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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

Compare 87 Condo Rentals in Middletown with updated reviews, rates, and availability.

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)
"Wish we could have stayed longer. Great place and lots of room for your whole family. "
The price is $377
includes taxes & fees
$333 per night
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)
"Excellent location everything good, all beautiful "
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)
"Looked just like the pictures, very clean and well appointed, was perfect for our trip."
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)
"We had a great stay."
The price is $324
includes taxes & fees
$287 per night
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)
"loved it all "
The price is $259
includes taxes & fees
$229 per night
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)
"Great as always (this is our 3rd year coming here)"
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)
"A perfect convenient condo that was close to the mountain with friendly host."
The price is $280
includes taxes & fees
$248 per night
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)
"Great location for skiing. "
Beautiful Mountain Retreat 3 Bedroom Getaway!
Vernon Township Condo w/ Balcony Near Ski Lifts!
Interior

Vernon Township Condo w/ Balcony Near Ski Lifts!

9.0 out of 10, Wonderful, (19)
"Our trip was overall great. "
Vernon Township Condo w/ Balcony Near Ski Lifts!
Blue Cactus
Pool

Blue Cactus

10.0 out of 10, Exceptional, (12)
"everything is great"
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)
"Great location. Host was very helpful. Definitely recommend. So many amenities "
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)
"Top Notch"
The price is $284
includes taxes & fees
$253 per night
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)
"An excellent hotel "
The price is $309
includes taxes & fees
$275 per night
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)
"We loved this property. It was perfect for our group and had everything we needed to have a great weekend in the Vernon area. It was clean, communication was awesome and we wouldn’t change a thing!"
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)
"Fabulous & fun. Great location! Very kind & responsive host! "
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 $468
includes taxes & fees
$415 per night
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)
"Property was really beautiful. It was spacious and very well-stocked. Beds were very comfortable. Lots of room to spread out. Owners were very responsive. View was beautiful."
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)
"A+ vooking teip and company"
The price is $309
includes taxes & fees
$275 per night
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 $468
includes taxes & fees
$415 per night
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)
"Celebrated my husbands 50th birthday and the property was perfect!"
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)
"Great place and host!"
The price is $278
includes taxes & fees
$246 per night
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)
"Excellent "
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.