Find short term rentals in Middletown, NY at the best prices

23 available short term rental offers

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Middletown, NY short term rentals
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Best Short term and Weekly rentals in Middletown, NY

Best family friendly Middletown, NY Short term rentals

Among the 23 accommodations in Middletown, NY, here are the 4 best family friendly rentals

Parkway House Goshen Bed & Breakfast Suite #2 - Middletown, NY
Middletown, NY
21/08 – 23/08
$868/nighttotal: $1736 (2 )

Parkway House Goshen Bed & Breakfast Suite #2

1 5
B&B , Goshen
This restored Victorian inn is located in the centre of Goshen Village, just a 4-minute drive from Legoland New York Theme Park, and offers a 2-bedroom suite with exclusive views of the Goshen Historic Track.
The 800 square meter property provides accommodation for up to 8 guests, featuring air conditioning, Wi-Fi, a terrace, and a garden, with options to rent the entire house, barn, or the whole property, and serving a complimentary gourmet breakfast daily.
Beautiful Log Cabin Style House - Middletown, NY
9.5 150 reviews
Middletown, NY
21/08 – 23/08
$561/nighttotal: $1122 (2 )

Beautiful Log Cabin Style House

1 5
apartment , Scotchtown
This log cabin-style house is located in a quiet, private setting just minutes from Middletown, offering easy access to major shopping areas and restaurants. The property has received excellent ratings for location, cleanliness, and user experience.
The cabin offers three bedrooms and one bathroom, accommodating up to twelve guests. Guests can enjoy amenities such as a sauna, swimming pool, and a private garden, along with a range of entertainment options including a flat-screen TV, video games, and a fire pit.
Blooming Tranquil Getaway - Middletown, NY
9.4 13 reviews
Middletown, NY
21/08 – 23/08
$632/nighttotal: $1264 (2 )

Blooming Tranquil Getaway

1 5
apartment , Bloomingburg
This Bloomingburg guesthouse is situated in a tranquil countryside setting, a 16km drive from Highway 20 and within a 32km radius of Woodbury Common Premium Outlets, Bethel Woods Center for the Arts, and other attractions.
The self-catering property boasts three bedrooms, two bathrooms, sleeping up to six guests, and features a fully equipped kitchen, spacious deck with fire pit and propane grill, and convenient keypad access.
Great Goshen Get-away Close To Legoland! - Middletown, NY
9.8 98 reviews
Middletown, NY
22/07 – 26/07
$330/nighttotal: $1320 (4 )

Great Goshen Get-away Close To Legoland!

2 2
apartment , Goshen
This apartment is conveniently located in Goshen, just a short drive from Legoland New York, Woodbury Commons Shopping Outlets, and Bear Mountain State Park. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The property features two separate units, providing flexibility and privacy for guests. Each unit is equipped with modern amenities, including a fully equipped kitchen, air conditioning, and parking, as well as a dedicated game room for entertainment.

Best Middletown, NY lodging with a kitchen

House Near Legoland, Farms, And Airport/ Train - Middletown, NY
Middletown, NY
22/07 – 26/07
$605/nighttotal: $2420 (4 )

House Near Legoland, Farms, And Airport/ Train

3 2
apartment , Scotchtown
This family-friendly flat in Scotchtown is ideally positioned for exploring the Hudson Valley, located just 8 kilometres from Legoland New York and offering convenient access to the Metro-North train station and Stewart International Airport for straightforward travel.
This three-bedroom flat accommodates up to four guests and features essential amenities including a kitchen, air conditioning, and parking, with nearby opportunities for fruit picking and exploring riverfront towns.
Cozy Downtown Studio W/ Kitchen & Workspace - Middletown, NY
10 5 reviews
Middletown, NY
22/07 – 26/07
$245/nighttotal: $980 (4 )

Cozy Downtown Studio W/ Kitchen & Workspace

1 2
apartment , Middletown
This studio flat is centrally located in Middletown's downtown district, offering immediate access to dining, cafes, and breweries, and is conveniently situated 700 meters from Touro College and Garnet Health Medical Center.
This accommodation offers a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, one bathroom, and capacity for two guests, with self-check-in via a smart lock and access to a shared 24/7 laundry facility.
Nature Escape Studio - Sleeps 5 - Middletown, NY
10 4 reviews
Middletown, NY
22/07 – 26/07
$379/nighttotal: $1516 (4 )

Nature Escape Studio - Sleeps 5

1 2
cabin , Scotchtown
This pet-friendly tiny home, part of the Ring Homestead Adventure Camp near Middletown, New York, is situated approximately 16 km from Scotchtown, offering easy access to local amenities and attractions.
Sleeping up to five guests, this self-catering lodge boasts a queen bed, bunk beds, an open-plan living area, on-site propane grill, fire pit, picnic table, and optional hot tub and sauna rental; plus seasonal pool access and nearby access to ropes courses, paintball, and tubing.
Family Getaway Near Hudson Valley Attractions - Middletown, NY
Middletown, NY
22/07 – 26/07
$688/nighttotal: $2752 (4 )

Family Getaway Near Hudson Valley Attractions

1 2
apartment , Mechanicstown
This three-bedroom flat in Mechanicstown offers a peaceful setting within a quiet neighbourhood, just a short distance from Hudson Valley attractions.
This self-contained property accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, internet, and complimentary parking, with pet-friendly arrangements.

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Best Middletown, NY lodging with laundry available

The Columbus Hotel | The Canopy Studio | 52-301 - Middletown, NY
9.3 3 reviews
Middletown, NY
22/07 – 26/07
$245/nighttotal: $980 (4 )

The Columbus Hotel | The Canopy Studio | 52-301

1 2
apartment , Middletown
This central Middletown flat is located in the downtown district, offering easy walking access to the Middlesex County Historical Society, just 500 meters away, and close to shops and restaurants.
This one-bedroom flat accommodates two guests and includes internet, a kitchen, and air conditioning, making it a practical base for exploring Middletown's historical sites.
Lake Trail Retreat - Middletown, NY
9.7 23 reviews
Middletown, NY
21/08 – 23/08
$674/nighttotal: $1348 (2 )

Lake Trail Retreat

1 5
apartment , Otisville
This three-bedroom house near Middletown, New York, offers easy access to Legoland New York (approximately 32km away) and a scenic lake trail just an 800-metre walk from the property.
The 3-bedroom property sleeps eight guests, features a fully equipped kitchen with dishwasher, king and queen-sized beds, 65" smart TVs in each bedroom, a garden, parking, and air conditioning; future additions include a games room and a renovated master bathroom.

Best Middletown, NY lodging with air conditioning

Stone Oak Tree Farm Canaan Fir Room - Middletown, NY
10 187 reviews
Middletown, NY
22/07 – 26/07
$319/nighttotal: $1276 (4 )

Stone Oak Tree Farm Canaan Fir Room

1 2
apartment , Middletown
Stone Oak Christmas Tree Farm B&B is located near Middletown, Orange County, New York, a short drive from the Shawangunk Ridge and the Hudson River, offering a peaceful woodland setting. This charming property has received excellent ratings for its cleanliness, location, and user experience.
The B&B is housed in a beautiful timber-framed barn, designed to evoke the Christmas spirit year-round, and can accommodate up to two guests. It features a well-equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, a garden, and parking.
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