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Compare 465 Vacation Homes in Middletown with updated reviews, rates, and availability.

"The perfect spot for a Beacon/Newburgh getaway! Great access to the towns, Storm King State Park, and Storm King Art Center! Lovely house, great game room (played so much ping pong and darts), and the hot tub was perfect."

"This property and listing was perfect for our men's retreat weekend getaway. We gathered together and enjoyed being able to spread out in the spacious home. It was very close to a local park with a pool, basketball court, and open field. We also enjoyed grilling on the patio and using the fire-pit to roast s'mores in the evening. The driveway had plenty of parking. The pool on the property was unusable but the backyard was perfect for us to play football and have outdoor activities. We...

"Home was very clean. The host was very friendly & informative. The beds were very comfortable. We would highly recommend staying at this location. We will definitely stay here again. 👍 "

"Enjoyed the accommodation and all tge area had to offer. We did the Sky ride and Coaster So Great. Went to Warwick Apple Festival Awesomeness and Blue Arrow Farm for concert. Highly recommend "

SAR 1,227 total

includes taxes & fees

6 Jan - 7 January 2025

Eating area leading to one pristeen acre looking out to waterfront

"Wonderful rental, clean, modern, and a beautiful location."

SAR 1,221 total

includes taxes & fees

13 Jan - 14 January 2025

"Everything was good and we all enjoyed our stay"

SAR 2,063 total

includes taxes & fees

13 Jan - 14 January 2025

"this house was AMAZING and met every one of our needs and exceeded our expectations. we had 3 children and 19 adults and every person was comfortable. the kids area was perfect and we barely saw them. we already started talking about what we can do next to to have an excuse to stay in the houee again. "

SAR 11,365 total

includes taxes & fees

25 Dec - 26 Dec

Highland Lakes Vacation Rental | 4BR | 2.5BA | 1,700 Sq Ft | Stairs Required

"The Point was an excellent choice for our family, plenty of room and things to do for everyone. Please was very well equipped and very clean. The lake area and surrounding area was a great location for us. Highly recommended."

"Our family stayed for a number of days in Chaya's wonderful house on Swinging Bridges Lake. Everything about this house is great, and we would LOVE to come back! Thank you Chaya for being a gracious and attentive hostess!"

Pine Bush Vacation Rental | 1BR | 1.5BA | Stairs Required for Access | 750 Sq Ft

"Overall, it seemed like the property manager was not ready for guests. The toilet instantly broke, the pool hadn’t been cleaned in probably weeks, and the apartment had stained sheets. It’s a nice place but really not worth the money."

Huge window in the living room makes sunset light flow in to the space so beautifully

"My husband and I had an amazing time. Absolutely beautiful home, great location, and overall amazing experience. "

SAR 1,767 total

includes taxes & fees

9 Jan - 10 January 2025

"Just what we needed with lots of space very clean and comfortable"

Updated picture of the exterior with the extended deck.

"Had a great stay at the Tiny House! Surprisingly clean and well appointed with all the basics. Perfect for an escape to the woods while still being able to quickly return to the real world. Proximity to the Neversink trail head is a major plus!"

SAR 466 total

includes taxes & fees

23 Dec - 24 Dec

"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "

SAR 4,720 total

includes taxes & fees

3 Jan - 4 January 2025

Highland Lakes Vacation Rental | 2BR | 1BA | 6 Stairs to Access | 800 Sq Ft

"This was a cute house in a beautiful spot of NY. It was cozy and well taken care off. The neighborhood was quiet and beautiful also. We would come agian. "

Cornwall-On-Hudson Vacation Rental | 3BR | 2BA | Stairs Required to Access

"First time using Vrbo, and I was not disappointed! This property was comfortable, clean and well equipped. We were all very satisfied. "

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Other property types in Middletown

"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. "