Book Villas in Middletown, NY

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Top Villas in Middletown

Luxury School House Retreat With Pool & Sauna - 1HR from NYC

New Hampton NY

$1,142 nightly

$1,349 total

Jul 21 - Jul 22

Total with taxes and fees

Ski-in/ski-out access and an outdoor pool are featured at this smoke-free villa. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and conveniences like a garden and barbecue grills.

Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

Chester NY

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This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden is also provided.

Serene 10BR Retreat w/Pool, Gym & Hot Tub

Chester NY

$5,566 nightly

$6,496 total

Aug 9 - Aug 10

Total with taxes and fees

This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and conveniences like a garden and barbecue grills.

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

Monticello NY

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This villa features an outdoor pool and an indoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and conveniences like a garden and laundry facilities.

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Monroe NY

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This villa features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.

Pinnacle Pointe by Relaxtay | 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake

Middletown NY

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This villa features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A sauna and a garden are also provided.

Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC

Harriman NY

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A hot tub is featured at this villa, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.

11BR Retreat w Pool & Game Room

Chester NY

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This villa features an outdoor pool and a gym. Families will appreciate the arcade/game room and onsite laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Spacious 8BR Catskills Cabin w/ Game Room & Deck

Rock Hill NY

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A hot tub is featured at this villa, along with laundry facilities and barbecue grills.

Beautiful modern villa with pool suana hot tub...

Clintondale NY

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An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks

Woodridge NY

$5,000 nightly

$5,584 total

Jul 26 - Jul 27

Total with taxes and fees

This villa features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the sauna and conveniences like a garden and laundry facilities.

Modern Villa with private pond near Legoland and Delaware River.

Port Jervis NY

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This villa features laundry facilities.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top hotels in Middletown

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

$110 nightly

$130 total

Aug 5 - Aug 6

Total with taxes and fees

8.8/10 Excellent! (1,076 reviews)

Middletown Villas essential information

Accommodation	18 Villas
Lowest Price	$86
Highest Price	$6,496
Popular accommodation	Luxury School House Retreat With Pool & Sauna - 1HR from NYC, Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard, Serene 10BR Retreat w/Pool, Gym & Hot Tub, Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!, 7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space, Pinnacle Pointe by Relaxtay \| 600-Acre Private Luxury Estate with Spa, Pool, Theater & Lake, Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC, 11BR Retreat w Pool & Game Room, Spacious 8BR Catskills Cabin w/ Game Room & Deck, Beautiful modern villa with pool suana hot tub..., Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks, Modern Villa with private pond near Legoland and Delaware River.