Town of Wallkill Rentals
- From $300 per night (USD)
VRBO
Luxury home with private golf course and Tennis course is more then home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Entire House everything new ALL IN ONE with Private golf, tennis court, Basketball course, handball course, movie theate ...
From $300 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Elegant Town Home Middletown suburb close to city
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Modern, new, comfortable accommodations, close to shopping, vineyards, breweries, hot air ballooning, art museums, hist ...
From $350 per night (USD)VRBO
- Click For Pricing
VRBO
⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
• 1,200 sq. ft Charming Cottage • NEW decor, beds, furniture • Central A/C • Screened-in porch overlooking private yard ...
Click For PricingVRBO
- From $119 per night (USD)
Expedia
Lovely 1bedroom apartment located in a quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Charming, contemporary 1 bedroom located in Wallkill, NY. Within a 10 mile radius there are many amazing restaurants, ca ...
From $119 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Beautiful Log Cabin Style House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 12
3 bedroom 1 bath log cabin style house with hardwood throughout on quiet private setting minutes from Middletown for maj ...
From $332 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Beautiful Farm House, 30 acres private estate with pool
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
New Pool!!! With 30 acres of open fields, woods, a small pond and the Little Shawangunk Kill running through it, this hi ...
From $675 per night (USD)VRBO
- From $207 per night (USD)
VRBO
Cozy Haven: A Romantic Retreat in our Tiny House!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our beautifully remodeled tiny house, located on a private road next to a tranquil lake. This is the perfect ...
From $207 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Inkwell Gardens: A Modern Cabin in Middletown Close to Legoland, Golf, Hiking+
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
One of the first things you notice when arriving at Inkwell Gardens are the many outdoor spaces available to relax and e ...
From $307 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Cozy A-Frame Chalet in the Hudson Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sneak away to the peace and serenity of the Hudson Valley and enjoy the perfect mix of upstate charm and modern design o ...
From $358 per night (USD)VRBO
- From $620 per night (USD)
Expedia
PRISCILLA'S HOMESTEAD: Private Estate with Pool\/Tennis\/FirePit
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Superhosts Susan and Charlie have delivered on providing a tranquil get-away for friends and families to reconnect in th ...
From $620 per night (USD)Expedia
- Click For Pricing
VRBO
CHARMING BOHO-STYLE COTTAGE IN MIDDLETOWN NY
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
EXPERIENCE SOMETHING DIFFERENT. GO BACK IN TIME WHILE LIVING IT UP IN THE PRESENT. Located in bustling Middletown NY, t ...
Click For PricingVRBO
- From $51 per night (USD)
VRBO
Bliss - beautiful Glamping experience in Middletown, NY
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...
From $51 per night (USD)VRBO
- From $74 per night (USD)
VRBO
Sunshine- -Best glamping experience, Middletown ny
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...
From $74 per night (USD)VRBO
- From $74 per night (USD)
VRBO
Waterlily-Best glamping experience, Middletown ny
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...
From $74 per night (USD)VRBO
- From $74 per night (USD)
VRBO
Victor-amazing glamping experience-Middletown NY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...
From $74 per night (USD)VRBO
- From $184 per night (USD)
VRBO
Woodsie - best glamping experience Middletown ny
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...
From $184 per night (USD)VRBO
- From $74 per night (USD)
VRBO
Route 66 - Glamping experience in Middletown NY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 12
Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...
From $74 per night (USD)VRBO
- From $74 per night (USD)
VRBO
Orion - Beautiful Middletown Glamping experience
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 12
Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...
From $74 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Picture this... You escape to a relaxing, picturesque, and peaceful country cottage and enjoy some of your favorite conv ...
From $165 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Madison Lodge - Port Jervis, Hudson River
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This cozy house is perfect for your vacation. Designed tastefully with modern and convenient furniture, this ho ...
From $339 per night (USD)Expedia
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VRBO
Hudson Lodge - Port Jervis, Hudson River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: This cozy house is perfect for your vacation. Designed tastefully with modern and convenient furniture, this h ...
Click For PricingVRBO
- From $79 per night (USD)
Expedia
Apartment in 120 year-old home with lots to offer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quaint 400 square foot apartment on lower level of 120 year-old home in the village of Bullville Between Middletown and ...
From $79 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Cozy and Convenient Studio in Vibrant Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take a break and unwind at this peaceful oasis. We have 18 parking spaces available for our guests. However, please not ...
From $153 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Contemporary Studio for Work and Play
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A studio flat tailor-made for intrepid travelers seeking a perfect blend of comfort and adventure. It has the essentials ...
From $107 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Modern and Stylish Studio in Middletown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This delightful studio flat is "the place" for comfort and convenience, perfect for lovebirds and solo adventurers alike ...
From $202 per night (USD)VRBO
- From $121 per night (USD)
Expedia
Sleek and Stylish Apartment in Middletown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A sleek and stylish studio flat located in Middletown, New York. This spacious and inviting retreat is ideal for solo tr ...
From $121 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Central Studio Haven for Explorers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the heart of Middletown, New York, this cozy and well-appointed studio flat offers a comfortable retreat for ...
From $197 per night (USD)VRBO
- From $113 per night (USD)
Expedia
Cozy Studio Retreat in the Heart of Middletown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The ultimate abode for adventurous souls seeking comfort and convenience in one delightful package. This is perfectly ta ...
From $113 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Sleek and Stylish Apartment in Vibrant Middletown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Keep it simple at this peaceful and centrally-located place. There is a communal washer available within the building ...
From $192 per night (USD)VRBO
- From $1215 per night (USD)
VRBO
Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 10
Luxury Huge Brick Colonial House with Indoor Pool, 2 Lg Master Suits plus in 1st Flr & 4 Br suits in 2nd Flr with 7 Full ...
From $1215 per night (USD)VRBO
- From $350 per night (USD)
VRBO
🌊Quiet country escape feet from easy Lake hike!🏞
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Forget your worries in this spacious and serene space. 3br 2 ba with huge king size bed. House is feet ...
From $350 per night (USD)VRBO
- From $134 per night (USD)
Expedia
Compact Studio Suite Couples or Solo Travelers
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Adventure meets comfort in this charming studio flat designed for free-spirited couples and solo adventurers! It is the ...
From $134 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Superb and Cozy Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the charm of Middletown at our centrally located, tranquil studio! Walking distance to parks and entertainment, ...
From $169 per night (USD)VRBO
- From $207 per night (USD)
VRBO
Urban Studio Perfect for Solo or Couples Travel
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
This delightful studio flat offers a comfortable and convenient retreat for couples or solo travelers seeking a home awa ...
From $207 per night (USD)VRBO
- From $192 per night (USD)
VRBO
Sunny and Chic Studio in the Heart of Middletown
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
This studio flat is ideally situated for those looking to explore the vibrant city of Middletown. With easy access to lo ...
From $192 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Sunshine Retreat: Cozy and Warm Studio
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
A cozy and warm studio located in the serene town of Middletown with the perks of free parking! The studio features a pl ...
From $139 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Chic Haven: Modern and Stylish and Cozy Ambiance
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
In the bustling town of Middletown, there is a small haven that offers the perfect blend of modern and stylish decor wit ...
From $141 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Luminous Studio: Vibrant Living Experience
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
The perfect studio for business travelers, or those needing somewhere to lay their head. First and foremost: you’re in a ...
From $148 per night (USD)Expedia
- Click For Pricing
VRBO
Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Step into the comfort of this charming 4BR 2.5Bath oasis immersed in a tranquil and picturesque area. It offers a relaxi ...
Click For PricingVRBO
- From $549 per night (USD)
Expedia
Wawayanda Lodge - Port Jervis, Hudson River
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Located in Middletown NY, Wawayanda Lodge is a recently renovated house that has the thoughtful charm to be you ...
From $549 per night (USD)Expedia
- From $73 per night (USD)
VRBO
Standard Single Room2 with Shared Bathroom l Dining Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a delightful stay in our cheerful single room for your Middletown NY trip. The unit is equipped with Wifi, dedicat ...
From $73 per night (USD)VRBO
- From $80 per night (USD)
VRBO
Perfect Location w\/ everything in a comfort single room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Enjoy a delightful stay in our cheerful single room for your Middletown NY trip. The unit is equipped with Wifi, dedicat ...
From $80 per night (USD)VRBO
- From $123 per night (USD)
VRBO
This tiny house w\/ in door and outdoor Fire Place is 15 min. from Lego Land -
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
If you like to be close to Lego Land (4 Miles)- Wineries - Casinos and shopping outlets this is the place for you. Very ...
From $123 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Royal Garden Main Cabin
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The independent cabin house with a small pond is surrounded by nature. There's about 40 acres of green land near the cab ...
From $160 per night (USD)Expedia
- Click For Pricing
VRBO
Royal Garden Cabin 2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The independent cabin house with a small pond is surrounded by nature. There's about 40 acres of green land near the cab ...
Click For PricingVRBO
- From $120 per night (USD)
VRBO
Royal Garden Cabin 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Take it easy at this unique and tranquil getaway. The space Guest will be able to aceess the whole individual cabin priv ...
From $120 per night (USD)VRBO
- From $120 per night (USD)
VRBO
Royal Garden Cabin 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The independent cabin house with a small pond is surrounded by nature. There's about 40 acres of green land near the cab ...
From $120 per night (USD)VRBO
- From $123 per night (USD)
VRBO
the Guest Suite at Dunhill Pond with Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
This large studio above the garage is down a private lane minutes from historic downtown Montgomery and includes an amen ...
From $123 per night (USD)VRBO
- From $180 per night (USD)
VRBO
the Tent at Dunhill Pond
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 6
Experience rustic luxury in our large canvas wall tent for a truly off-grid camping experience on 600 square feet of spa ...
From $180 per night (USD)VRBO