Cozy Loft Cabin High Above Bashakill Wildlife Refuge
1 2
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 3 reviews
Middletown, NY
12/08 – 19/08
SG$180/nighttotal: SG$1260 (7 )
9 Person- Glamping Tent Site- Aphrodite
1 3
glamping , Scotchtown
The Aphrodite Goddess Of Love glamping shelter is situated just a short drive from Middletown, offering easy access to Legoland and local wineries. This accommodation has received excellent ratings for location, cleanliness, and overall user experience. This one-bedroom, one-bathroom glamping shelter can comfortably accommodate up to nine guests. Enjoy a unique glamping experience with amenities like solar electricity, a grill, a fire pit, a picnic table, a hammock, and a private pool.
Middletown, NY
25/06 – 04/07
SG$1582/nighttotal: SG$14238 (9 )
Pool, Fire Pit Bedroom & Alaska King Sleeps 16
5 2
house , Chester
This Goshen villa, 22.5km from Bear Mountain State Park and 22.5km from Harriman Metro-North Station, offers easy access to both outdoor pursuits and New York City. Sleeping up to 25 guests, this three-bathroom property boasts an Alaska King-size bed, private pool and jacuzzi, fully equipped kitchen, terrace, balcony, free Wi-Fi, and private parking.
10 6 reviews
Middletown, NY
22/07 – 26/07
SG$146/nighttotal: SG$584 (4 )
9 Person Glamping Tent- Dreamweaver
1 2
glamping , Scotchtown
This 9-person glamping tent, the 'Dreamweaver', is located in a quiet, private setting near Scotchtown, a few minutes' drive from Middletown, offering easy access to Legoland and local wineries. The self-catering dwelling boasts a bedroom, bathroom, solar electricity, on-site grill, fire pit, hammock, shared pool access, and discounted entry to a ropes course, camo run tube ride, and paintball activities, accommodating up to nine guests and welcoming pets for an additional fee.
9.4 13 reviews
Middletown, NY
21/08 – 23/08
SG$582/nighttotal: SG$1164 (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.
9.7 28 reviews
Middletown, NY
22/07 – 26/07
SG$279/nighttotal: SG$1116 (4 )
Glamping Tent- 10 Person Max Capacity
1 2
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.
9.5 110 reviews
Middletown, NY
22/07 – 26/07
SG$222/nighttotal: SG$888 (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.
9.5 21 reviews
Middletown, NY
22/07 – 26/07
SG$461/nighttotal: SG$1844 (4 )
The Cottage Farmhouse
1 2
farm , Middletown
This charming farm stay is situated in Middletown, just a short distance from the town's main attractions and historical landmarks. It enjoys excellent ratings for cleanliness, location and user experience. This welcoming property can accommodate up to six guests and features a fully equipped kitchen, a comfortable living area, two bathrooms and a lovely garden. Guests can enjoy a range of amenities, including internet access, air conditioning, parking and a fitness centre.
9.7 13 reviews
Middletown, NY
12/08 – 19/08
SG$113/nighttotal: SG$791 (7 )
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 64 reviews
Middletown, NY
28/08 – 05/09
SG$107/nighttotal: SG$856 (8 )
Victor-amazing Glamping Experience-middletown Ny
1 3
glamping , Scotchtown
This glamping shelter is located just a short distance from Middletown, offering easy access to shops and restaurants while providing a peaceful retreat. The Woodsie - Best Glamping Experience Middletown Ny has received excellent ratings for its cleanliness, location, and overall experience. The tent sleeps up to eight guests and features a private outdoor space with seating, hammocks, and a grill. Guests can enjoy a shared pool, discounted access to local activities, and convenient access to portable restrooms and showers.
10 1 review
Middletown, NY
21/08 – 23/08
SG$1477/nighttotal: SG$2954 (2 )
A Hudson Valley Barn Celebration
1 5
farm , Middletown
This Middletown farmhouse, sleeping up to 16 guests, is situated in [Insert District Name, Middletown] – precise location details upon request. The 6-bedroom, 4-bathroom property boasts a fully equipped kitchen, Jacuzzi, fitness centre, and garden, offering ample space and modern amenities for a comfortable stay.
9.7 23 reviews
Middletown, NY
12/08 – 19/08
SG$451/nighttotal: SG$3157 (7 )
Lake Trail Retreat
1 3
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.
Best family friendly Middletown, NY lodging
Among the 35 accommodations in Middletown, NY, here are the 4 best for families
9.8 98 reviews
Middletown, NY
28/08 – 05/09
SG$337/nighttotal: SG$2696 (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.
10 1 review
Middletown, NY
28/08 – 05/09
SG$8421/nighttotal: SG$67368 (8 )
Pinnacle Pointe By Relaxtay | 600-acre Private Luxury Estate With Spa, Pool, Theater & Lake
7 3
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.
9.5 22 reviews
Middletown, NY
12/08 – 19/08
SG$203/nighttotal: SG$1421 (7 )
12 Person Glamping Tent- Rte 66
1 3
glamping , Scotchtown
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.
Middletown, NY
12/08 – 19/08
SG$819/nighttotal: SG$5733 (7 )
Parkway House Goshen Bed And Breakfast Suite 2
2 3
house , Goshen
Parkway House Goshen Bed And Breakfast Suite 2 is located in Goshen, 22.5 kilometres from Stewart International Airport, 24.1 kilometres from Metro-North Harriman Station, and 37 kilometres from Bear Mountain State Park. This recently renovated holiday home offers 800 square meters of living space with 2 bedrooms, accommodating up to 11 guests, and features air conditioning, free WiFi, a garden, terrace, and an outdoor fireplace.
Best Middletown, NY lodgings with a pool
Among the 35 accommodations in Middletown, NY, here are the 4 best ones with a pool
10 14 reviews
Middletown, NY
12/08 – 19/08
SG$1639/nighttotal: SG$11473 (7 )
Industrial Modern Home - 360 Views!
1 3
apartment , Middletown
This secluded five-bedroom house sits on a hilltop in Middletown, just 1.5 hours from New York City, offering a tranquil escape from the hustle and bustle. The property is surrounded by centuries-old stone walls and trees, creating a peaceful ambiance. The spacious property comfortably accommodates up to 14 guests, with a variety of sleeping arrangements to suit different needs. The house features modern amenities, a large garden, a swimming pool, and a jacuzzi, ensuring a comfortable and enjoyable stay.
8.7 3 reviews
Middletown, NY
12/08 – 19/08
SG$171/nighttotal: SG$1197 (7 )
Glamping Tent- 11 Person Max Cap.
1 3
glamping , Scotchtown
This glamping shelter is situated just minutes from Middletown, offering easy access to shopping, dining, and attractions like Legoland and local wineries. The surrounding area is quiet and private, perfect for a relaxing getaway. The Fionna - Amazing Glamping tent can accommodate up to nine guests and features a bedroom and bathroom. Guests can enjoy a range of amenities, including a private outdoor area with a grill, fire pit, and hammock, as well as access to a shared pool and discounted rates at a nearby paintball shop.
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.
Middletown, NY
28/08 – 05/09
SG$263/nighttotal: SG$2104 (8 )
Glamping Tent (7 Guests Max)- Guests.
1 3
glamping , Scotchtown
This rustic glamping shelter is located just a short drive from Middletown, providing easy access to shopping, dining, and attractions like Legoland and local wineries. The surrounding area is peaceful and secluded, perfect for a relaxing getaway. The Dream offers a unique glamping experience with a focus on a relaxed, nature-inspired setting. It can accommodate up to seven guests and features a comfortable living space with a bedroom and bathroom. Guests can enjoy modern amenities like solar-powered electricity, a grill, fire pit, picnic table, and hammock, as well as on-site activities and amenities available for purchase.
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?
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
28/08 – 05/09
SG$486/nighttotal: SG$3888 (8 )
Serene Rustic Retreat With Lake
3 3
house , Otisville
This Serene Rustic Retreat near Otisville, New York, offers a peaceful escape approximately 45km from the DM Weil Gallery and 47km from Stewart International Airport. The 149 square metre property boasts three bedrooms, three bathrooms, and can comfortably accommodate up to eleven guests, featuring a fully equipped kitchen, Jacuzzi, private parking, and complimentary Wi-Fi.
9.3 25 reviews
Middletown, NY
28/08 – 05/09
SG$330/nighttotal: SG$2640 (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.
9.7 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.
Best Middletown, NY accommodations with a kitchen
9.5 11 reviews
Middletown, NY
22/07 – 26/07
SG$150/nighttotal: SG$600 (4 )
Private Glamping Tent For 2
1 2
glamping , Scotchtown
This glamping tent is located near Scotchtown, within easy reach of Legoland and local wineries. It has received excellent ratings for user experience, location, and cleanliness. The tent sleeps up to three guests and features a full-size bed, twin-over-twin bunk beds, and a folding chair/bed. Enjoy a private outdoor area with seating, hammocks, a grill, and a picnic table, as well as access to a shared pool and discounted activities like a ropes course, paintball, and a camo run tube ride.
Middletown, NY
22/07 – 26/07
SG$556/nighttotal: SG$2224 (4 )
House Near Legoland, Farms, And Airport/ Train
3 2
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
25/06 – 04/07
SG$622/nighttotal: SG$5598 (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.
9.2 18 reviews
Middletown, NY
12/08 – 19/08
SG$188/nighttotal: SG$1316 (7 )
Heritage Hideaway
1 3
apartment , Middletown
This Middletown apartment, ideally located in the downtown area, is within easy walking distance of the Heritage Trail, local breweries, restaurants, the Paramount Theatre, and Garnet Health Medical Centre. The one-bedroom flat offers a queen-size bed and a sofa bed, accommodating up to four guests, and includes a private porch, parking, and all necessary amenities such as a fridge, freezer, microwave, and air conditioning.