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Search Condos Rentals in Middletown from CA $171

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Middletown Condo Rentals

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
Fridge, microwave, stovetop, dishwasher

Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax

8.8 out of 10, Excellent, (77)
"We enjoyed our stay at this condo. There was plenty of space for us to hang out and sleep. We used the kitchen a lot and for the most part it was well equipped. We could have used more things like larger bowls to mix things or for chips. The downstairs bathroom shower could also use a curtain so that the water doesn’t get everywhere. The condo was easy to find and check in. The owner reached out to make sure we were good which was nice. Overall our family was happy with the unit "
The price is CA $173
CA $521 total
includes taxes & fees
May 11 - May 12
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
Hike, Ski & Golf: Mtn-View Codo in Vernon Township
TV, fireplace

Hike, Ski & Golf: Mtn-View Codo in Vernon Township

10.0 out of 10, Exceptional, (10)
"My husband and myself both agree it was one of the most peaceful vacations we had alone in a few years. We did have a little issue checking in at the gate but the contact person responded quickly.. the inside was really nice and the hot tub was a plus. We look forward to going back hopefully before the end of the summer.."
Hike, Ski & Golf: Mtn-View Codo in Vernon Township
Located next to the Ski Resort, Bike Park and Water Park
Outdoor pool, a heated pool

Located next to the Ski Resort, Bike Park and Water Park

10.0 out of 10, Exceptional, (161)
"Family lives in Warwick NY & this was the perfect distance from their home! Kristof & Barbara were awesome hosts & their condo was great!!"
Located next to the Ski Resort, Bike Park and Water Park
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
Property grounds

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

10.0 out of 10, Exceptional, (56)
"Stayed for a break after working 19 hour days. Relaxing wonderful. Thank uou"
The price is CA $234
CA $448 total
includes taxes & fees
May 1 - May 2
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
MountainCreek,Chic Entire 2 Bedroom Condo for 6 people at Great Gorge Village
Fridge, microwave, oven, stovetop

MountainCreek,Chic Entire 2 Bedroom Condo for 6 people at Great Gorge Village

9.6 out of 10, Exceptional, (11)
"Easy access, convenient location and comfortable accommodations! Owner was quick to respond to questions. Would stay here again!"
The price is CA $171
CA $358 total
includes taxes & fees
May 1 - May 2
MountainCreek,Chic Entire 2 Bedroom Condo for 6 people at Great Gorge Village
SUNSETS at Mountain Creek. Balcony! Ski in/out, Pool, hot tub, wineries!
A heated pool

SUNSETS at Mountain Creek. Balcony! Ski in/out, Pool, hot tub, wineries!

10.0 out of 10, Exceptional, (35)
"Overall great stay! Met our needs to visit family in the area for an extended stay."
SUNSETS at Mountain Creek. Balcony! Ski in/out, Pool, hot tub, wineries!
1 Bedroom Condo at "The Appalachian" - Mountain Creek Resort Hotel
Lobby

1 Bedroom Condo at "The Appalachian" - Mountain Creek Resort Hotel

8.6 out of 10, Excellent, (13)
"Made for a great short family vacation"
1 Bedroom Condo at "The Appalachian" - Mountain Creek Resort Hotel
Cozy 2BR condo w/ valley views
Dining tables

Cozy 2BR condo w/ valley views

9.6 out of 10, Exceptional, (13)
"Great location, spacious and super cozy w comfy linens and beds. 3 mins to mountain. Provides toiletries, great communication. Great local neighbors & residents "
The price is CA $180
CA $406 total
includes taxes & fees
May 5 - May 6
Cozy 2BR condo w/ valley views
Beautiful Mountain Retreat 3 Bedroom Getaway!
Property grounds

Beautiful Mountain Retreat 3 Bedroom Getaway!

10.0 out of 10, Exceptional, (56)
"The house was great, great location. Host was very responsive. "
Beautiful Mountain Retreat 3 Bedroom Getaway!
Vernon Township Condo w/ Balcony Near Ski Lifts!
TV

Vernon Township Condo w/ Balcony Near Ski Lifts!

9.0 out of 10, Wonderful, (19)
"Place "
Vernon Township Condo w/ Balcony Near Ski Lifts!
Blue Cactus
Pool

Blue Cactus

10.0 out of 10, Exceptional, (12)
"Amazing host with excellent communication. Will definitely be back!"
Blue Cactus
vernon luxury ski in ski out condo
Property grounds

vernon luxury ski in ski out condo

9.8 out of 10, Exceptional, (60)
"Enjoyed our stay"
vernon luxury ski in ski out condo
Mountain Resort | Pool | Hot Tubs | Gym | Café | Wineries 330
A heated pool

Mountain Resort | Pool | Hot Tubs | Gym | Café | Wineries 330

9.8 out of 10, Exceptional, (7)
"My wife birthday we are enjoying ..we will back again Thanks."
The price is CA $207
CA $393 total
includes taxes & fees
May 1 - May 2
Mountain Resort | Pool | Hot Tubs | Gym | Café | Wineries 330
Mtn front condo with amazing views Appalachian @ Mtn Creek - pool - hot tub -340
A heated pool

Mtn front condo with amazing views Appalachian @ Mtn Creek - pool - hot tub -340

10.0 out of 10, Exceptional, (16)
"Gerry’s place was very clean, well s"
The price is CA $207
CA $428 total
includes taxes & fees
May 1 - May 2
Mtn front condo with amazing views Appalachian @ Mtn Creek - pool - hot tub -340
Cozy Getaway By Mountain Creek
Fridge, microwave, oven, stovetop

Cozy Getaway By Mountain Creek

10.0 out of 10, Exceptional, (7)
"Location is right between Main Lodge and South Lodge ( 1 mile to each). Super clean and an overall great stay. "
Cozy Getaway By Mountain Creek
NEW I Mountain Creek I Vernon I Ski Lodge I Spring
Pool

NEW I Mountain Creek I Vernon I Ski Lodge I Spring

10.0 out of 10, Exceptional, (110)
"We had an amazing stay at this property! It was the perfect fit for our family. The location was fantastic, offering both convenience and a peaceful atmosphere. The property was exceptionally well-maintained, and we could tell that a lot of care had been put into making it a great place for guests. Our kids had an absolute blast, and they’re already asking when we can come back next year! We highly recommend this property to anyone looking for a wonderful getaway. Can’t wait to return!"
NEW I Mountain Creek I Vernon I Ski Lodge I Spring
Mountain Resort | Pool | Hot Tubs | Gym | Café | Wineries | Hiking | 312
A heated pool

Mountain Resort | Pool | Hot Tubs | Gym | Café | Wineries | Hiking | 312

9.6 out of 10, Exceptional, (30)
"Great place to stay! Our family loved the condo. It was a great set up and conveniently located for skiing."
The price is CA $346
CA $647 total
includes taxes & fees
May 1 - May 2
Mountain Resort | Pool | Hot Tubs | Gym | Café | Wineries | Hiking | 312
Modern Vernon Township Condo Near Ski & Water Park
Interior

Modern Vernon Township Condo Near Ski & Water Park

9.4 out of 10, Exceptional, (3)
"Rhe facility iams nice. Further away from other locations than expected. Great if you want to relax and stay in."
Modern Vernon Township Condo Near Ski & Water Park
Resort !st Floor walk out patio Pool Hot Tub Wineries Breweries Hiking 118
Exterior

Resort !st Floor walk out patio Pool Hot Tub Wineries Breweries Hiking 118

10.0 out of 10, Exceptional, (7)
"Everything was wonderful. This was my second time at the Appalachian. For this particular room I'd just suggest a window covering over the window/door to patio. It gets quite bright if someone is trying to sleep on the sofa or for watching tv during the day. "
The price is CA $207
CA $428 total
includes taxes & fees
May 1 - May 2
Resort !st Floor walk out patio Pool Hot Tub Wineries Breweries Hiking 118
Mtn Resort| Pool | Hot Tub| Wineries| Hiking| Mtn Front| Foliage| 136
Smart TV, fireplace

Mtn Resort| Pool | Hot Tub| Wineries| Hiking| Mtn Front| Foliage| 136

10.0 out of 10, Exceptional, (2)
"The room was nice, updated and clean. The location is so close to the ski lift you can literally Ski in and out of the room. The beds could be a little softer but are adequate. They are doing work in the hallways of the building but it didn't disturb us. The pool is also right outside the room. The hallways smelled like weed for our entire stay but it didn't get into our room and this is not the owners fault at all. The room was stocked with more then enough paper goods and soaps for our...
The price is CA $346
CA $647 total
includes taxes & fees
May 1 - May 2
Mtn Resort| Pool | Hot Tub| Wineries| Hiking| Mtn Front| Foliage| 136
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

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
5 bedrooms, desk, iron/ironing board, free WiFi

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (73)
"We had an amazing stay at this property! Everything was exactly as described—clean, comfortable, and beautifully maintained. It felt like a true home away from home. The location was perfect, and all the amenities were thoughtfully provided.What really stood out was how smooth and stress-free the whole process was. Communication with the owner was excellent from start to finish—quick responses, clear instructions, and super helpful throughout. It made the entire experience even better.Highly...
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
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, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is CA $232
CA $385 total
includes taxes & fees
May 1 - May 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Cozy Cabin with Sauna & Firepit!
Outdoor dining

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (24)
"We stayed at this cozy cabin in Monroe for 4 days since we were looking for a somewhat close location to West Point to visit our cadet. This cabin had plenty of room for the three of us. The floor plan was open, which was nice. The beds are comfy, and there are several useful amenities of which to take note. These included fresh towels for the bathroom and sauna, shampoo/conditioner/body wash dispensers in the bathroom, plenty of board games to keep you occupied, and a functioning T.V. I have to...
Cozy Cabin with Sauna & Firepit!
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.

Frequently asked questions

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What is there to do in Middletown near my condo?
If you’d like to explore the best of Middletown, check out Orange County Fair Speedway. It’s a favorite with locals and visitors alike.