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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 26 Villas in Middletown with updated reviews, rates, and availability.

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room – Sleeps 28+, Ski & More!
Indoor pool, outdoor pool

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room – Sleeps 28+, Ski & More!

9.6 out of 10, Exceptional, (25)
"Our stay was great! Host was great at communicating. Enough towels were supplied. Beds were very comfortable. Highly recommended!"
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room – Sleeps 28+, Ski & More!
Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub
Fridge, microwave, oven, stovetop

Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub

2.0 out of 10, (1)
"There was rats inside the house and there was no amenities like toilet paper. And host was very unresponsive."
Luxurious 7 Bedroom Estate with Heated Pool and Hot Tub
Charming 3-bedroom villa with WiFi, AC in fabulous Monroe
Interior

Charming 3-bedroom villa with WiFi, AC in fabulous Monroe

Charming 3-bedroom villa with WiFi, AC in fabulous Monroe
Lux Farmhouse Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Private, 1 hr NYC
Exterior

Lux Farmhouse Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Private, 1 hr NYC

10.0 out of 10, Exceptional, (77)
"Beautiful "
Lux Farmhouse Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Private, 1 hr NYC
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
Private kitchen

Fully facilitated home, 7 Beds + Pool. (Pine Bush)

3.4 out of 10, (3)
"The cleanliness is poor, otherwise is ok."
The price is AED 2,347
AED 4,474 total
includes taxes & fees
12 Jun - 13 Jun
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
Luxury School House Retreat With Sauna & Pool- 1HR from NYC
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (13)
"We stayed for the night at the property for my sister’s bachelorette party. We had a wonderful time and enjoyed our stay. Lots of space and comfortable accommodations."
The price is AED 2,810
AED 4,890 total
includes taxes & fees
10 Jun - 11 Jun
Luxury School House Retreat With Sauna & Pool- 1HR from NYC
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Fridge, microwave, oven, stovetop

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.4 out of 10, Exceptional, (16)
"We stayed here while visiting family for Thanksgiving. We loved the hot tub, space to run around and super comfy beds and linens. Would definitely visit again!"
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
Interior

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!

Private Estate 9BR w/Pool, Hot Tub & Scenic Views!
The Station House: A Dream Catskills Getaway
Pool

The Station House: A Dream Catskills Getaway

9.8 out of 10, Exceptional, (6)
"We really enjoy are stay , this place had everything from the hot tub to the pool table to tennis table the house was gigantic plenty of space for the entire family ."
The Station House: A Dream Catskills Getaway
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Smart TV, fireplace, foosball, table tennis

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

9.2 out of 10, Wonderful, (7)
"A spacious house with a to-die-for pool, game room in basement, plenty of storage and refrigerators for all your wonderful culinary desires, comfortable beds, and well divided together and private spaces."
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Fridge, microwave, oven, stovetop

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (24)
"Spacious and clean with a beautiful view of the mountains. We would stay there again."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Family Fun Getaway near Cascade Lake in Warwick NY
Fridge, microwave, oven, stovetop

Family Fun Getaway near Cascade Lake in Warwick NY

7.4 out of 10, Good, (9)
"Would recommend a lot of space greatful to stay in this home"
Family Fun Getaway near Cascade Lake in Warwick NY
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Interior

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2.0 star property
9.0 out of 10, Wonderful, (6)
"Big, spacious and clean. The area is calm and shops are within 5 min driving distance"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
Pool

Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool

10.0 out of 10, Exceptional, (3)
"This property was adorable. We loved the area."
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
Spacious Lakefront Hideaway with Hot Tub & Kayaks
Living area

Spacious Lakefront Hideaway with Hot Tub & Kayaks

Spacious Lakefront Hideaway with Hot Tub & Kayaks
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
Miscellaneous

Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!

6.0 out of 10, (1)
"The pictures are accurate but when you get there you see the furniture is flimsy, the cabinets and drawers fall off when you touch them and the yard is a disaster. There is so much stagnant water the mosquitos look like drones!"
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
Beautiful modern villa with pool suana hot tub...
Property grounds

Beautiful modern villa with pool suana hot tub...

10.0 out of 10, Exceptional, (2)
"My family and I had a wonderful time here! Israel was a great host, messaged me a couple times to make sure everything was okay and if we needed anything. The hot tub and sauna were an awesome addition! It was a great space! Would book again!"
Beautiful modern villa with pool suana hot tub...
Modern Villa with private pond near Legoland and Delaware River.
Outdoor dining

Modern Villa with private pond near Legoland and Delaware River.

8.0 out of 10, Very Good, (4)
"Beautiful property and big enough for 2 families to spend a weekend. Hope to return again soon"
Modern Villa with private pond near Legoland and Delaware River.
Perfect home for a dream retreat + POOL
Fridge, microwave, oven, stovetop

Perfect home for a dream retreat + POOL

6.0 out of 10, (2)
"We definitely intend on coming back to enjoy the pool!!"
Perfect home for a dream retreat + POOL
Country Manor at Millers Rock with Pool-1 Hour from NYC
Property grounds

Country Manor at Millers Rock with Pool-1 Hour from NYC

Country Manor at Millers Rock with Pool-1 Hour from NYC
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.
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