
Condo vacation rentals in Middletown
Find and book unique condos on Airbnb
Top-rated condo rentals in Middletown
Guests agree: these condos are highly rated for location, cleanliness, and more.

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5
Read our Reviews :) They speak for themselves. LUXURY Unit Sleeps 5 Non Smoking Fully stocked pantry for a weekend getaway or a long stay with meal prep. Looking for a modern room for a weekend away at the year round pool and hot tubs? Well you came to the right place. The Appalachian is located directly on the Mountain Creek offering activities for every season such as the Snowsports, Mountain Biking, Waterpark, Golfing, Treescape Ziplines, Golfing, Horseback ridding, and 24/7 fitness Gym.

Spacious and stylish entire one bedroom apartment.
Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

The Oasis of Vernon
Welcome to your dream getaway in Vernon, New Jersey, where a world of relaxation awaits you. Our stunning condo, nestled in front of the lush golf course and just steps away from the renowned Mineral Resort and Spa, promises an unforgettable stay. Enjoy rejuvenating indoor and outdoor pools, spa, and a state-of-the-art gym for a fee if you visit with a member of the resort. Each member is allowed 2 guest. If you arent a member, you can book a Spa Service to be able to enjoy the amenities.

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
METICULOUSY MAINTAINED FULLY Renovated Upper level 2 bedroom condo located in the Great Gorge Mountain Creek Ski Resort in Vernon NJ. Want to get away for a day, a week or even for a weekend? Load up the golf clubs, put the skis on the roof rack and don’t forget the mountain bikes, hiking boots, swim wear, or fishing gear! Chill out and relax at this comfortable space. This unit is located a 3 minute walk to the slopes and to Minerals Spa. This Condo features Smart home features Alexa.

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
The Appalachian is a true 4 season resort overlooking Mountain Creek Ski Resort/ Waterpark and other activities such as farms, mountain biking, multiple golf courses, horseback riding, and ziplining! NEAR LEGOLAND (25 min drive) Hike the Appalachian Trails, tour the wineries and enjoy Octoberfest/Spas/Pumpkin and Apple picking. This is a true 4 season resort with a heated(in winter) year-round OUTDOOR pool/hot tubs/Suana. Ski-in/out right to the main lift from the building

Skiiis N Tees • Mountain Views, Cozy Vibes
Skiiis N’ Tees is a 3-bedroom, 2-bath, four-season getaway where mountain views and fresh air do wonders for the soul. Just a short drive from NYC, it’s perfect for couples, families, girls weekends, or guys’ golf trips. This stylish end-unit condo sits beside a 9-hole golf course and is just 5 minutes from the slopes. Hike, sip at vineyards, or go apple picking—there’s something for everyone. One dog stays free. Pack & Play available. Come for the views and stay for the vibes!

Upscale Condo Ski-In/Out Mountain Creek 1 hr NYC
Voted NJ’s #1 new host!!! Experience a grand escape in our NEW UPSCALE and LUXURIOUS STUDIO at The Appalachian Hotel at Mountain Creek, NJ. The most convenient ski-in ski-out resort, just walk to the lifts. BOOK NOW and go skiing, snowboarding, snow tubing, hot tub & heated pool swimming, mtn biking, horseback riding, hiking, golf, water park, visit farms, wineries & more! Then, relax at our super soft king bed, sleeper sofa, amazing bathroom and cozy fireplace. You'll love it!

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna
NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Steps away from ski mountain & gondola ! Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
Location, location, location! This is a very unique, open concept unit. In lieu of a balcony, it has a huge picture window that allows breathtaking center building panoramic views of the slopes! It's also a top floor unit so extra height ceilings. That open concept continues inside where the walls were minimized leading to the master bedroom having an archway in lieu of a door. The result is a very spacious main living area perfect to gather in front of the fire.

Sunsets at Mountain Creek! Walk to ski slopes!
Your whole family will love this stylish, centrally located hotel condo at the base of the mountain! Awesome 1 bedroom condo on the 3rd floor of the majestic Appalachian hotel. You’ll be in the middle of all the action - true ski in / out, mountain bike, zip line, water park, hiking, golf and much much more. Festivals, races, year round special events, hiking, wineries, Appalachian Trail, short drive to historic Warwick, NY. Enjoy pool, hot tub, sauna and more.

Ski-in/out|Pool|Hot Tub|Sauna - Rustic Chic Stays
Ski, snowboard, bike, hike, zip line-or relax in the Appalachian's outdoor, year-round, heated, outdoor pool, hot tubs & barrel sauna. This 1 bedroom, 1 bath condo has a King bed & Queen sofa bed - perfect for a couple, small group or family getaway. Located in The Appalachian, right next to Mountain Creek Resort! In the heart of Vernon Valley-near farms, golf, the Appalachian Trail & Warwick, NY. Plus, just 30 minutes to LEGOLAND & 1 hour from NYC!

Rustic Spa Retreat
10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!
Popular amenities for Middletown condo rentals
Weekly condo rentals

Cute and Convenient for 6!

Cozy condo in Ski Resort. 2 bedroom/2 bath Unit226

New Luxury Ski Condo-2 Full Bathrooms

Deluxe 1 Bdr | Walkout Patio to Pool & Hot Tub! | Mountain Creek Resort @ Appalachian

Blue Cactus

Shawnee Village, PA, 2 Bedroom King Depuy #1

Shawnee Village, Poconos, PA.-2Bd

1BR/1BA Premium Suite #418
Pet-friendly condo rentals

Shawnee Village 2 bedroom Sleeps 6

Amused at the Mews

Explore Minnewaska, rail trail + farm-to-table

Cozy Fall Escape - MTN Creek

Chic-Retro Ski Loft | Mountain Creek slope-side

Luxury 2BR/2BA Mountain Escape – 2 Min to Ski/Spa

Cozy & walking distance to town *fall dates!*

Hudson Valley Cottage Apartment
Condo rentals with a pool

Wyndham Shawnee Village | 2BR/2BA Balc Queen Suite

Shawnee Village Condo - 2bed/2bath RidgeTop Deluxe

Red Lodge Chalet - Ski on Ski off / 3 Bedroom

Poconos 2 bedrooms

Club Wyndham Shawnee on the Delaware

2-Bedroom Condo Near Lake Wallenpaupack

Wyndham Shawnee Village|1BR/1BA Full Balcony Suite

Tanglwood Resort - 1BR/1BA - Lake Wallenpaupack
Quick stats about condo rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at $140 CAD per night before taxes and fees

Verified guest reviews
Over 120 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middletown rentals

4.6 Average rating
Middletown stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Hudson Highlands State Park
- Riverside Park
- Brotherhood, America's Oldest Winery
- Promised Land State Park
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- St. Nicholas Park
- Rockland Lake State Park
- Campgaw Mountain Ski Area
- Mount Peter Ski Area
- Wawayanda State Park
- Great Falls Park
- Sterling Forest State Park
- Claws 'N' Paws




