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.
Middletown, NY
22/07 – 26/07
£131/nighttotal: £524 (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.
Middletown, NY
28/08 – 05/09
£188/nighttotal: £1504 (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.
9.5 4 reviews
Middletown, NY
28/08 – 05/09
£207/nighttotal: £1656 (8 )
Cozy Delight Home
1 3
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.
9.8 10 reviews
Middletown, NY
28/08 – 05/09
£151/nighttotal: £1208 (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.
9.8 7 reviews
Middletown, NY
28/08 – 05/09
£223/nighttotal: £1784 (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.
9.1 15 reviews
Middletown, NY
22/07 – 26/07
£135/nighttotal: £540 (4 )
Studio Chic In The City
1 2
apartment , Middletown
This Middletown studio flat is centrally located in the town centre, offering easy access to Middletown's restaurants, shops, and entertainment venues. The self-contained apartment sleeps two, features a fully equipped kitchen with fridge, freezer, and microwave, a queen-size bed, and free Wi-Fi; on-site parking is also available.
9.8 80 reviews
Middletown, NY
28/08 – 05/09
£231/nighttotal: £1848 (8 )
Historic Meets Modern 1900 Farmhouse Plus
1 3
apartment , Washington Heights
This charming farmhouse is located in Middletown, New York, just 90 minutes from Manhattan by bus and a short drive from the Hudson and Delaware rivers, offering a peaceful escape from the city. The property has received excellent ratings for its cleanliness, location, and overall experience. The farmhouse has four bedrooms and two bathrooms, comfortably accommodating up to seven guests. It features a fully equipped kitchen, air conditioning, a garden, and two decks perfect for relaxing and enjoying the surrounding nature.
9.3 25 reviews
Middletown, NY
28/08 – 05/09
£192/nighttotal: £1536 (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.
9.3 3 reviews
Middletown, NY
22/07 – 26/07
£131/nighttotal: £524 (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.
9.9 174 reviews
Middletown, NY
28/08 – 05/09
£139/nighttotal: £1112 (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.
9.5 110 reviews
Middletown, NY
22/07 – 26/07
£129/nighttotal: £516 (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.
Guest-Favourite Holiday Apartments for Families in Middletown, NY
Selecting the perfect family holiday apartment in Middletown, NY makes all the difference, especially when city attractions are within easy reach for a stress-free trip.
9.4 13 reviews
Middletown, NY
28/08 – 05/09
£214/nighttotal: £1712 (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.
10 8 reviews
Middletown, NY
28/08 – 05/09
£281/nighttotal: £2248 (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.
8.0 2 reviews
Middletown, NY
28/08 – 05/09
£276/nighttotal: £2208 (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.
9.8 98 reviews
Middletown, NY
28/08 – 05/09
£196/nighttotal: £1568 (8 )
Great Goshen Get-away Close To Legoland!
2 3
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
10 5 reviews
Middletown, NY
22/07 – 26/07
£131/nighttotal: £524 (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.
9.7 23 reviews
Middletown, NY
21/08 – 23/08
£360/nighttotal: £720 (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.
Middletown, NY
22/07 – 26/07
£367/nighttotal: £1468 (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.
10 5 reviews
Middletown, NY
28/08 – 05/09
£289/nighttotal: £2312 (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.
Frequently asked questions about apartment rentals in Middletown, NY
What are the top cultural and historical sites in Middletown, NY?
Middletown has a lot of history. You can visit the historic Paramount Theatre, the Orange County Historical Society Museum, and the Thrall Park Victorian Mansion. For art, you can visit the Orange County Arts Center, which has a variety of exhibits and events.
Middletown is known for its rich history, its beautiful natural surroundings, and its vibrant arts and culture scene. The city is also home to a number of historic buildings, including the historic Paramount Theatre and the Thrall Park Victorian Mansion.
What are the best apartments with a pool in Middletown, NY?
Where can you find the best local markets and street food in Middletown, NY?
Middletown has a few great local markets, like the Middletown Farmers Market on Saturdays. You can also find some great street food vendors at the annual Middletown Street Fair, which is held in the summer.
What are the best apartments with a jacuzzi in Middletown, NY?
How is the public transportation system in Middletown, NY?
Middletown has a public bus system called the Orange County Transit, which can get you around the city and to nearby towns. The system is pretty reliable, but it's not as extensive as in larger cities.
What are the best apartments for families and kids in Middletown, NY?
Which seasonal events or festivals should apartment renters look forward to in Middletown, NY?
Middletown has a variety of seasonal events and festivals throughout the year, including the annual Middletown Street Fair in the summer, the Middletown Winter Festival in December, and the annual Middletown Irish Festival in March.
What are the best pet friendly apartments in Middletown, NY?
What amenities are typically included in apartments in Middletown, NY?
Most apartments in Middletown will include basic amenities like central heating and air conditioning, a refrigerator, a stove, and a dishwasher. Some apartments may also include a washer and dryer, a balcony, or a parking space.
What are the best apartments with parking in Middletown, NY?
What leisure activities are available for relaxation in Middletown, NY?
Middletown has a lot of options for relaxation. You can take a walk or bike ride along the Wallkill River, visit the beautiful Thrall Park, or go for a swim at the Middletown YMCA.
Destinations nearby
Best Middletown, NY holiday apartments with air conditioning
Middletown, NY
28/08 – 05/09
£199/nighttotal: £1592 (8 )
Pool House On A Park-like Estate, Pet Friendly, 7 Min To Legoland.
1 3
apartment , Goshen
This one-bedroom holiday home is located in Goshen, just 6 kilometres from the Harness Racing Museum and Hall of Fame and 10 kilometres from LEGOLAND® New York. The property is conveniently situated near a range of attractions and amenities, making it an ideal base for exploring the area. The holiday home can accommodate up to four guests and offers modern amenities such as air conditioning, Wi-Fi and a swimming pool. Guests can enjoy easy access to local attractions, including Sterling Forest State Park, the Galleria at Crystal Run and Soons Orchards, as well as the Paramount Theatre and Museum Village.
9.1 52 reviews
Middletown, NY
21/08 – 23/08
£280/nighttotal: £560 (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.
9.5 150 reviews
Middletown, NY
22/07 – 26/07
£326/nighttotal: £1304 (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.
Middletown, NY
25/06 – 04/07
£361/nighttotal: £3249 (9 )
Elegant Town Home Middletown Suburb Close To City
3 2
apartment , Washington Heights
This modern house is situated in Middletown, New York, just a short drive from Washington Heights and its attractions. The surrounding area offers a peaceful change of pace, with vineyards, breweries, and historical sites close by. This three-bedroom, three-bathroom property provides spacious and comfortable accommodation for your stay. The house is fully equipped with modern amenities, including air conditioning, a Jacuzzi, and parking, as well as travel brochures to help you explore the local area.
Check Out Pet-Friendly Holiday Apartments in Middletown, NY
Discover our selection of pet-friendly holiday apartments in Middletown, NY, each specifically chosen to make your visit truly memorable.
9.5 150 reviews
Middletown, NY
22/07 – 26/07
£326/nighttotal: £1304 (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.
10 5 reviews
Middletown, NY
28/08 – 05/09
£289/nighttotal: £2312 (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.
Middletown, NY
28/08 – 05/09
£199/nighttotal: £1592 (8 )
Pool House On A Park-like Estate, Pet Friendly, 7 Min To Legoland.
1 3
apartment , Goshen
This one-bedroom holiday home is located in Goshen, just 6 kilometres from the Harness Racing Museum and Hall of Fame and 10 kilometres from LEGOLAND® New York. The property is conveniently situated near a range of attractions and amenities, making it an ideal base for exploring the area. The holiday home can accommodate up to four guests and offers modern amenities such as air conditioning, Wi-Fi and a swimming pool. Guests can enjoy easy access to local attractions, including Sterling Forest State Park, the Galleria at Crystal Run and Soons Orchards, as well as the Paramount Theatre and Museum Village.
10 8 reviews
Middletown, NY
28/08 – 05/09
£281/nighttotal: £2248 (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.
