Best apartment offers in Middletown, NY

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Middletown, NY apartments
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32 Holiday apartments Middletown, NY

Best family friendly Middletown, NY Holiday Apartments and Self Catering Accommodations

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

Serene And Modern Woodland Retreat, Hudson Valley & Catskills - Middletown, NY
10 5 reviews
Middletown, NY
28/08 – 05/09
335 €/nighttotal: 2680 € (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.
Beautiful Log Cabin Style House - Middletown, NY
9.5 150 reviews
Middletown, NY
28/08 – 05/09
256 €/nighttotal: 2048 € (8 )

Beautiful Log Cabin Style House

1 3
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.
Hike, Ski & Explore: Otisville Retreat W/ Yard! - Middletown, NY
8.0 2 reviews
Middletown, NY
21/08 – 23/08
452 €/nighttotal: 904 € (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.
Great Goshen Get-away Close To Legoland! - Middletown, NY
9.8 98 reviews
Middletown, NY
22/07 – 26/07
204 €/nighttotal: 816 € (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 holiday apartments with a kitchen

Columbus 402 - Middletown, NY
Middletown, NY
22/07 – 26/07
152 €/nighttotal: 608 € (4 )

Columbus 402

1 2
apartment , Middletown
This one-bedroom flat is centrally located in Middletown, offering easy access to local attractions and transport links.
This accommodation provides space for two guests, featuring a kitchen, air conditioning, and internet, making it a practical base for exploring the area.
Groovy Digs For A Unique Stay On Murray Hill - Middletown, NY
9.5 110 reviews
Middletown, NY
22/07 – 26/07
149 €/nighttotal: 596 € (4 )

Groovy Digs For A Unique Stay On Murray Hill

1 2
apartment , Goshen
This unique apartment is located in a peaceful residential area of Goshen, just a short walk from the lively downtown area and close to the Goshen Theater and the Elkhart County 4-H Fairgrounds. It has consistently received excellent ratings for user experience, location, and cleanliness.
The apartment features a fully equipped kitchen and a spacious living area with a Murphy bed, perfect for accommodating two guests. Enjoy a private bar, pinball machines, a relaxing patio, a walk-in shower, and the company of a friendly chihuahua.
Lake Trail Retreat - Middletown, NY
9.7 23 reviews
Middletown, NY
21/08 – 23/08
417 €/nighttotal: 834 € (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.
Hike & Fish: Outdoor Retreat Near Trails - Middletown, NY
9.8 7 reviews
Middletown, NY
28/08 – 05/09
259 €/nighttotal: 2072 € (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.

Frequently asked questions about apartment rentals in Middletown, NY

Destinations nearby

Best Middletown, NY holiday apartments with air conditioning

Just Around The Corner - Middletown, NY
9.9 174 reviews
Middletown, NY
28/08 – 05/09
161 €/nighttotal: 1288 € (8 )

Just Around The Corner

1 3
apartment , Scotchtown
This one-bedroom apartment is situated in Scotchtown, conveniently located just 8km from Middletown, 18km from Legoland, 21km from Wallkill, and 49km from Warwick. It has consistently received excellent ratings for its cleanliness, location, and user experience.
The apartment comfortably sleeps 6 guests and features a private bedroom, a pull-out queen sleeper sofa, and a Murphy bed. Guests can enjoy amenities such as a fully equipped kitchen, a private patio, a washer and dryer, and air conditioning.
The Columbus Hotel | The Canopy Studio | 52-301 - Middletown, NY
9.3 3 reviews
Middletown, NY
22/07 – 26/07
152 €/nighttotal: 608 € (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.
Close To Trails: Studio W/ Water Views - Middletown, NY
Middletown, NY
28/08 – 05/09
218 €/nighttotal: 1744 € (8 )

Close To Trails: Studio W/ Water Views

1 3
apartment , Otisville
This Westbrookville flat offers proximity to nature, being a mere 5-minute walk from Gobbler's Knob State Forest and Sheriff H. Frank Bigger Memorial Park, with Bashakill Vineyards and Otisville Veterans Memorial Park also within 5 kilometres.
This serviced apartment provides internet, a kitchen, air conditioning, a balcony, and barbecue grills, with complimentary self-parking and free WiFi in public areas, and a 10:00 check-out time.
Charming 1-bedroom Rekindled  Farmhouse Historic Sugar Loaf, Ny - Middletown, NY
9.8 10 reviews
Middletown, NY
28/08 – 05/09
175 €/nighttotal: 1400 € (8 )

Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, Ny

1 3
apartment , Chester
This Chester apartment is conveniently located near The Rock Sports Complex (6.4 km), Wickham Lake (8 km), LEGOLAND® New York (12.8 km), and Woodbury Common Premium Outlets (22.5 km), offering easy access to both family attractions and cultural sites such as Museum Village and Strazza Art Gallery.
The one-bedroom, one-bathroom flat sleeps four guests and includes Wi-Fi, air conditioning, and amenities such as towels, hairdryer and an ironing board; enjoy a comfortable stay close to Castle Fun Center and Charles J. Everett Memorial.

Best pet-friendly Middletown, NY holiday apartments

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

Family Getaway Near Hudson Valley Attractions - Middletown, NY
Middletown, NY
28/08 – 05/09
423 €/nighttotal: 3384 € (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.
Blooming Tranquil Getaway - Middletown, NY
9.4 13 reviews
Middletown, NY
28/08 – 05/09
248 €/nighttotal: 1984 € (8 )

Blooming Tranquil Getaway

1 3
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.
Cozy Delight Home - Middletown, NY
9.5 4 reviews
Middletown, NY
21/08 – 23/08
296 €/nighttotal: 592 € (2 )

Cozy Delight Home

1 5
apartment , Scotchtown
This three-bedroom Scotchtown apartment, perfect for families or groups of up to six, offers convenient access to local attractions, although precise distances are unspecified.
The self-catering flat features a king-size bed in one bedroom, a fitness centre, parking, and internet access; further details regarding the property's size and specific interior design are unavailable.
Hike, Ski & Explore: Otisville Retreat W/ Yard! - Middletown, NY
8.0 2 reviews
Middletown, NY
21/08 – 23/08
452 €/nighttotal: 904 € (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.
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