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Middletown vacation rentals

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Best Middletown vacation rentals

Most recommended vacation rentals in Middletown

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Elegant Town Home Middletown suburb close to city - Middletown - Building
Elegant Town Home Middletown suburb close to city
Middletown, NY, United States
Spa
C$ 761+
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Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY - Middletown - Living room
Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY
Middletown, NY, United States
C$ 3,512+
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Wawayanda House On 62 Acres - Multiple Fireplaces! - Middletown - Living room
Wawayanda House On 62 Acres - Multiple Fireplaces!
Middletown, NY, United States
Free Wi-Fi
C$ 1,297+
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Beautiful Log Cabin Style House - Middletown - Living room
Beautiful Log Cabin Style House
Middletown, NY, United States
Free Wi-Fi
C$ 782+
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Luxury home with private golf course and Tennis course is more then home - Middletown - Kitchen
Luxury home with private golf course and Tennis course is more then home
Middletown, NY, United States
Free Wi-Fi
Pet friendly
C$ 487+
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Madison Lodge - Middletown, Port Jervis, Hudson River - Middletown - Living room
Madison Lodge - Middletown, Port Jervis, Hudson River
Middletown, NY, United States
9.1Wonderful(8)
C$ 692+
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Cozy A-Frame Chalet in the Hudson Valley - Middletown - Bedroom
Cozy A-Frame Chalet in the Hudson Valley
Middletown, NY, United States
C$ 720+
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Quaint country house nestled in the woods - Middletown - Living room
Quaint country house nestled in the woods
Middletown, NY, United States
Free Wi-Fi
C$ 608+
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Hello Small Stone - Middletown - Bedroom
Hello Small Stone
Middletown, NY, United States
C$ 475+
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Cozy Haven: A Romantic Retreat in our Tiny House! - Middletown - Bedroom
Cozy Haven: A Romantic Retreat in our Tiny House!
Middletown, NY, United States
C$ 418+
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Pool house on a park-like estate, Pet friendly, 7 min to LegoLand. - Middletown - Living room
Pool house on a park-like estate, Pet friendly, 7 min to LegoLand.
Middletown, NY, United States
Free Wi-Fi
C$ 356+
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Cottage Suites - Middletown
Cottage Suites
Middletown, NY, United States
7.4Good(6)
Parking
Free Wi-Fi
Pet friendly
C$ 112+
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This tiny house w/ in door and outdoor Fire Place is 15 min. from Lego Land - - Middletown
This tiny house w/ in door and outdoor Fire Place is 15 min. from Lego Land -
Middletown, NY, United States
Free Wi-Fi
C$ 244+
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Bright - Cozy 1 Br 1 Full Bath Apt ~ 1.5 Hrs From Nyc - Fast Wifi & Downtown - Middletown
Bright - Cozy 1 Br 1 Full Bath Apt ~ 1.5 Hrs From Nyc - Fast Wifi & Downtown
Middletown, NY, United States
Free Wi-Fi
C$ 282+
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Beautiful Farm House, 30 acres private estate with pool - Middletown
Beautiful Farm House, 30 acres private estate with pool
Middletown, NY, United States
C$ 1,231+
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Hudson Lodge - Port Jervis, Hudson River - Middletown
Hudson Lodge - Port Jervis, Hudson River
Middletown, NY, United States
C$ 430+
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KAYAK's top tips for finding Middletown holiday rental deals

  • Vacation rentals in Middletown are around 65% more expensive than hotels on average. Search here to compare prices for all accommodation types in Middletown.
  • The best vacation rental property in Middletown is This tiny house w/ in door and outdoor Fire Place is 15 min. from Lego Land - (9.3, 21 reviews), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Middletown for 1 days.

FAQs when booking a vacation home in Middletown

  • What types of vacation rentals are available in Middletown?

    There are loads of different property types that you can make your vacation home in Middletown. You’ll find apartments, barns, cabins, condos, cottages, houses, homestays and luxury tents.

  • Are there any pet-friendly vacation rentals in Middletown?

    There are a number of dog and pet-friendly Middletown vacation rentals, with around 5% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Middletown?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Middletown?

Our map will help you find the perfect place to stay in Middletown by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Middletown

Middletown vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Middletown. Find cheap vacation homes to rent in Middletown. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Middletown that suits you best.

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