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Search Villas in Middletown

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

Perfect home for a dream retreat + POOL
10.0 out of 10, Exceptional, (1)
"We definitely intend on coming back to enjoy the pool!!"
Perfect home for a dream retreat + POOL
Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, (12)
"Beautiful property, plenty of room! Clean, plenty of linens and other amenities As described. Would definitely recommend if needed for large family/friends to attend events in this area."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (8)
"Eva is an excellent host and prepared a wonderful breakfast. Our room was very spacious and private. Out in the country and away from the hustle if that is what you prefer."
The price is AED 613
AED 1,033 total
includes taxes & fees
9 Jun - 10 Jun
Villa Verde B&B, bsm, Greenwood Lake NY
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The Station House: A Dream Catskills Getaway
9.8 out of 10, Exceptional, (6)
"Great home for entertaining large groups. We were pleasantly surprised to see many necessities were already there, ie. toilet paper, coffee filters, spices, ice making machine, laundry detergent, etc. The manager, Jack, was helpful and easy to reach out to. Would highly recommend."
The Station House: A Dream Catskills Getaway
4-Acre Hudson Valley Estate with Pool, Sauna, Yard
10.0 out of 10, Exceptional, (1)
"The house was very nice. It was spacious, clean, the grounds were gorgeous and very comfortable for our group of 8 people. The communication and responsiveness of the home owner was excellent. We stayed for graduation at West Point, it was an ideal location for us (about 25 minutes from West Point)."
4-Acre Hudson Valley Estate with Pool, Sauna, Yard
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
9.8 out of 10, Exceptional, (12)
"This property is huge, clean, and gorgeous! me and my wife went for a mini vacation and we were blown away with this place! The host is a great communicator always responding quickly. The grounds are very relaxing, The hot tub is awesome, and the game room in the basement was a great chill. we definitely will be coming back!"
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
'Carpathia West Estate' - 7-Bedroom Villa!
'Carpathia West Estate' - 7-Bedroom Villa!
Awesome Country Retreat - 4BR - Private and Peaceful
10.0 out of 10, Exceptional, (4)
"Had a wonderful time. House was clean and beautiful."
Awesome Country Retreat - 4BR - Private and Peaceful
Luxury School House Retreat With Heated Pool- 1HR from NYC
10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at Hunters property. Check in and walkthrough process with the property manager was easy. The house has plenty of space, 2 TV rooms, large kitchen and sitting room and a separate dining area. We traveled with friends, our 16 year old and our 1 year toddler. There was enough activities for everyone to enjoy. The basement has a gym, pool table, ping pong and a sauna. We look forward to coming back in the summer when the pool is open. Highly recommend this space for a...
The price is AED 4,088
AED 5,993 total
includes taxes & fees
4 Jun - 5 Jun
Luxury School House Retreat With Heated Pool- 1HR from NYC
Family Fun Getaway near Cascade Lake in Warwick NY
10.0 out of 10, Exceptional, (5)
"Our family really enjoyed our stay in this house! The game room especially was a big hit! We would definitely love to come back here again soon!"
Family Fun Getaway near Cascade Lake in Warwick NY
Luxury in the Woods, Pool, Privacy and Peace
8.0 out of 10, Very Good, (1)
"This house is perfect for a nice group of friends or Family, we stayed over the New Year’s Eve weekend and the house was spacious for our group, with plenty of room for everyone, Ricky is super on top of the check in /out Process so that was a breeze. My only feedback would be that the house should be better equipped in relation to the number of bedrooms offered."
Luxury in the Woods, Pool, Privacy and Peace
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
9.0 out of 10, Wonderful, (6)
"This property is outstanding -- the pictures do not do the pool / yard justice. A lot of beds and bathrooms. Host was extremely responsive. Would definitely stay here again."
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
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.
9.4 out of 10, Exceptional, (3)
"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.
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!
Incredible Ranch in the Woods - Lake View - Peace and Luxury!
10.0 out of 10, Exceptional, (1)
"Very nice house with plenty of space. Great views too"
Incredible Ranch in the Woods - Lake View - Peace and Luxury!
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
10.0 out of 10, Exceptional, (2)
"Happy Minnewaska is a great place for making memories! Our family really enjoyed our time there, relaxing, hiking in the surrounding area and making s'mores around the campfire. The house is just as pictured, very clean and comfortable. The kitchen is well equipped for basic cooking, which is all we did. It's a bit of a drive into New Paltz, especially on Sunday afternoon, but the town is charming so definitely worth a visit. Hosts were great with communication (though since I prefer to avoid my...
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
: Spring is here!! Pool opening soon!! Looking forward to being your host!
10.0 out of 10, Exceptional, (3)
"What an incredible home and an amazing host! As frequent renters of high-end vacation properties, I have to say that the owner provided a wonderful experience with thoughtful ideas and personal touches. The home was equipped with high-end supplies and had lots of attention-to-detail. It is clean, filled with things to-do, and just purely enjoyable! There are way too many amenities to list but you will be extremely pleased with the home and the quaint neighborhood! I can't stress enough how great...
: Spring is here!! Pool opening soon!! Looking forward to being your host!
Luxurious Villa with pool spa arcade room and more
10.0 out of 10, Exceptional, (4)
"Me and my family enjoyed everything about this property and cant wait to dtay here again ."
Luxurious Villa with pool spa arcade room and more
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
3.4 out of 10, (3)
"We did not end up staying at this property because the host cancelled on us the day before. He reached out 2 months prior to tell us his pool would not be available and offered us a 20% refund. But he never provided it and did not communicate about this again. When we followed up about it, he cancelled the whole stay and tried to get us to change properties last minute. This seemed very strange so we didn’t agree. We did eventually get a full refund after a LOT of back and forth but lost over...
Fully facilitated home, 7 Beds + Pool. (Pine Bush)
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See all available properties in Middletown
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.

Other property types in Middletown

Cottage Suites
3.0 star property
8.0 out of 10, Very Good, (1)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is AED 746
AED 1,047 total
includes taxes & fees
4 Jun - 5 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Lazy River Cottage on the Delaware River
10.0 out of 10, Exceptional, (119)
"The cottage was perfect! Everything about the cottage was just as it was described. The cottage was neat as a pin upon arrival, we got in at night and David had the light on and music playing for us. Would definitely recommend the Cottage to others as the perfect weekend retreat."
Lazy River Cottage on the Delaware River
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.

Recent reviews of Middletown hotels
Expedia verified reviews