Places to stay in Middletown, NY

This house is located in the mountains of New Hampton, just 6 miles from Pine Island Town Park and Scenic Farms Golf Course, and within 9 miles of Soons Orchards and Warwick Valley Winery and Distillery. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This 4-bedroom property can accommodate up to 8 guests, with a spacious 386 square metres of living space. Guests can enjoy a range of amenities including a private pool, sauna, fitness centre, and tennis court, as well as a fully equipped kitchen, a fireplace, and a terrace.

This Goshen, New York holiday home is situated approximately 5 kilometres from Goshen Historic Track and the Orange County Genealogical Society, and within 10 kilometres of LEGOLAND® New York and the Harness Racing Museum & Hall of Fame.
This smoke-free, family-friendly property sleeps ten guests in four bedrooms and two bathrooms, offering a fully equipped kitchen, air conditioning, parking, Wi-Fi, and barbecue facilities.

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.

The Wooden Igloo, a unique one-bedroom apartment near Middletown, New York, is conveniently located 14.5km from LEGOLAND New York and within easy reach of Soons Orchards (3.9km) and other attractions.
This luxurious self-catering property boasts three bathrooms, sleeps twelve guests, includes a swimming pool and parking, and offers a fully equipped kitchen and air conditioning.

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.

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.

This glamping shelter is situated just a short distance from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. It has received excellent ratings for location, cleanliness, and user experience.
The tent features a full-size bed, twin bunk beds, and a folding chair/bed, comfortably accommodating up to 15 guests. The property also includes a shared pool, a private outdoor area with seating, hammocks, a grill, and a picnic table, as well as discounted access to adventure activities such as a ropes course, paintball, and a camo run tube ride.

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.

This flat is centrally located in Middletown, offering exceptional walkability to the historic downtown district and its cultural landmarks, with immediate access to major transport routes for effortless exploration. This property accommodates two guests and features air conditioning, a kitchen with a fridge, freezer, and microwave, and a garden, making it ideal for minimising travel time to nearby dining, shopping, and entertainment venues.

This Montgomery holiday home is situated in a rural area, approximately 4.8km from City Winery Hudson Valley and within 9.6km of Highland Lakes State Park and Thomas Bull Memorial Park.
This 465 square metre property boasts six bedrooms, five bathrooms, sleeps fifteen guests, and includes a Jacuzzi, spa, fitness centre, tennis court, and a fully equipped kitchen; nearby activities include wine tasting and outdoor recreation.

This spacious New Farmhouse, sleeping up to 22 guests, is situated approximately 24 kilometres from the DM Weil Gallery in Montgomery, 34 kilometres from Loren Campbell Baseball Field and SUNY New Paltz, and 15 kilometres from Stewart International Airport.
The 465-square-metre property boasts six bedrooms, five bathrooms, two living rooms, a fully equipped kitchen, a jacuzzi, a fitness centre, a bar, and extensive outdoor space including a terrace and garden, plus on-site activities such as table tennis and darts.

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.

This studio flat is located in a central Middletown district, offering convenient access to key city attractions such as the Middletown Museum and the historic Old Town.
This 19 square meter studio offers air conditioning, a kitchen with a fridge and microwave, and accommodates one guest, with check-out at 10:00 AM.

This studio apartment is centrally located in Middletown, providing convenient access to local attractions.
This 23 square meter studio features a kitchenette with a fridge and microwave, air conditioning, and accommodates up to three guests, with check-out at 10:00 AM.

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.

This ADA-friendly retreat is located in Goshen, Hudson Valley, offering waterfront living 5 kilometres from LEGOLAND New York Resort and a 32 kilometre drive to Woodbury Common Premium Outlets.
This spacious 231 square meter dwelling accommodates up to 18 guests with 6 bedrooms, multiple living areas including one with a pool table, a chef's kitchen with two dining areas, and an enclosed sunroom overlooking a private pond.