This Otisville holiday home is conveniently located 50km from Bethel Woods Center for the Arts and 47km from Stewart International Airport, offering easy access to Wurtsboro's hiking and fishing trails. The 78 square metre property features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with fridge, a private balcony, parking, and free Wi-Fi.
9.1 15 reviews
Middletown, NY
10/08 – 07/09
SG$155/nighttotal: SG$4340 (28 )
Studio Chic In The City
1 1
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.
9.3 3 reviews
Middletown, NY
10/08 – 07/09
SG$155/nighttotal: SG$4340 (28 )
The Columbus Hotel | The Canopy Studio | 52-301
1 1
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.
10 1 review
Middletown, NY
29/06 – 03/07
SG$1008/nighttotal: SG$4032 (4 )
Modern Comfort Timeless Charm - Log Cabin Retreat
4 4
apartment , Florida
This Upstate New York log cabin, situated 3.2 kilometres from Warwick village, offers easy access to local hiking trails and wineries. The 419-square-metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen with dishwasher, a jacuzzi, and a terrace; nearby activities include exploring breweries and cider houses.
10 3 reviews
Middletown, NY
28/08 – 05/09
SG$134/nighttotal: SG$1072 (8 )
9 Person Glamping Tent- White Owl
1 3
glamping , Scotchtown
This glamping shelter is located just a few kilometres from Middletown, providing easy access to shopping, restaurants, and attractions like Legoland and local wineries. The surrounding area is quiet and peaceful, offering a tranquil escape from the hustle and bustle of everyday life. The White Owl-soar With The Birds offers a comfortable stay for up to nine guests. The tent is equipped with a bed, linens, a picnic table, a hammock, a grill, a fire pit, a swimming pool, and solar electricity.
9.8 78 reviews
Middletown, NY
28/08 – 05/09
SG$398/nighttotal: SG$3184 (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.
9.8 95 reviews
Middletown, NY
28/08 – 05/09
SG$337/nighttotal: SG$2696 (8 )
2 Unit Condo Minutes From Lego Land
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.
9.5 148 reviews
Middletown, NY
10/08 – 07/09
SG$306/nighttotal: SG$8568 (28 )
Beautiful Log Cabin Style House
1 1
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
10/08 – 07/09
SG$529/nighttotal: SG$14812 (28 )
Family Getaway Near Hudson Valley Attractions
1 1
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.
9.7 28 reviews
Middletown, NY
10/08 – 07/09
SG$177/nighttotal: SG$4956 (28 )
Glamping Tent- 10 Person Max Capacity
1 1
glamping , Scotchtown
This glamping tent is situated just a short drive from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. It enjoys excellent user, location, and cleanliness ratings. The tent sleeps up to 10 guests and features a full-size bed, bunk beds, and a folding chair/bed. Guests can enjoy a private outdoor area with seating, hammocks, a grill, and a picnic table, as well as access to a shared pool, discounted amenities, and convenient facilities.
9.5 4 reviews
Middletown, NY
10/08 – 07/09
SG$208/nighttotal: SG$5824 (28 )
Cozy Delight Home
1 1
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.
9.6 15 reviews
Middletown, NY
10/08 – 07/09
SG$92/nighttotal: SG$2576 (28 )
Waterlily-best Glamping Experience, Middletown Ny
1 1
glamping , Scotchtown
This glamping tent is situated just a short drive from Middletown, offering easy access to local attractions and amenities. It's located in a peaceful setting, ideal for a relaxing getaway. The tent boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The accommodation sleeps up to 12 guests and features a private outdoor area with seating, hammocks, a grill, and a picnic table. Guests can also enjoy discounted access to nearby attractions like a ropes course, paintball, and a "Camo Run Tube Ride", as well as shared pool access and convenient amenities like portable bathrooms and showers.
Best family friendly Middletown, NY lodging
Among the 35 accommodations in Middletown, NY, here are the 4 best for families
9.8 8 reviews
Middletown, NY
29/06 – 03/07
SG$338/nighttotal: SG$1352 (4 )
Close To Trails: Studio W/ Water Views
2 4
studio , Otisville
This Westbrookville studio apartment is located near the Basher Kill, a short drive (approximately 3-5 km) from Bashakill Vineyards & Winery, and within 32-48 km of attractions including Resorts World Catskills and LEGOLAND New York. The 22-square-metre self-catering apartment sleeps four guests, boasts two bedrooms, one bathroom, a kitchenette with an air fryer and Keurig, a terrace, and access to on-site parking, a spa, and a charcoal grill; fishing and hiking trails are also nearby.
Middletown, NY
29/06 – 03/07
SG$654/nighttotal: SG$2616 (4 )
Villa Paraiso
2 4
house , Florida
Villa Paraiso is situated in Goshen, 21 kilometres from Metro-North Harriman Station and 35 kilometres from Bear Mountain State Park. This spacious villa offers 902 square metres of living space, accommodating up to 19 guests with 2 bedrooms, 4 bathrooms, a fully equipped kitchen, a swimming pool, a hot tub, a terrace, a garden, a bar, and on-site parking.
10 6 reviews
Middletown, NY
28/08 – 05/09
SG$769/nighttotal: SG$6152 (8 )
Hudson Valley Horse Farm Stay | 10 Min To Legoland
1 3
gîte , Scotchtown
This Scotchtown lakefront apartment, situated approximately 320 kilometres from Manhattan and near Goshen's Heritage Trail and Harness Racing Museum, offers a unique Hudson Valley escape. The self-contained flat boasts one bedroom, one bathroom, sleeping two guests, and includes a fully equipped kitchen with dishwasher, air conditioning, parking, on-site amenities such as a barbecue, fire pit, and access to canoes and paddleboats, plus three friendly horses on the 7-acre farm.
9.4 6 reviews
Middletown, NY
29/06 – 03/07
SG$1425/nighttotal: SG$5700 (4 )
Spacious 6br Villa - Serene Scenic Mountain Escape\n\n
6 4
apartment , Bloomingburg
This six-bedroom Bloomingburg house, situated on a mountainside, is approximately 5km from Bloomingburg Village Hall and Wurtsboro Ridge State Forest, and 10km from Mamakating Farmers Market and Veteran's Memorial Park. The 297 square metre property offers spacious family accommodation for up to 18 guests, boasting a fully equipped kitchen, terrace, garden, and parking, alongside nearby hiking trails and local amenities.
Best Middletown, NY lodgings with a pool
Among the 35 accommodations in Middletown, NY, here are the 4 best ones with a pool
10 1 review
Middletown, NY
29/06 – 03/07
SG$11306/nighttotal: SG$45224 (4 )
Pinnacle Pointe By Relaxtay | 600-acre Private Luxury Estate With Spa, Pool, Theater & Lake
7 4
house , Bloomingburg
This family-friendly villa is located in downtown Middletown, waterfront, 24 kilometres from Highland Lake and 19 kilometres from Paramount Theatre. This expansive property offers accommodation for up to 24 guests across 7 bedrooms and 8 bathrooms, featuring a private swimming pool, hot tub, and on-site activities such as kayaking and table tennis.
8.4 5 reviews
Middletown, NY
28/08 – 05/09
SG$129/nighttotal: SG$1032 (8 )
The Four Seasons Glamping
1 3
glamping , Scotchtown
The glamping tent is located just a few kilometres from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. The tent has received excellent ratings for user experience, location, and cleanliness. The accommodation has a private outdoor area with seating, a hammock, a propane grill, and a picnic table. Guests can enjoy access to a shared pool, discounted rates for activities at the Ring Homestead Adventure Camp, and a comfortable stay with amenities like solar electricity, a grill, fire pit, picnic table, hammock, and a pool.
9.7 13 reviews
Middletown, NY
28/08 – 05/09
SG$134/nighttotal: SG$1072 (8 )
9 Person Glamping Tent- Chipmunk
1 3
glamping , Scotchtown
Chipmunk Cove#26 is situated in Scotchtown, just a short distance from Legoland and other attractions. This accommodation receives excellent ratings for location, cleanliness, and user experience. The tent offers a spacious layout, accommodating up to 45 guests, making it perfect for large groups. Amenities include picnic tables, BBQ grills, a fridge, and a bonfire pit, alongside access to Adventureland for additional entertainment.
9.7 7 reviews
Middletown, NY
28/08 – 05/09
SG$7768/nighttotal: SG$62144 (8 )
Pinnacle Pointe | Year-round Pool Spa Lake Theater
1 3
house , Bloomingburg
This Relaxtay mountain estate is located in Bloomingburg, approximately 161 kilometres from New York City, set on 971,245 square metres of private land with panoramic mountain views. This expansive 9,500 sq ft lodge offers accommodation for 16 guests, featuring a year-round heated pool, a private lake with kayaks and a boat, a home cinema, arcade, pool table, bar, full gym, and spa facilities including a sauna and massage chairs, alongside a chef’s kitchen, outdoor dining areas, a firepit, mini golf, and a playground.
Frequently asked questions about accommodations in Middletown, NY
What are the most convenient modes of transportation within Middletown, NY?
The best way to get around is by car, especially if you want to explore the surrounding area. You can also use the Middletown City Bus for getting around town. If you're coming from further afield, the Middletown Train Station is a convenient option.
What are the best accommodations in Middletown, NY?
What outdoor activities and adventures are popular in and around Middletown, NY?
There are plenty of outdoor activities around Middletown. You can go hiking at the Minisink Battlefield Park, or kayaking on the Wallkill River. The Delaware River is also close by for fishing or canoeing. And in the winter, you can go skiing at Hunter Mountain or Belleayre Mountain.
What are the best accommodations with a pool in Middletown, NY?
What types of accommodations are available in Middletown, NY?
You'll find a range of accommodation options in Middletown, from budget-friendly motels like the Middletown Motel to more upscale hotels like the Hampton Inn & Suites Middletown. There are also some charming bed and breakfasts in the area.
What are the best accommodations with a jacuzzi in Middletown, NY?
The best time to visit depends on your preferences. The weather is lovely in the spring and autumn, with mild temperatures and beautiful foliage. Summer can be hot and humid, but it's a great time for outdoor activities. Winter can be cold, but there's plenty of snow for skiing and snowboarding.
What are the best accommodations for families and kids in Middletown, NY?
What local dishes and culinary experiences are a must-try in Middletown, NY?
You have to try the Middletown Pizza! It's a local favourite, with its thin crust and generous toppings. And if you're looking for something a bit fancier, there are some great restaurants in the area serving up everything from Italian to Mexican.
What are the best pet friendly accommodations in Middletown, NY?
In which part of Middletown, NY should you consider renting accommodation?
The downtown area is a good choice, as it's within walking distance of many attractions and restaurants. You can also find some great options in the historic district, which is full of charming old buildings.
What are the best accommodations with parking in Middletown, NY?
Cozy Loft Cabin High Above Bashakill Wildlife Refuge
1 4
cabin , Otisville
This Otisville mountain lodge is situated near the Mamakating Environmental Education Centre, Sheriff H. Frank Bigger Memorial Park, and Gobbler's Knob State Forest (all within 5km), and 10km from the Mamakating Farmers Market and Bashakill Vineyards. The 37-square-metre property boasts two bedrooms, one bathroom, sleeps four, and includes a kitchenette with a fridge and microwave, a patio, free Wi-Fi, and a Smart TV.
10 5 reviews
Middletown, NY
28/08 – 05/09
SG$498/nighttotal: SG$3984 (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.
9.8 6 reviews
Middletown, NY
28/08 – 05/09
SG$276/nighttotal: SG$2208 (8 )
Abomb! Adorable 2-bdrm Chalet With Lots Of Room!
2 3
chalet , Wurtsboro
This Wurtsboro holiday home is ideally situated within 5km of Mamakating Library, Veteran's Memorial Park, Sullivan County Parks & Recreation, Masten Lake, and the Mamakating Farmers Market. Sleeping six guests in two bedrooms and one bathroom, this pet-friendly chalet boasts a fully equipped kitchen, air conditioning, a terrace, garden, spa, parking, and Wi-Fi, with barbecue facilities available on-site.
Middletown, NY
29/06 – 03/07
SG$17031/nighttotal: SG$68124 (4 )
Pinnacle Pointe By Relaxtay 600 Acre Private Luxury Estate With Spa, Pool, Theater And Lake
7 4
house , Bloomingburg
This luxury private estate, offering 965 hectares of seclusion, is located 37 kilometres from Stewart International Airport and 37 kilometres from DM Weil Gallery in High View. This 7-bedroom villa boasts 863 square meters of floor area, accommodates up to 47 guests, and features a swimming pool, jacuzzi, sauna, fitness centre, billiards, and table tennis, with golf, fishing, canoeing, and hiking available nearby.
Best Middletown, NY accommodations with a kitchen
8.6 4 reviews
Middletown, NY
29/06 – 03/07
SG$850/nighttotal: SG$3400 (4 )
The Perfect Up To Date Private Getaway To Call Home For A While
6 4
apartment , Bloomingburg
This house is located just 3 kilometres from Bloomingburg Village Hall, Wurtsboro Ridge State Forest, and Veteran's Memorial Park, offering easy access to local attractions and a peaceful mountain setting. The property has received very good user ratings, suggesting a comfortable and enjoyable stay. This 6-bedroom house, spanning 334 square metres, comfortably accommodates up to 20 guests. The house has a fully equipped kitchen, a terrace, a garden, and a parking space, making it ideal for families and groups looking for a relaxing getaway.
Middletown, NY
28/08 – 05/09
SG$1550/nighttotal: SG$12400 (8 )
Pond + Gazebo: Expansive Hudson Valley Escape!
5 3
house , Goshen
This spacious 5-bedroom holiday home is located in Goshen, offering convenient access to local attractions in the Hudson Valley. This 408 square meter holiday home features a fully equipped kitchen, four bathrooms, an outdoor dining area, a private patio, on-site parking, complimentary WiFi, and air conditioning, with a guest capacity of 27.
Middletown, NY
10/08 – 07/09
SG$421/nighttotal: SG$11788 (28 )
House Near Legoland, Farms, And Airport/ Train
1 1
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.
Middletown, NY
10/08 – 07/09
SG$584/nighttotal: SG$16352 (28 )
Elegant Town Home Middletown Suburb Close To City
3 1
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.