
Apartment vacation rentals in Middletown
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Top-rated apartment rentals in Middletown
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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

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

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

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.

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.

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.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

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!

Warwick Village Apt w Off St Parking
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

Mountain Creek Appalachian Apartment Ski slope
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

Private Country Getaway
This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.

Ela - a 1 Bed Escape, Washer/Dryer in Unit
Kick back and relax in this calm, stylish space. Located on the second floor of a historic Newburgh building, this apartment features scenic views from oversized windows, in-unit laundry, LED TV & Fios WiFi, and designer furnishings. Queen bed with Casper mattress. Two flights of stairs required. The neighborhood is quiet, with tree lined streets and historic mansions nearby, just 2 blocks always from the Hudson River waterfront.
Popular amenities for Middletown apartment rentals
Weekly apartment rentals

Quaint Apartment in Cornwall on Hudson

Log Cabin Apartment Great for Outdoor Enthusiasts

C'est La Vie Lakefront W/Boat slip available

A Suite Downtown- Lake access, hiking, and more!

Spacious, Bright & Airy! Tangerine Dream Suite

Ole Piney! Charming Digs on Main St. Mountaindale

Apartment in Lovely Lake House,Pets welcome!

Lakeside Studio on White Lake
Private apartment rentals

The Lakeside Suite- Hudson Valley Restful Retreat

Gorgeous Suite w/ Private Entrance

Private 1 bedroom apartment Village of Goshen

Maple Ridge Retreats - Apt B

Cozy Hudson Valley Retreat | 1800s Farmhouse

Chichito's Japanese Retreat

Explore and Relax On The Knoll

Quiet Cozy Catskills Studio near Bethel Woods
Apartment rentals with a hot tub

Foxglove Farm

Your Family Adventure Awaits in Mountain Creek!

Mtn. Creek Waterpark, Hike, Pool HotTub Fireplace

Swiss Spot

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Cozy Studio•Resort Stay•Mountain Creek Pool&Hiking

Renovated Forest Oasis with Pool & Fire-pit

Charming Pet Friendly Getaway w Hot Tub & Fire Pit
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ323 | ﺩ.ﺇ342 | ﺩ.ﺇ264 | ﺩ.ﺇ242 | ﺩ.ﺇ261 | ﺩ.ﺇ371 | ﺩ.ﺇ371 | ﺩ.ﺇ371 | ﺩ.ﺇ371 | ﺩ.ﺇ356 | ﺩ.ﺇ345 | ﺩ.ﺇ378 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about apartment rentals in Middletown

Total vacation rentals
Explore 20 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 340 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Middletown vacation 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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- MetLife Stadium
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- Yankee Stadium
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- Riverside Park
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- Nickelodeon Universe
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