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Compare 21 Villas in Middletown with updated reviews, rates, and availability.

Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
Indoor spa tub

Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

9.6 out of 10, Exceptional, (20)
"Our stay was great! Host was great at communicating. Enough towels were supplied. Beds were very comfortable. Highly recommended!"
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Private kitchen

MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.2 out of 10, Wonderful, (5)
"Simple easy accommodation. A bit smaller than anticipated but functioned very well for our group"
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Aerial view

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

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Luxurious Villa with pool spa arcade room and more
Living area

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
The Station House: A Dream Catskills Getaway

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
Awesome Country Retreat - 4BR - Private and Peaceful
Living area

Awesome Country Retreat - 4BR - Private and Peaceful

9.8 out of 10, Exceptional, (10)
"We loved this house. It was perfect for our purposes. We hosted the rehearsal dinner for our son's wedding. It was a drop-in style event so lots of people mingling. The downstairs space was open with lots of natural light. We also made use of the side deck since the weather was beautiful. The house was very clean and there were more emenities provided than I have seen in other places. The only issue we had was that there was no closet in the master bedroom. There were two ironing boards, so we...
Awesome Country Retreat - 4BR - Private and Peaceful
Luxury School House Retreat With Heated Pool- 1HR from NYC
The pool area at night by the porch

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 SAR 3,191
SAR 4,870 total
includes taxes & fees
24 Nov - 25 Nov
Luxury School House Retreat With Heated Pool- 1HR from NYC
Family Fun Getaway near Cascade Lake in Warwick NY
Exterior

Family Fun Getaway near Cascade Lake in Warwick NY

9.0 out of 10, Wonderful, (7)
"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
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Front of 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
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...
Perfect home for a dream retreat + POOL
Living area

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
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.
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
Living area

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!
Lakeside Haven - Ultimate Relaxation Spot
Exterior

Lakeside Haven - Ultimate Relaxation Spot

7.0 out of 10, Good, (6)
"Very good for family and friends celebrating or reunions. We all have a good time."
Lakeside Haven - Ultimate Relaxation Spot
Luxe Mountain Getaway Fire Pit Arcade Hot Tub Pool
Outdoor dining

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

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

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

Country Manor at Millers Rock with Pool-1 Hour from NYC
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Front Yard

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"The villa was beautiful, the host was responsive, my friends and I had a very relaxing and productive time!"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.
Picturesque, Cozy & Fun ~ GameRoom ~ Spacious Yard
Living area

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
Updated 3 to 4 bedroom Cape Cod
Interior

Updated 3 to 4 bedroom Cape Cod

Updated 3 to 4 bedroom Cape Cod
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

Cottage Suites
Room

Cottage Suites

3.0 star property
8.0 out of 10, Very Good, (3)
"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
Lazy River Cottage on the Delaware River
Private river bank with seatings

Lazy River Cottage on the Delaware River

10.0 out of 10, Exceptional, (130)
"We absolutely loved our stay at Lazy River Cottage! The cottage was clean, well-decorated, and full of light. The view of the river was stunning and such a delight to observe in the mornings. David was responsive to our needs. We highly recommend this property!"
Lazy River Cottage on the Delaware River
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is SAR 631
SAR 935 total
includes taxes & fees
30 Nov - 1 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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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