to Rail Trail

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.
Condo in Vernon Township
4.81 out of 5 average rating, 102 reviews

Cozy Summer Escape - MTN Creek

Top guest favorite
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.
Condo in Vernon Township
5 out of 5 average rating, 65 reviews

Chic-Retro Ski Loft | Mountain Creek slope-side

Top guest favorite
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.
Condo in Vernon Township
5 out of 5 average rating, 17 reviews

Luxurious Cozy Mountain Retreat

Superhost
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
4.91 out of 5 average rating, 148 reviews

Cozy & walking distance to town *summer/fall dates

A neatly arranged bedroom features a spacious bed dressed in a navy blue coverlet. Two nightstands with lamps sit beside the bed. A large window allows natural light to enter, framed by gray curtains that partially block the view. A serene photograph adorns the wall.
Condo in Vernon Township
4.78 out of 5 average rating, 170 reviews

Sunny 2BR Loft near Crystal Springs & Mtn. Creek

Superhost
The exterior of a two-story house is highlighted, showcasing light-colored siding and a welcoming turquoise front door. Surrounding greenery presents a well-maintained landscape, and the driveway leads up to the entrance. The neighboring house can be seen partially in the right side of the frame.
Condo in Yonkers
4.67 out of 5 average rating, 178 reviews

Cozy three bedroom family home with backyard

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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.
Condo in East Stroudsburg
4.6 out of 5 average rating, 45 reviews

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

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.
Condo in Vernon Township
4.78 out of 5 average rating, 50 reviews

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

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.
Condo in Vernon Township
4.56 out of 5 average rating, 133 reviews

Red Lodge Chalet - Ski on Ski off / 3 Bedroom

A lively entertainment area features a vintage arcade machine beside a soft rug. Two bar stools are positioned at a glass-top table. Natural light streams in from large windows, illuminating the modern space furnished with a comfortable sofa.
Condo in Getty Square

Beautiful 1 BR 1 BR in the heart of yonkers

An indoor pool area is highlighted with tranquil blue lighting, reflecting off the water surface. Wooden beams create an open ceiling. Water features gently flow into the pool, while spacious lounge chairs are arranged along the sides. Large windows offer views of the outdoors.
Condo in Vernon Township
New place to stay

Room in Minerals@Crystal Spring

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.
Condo in East Stroudsburg
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

Superhost
Condo in East Stroudsburg
4.71 out of 5 average rating, 7 reviews

Shawnee Village, PA, 2 Bedroom River Village 1 #2

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