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

Hike, Ski & Explore: Otisville Retreat W/ Yard! - Middletown, NY
8.0 2 reviews
Middletown, NY
21/08 – 23/08
$730/nighttotal: $1460 (2 )

Hike, Ski & Explore: Otisville Retreat W/ Yard!

4 5
apartment , Otisville
This family-friendly apartment in Mount Hope, Otisville, is a 14-minute walk from Otisville Veterans Memorial Park and a 2-minute drive from Mount Hope Town Park.
This 193 m² holiday home offers four bedrooms, three bathrooms, air conditioning, a fireplace, and a fully equipped kitchen, with a private garden featuring a fire pit and barbecue for your convenience.
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.
Escape To A Streamside Cabin In The Lower Catskills - Middletown, NY
9.5 23 reviews
Middletown, NY
27/06 – 04/07
$269/nighttotal: $1883 (7 )

Escape To A Streamside Cabin In The Lower Catskills

1 2
cabin , Wurtsboro
This streamside cottage in Wurtsboro, Lower Catskills, is located 35km from the D.M. Weil Gallery and 48km from Historic Huguenot Street.
The 42-square-metre property sleeps two guests in one bedroom and one bathroom, boasting a fully equipped kitchen, private parking, Wi-Fi, and a garden with an outdoor fireplace; enjoy nearby hiking trails.
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.

Best Middletown, NY lodging with a kitchen

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.
Charming Bedroom Close To Legoland & Shopping - Middletown, NY
10 1 review
Middletown, NY
22/07 – 26/07
$250/nighttotal: $1000 (4 )

Charming Bedroom Close To Legoland & Shopping

1 2
apartment , Mechanicstown
This Mechanicstown flat is situated just 1.6 kilometres from Legoland and 160 metres from local shops, offering a convenient base for exploring the Hudson Valley.
This one-bedroom flat accommodates two guests and features a Queen-size bed, air conditioning, internet, a kitchen, and free parking, with shared access to a living room for added comfort.
Lake Trail Retreat - Middletown, NY
9.7 24 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.
Comfortable Bedroom Close To Legoland And Hiking - Middletown, NY
Middletown, NY
22/07 – 26/07
$237/nighttotal: $948 (4 )

Comfortable Bedroom Close To Legoland And Hiking

1 2
apartment , Scotchtown
This one-bedroom flat in Scotchtown is conveniently located 22.5 kilometres from Legoland and Soons Orchard, with easy access to local shops and restaurants.
This apartment offers a king-size bed, shared kitchen and living room, and accommodates up to two guests, with parking and air conditioning available.

Frequently Asked Questions about short term rentals in Middletown, NY

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Best Middletown, NY lodging with laundry available

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.
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.
Parkway House Goshen Bed & Breakfast Suite #4 - Middletown, NY
10 2 reviews
Middletown, NY
21/08 – 23/08
$770/nighttotal: $1540 (2 )

Parkway House Goshen Bed & Breakfast Suite #4

1 5
B&B , Goshen
This Victorian Inn is located in the village centre of Goshen, 4 kilometres from Legoland New York, 15 kilometres from Woodbury Commons Premium Shopping Outlets, and offers views of the Goshen Historic Track.
This family-friendly guesthouse provides a spacious 2-bedroom suite with a capacity for six guests, featuring air conditioning and Wi-Fi, with complimentary breakfast served daily.
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.

Best Middletown, NY lodging with air conditioning

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.
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