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Condo vacation rentals in Middletown

Find and book unique condos on Airbnb

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Popular amenities for Middletown condo rentals

Weekly condo rentals

Guest favorite
The entrance features a white door with small square windows at the top, adorned with a decorative planter holding greenery. The door is framed by a contrasting orange wall, providing a welcoming appearance.
Condo in Hunter
4.87 out of 5 average rating, 87 reviews

Cozy Gem with Mountain Views

AbishekRating, 5 stars3 weeks ago
Loved this place. Very easy to find. The place is cute and co portable with good views from the main bedroom and living room. Very clean and tidy. Loved the stay.
Superhost
A well-lit workspace is presented with a sleek desk, an adjustable chair, and a small globe. Natural light enters through two windows adorned with soft curtains. The modern decor features a wall art piece and contributes to a functional yet inviting atmosphere.
Condo in Union City
4.93 out of 5 average rating, 85 reviews

Urban Chic Luxe- 1BR Condo 15 min from NYC

JesseRating, 5 stars1 month ago
Beautiful place! very clean and looked exactly what the photos showed. would definitely stay again!
Guest favorite
Condo in Hunter
4.96 out of 5 average rating, 23 reviews

Mountainside Haven

AndreaRating, 5 stars1 month ago
The location was very peaceful and comfortable. It has a great view of the mountains in the background. The place had everything you needed and was very clean and had cabin like qualities. Very beautiful inside and outside as well. The host was very kind and responded right away to any questions I had.
A modern rustic building is visible, showcasing multiple gabled roofs and wooden accents. A line of parked cars is positioned in the foreground, with trees displaying autumn foliage. A clear blue sky stretches overhead, adding to the serene atmosphere of the location.
Condo in Vernon Township
4.82 out of 5 average rating, 101 reviews

Cozy Summer Escape - MTN Creek

StephenRating, 5 stars1 month ago
Great host. great place. a great getaway and very relaxing. would definitely stay again. great location! beautiful surroundings!
Guest favorite
A patio area features a small circular table accompanied by a single chair, surrounded by lush green grasses and shrubs. In the background, a hillside with trees and a mountain is visible under a partly cloudy sky.
Condo in Vernon Township
4.96 out of 5 average rating, 52 reviews

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

BrianRating, 5 stars1 month ago
This is a great condo if you visit Mountain creek. The furnishings are very nice, great feel to the unit. Location wise it can’t be beat. It’s right near the pool, great patio and easy walks to the lift for mountain biking. Even being close to all that it is still quiet and relaxing. The unit was very clean, bathroom is great size and the hosts provided everything g you could want. Definitely would stay here again.
Guest favorite
Condo in Vernon
4.97 out of 5 average rating, 58 reviews

New Luxury Ski Condo-2 Full Bathrooms

SavannaRating, 5 stars4 days ago
Great place to stay ! Host was responsive and had great local recommendations ! We really enjoyed our stay and will be definitely be back !
Top guest favorite
A well-lit laundry area features a full-size washer and dryer, complemented by white shelving for storage. The neutral-colored walls contribute to the clean and functional design, providing a practical space for laundry tasks.
Condo in Stamford
4.98 out of 5 average rating, 42 reviews

Downtown Living w/ parking, W/D & Wi-Fi+!

RajkumarRating, 5 stars1 week ago
Very nice location, quiet, yet central . House was well stocked and Aaron was prompt with communication. I had to modify my itinerary and Aaron was very accommodating.
Guest favorite
Condo in Vernon Township
4.93 out of 5 average rating, 69 reviews

Comfortable, chic, modern and sophisticated condo

MicheleRating, 5 stars3 weeks ago
First time in the area, and it was quite pretty! We were only there 2 nights and for our grandson's christening so we didn't spend a great deal of time at the resort, but it looked very popular (2 weddings and a slew of mountain bikers)! The condo was very comfortable and even nicer than the pics. Janet had great instructions for checking in and everything was very clean. We would stay again!

Pet-friendly condo rentals

Top guest favorite
Condo in Kerhonkson
5 out of 5 average rating, 24 reviews

Bright & Cozy | Walk to Rail Trail

FangRating, 5 stars3 weeks ago
Well designed, well maintained modern style home. Love the warm toned interior. Quick drive to lots of hiking spots which was what brought us here. Management team was very professional and easy to communicate. Will consider for any future trips to Minnewaska/Mohonk.
Guest favorite
The sleeping area features two spacious beds, each adorned with patterned blankets and decorative accent pillows. Natural light enters through adjacent windows, complemented by light-colored curtains. A ceiling fan provides ventilation, while a colorful artwork depicting a city skyline adds visual interest to the room.
Condo in East Rutherford
4.84 out of 5 average rating, 19 reviews

Entire Place Close to Stadium, Mall & Free Parking

EmiRating, 5 stars2 weeks ago
Eddy was an excellent host. Clean space, easy to locate via different transportation modes, perfect stay for a few friends in town for a concert. The neighborhood felt safe and people at local shops were very friendly. I would highly recommend staying here, thank you!
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, 64 reviews

Chic-Retro Ski Loft | Mountain Creek slope-side

AlexisRating, 5 stars3 weeks ago
Peaceful weekend away from the city. We had a great time doing some hiking, visiting farms and enjoying the fresh air. I could see us visiting again.
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, 144 reviews

Cozy & walking distance to cafés *spring avails*

JananiRating, 5 stars2 months ago
Cozy apartment, walking distance from the water front. Had a great weekend getaway.
Top guest favorite
An outdoor seating area features a cozy loveseat and chair, adorned with vibrant cushions in lemon and geometric patterns. A small glass table sits in front, inviting relaxation while overlooking lush green trees and a serene landscape.
Condo in Vernon Township
4.98 out of 5 average rating, 97 reviews

Chic Vernon Getaway | Pet-Friendly with Mtn Views

AmandaRating, 5 stars1 week ago
A perfect spot to stay for this location! The space is inviting and immerses you in nature with the window covered living space. We would definitely recommend!
Guest favorite
A spacious living area features two dark sofas adorned with decorative cushions in various colors and patterns. Natural light filters in through multiple windows covered with blinds, and a colorful area rug anchors the space. Artwork hangs on the wall, complementing the modern decor.
Condo in West New York
4.96 out of 5 average rating, 136 reviews

Gorgeous Brand New Condo Fully Loaded Mins to NYC

IleanaRating, 5 stars3 days ago
Hirian (Olga son) is literally the best! So accommodating and flexible . Literally even helped me out with one of my aunts that elderly. Can’t say enough of how great of a spot and host this Airbnb is . There’s so much to do and walkable, great culture and food on the street the Airbnb is on , public transportation is accessible . If you aren’t sure the host is right there available to answer any questions. It was a girls trip of 7 and we felt comfortable in the area , everyone slept great , space was clean. Two bathroom helps a lot and there was space for everyone to sleep . It is a two flight stair to climb but nothing crazy . Would definitely book here again if we come back to visit and felt that the price is affordable. Communication and hospitality is key and hirian (Olga son) definitely out shine himself . 10/10 recommend staying here for a trip to NY or NJ.
Superhost
A modern kitchen is featured, showcasing white cabinets and a stainless steel gas range. A microwave is mounted above the stove. Light streams in from a window above the sink, where a small plant adds a touch of greenery. A coffee maker is visible on the countertop.
Condo in West New York
4.88 out of 5 average rating, 84 reviews

Chic Retreat Near Manhattan!

CoralRating, 5 stars1 month ago
check in was seamless, and the property was very clean and a good size for 4 adults. hosts very responsive. it was nice to have the option of getting a ferry from new jersey into new York and the restaurants and cafes in the area are much more affordable than nyc and equally as good! after long days out in nyc, it can take a while to get back to the property via bus in the evening, which was a bit tiring, but for the price we paid when compared to hotels in nyc, it was fair enough!
Guest favorite
The exterior of the condo is showcased, featuring a two-story structure with a combination of red siding and stone accents. Balconies with wooden railings extend from the upper levels, and a prominent stone chimney rises against a cloudy sky.
Condo in Hunter
4.95 out of 5 average rating, 61 reviews

Hunter Mountain 2BR Condo - Steps to Slopes!

KellyRating, 5 stars3 months ago
This is my second stay at Daniel’s, and it was just as good as the first! I love the location of his place in relation to the mountain. It’s a quick walk up the parking lot to the trails/lifts. Most importantly, my pups feel right at home, and they know his place now! His home is always clean and the linens/towels always smell fresh! I told him I will be coming back multiple times throughout the snow season to go boarding. He is very responsive and helpful and would go out of his way if need be! Overall, 12/10 recommend Daniel’s spot!

Condo rentals with a pool

Superhost
An indoor swimming pool features clear, blue water and well-maintained tile surroundings. Several lounge chairs are positioned along the perimeter, and natural light filters through the ceiling, contributing to a bright and inviting atmosphere.
Condo in East Stroudsburg
4.67 out of 5 average rating, 15 reviews

Shawnee Village 2 bedroom Sleeps 6

ElonRating, 5 stars40 months ago
Tawny was a great host. She communicated with me throughout my stay to make sure things went smoothly. Her hospitality is 10/10 and would recommend booking with.
A spacious living area features a light gray sectional couch adorned with navy blue and patterned throw pillows. A vibrant area rug adds color beneath the furniture. A small dining table with chairs is visible in the background, along with a wall-mounted landscape print and sliding glass doors.
Condo in Vernon Township
4.9 out of 5 average rating, 10 reviews

Condo in Vernon Township, NJ

VictoriaRating, 5 stars1 week ago
The place was beautiful and Mohan was a great host. I definitely recommend his place for anyone who is looking for a getaway.
Guest favorite
A cozy living room features a gas fireplace set in a stone mantel, with a wooden panel above. Bright curtains frame the windows, while comfortable seating includes a gray sofa, patterned armchair, and decorative side table. A console table holds a flat-screen TV.
Condo in Vernon Township
4.86 out of 5 average rating, 51 reviews

Spacious Condo w/ View < 1 Mi to Mtn Creek Resort!

ColtRating, 5 stars4 months ago
Great clean place to stay, right across from the ski mountain! Will definitely come back, highly recommend.
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

YayoiRating, 5 stars3 months ago
We stayed to ski at Mountain Creek resort. Roger was always very helpful during our stay. We used a car service to get there so that we did not have a space to keep our suitcases before and after check-in/out. Roger has helped us to figure it out smoothly both times. Rooms were extremely clean, the view from the room was great. There is a laundry room in the building. This place is great for a family to stay. Mountain Creek is a wonderful resort, being able to ski and swim in a warm pool. We hope to come back here to ski, and we hope to stay at the same Roger's place.
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

StevenRating, 5 stars3 weeks ago
Had a great weekend at Marc and Natallia’s Airbnb! Everything was clean and well maintained, and the area was beautiful. I would definitely come back.
Superhost
An indoor swimming pool area is shown, featuring a large, clear pool surrounded by concrete flooring. Several white lounge chairs are neatly arranged along one side, and large windows allow natural light to brighten the space.
Condo in East Stroudsburg
4.88 out of 5 average rating, 8 reviews

Shawnee Village, PA, 2 Bedroom King Depuy #1

MarieRating, 5 stars10 months ago
Had a wonderful time at Jan's place. We celebrated our very first family reunion. Beautiful setting with access to all kinds of amenities. Stay at Jan's... guarantee you won't be disappointed!
Guest favorite
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.
Condo in East Stroudsburg
4.89 out of 5 average rating, 28 reviews

Wyndham Shawnee Village|1BR/1BA Full Balcony Suite

MelissaRating, 5 stars3 weeks ago
This was a wonderful place to stay. My wife enjoyed the view, the quietness, and the time spent together. We hope to come back soon.
Superhost
A person sits in a canoe on calm waters, arms raised in a gesture of joy. Lush greenery and trees line the riverbank, reflecting in the still water, creating a serene outdoor atmosphere.
Condo in East Stroudsburg

Pocono Haven, PA, 2 Bedroom F #1

VeronicaRating, 5 stars9 months ago
The place was beautiful and peaceful, kitchen had everything you need to cook, everything was clean and ready for us when we arrived, you have a recreational center with indoor and outdoor pool, arcade, basketball field, but the condo is on a quiet a peaceful area 2 minutes drive from the recreational center, house has all the amenities for a perfect stay. Max was kind and responsive to my questions, I definitely recommend this place.

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