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Middletown Vacation Rentals

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Browse Select Middletown Vacation Homes

Entire Lakehouse Cabin by Mountain Creek & Warwick
Private kitchen
Entire Lakehouse Cabin by Mountain Creek & Warwick
10.0 out of 10, Exceptional, 100 reviews
"This house is comfortable and beautifully appointed. The kitchen is great and the location is ideal if you are looking for easy and relaxing. The lake is steps away and super private as is the house. Super for a peaceful getaway."
Entire Lakehouse Cabin by Mountain Creek & Warwick
Lakefront Luxury on Greenwood Lake
Property grounds
Lakefront Luxury on Greenwood Lake
10.0 out of 10, Exceptional, 116 reviews
"This is our second visited and we are still in love with the Lake House!"
Lakefront Luxury on Greenwood Lake
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Smart TV, fireplace
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
9.4 out of 10, Exceptional, 13 reviews
"Nice place in a property that's past it's prime and could use a refresh."
The price is CA $218
CA $446 total
includes taxes & fees
Jun 24 - Jun 25
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out
Renovated Goshen Cottage w/Deck, Grill & Fire Pit
Property grounds
Renovated Goshen Cottage w/Deck, Grill & Fire Pit
9.8 out of 10, Exceptional, 35 reviews
"My fiance (at the time!) and I stayed here and absolutely loved it for our wedding weekend. We loved the space around the property which was both beautiful and private, and the space was just the right size for a couple or two (it was just us of course, but we had our parents over for dinner one night and it was perfect for hosting). The primary bedroom's AC wasn't the best (didn't seem to be blowing out of the floor vent as much as the rest of the house) but luckily it was cool enough at night...
The price is CA $411
CA $732 total
includes taxes & fees
Jul 3 - Jul 4
Renovated Goshen Cottage w/Deck, Grill & Fire Pit
LOCATION ! This unique property is walking distance to the Village of Warwick!
Microwave, oven, dishwasher
LOCATION ! This unique property is walking distance to the Village of Warwick!
10.0 out of 10, Exceptional, 5 reviews
"The house is adorable. The neighborhood is quiet and safe. We had a comfortable stay and easy access to the grocery store, restaurants, and nearby towns."
LOCATION ! This unique property is walking distance to the Village of Warwick!
Sweet and spacious mountain view home w/fireplace!
Interior
Sweet and spacious mountain view home w/fireplace!
9.8 out of 10, Exceptional, 14 reviews
"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 CA $342
CA $545 total
includes taxes & fees
Jun 24 - Jun 25
Sweet and spacious mountain view home w/fireplace!
Trails Head Tiny House
Exterior
Trails Head Tiny House
10.0 out of 10, Exceptional, 5 reviews
"It was great"
The price is CA $108
CA $170 total
includes taxes & fees
Jun 26 - Jun 27
Trails Head Tiny House
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, 31 reviews
"This place is wonderful!!!! It was a beautiful stay."
The price is CA $259
CA $513 total
includes taxes & fees
Jun 24 - Jun 25
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Modern Countryside Haven
Fridge, microwave, oven, stovetop
Modern Countryside Haven
8.8 out of 10, Excellent, 8 reviews
"We loved the property. The house was spotless and beatifully decorated in a mid century style. Bright and airy with great views of the countryside. Our host was very attentive and touched base with us throughout our stay."
Modern Countryside Haven
The Woodbury Cottage
Property grounds
The Woodbury Cottage
10.0 out of 10, Exceptional, 1 review
"We really enjoyed relaxing on the front porch after a busy day out. Beds were very comfortable. So nice to be able to sit around and visit, instead being in a hotel, sitting on beds. We did miss having a microwave to use. Very nice and affordable."
The Woodbury Cottage
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
Interior
Pet-Friendly ‘Pond View Loft' w/ Private Pool!
9.6 out of 10, Exceptional, 11 reviews
"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!
Adorable Cottage on the Edge of the National Forest and Trails and Walk to Town
Fridge, microwave, oven, stovetop
Adorable Cottage on the Edge of the National Forest and Trails and Walk to Town
10.0 out of 10, Exceptional, 1 review
"Went with my mother, sister, and two young nieces for a long weekend to visit the cemetery and the surrounding areas where our relatives used to live. I do not think that we could have picked a better location to stay. The location was the very definition of "Almost completely secluded while being right outside of town." It sounds cliché, I know, but we all thought while there that the pictures did not do the place justice. It was very open and spacious, our group never felt like we were...
The price is CA $240
CA $550 total
includes taxes & fees
Jun 24 - Jun 25
Adorable Cottage on the Edge of the National Forest and Trails and Walk to Town
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
1 bedroom, desk, iron/ironing board, travel crib
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, 38 reviews
"My husband and I greatly enjoyed our stay! We mentioned that we were traveling for our honeymoon and upon our arrival, the host had left a bottle of wine and some little decorations on the dining room table to celebrate our marriage! It was so thoughtful and sweet!! The Vrbo itself was cozy and tidy. We enjoyed cooking in the kitchen and listening to the music of Motown on the cd player. Our host was prompt to respond to messages and answered all questions clearly. We loved staying close to so...
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Historic former hotel with amazing kitchen, near great hiking; great for groups!
Property grounds
Historic former hotel with amazing kitchen, near great hiking; great for groups!
10.0 out of 10, Exceptional, 36 reviews
"I was looking for somewhere that had many rooms for single and couple adults to stay at for a long weekend birthday celebration. It was super difficult to find somewhere with rooms relatively the same size and separate/private, until I came upon this listing. That was the impetus, and the reality was even better than we could have imagined. We spent most of our time in the large kitchen/dining room: cooking, eating, laughing, conversing, and playing games. At nights we would all go into large...
Historic former hotel with amazing kitchen, near great hiking; great for groups!
Delaware Riverfront Cabin -Just 90 Miles from NYC
Property grounds
Delaware Riverfront Cabin -Just 90 Miles from NYC
10.0 out of 10, Exceptional, 109 reviews
"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
Renovated 1850's Cottage on Storm King Mountain
Property grounds
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, 8 reviews
"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
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
10.0 out of 10, Exceptional, 31 reviews
"We came for West Point graduation. It was perfect in its location to West Point. Beds were good, its was very clean, and the hot tub was great! The owners communicated well and helped us with our scheduling. We highly recommend this place!"
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
3 bedroom country home off hiking trail
Fridge, microwave, oven, stovetop
3 bedroom country home off hiking trail
8.6 out of 10, Excellent, 8 reviews
"The house was an older cute home. Very comfortable and inviting. The owner Tony was very easy to talk with and a great communicator. The kitchen is lovely and had plenty of things for your need. We really enjoyed our stay! 😊"
The price is CA $188
CA $611 total
includes taxes & fees
Jun 27 - Jun 28
3 bedroom country home off hiking trail
5 Acre Modern Mountain Farm
Property grounds
5 Acre Modern Mountain Farm
9.4 out of 10, Exceptional, 19 reviews
"Property was what we expected. Very nice quiet area, lots of room in the house to make all of us 8 adults feel comfortable, like plenty of room on the outside deck… There are minor things that could be addressed, which I’m sure they are well aware. I would recommend for a group that just wants to get away and relax. "
The price is CA $599
CA $976 total
includes taxes & fees
Jun 25 - Jun 26
5 Acre Modern Mountain Farm
Sun Drenched Lakefront Cove
Fridge, microwave, oven, stovetop
Sun Drenched Lakefront Cove
9.0 out of 10, Wonderful, 9 reviews
"Beautiful location"
Sun Drenched Lakefront Cove
Don't see what you're looking for?
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
Luxury Studio | Private kitchen
Cottage Suites
3.0 star property
9.0 out of 10, Wonderful, 2 reviews
"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 CA $180
CA $382 total
includes taxes & fees
Jun 22 - Jun 23
Cottage Suites
Lazy River Cottage on the Delaware River
Fireplace, books, music library, stereo
Lazy River Cottage on the Delaware River
10.0 out of 10, Exceptional, 121 reviews
"What a lovely cottage right on the river! The cottage was immaculately clean and decorated tastefully. We had a good experience communicating with David. We really enjoyed sitting in the chairs right by the river as well as the table top fire on the deck. The weather was glorious and we were able to check out one of the local trails. We even saw a bald eagle right on the property. The only negative, which can't be helped, is the sound of the busy road on the New York side of the river. We were...
Lazy River Cottage on the Delaware River
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, 96 reviews
"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 CA $277
CA $392 total
includes taxes & fees
Jun 24 - Jun 25
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.

Middletown Vacation Homes information

Number of reviews
589
Accommodation
458 Vacation Homes
Lowest Price
CA $108
Highest Price
CA $599

Recent Reviews in Middletown
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Tru by Hilton Middletown

Tru by Hilton Middletown

5/5 Excellent
"Good"
A verified traveller stayed at Tru by Hilton Middletown
Posted 23 hours ago
Tru by Hilton Middletown