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Holiday Homes in Middletown

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Featured Holiday Homes in Middletown

Lakefront Luxury on Greenwood Lake
10.0 out of 10, Exceptional, (116)
"This is our second visited and we are still in love with the Lake House!"
Lakefront Luxury on Greenwood Lake
Bright Cornwall-On-Hudson Vacation Rental!
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay at this beautiful and quaint home in the heart of the Cornwall village. The house was exactly as described, communication with the host was easy and quick, and we enjoyed being so close to everything Cornwall has to offer. We would absolutely recommend this beautiful home for your next visit to the Cornwall area"
Bright Cornwall-On-Hudson Vacation Rental!
4 bedroom Farmhouse, hot tub, secluded, near hiking, wineries, Bethel Woods
10.0 out of 10, Exceptional, (1)
"This home and property is beautiful! We loved listening to the sounds of the creek while sitting at the fire. The hosts were available via text and nearby if we needed anything. The property is located in a cute little town and near the Minnewaska SP, Wallkill, Hudson and local wineries and orchards."
The price is AU$609
includes taxes & fees
27 June - 28 June
4 bedroom Farmhouse, hot tub, secluded, near hiking, wineries, Bethel Woods
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Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
9.4 out of 10, Exceptional, (13)
"Nice place in a property that's past it's prime and could use a refresh."
The price is AU$490
includes taxes & fees
10 June - 11 June
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (8)
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
Lakefront Haven Cottage
10.0 out of 10, Exceptional, (3)
"Enjoyed"
Lakefront Haven Cottage
Port Jervis' Charming Getaway
10.0 out of 10, Exceptional, (15)
"The home is small but sufficient. Who ever remodeled was rather creative. Most choices worked, some fell short. The master is large and comfortable. Super soft bed. The other bedrooms are small but serviceable. The biggest issue is that there is almost no where to hang or place anything. The shower definitely needs somewhere to put your things. Only the master had a closet, but even that wasn't very helpful as a sagging shelf prevented using most of it. Host was very friendly and quick to...
Port Jervis' Charming Getaway
Beaver Lake Escape
10.0 out of 10, Exceptional, (3)
"Adorable little escape with added bonus of being on the lake and having a hot tub! Exactly what my husband and I needed to relax and reset! Host was beyond friendly and the house was clean. Would love to go back!"
The price is AU$388
includes taxes & fees
10 June - 11 June
Beaver Lake Escape
CREATIVES DREAM GETAWAY
10.0 out of 10, Exceptional, (1)
"Our group of 4 adults spent 3 nights in Ezequiel's beautiful property. It was cozy, beautifully decorated, comfortable, and the kitchen had everything you could possibly need. We enjoyed the lovely, tranquil outdoor space, and we had easy access to the attractions we were there to visit (Mohank Nature Preserve, CIA -Culinary Institute of America, Storm King Sculpture Park, etc.). Highly recommend and would definitely stay here again."
CREATIVES DREAM GETAWAY
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
9.6 out of 10, Exceptional, (11)
"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."
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Trails Head Tiny House
10.0 out of 10, Exceptional, (5)
"It was great"
The price is AU$189
includes taxes & fees
11 June - 12 June
Trails Head Tiny House
Cozy family-friendly home!
10.0 out of 10, Exceptional, (3)
"Older manufactured home has been updated. We appreciated that each area had its own mini split unit for individual climate control. Area felt safe and quiet. Good hot water and water pressure. Kitchen was stocked for stovetop cooking but not much for baking, and no water glasses. (We just drank everything from the coffee cups.) Split bedroom layout was good for two couples. "
The price is AU$434
includes taxes & fees
10 June - 11 June
Cozy family-friendly home!
Delaware Riverfront Cabin -Just 90 Miles from NYC
10.0 out of 10, Exceptional, (109)
"My husband and I booked our stay for our babymoon and we had the best relaxing weekend before our new addition joins us!"
Delaware Riverfront Cabin -Just 90 Miles from NYC
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, (30)
"This place is wonderful!!!! It was a beautiful stay."
The price is AU$545
includes taxes & fees
13 June - 14 June
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Bluming Fields - A private home on a 150-acre horse farm.
9.6 out of 10, Exceptional, (5)
"This is a beautiful home, well laid out, and perfect the needs of our group. The host was accommodating and responsive. I would definitely recommend!"
The price is AU$987
includes taxes & fees
10 June - 11 June
Bluming Fields - A private home on a 150-acre horse farm.
Newly Renovated Gorgeous Home in Goshen
9.8 out of 10, Exceptional, (32)
"Lovely house, with very responsive and helpful owners. "
Newly Renovated Gorgeous Home in Goshen
Sweet and spacious mountain view home w/fireplace!
9.8 out of 10, Exceptional, (14)
"Sweet space, well-stocked and nice open living and kitchen area. We enjoyed watching birds eat from the bird feeders and a family of deer graze in the meadow and along the edge of the woods! The location was situated well for accessing nearby hiking and is not far from scenic Hudson landmarks. Excellent quiet place to relax and take things at your own pace."
The price is AU$604
includes taxes & fees
11 June - 12 June
Sweet and spacious mountain view home w/fireplace!
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!
10.0 out of 10, Exceptional, (5)
"OUTSTANDING location! The views are incredible! Great outdoor area for a bonfire and family time! Hot tub! Grill! Not to mention the rooms are perfection with attention to detail. There is even a family room with a baby bed and play pen which was perfect for my daughter and her little family. The owners of the property answered our questions 24/7 and were always very gracious and kind. Constantly asking if we needed anything to make our stay better. The restrooms had towels with all kinds of...
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 10+!
Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.
10.0 out of 10, Exceptional, (14)
"I can't rave enough about this house! It was absolutely adorable... beautifully decorated, felt so cozy and comfortable. We LOVED it. (I don't like when you are in a house with nothing on the walls and it feels unlived in - this house feels loved and lived in!) I loved the blackboard with the listings for restaurants, what to see, etc. We enjoyed the screened in porch, beautiful grounds, sound of the nearby water, and the cozy and spacious living room. The living room furniture was so...
Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.
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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
9.0 out of 10, Wonderful, (2)
"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. "
The price is AU$419
includes taxes & fees
9 June - 10 June
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 AU$430
includes taxes & fees
10 June - 11 June
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.

Middletown Holiday Homes information

Number of reviews
418
Accommodation
465 Holiday Homes
Lowest Price
AU$189
Highest Price
AU$987

Recent Reviews in Middletown
Expedia verified reviews