
Apartment holiday rentals in Middletown
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Top-rated apartment rentals in Middletown
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Apartment in Lovely Lake House,Pets welcome!
Love Tree Love Nature Love Lake are welcome! Relax with the whole family and your furbaby at this peaceful place to stay. Just 1 Hour From New York City, Our house in Greenwood lake, NY Surrounded By Natures. Sit at the front porch Enjoys and Relax Lake View, 5 Minutes to Community Lake access, 5 Minutes to Kayak Rental, 10 Minutes Walk to Bus Stop to NYC, Convinent Store Dunkin Donut, Restaurants Near by Boating,Kayaking,Fishing,Skiing, Hiking,Bicycling, Apple and Pumpkin picking and Shopping

Historic Horse Barn Sleeps 6/ 4 Minutes 2 Legoland
Completely renovated 2-bedroom apartment in a historic horse barn. A separate entrance for those looking for more privacy. Modern Full kitchen with stone countertops, Private In-Unit Washer & Dryer for your convenience. WiFi access and TV. Located directly across from Goshen Historic Track with a panoramic view of the world's oldest active harness racing track. Walk, bike, skate or scoot to quaint village restaurants, shopping, and attractions including the nearby Heritage Trail. 8 Units +

Romantic Apartment in Historic Stone Ridge
Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Grant - A Tranquil One Bedroom Steps from River
The Grant - an elegant one bedroom in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendley & Co - a local design boutique - this sun-drenched unit features 11 foot ceilings, oversized windows, and murals by artist Megan Galante. High end furnishings throughout provide a relaxing stay or a peaceful work-from-home environment. Ferry to Beacon within walking distance. Amenities include a large backyard/porch, Fios 300Mbps WiFi, LG washer/dryer, dishwasher & more.

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

Modena Mad House
Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Unwind in a Bespoke Downtown Studio W Laundry
A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

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.

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

Riverview Rowhouse, a vintage modern home
Stylishly renovated 1890 Rowhouse in Newburgh's up-and-coming Washington Heights District. Enjoy your morning coffee with views of the Hudson River and Mountains. Just 75 minutes from NYC, this home is a short drive to the Newburgh Waterfront and Liberty Street's hip new shops and restaurants such as Ms. Fairfax, The Flour Shop, Liberty Street Bistro, Mama Roux, The Newburgh Brewery, and more. Close proximity to the Beacon Ferry and a short drive to the Beacon train station.

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.
Popular amenities for Middletown apartment rentals
Weekly apartment rentals

Gorgeous Suite w/ Private Entrance

Hudson Valley Modern Apartment 2. Village Center.

Chichito's Japanese Retreat

Explore and Relax On The Knoll

Romantic spot above restaurant.

Bright Newburgh, Westpoint, Beacon with office!

Cozy Home near Beacon, Woodbury Common, Storm King

The Cozy Apartment
Private apartment rentals

The Lakeside Suite- Hudson Valley Restful Retreat

Cozy Cottage Getaway in Clintondale Near New Paltz

Maple Ridge Retreats - Apt B

Hudson Valley Garden Escape

Art Room at Old Stone Farmhouse

Lander pied-à-terre with outdoor movie & dog park!

Beacon retreat walk to train and Main Street

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking
Apartment rentals with a hot tub

Foxglove Farm

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Majestic Studio with Shawangunk Mountain Views

Renovated Forest Oasis with Pool & Fire-pit

The Hideaway

Dragonfly Den at The Fern Haven

RARE 1st flr Private Ski in/out access 1 Bed!

Warwick Wellness Haven Town Permit #34237
When is the best time to visit Middletown?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | $135 AUD | $143 AUD | $110 AUD | $101 AUD | $109 AUD | $155 AUD | $126 AUD | $112 AUD | $106 AUD | $169 AUD | $178 AUD | $138 AUD |
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 rentals
20 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
290 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Hudson Highlands State Park
- Promised Land State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Riverside Park
- Rockland Lake State Park
- St. Nicholas Park
- Wawayanda State Park
- Great Falls Park
- Villa Roma Ski Resort
- Sterling Forest State Park
- Mount Peter Ski Area
- Campgaw Mountain Ski Area