
House holiday rentals in Middletown
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Top-rated house rentals in Middletown
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Popular amenities for house rentals in Middletown
House rentals with a pool

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

Villa in the Sky - Best View of Pocono Mountains!
My girlfriend and I stayed in Jonathan’s home for our Valentine’s Day weekend. The house was beautiful and the views were amazing. Jonathan checked in on us to see if we had everything we needed and recommend local restaurants and places to visit he even gave us the time we should wake up to enjoy the sunrise which we did. All in all the trip was a 10/10 and we can’t wait to return!

Scenic River View Escape | New Paltz
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!

Midcentury Modern ZenHouse Sculptor Studio
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.

Sauna | Movie Theater | Hot Tub | Dogs OK |Firepit
Place was absolutely beautiful! Plenty of room and Plenty of space for us to relax. Edwin was very responsive which made our trip go by so smoothly!

Lake Front Retreat in the Poconos * King Bed*
Great stay for my family of four and dog at this property on a beautiful part of the lake! Michael was super responsive at all times. House had everything we needed. Overall, a lovely home with a gorgeous view. Loved kayaking on the lake. At times no one else was there! Very peaceful!

Wander Inn! Golf Sim, Hot Tub, Pools, Lake
We rented this for my brothers bachelor party and it was the PERFECT spot. Super quiet area, tons of stuff to do in the house and in the community, not to mention Masthope mountain is a beautiful spot to be at! The house was awesome and all the amenities were great, the golf sim was down while we were there which was a bummer but everything else about it was amazing!

Modern House with Private Pool, Hot-Tub, Fireplace
It was a beautiful stay and everything were just like the photos! We enjoyed our stayed!
Weekly house rentals

Welcome to Newburgh's Cozy Cove
This was a cute cozy cottage, just right for 3 people. This house was perfect for our quick getaway. Close to all local restaurants and store, but far enough away from all the busy roads. Owners were very friendly and helpful. Very quick to respond when we needed something. Would recommend to others.

The Catskill Getaway • Near Bethel Woods & Hiking
First Stavros was a stellar host. Proactive in communication and always responsive. Very attentive, we had one small interruption with the wifi that he promptly addressed before we even noticed! The house property is absolutely stunning and gorgeous, peaceful, spacious, very beautiful. The house has everything well stocked. Kitchen had plenty. I can't find one thing to comment that isn't positive. We all enjoyed ourselves to the max. The most enjoyable was the three walls full of windows that made the thunderstorms so beautiful to watch in the living room. The little stream in the back so pleasant to sit silently. An incredible house and even more kind, generous and helpful host

Streamside Catskills Cabin
We had such a relaxing weekend in the cabin. Highly recommend for a quick getaway from the hustle and bustle! Everything was as described and any questions were quickly answered. Overall a wonderful place to stay :)

Modern Woodland Retreat, Hudson Valley & Catskills
We appreciated the cleanliness of the house, and it was a nice place to relax with friends and family both inside and outside around the fire. We would definitely stay again!

Cabin96-Shawangunk Mountain View
Incredible space and we had it to ourselves. I wondered if there had been another family in the unit next door, how quiet it might have been. I would recommend leaving a broom and dustpan so that the guests can sweep up after they depart and during their visit as crumbs and other detritus ends up on the floor and no good way to pick up after oneself. Views are spectacular and we had our binoculars to catch the birds and other wildlife that uses the lake as their home. Easy walk to the convenience store on the corner of Rt 52 and Weeds Road. Very sweet spot. We used our computer to watch a couple of shows, as it was not easy to navigate the smart TV, but we did not choose the spot to watch the tele, so no big deal for us. Overall, great place and I would stay again. Cheers!

Lake trail retreat
Perfect quiet place for our weekend stay. Was in town for a truck show so the host made sure we had water hook up to wash our trucks when we got there. House was super nice and bigger than expected!

Architect's Hudson Valley Home in the Woods
Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!

Wawayanda Lodge - Port Jervis, Hudson River
We stayed for 5 nights and had a great experience. The place was clean, spacious, and had everything we needed — comfy beds, quality linens, a well-equipped kitchen, and even a washer and dryer. No issues at all during our stay. The host was excellent — super responsive and kind. We accidentally left something behind, and they reached out right away to confirm and offered to send it back. Really appreciated that level of care. Highly recommend! ⭐⭐⭐⭐⭐
Private house rentals

little cozy house in the village
Great price airbnb for the exclusive space you get. Easy seamless check in/check out instructions. Features a deck & grill. Massive tv in living room with Netflix. Tons of air conditioning/fan options. Host checked in to make sure my stay was good which i appreciated

Country Modern Home w/5-Acre land Relax Retreat
We stayed in this beautiful four-bedroom home, and it was perfect for our group, each couple had their own comfortable bedroom. The house was spotless, well-equipped, and had everything we needed. Communication with the host was excellent, all our questions were answered promptly and clearly. We would be happy to come back!

Hudson Valley Log Cabin with Lake Access & View
This was a great quiet peaceful getaway for my family and I. We enjoyed the nature walks and the calmness of the environment. The place was clean and cozy. We enjoyed our stay very much.

The Alexandria - Wurtsboro, NY
Second time staying here. Looking forward to a third stay next spring. Excellent communication and clean, comfortable house.

Beautiful Summer Warwick Escape! New Home!
We had a great stay at Laura's place! They were great hosts that were very responsive and helpful and their barn themed home is great - it's new, very well decorated, and immaculately clean. The backyard was big - it rained most of our trip so we didn't use it much but was a great space our kid otherwise would have played a lot in. H It's right next to a deli/sandwich shop that we got breakfast sandwiches and YOU HAVE TO GO TO THE BELLVALE CREAMERY! It's one mile away and has the best view you'll ever have while eating ice cream. We've stayed at a lot of airbnb's and would 10/10 recommend this one if you're coming to the area.

Luxury Mountain Retreat with Panoramic Vista Views
I am in two minds about what to write in this review. On one hand, this property is truly mind blowing. It has been designed beautifully indoors and there is so much attention to detail. And then, the view…I’ve traveled a lot and the view blew my mind. On the other hand, I’m not sure I want too many other people to know about this gem..because I want to come back. And I am hoping this review doesn’t make that more difficult.

The First House
Xiaoyun's place was serene, beautiful, and thoughtfully decorated. The place felt like a retreat in and of itself. They were also very responsive and proactive in providing us with check-in + checkout instructions, so the whole process was seamless. Everything worked as expected with the hot water, a/c, and a stocked kitchen. Thank you!

Quiet Homey Rustic Retreat
A lovely spot! Clean, well laid out and cozy. We loved the porch and kids had a blast w the ping pong and air hockey. Nice big kitchen that we enjoyed cooking in! Comfy beds, great water pressure in the showers and AC was a plus w the humid day. We stayed here for a family trip to Lego land and it was a great location!
Quick stats about house rentals in Middletown
Total rentals
10 properties
Nightly prices starting at
₹3,462 before taxes and fees
Total number of reviews
140 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Local attractions
Coney Island, Orange County Fair Speedway and ShopRite of Wallkill
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- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Delaware Water Gap National Recreation Area
- Ringwood State Park
- Promised Land State Park
- Resorts World Catskills
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Riverside Park
- Van Cortlandt Park Golf Course
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- St. Nicholas Park
- Inwood Hill Park
- Wawayanda State Park
- Sterling Forest State Park
- Great Falls Park