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

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

9.4 out of 10, Exceptional, (23)
"The hosts were extremely accomodating. There were NO issues at all. We strongly recommend this estate. We had such an enjoyable and pleasant stay. It was extremely clean and spacious. We will definitely be back."
The price is SAR 675
SAR 2,769 total
includes taxes & fees
27 Apr - 28 Apr
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room – Sleeps 28+, Ski & More!

Luxurious Villa with pool spa arcade room and more

10.0 out of 10, Exceptional, (5)
"Warm, roomy, and quiet. Lots of room for our family of 5. Communication with host was amazing."
Luxurious Villa with pool spa arcade room and more

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.4 out of 10, Exceptional, (13)
"I loved the house, I'll be back for sure"
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

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

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

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

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

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)

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

10.0 out of 10, Exceptional, (23)
"The house was a lovely and just right for our group! Host was always very prompt to answer any questions."
Kick back & relax in this peaceful, stylish place to stay with the whole family.

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

10.0 out of 10, Exceptional, (13)
"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 SAR 3,188
SAR 5,437 total
includes taxes & fees
28 Apr - 29 Apr
Luxury School House Retreat With Sauna & Pool- 1HR from NYC

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 price is SAR 5,627
SAR 9,601 total
includes taxes & fees
28 Apr - 29 Apr
The Station House: A Dream Catskills Getaway

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.

Family Fun Getaway near Cascade Lake in Warwick NY

9.0 out of 10, Wonderful, (7)
"The exterior of the home is completely run down. Nothing like the pictures. The interior bedding and furniture is a different set up then depicted. The rugs and carpets are stained and dirty. This did not meet our standards. We would not recommend it to anyone. We left a day early."
Family Fun Getaway near Cascade Lake in Warwick NY

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"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.

Spacious Lakefront Hideaway with Hot Tub & Kayaks

Spacious Lakefront Hideaway with Hot Tub & Kayaks

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

Perfect home for a dream retreat + POOL

6.0 out of 10, (2)
"To begin, before leaving for the trip I tried reaching out multiple times for check in information. Upon arrival, I was unable to check into place to stay. I tried multiple times contacting host, as well as support trying to contact the host, with NO answer. This left me to find another place to stay with short notice because we waited for 2+ hours for a reply. Unprofessional, ghosted by the host, and frustrating. This has never happened in all the years I have used Vrbo, but to summarize, do...
Perfect home for a dream retreat + POOL

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...

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!

Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard

10.0 out of 10, Exceptional, (1)
"Loved the home didn't realize when booking it was in such a secluded spot so come prepared. House was clean minus some hair in the tubs (around drain) the closet doors attacked my sister (needs to be reinstalled and tightened) upon opening and a few draw coverings fell off. we couldn't find a broom until 10 mins before checkout (we looked all weekend )other wise the place was amazing my sister is already talking about booking in the warmer months because the yard is amazing"
Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard

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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Other property types in Middletown

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is SAR 630
SAR 1,044 total
includes taxes & fees
27 Apr - 28 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (72)
"10 guys stayed here for a weekend and had an excellent time. house is huge and very clean. we were there late march but I’m sure especially in the summer it’s a great getaway with a pool and lake access. "
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View

10.0 out of 10, Exceptional, (287)
"The property is beautiful. It was cold when we were there, so we weren't able to take advantage of the outdoor amenities. The owner was very kind and communicated at a high level. I would highly recommend this property."
The price is SAR 1,459
SAR 1,945 total
includes taxes & fees
27 Apr - 28 Apr
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
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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