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Check prices for these dates

Next weekend
Jun 20 - Jun 22
In two weeks
Jun 27 - Jun 29
In one month
Jul 11 - Jul 13
In two months
Aug 8 - Aug 10

Condo Rentals in Middletown

Vernon Condo w/ Deck, Near Appalachian Trail!
Property grounds

Vernon Condo w/ Deck, Near Appalachian Trail!

7.8 out of 10, Good, (36)
"The place was absolutely beautiful. Want to come back again very soon"
Vernon Condo w/ Deck, Near Appalachian Trail!
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Interior

Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour

10.0 out of 10, Exceptional, (38)
"Great Location and responsive owner. Thank you"
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Vernon Township Condo w/ Balcony Near Ski Lifts!
Interior

Vernon Township Condo w/ Balcony Near Ski Lifts!

9.0 out of 10, Wonderful, (19)
"The space was perfect for a weekend getaway. Super close to Mountain Creek."
Vernon Township Condo w/ Balcony Near Ski Lifts!
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."
$247 nightly
The price is $279
Jun 18 - Jun 19
Total includes taxes and fees
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
2 bedroom cozy condo with parking on premises
Fridge, microwave, oven, stovetop

2 bedroom cozy condo with parking on premises

10.0 out of 10, Exceptional, (24)
"Clean, convenient access to skiing and dining. Overall, it was a great stay"
$260 nightly
The price is $294
Jun 17 - Jun 18
Total includes taxes and fees
2 bedroom cozy condo with parking on premises
SkyLift Lodge | Vernon I Luxury I Mountain Creek
Pool

SkyLift Lodge | Vernon I Luxury I Mountain Creek

10.0 out of 10, Exceptional, (111)
"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!"
SkyLift Lodge | Vernon I Luxury I Mountain Creek
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, (78)
"Wish we could have stayed longer. Great place and lots of room for your whole family. "
$370 nightly
The price is $418
Jun 18 - Jun 19
Total includes taxes and fees
Luxury 3 Br 2 Bath Condo With Steam Shower Ski Golf Relax
Discover Your Perfect Getaway! Beautiful Scenic Lakefront Condo
Property grounds

Discover Your Perfect Getaway! Beautiful Scenic Lakefront Condo

10.0 out of 10, Exceptional, (20)
"Easy Access for an event at the Fairgrounds."
Discover Your Perfect Getaway! Beautiful Scenic Lakefront Condo
Beautiful Mountain Retreat 3 Bedroom Getaway!
Property grounds

Beautiful Mountain Retreat 3 Bedroom Getaway!

10.0 out of 10, Exceptional, (60)
"The house was great, great location. Host was very responsive. "
Beautiful Mountain Retreat 3 Bedroom Getaway!
Mountain Retreat on Pristine Wetlands of Black Creek
Exterior

Mountain Retreat on Pristine Wetlands of Black Creek

9.6 out of 10, Exceptional, (64)
"Thank you for sharing your place with others! Great local getaway, thoroughly enjoyed our stay. Everything we needed for a weekend close to home. Pool/hot tub area great feature."
Mountain Retreat on Pristine Wetlands of Black Creek
Sun-Lit Vernon Condo < 2 Mi to Ski Resort!
Property grounds

Sun-Lit Vernon Condo < 2 Mi to Ski Resort!

9.8 out of 10, Exceptional, (10)
"We had everything we needed for a short ski getaway. It's nice to be close to the slopes and have a comfortable place to relax afterward!"
Sun-Lit Vernon Condo < 2 Mi to Ski Resort!
2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!
Outdoor dining

2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!

2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North!
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 Creek Condo w/ Grill: Walk to Lifts!
Outdoor dining

Mountain Creek Condo w/ Grill: Walk to Lifts!

9.0 out of 10, Wonderful, (7)
"Excellent location,, cute condo, even has a washing machine to freshen up towels."
Mountain Creek Condo w/ Grill: Walk to Lifts!
Cozy Getaway By Mountain Creek
Fridge, microwave, oven, stovetop

Cozy Getaway By Mountain Creek

10.0 out of 10, Exceptional, (9)
"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
2 Bedroom 2 Bath Hotel Condo at Mountain Creek Resort
A heated pool

2 Bedroom 2 Bath Hotel Condo at Mountain Creek Resort

9.6 out of 10, Exceptional, (35)
"Clean, spacious. Great location. Awesome communication"
2 Bedroom 2 Bath Hotel Condo at Mountain Creek Resort
Blue Cactus
Pool

Blue Cactus

10.0 out of 10, Exceptional, (14)
"Amazing host with excellent communication. Will definitely be back!"
Blue Cactus
3 Bedroom Ski On Ski Off Condo With Great Views. Unique property! Near Spa
Interior

3 Bedroom Ski On Ski Off Condo With Great Views. Unique property! Near Spa

8.2 out of 10, Very Good, (37)
"Everything was excellent, great location, everything was very accessible, super clean house, I intend to go again"
3 Bedroom Ski On Ski Off Condo With Great Views. Unique property! Near Spa
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, (12)
"It was a great time the place was amazing "
MountainCreek,Chic Entire 2 Bedroom Condo for 6 people at Great Gorge Village
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, (162)
"Clean and close to places that I had to go to"
Located next to the Ski Resort, Bike Park and Water Park
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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Frequently asked questions

Why book your condo in Middletown with Expedia?
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How can I find cheap condos in Middletown?
Expedia can help you narrow your search for cheap condos in Middletown. To book a superb stay in a couple of clicks, simply use our convenient filter tool to refine your search results by budget, amenities and star rating.
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.