Apartment holiday rentals in Middletown

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Top-rated apartment rentals in Middletown

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Top Guest favourite
A dining area features large windows bringing natural light, complemented by wooden benches and a table made of rustic wood. Shelves hold various plants and decorative items, adding a touch of greenery to the space. A vintage cabinet is placed against the wall.
Apartment in Kingston
4.97 out of 5 average rating, 798 reviews

Vintage-Inspired Revitalized Historical Bau Guesthaus, A

Re-capture the allure of the past while indulging in modern luxury in this home originally built in the 1890s. The residence showcases original detailed ceilings, a mid-century design aesthetic, repointed original brick, and bright splashes of color. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The property is centrally located in the heart of historical uptown Kingston. Explore the weekend farmers market just steps from the front porch, as well as local cafes, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Friday 9am to 5pm. Also free street parking is available just around corner from us.

Top Guest favourite
A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.
Apartment in Cornwall-on-Hudson
4.94 out of 5 average rating, 150 reviews

Quaint Apartment in Cornwall on Hudson

Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Top Guest favourite
Apartment in Beacon
4.97 out of 5 average rating, 593 reviews

Luxe Loft 4 on Main St- Views! Steam Shower! W/D

Welcome to Luxe Studio #4 right on Main Street in Beacon. This is your home base for exploring the beautiful Hudson Valley! Walk to Dia Museum, train, restaurants, shops, galleries, hiking-all at your doorstep! Relaxing, meticulously clean space designed for comfort and indulgence with everything you could need- unforgettable steam shower, full kitchen, washer & dryer. Queen bed with luxe hotel-quality linens. 50” Toshiba 4K Fire TV, hardwood flooring, spacious bathroom with window &toiletries

Top Guest favourite
A serene sitting area features a low wooden table surrounded by plush cushions. Earth-toned decor enhances the calming ambiance. Light wood flooring complements the minimalist design, while natural light brightens the space through a nearby window.
Apartment in Port Jervis
4.99 out of 5 average rating, 103 reviews

Chichito's Japanese Retreat

Inspired by our travels to Asia and our love for the zen aesthetic, we welcome you to our cozy 2nd floor apartment on a duplex. A great place to take some time to relax and recharge from the hustle and bustle of life. Nestled in 16 acres of nature. A 1.5 hr drive from New York City, on the intersection of New York, NJ and Pennsylvania and a five minute drive to our charming small town of Port Jervis. Every detail of this home was put together with love in hopes that you make of it your haven.

Guest favourite
A spacious studio apartment features a large bed with a striped coverlet and soft lighting from bedside lamps. A round dining table is positioned near a flat-screen TV, while two windows allow natural light to brighten the room, enhancing the cozy ambiance.
Apartment in Goshen
4.81 out of 5 average rating, 293 reviews

Great apartment- closest to Legoland

Large studio apartment in an historic luxury setting. Guests have a private entrance with parking to a first floor, fun studio. Our property boasts a private tennis/pickleball court for guest use and is situated directly on the Heritage Trail, which is perfect for biking and jogging. Our home borders several hundred acres of scenic rural property, yet we are conveniently located in the charming, historic Village of Goshen - within walking distance to restaurants and the Trotting Horse Museum

Top Guest favourite
Apartment in Goshen
4.96 out of 5 average rating, 114 reviews

Carriage House Apartment Close to Legoland NY

Immerse yourself in history in our newly renovated Carriage House, originally a historic horse barn, ensconced with hand hewn, exposed beams. This unique accommodation boasts modern amenities such as central air conditioning, a cozy fireplace, private laundry, and a fully working kitchen. Situated just a 4-minute drive from the renowned Legoland and opposite the prestigious Goshen Historic Race Track, we are perfectly positioned for both convenience and entertainment. @parkwayhousegoshen

Guest favourite
A serene pond is surrounded by lush green grass and natural landscaping. Smooth stones are placed along the edge of the water, reflecting the blue sky and distant hills. The area offers a peaceful atmosphere with hints of nature visible in the scenery.
Apartment in Middletown
4.93 out of 5 average rating, 175 reviews

Just Around The Corner

This roomy, modern and immaculate apartment is situated conveniently near town, but far enough away that you can enjoy the countryside. Enjoy the view of the pond and sounds of nature. A one bedroom that sleeps six with three queen beds in separate rooms divided by doors. (Please note the listing price is for 4 guests. Each additional guest is $25 per night). We are 6 min to Middletown, 18 min to Legoland, 21 min to Wallkill, 49 min to Warwick and just under one hour to Patterson, NY.

Top Guest favourite
A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.
Apartment in Marlboro Township
4.97 out of 5 average rating, 439 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Guest favourite
Apartment in Wallkill
4.89 out of 5 average rating, 472 reviews

Dream getaway apartment in the foot of Gunks Ridge

Beautifully decorated space full of original art located in the foot of Shawangunk Ridge on the side of a large farm field and a forest. Get together with friends at the handmade farm dining table, feel hygge next to a wood-fired place, enjoy nature tranquility, and recharge. We provide ALL you need: clean towels, cooking essentials, complimentary high-end loose tea /coffee, friendly atmosphere, and good local advice. Apartment is a half basement part of a house but has full privacy.

Guest favourite
Apartment in Newburgh
4.89 out of 5 average rating, 255 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Top Guest favourite
A modern kitchen features a round table surrounded by four wooden chairs. The walls are tiled in white, and a stainless steel stove is visible alongside a countertop with kitchen appliances. A vibrant painting of sunflowers adds a splash of color to the space.
Apartment in Warwick
4.97 out of 5 average rating, 426 reviews

Warwick Village Apt w Off St Parking 2 GIG WIFI

2 minutes to Warwick Village Farmers Market Our lovely apartment has earned 5 star reviews from over 300 guests. You'll love this private suite w private entrance Large kitchen, bedroom & stunning sun room loaded with plants Loved by gardeners, bicyclists, runners, artists, writers, diners, & shoppers. Visit Brew Pubs & Wineries, Woodbury Common, West Point, Catskills, Mt Peter, Mountain Creek, Heated bathroom floor & large shower Beautiful gas stove 300 MBPS Washer & dryer

Top Guest favourite
A light-filled living area features a comfortable sofa and a blue armchair, complemented by a modern coffee table. Two framed images hang on the wall, with a large window providing views of the greenery outside.
Apartment in Vernon Township
4.96 out of 5 average rating, 135 reviews

Mountain Creek Appalachian Condo Waterpark.

Relax in the most convenient Condo in Appalachian Hotel with the whole family at this one bedroom apartment, peaceful place to stay. All amenities Resort just at walking distance to Mountain Creek Ski Slope!!, 1st Floor one bedroom apartment just in front of the pool , jacuzzi and sauna facilities! Ski lift Sugar quad is close to the condo’s backyard,let us pamper you with robe and slippers available for your comfy outdoor heated pool, hot tub and sauna open all year round

Popular amenities for Middletown apartment rentals

When is the best time to visit Middletown?

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Avg. price$148 NZD$158 NZD$155 NZD$111 NZD$119 NZD$170 NZD$170 NZD$170 NZD$170 NZD$163 NZD$158 NZD$173 NZD
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Quick stats about apartment rentals in Middletown

  • Total holiday rentals

    Explore 20 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at $101 NZD per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Middletown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middletown rentals

  • 4.6 Average rating

    Middletown stays receive an average rating of 4.6 out of 5 from guests

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