Best apartment offers in Middletown, NY

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Middletown, NY apartments
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32 Holiday apartments in Middletown, NY

Best family friendly Middletown, NY Holiday Apartments

Among the 32 accommodations in Middletown, NY, here are the 4 best family friendly holiday apartments

Hike, Ski & Explore: Otisville Retreat W/ Yard! - Middletown, NY
8.0 2 reviews
Middletown, NY
28/08 – 05/09
A$526/nighttotal: A$4208 (8 )

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

4 3
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.
Serene And Modern Woodland Retreat, Hudson Valley & Catskills - Middletown, NY
10 5 reviews
Middletown, NY
28/08 – 05/09
A$551/nighttotal: A$4408 (8 )

Serene And Modern Woodland Retreat, Hudson Valley & Catskills

3 3
apartment , Montgomery
This three-bedroom, two-bathroom Montgomery holiday home is conveniently located approximately 13km from LEGOLAND® New York and 7km from Angry Orchard.
The self-catering property sleeps six guests and boasts a fully equipped kitchen with appliances including a coffee maker and ice maker, in-unit laundry, Wi-Fi, a private terrace, on-site parking, and access to a spa and garden.
Great Goshen Get-away Close To Legoland! - Middletown, NY
9.8 98 reviews
Middletown, NY
22/07 – 26/07
A$336/nighttotal: A$1344 (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.
Beautiful Log Cabin Style House - Middletown, NY
9.5 150 reviews
Middletown, NY
22/07 – 26/07
A$622/nighttotal: A$2488 (4 )

Beautiful Log Cabin Style House

1 2
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.

Best Middletown, NY holiday apartments with a kitchen

Cozy Delight - Middletown, NY
9.3 25 reviews
Middletown, NY
28/08 – 05/09
A$365/nighttotal: A$2920 (8 )

Cozy Delight

1 3
apartment , Scotchtown
This Scotchtown holiday home is situated near Middletown, New York, approximately 10-15 km from Middletown's shopping mall and major hospital.
The three-bedroom property, sleeping four, boasts a kitchen with fridge, freezer, and microwave, air conditioning, a garden, parking, and internet access; enjoying gorgeous sunset views.
Hike & Fish: Outdoor Retreat Near Trails - Middletown, NY
9.8 7 reviews
Middletown, NY
28/08 – 05/09
A$425/nighttotal: A$3400 (8 )

Hike & Fish: Outdoor Retreat Near Trails

1 3
apartment , Otisville
This Westbrookville apartment, near the Basher Kill and within 45-47km of Minnewaska State Park Preserve and Legoland New York, offers easy access to hiking trails in the Bashakill Wildlife Management Area.
This 78 square metre self-catering property sleeps four, boasting two bedrooms, one bathroom, a terrace, parking, a fully equipped kitchen including a fridge, mini-split air conditioning and heating, free Wi-Fi, and an on-site gas grill; another apartment is available on-site for larger groups.
Family Getaway Near Hudson Valley Attractions - Middletown, NY
Middletown, NY
28/08 – 05/09
A$696/nighttotal: A$5568 (8 )

Family Getaway Near Hudson Valley Attractions

1 3
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.
House Near Legoland, Farms, And Airport/ Train - Middletown, NY
Middletown, NY
28/08 – 05/09
A$570/nighttotal: A$4560 (8 )

House Near Legoland, Farms, And Airport/ Train

1 3
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.

Frequently asked questions about apartment rentals in Middletown, NY

Destinations nearby

Best Middletown, NY holiday apartments with air conditioning

Cozy Downtown Studio W/ Kitchen & Workspace - Middletown, NY
10 5 reviews
Middletown, NY
22/07 – 26/07
A$249/nighttotal: A$996 (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.
Lake Trail Retreat - Middletown, NY
9.7 23 reviews
Middletown, NY
21/08 – 23/08
A$686/nighttotal: A$1372 (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.
Pond + Gazebo: Expansive Hudson Valley Escape! - Middletown, NY
Middletown, NY
28/08 – 05/09
A$1621/nighttotal: A$12968 (8 )

Pond + Gazebo: Expansive Hudson Valley Escape!

6 3
apartment , Goshen
This non-smoking holiday home in Goshen is situated just a 3-minute drive from the Goshen Historic Track and the Harness Racing Museum and Hall of Fame.
This 408 m² property offers accommodation for up to 14 guests, featuring six bedrooms, four bathrooms, a private garden with a fire pit and barbecue, and on-site parking, with amenities including air conditioning, a fireplace, and internet access.
Cozy Apartment Near Legoland! - Middletown, NY
9.1 52 reviews
Middletown, NY
21/08 – 23/08
A$533/nighttotal: A$1066 (2 )

Cozy Apartment Near Legoland!

1 5
apartment , Goshen
This two-bedroom apartment is located just a few kilometres from Legoland, making it perfect for families visiting Goshen. The apartment has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment can comfortably accommodate up to six guests and is equipped with a fully equipped kitchen, bathroom essentials, and a flat-screen TV. Guests can enjoy easy access to nearby restaurants, shops, and attractions like Woodbury Common outlets and Bear Mountain, offering a range of shopping and outdoor activities.

Best pet-friendly Middletown, NY holiday apartments

Among the 32 accommodations in Middletown, NY, here are the 4 best pet friendly holiday apartments

Serene Rustic Retreat With Lake - Middletown, NY
10 8 reviews
Middletown, NY
28/08 – 05/09
A$536/nighttotal: A$4288 (8 )

Serene Rustic Retreat With Lake

3 3
apartment , Otisville
This lakeside lodge is situated near Otisville, New York, within 5 kilometres of Gobbler's Knob State Forest, Otisville Veterans Memorial Park, and Delaware and Hudson Canal County Park.
Sleeping six guests, this four-bedroom, three-bathroom property boasts a fully equipped kitchen, a fireplace, terrace, and garden; enjoy nearby water activities and the convenience of internet access.
Family Getaway Near Hudson Valley Attractions - Middletown, NY
Middletown, NY
28/08 – 05/09
A$696/nighttotal: A$5568 (8 )

Family Getaway Near Hudson Valley Attractions

1 3
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.
Serene And Modern Woodland Retreat, Hudson Valley & Catskills - Middletown, NY
10 5 reviews
Middletown, NY
28/08 – 05/09
A$551/nighttotal: A$4408 (8 )

Serene And Modern Woodland Retreat, Hudson Valley & Catskills

3 3
apartment , Montgomery
This three-bedroom, two-bathroom Montgomery holiday home is conveniently located approximately 13km from LEGOLAND® New York and 7km from Angry Orchard.
The self-catering property sleeps six guests and boasts a fully equipped kitchen with appliances including a coffee maker and ice maker, in-unit laundry, Wi-Fi, a private terrace, on-site parking, and access to a spa and garden.
Blooming Tranquil Getaway - Middletown, NY
9.4 13 reviews
Middletown, NY
21/08 – 23/08
A$644/nighttotal: A$1288 (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.
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