
Apartment vacation rentals in Middletown
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Top-rated apartment rentals in Middletown
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Explore Historic Uptown Kingston from the Bau Guesthaus, C
Sit on the front porch watching people go by and gaze at the old Dutch church. This unit is in a townhouse built in the 1890s with vintage details including ornamental ceilings, a bay window and decorative fireplaces alongside contemporary artwork. 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 apartment is in the heart of historic uptown Kingston. It’s within walking distance of many of the sights of the uptown Stockade district of New York’s first capital. Explore the weekend farmers’ market, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible by bus or by car. 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 - Saturday 9am to 5pm. Also free street parking is available just around corner from us.

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

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

Gorgeous Suite w/ Private Entrance
Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

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.

Sunset Garden Room in High Falls
Welcome to the Sunset Garden room. You will be staying in a hand built studio apartment featuring a Queen bed, a kitchenette, a small table, and a sitting/reading nook. There is a well lit handicap accessible private entrance, and sliding glass doors to a bluestone patio. The bathroom features a wheelchair accessible shower, and a soaking tub. You will be walking distance from the town , with a fine selection of eateries and shops . Nature abounds, with close access to trails.

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.

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 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

New Paltz 19th cent. Restored Barn - North Hayloft
One of two beautifully appointed loft apartments in a 19th century Barn Hayloft! Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only 10 minutes from New Paltz and set back on a lightly traveled road for long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station! And book the South Hayloft here https://www.airbnb.com/rooms/41910407 to sleep a total of 10 guests!

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

Riversong on Hudson - Private Full 2nd Floor

E and T Getaway LLC

Historic Horse Barn Sleeps - 4 Minutes to Legoland

Private Country Getaway

Cozy Hudson Valley Retreat | 1800s Farmhouse

Art Room at Old Stone Farmhouse

Large, private apartment in scenic Hudson Valley

Ole Piney! Charming Digs on Main St. Mountaindale
Private apartment rentals

Expansive Views; Miles of River & Mountains

Cozy 1BR Newburgh Retreat

Riverview Rowhouse, a vintage modern home

Village of Warwick Cozy Apartment

Chichito's Japanese Retreat

Explore and Relax On The Knoll

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND

Woodland Neighborhood Retreat
Apartment rentals with a hot tub

Cozy renovated Studio @ Creek

Foxglove Farm

The Still Life Studio- Centrally located Oasis

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Swiss Spot

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Cozy Studio•Resort Stay•Mountain Creek Pool&Hiking

Mountain Creek, Vernon Appalachian Waterpark Condo
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,414 GYD | G$19,669 GYD | G$19,251 GYD | G$13,810 GYD | G$14,857 GYD | G$21,134 GYD | G$21,134 GYD | G$21,134 GYD | G$21,134 GYD | G$20,297 GYD | G$19,669 GYD | G$21,553 GYD |
| 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 G$12,555 GYD 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 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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