
Apartment holiday rentals in Middletown
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Middletown
Guests agree: These apartments are highly rated for location, cleanliness and more.

The Ivy on the Stone
The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

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

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

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.

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

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.

Airy Artsy Loft
Kick back and relax in this very spacious artist’s loft. There is one enclosed bedroom, one open loft space that serves as a second bedroom, and one full bath. This apartment features smart TV & High speed Fios WiFi, an in-unit laundry, and designer furnishings. Can accommodate 2-4 guests with one King bed and one Queen sized bed. Both are hybrid memory foam mattresses with natural cotton bedding for ultimate comfort and tranquility. One flights of stairs is required.

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.

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Cozy Apartment with Sauna in Historic Stone Ridge
First floor apartment in historic colonial house in the middle of Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original pieces of art. It has a fireplace stove and a wood fired sauna in the backyard. Full kitchen is equipped with everything guests need to prepare a great meal. It is perfect for all seasons. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND
This lovely modern space was just built in 2015. The space is located in the quaint Hamlet of Sugar Loaf, New York Artisan Village, which is surrounded by the town of Warwick and Chester with Greenwood Lake just minutes away...and NYC is just 75 minutes. It's a second floor apartment with private front and back entrances. Rear deck overlooks spacious fenced in yard with pond view. Walking distance to 2 restaurants and deli. LEGOLAND just 8 miles!
Popular amenities for Middletown apartment rentals
Weekly apartment rentals

Quaint Apartment in Cornwall on Hudson

Top Floor 2BR - Just Renovated!

Private Apt 2 Blocks to MainSt/Roundhouse/MtBeacon

Homey Haven:Inviting Airbnb Suite with kitchen

Hudson River Peaceful Getaway, Explore from here

Waterfront Gem: 1BR w/Private Balcony & Serenity

Cozy 1 bedroom apartment in the Rondout Kingston

Historic one-bedroom apartment
Private apartment rentals

The Lakeside Suite- Hudson Valley Restful Retreat

Cozy Cottage Getaway in Clintondale Near New Paltz

Maple Ridge Retreats - Apt B

studio apartment in Cragsmoor

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking

Explore and Relax On The Knoll

Modern downtown apartment!

Everitt House Studio
Apartment rentals with a hot tub

Cozy renovated Studio @ Creek

Foxglove Farm

Top Floor Mountain Creek Resort Pool Hot Tub Sauna

Your Family Adventure Awaits in Mountain Creek!

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
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $153 NZD | $162 NZD | $125 NZD | $115 NZD | $124 NZD | $176 NZD | $176 NZD | $176 NZD | $176 NZD | $190 NZD | $202 NZD | $157 NZD |
| 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 holiday rentals
Explore 20 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $104 NZD 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Upper Delaware Scenic and Recreational River
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Bushkill Falls
- Thunder Ridge Ski Area
- New York Botanical Garden
- City College of New York
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- 168th Street Station
- Resorts World Catskills
- Riverside Park
- Brotherhood, America's Oldest Winery
- Promised Land State Park
- Mount Peter Ski Area
- Shawnee Mountain Ski Area
- Bear Mountain State Park
- American Dream
- St. Nicholas Park
- Wawayanda State Park
- Paterson Great Falls National Historical Park




