
Condo vacation rentals in Middletown
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Top-rated condo rentals in Middletown
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Ski-in/Ski-out, Hike, Bike, Wine-Rustic Chic Stays
Ski-In/Ski-Out, Waterpark & Biking fun- Just Steps Away! Ski, snowboard, bike, hike, zip line - or relax in the Appalachian's outdoor, year-round, heated outdoor pool, hot tubs, & 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, trails, golf, the Appalachian Trail, & Warwick, NY. Plus, just 30 minutes to LEGOLAND!

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.

Cozy & walking distance to town *fall dates!*
Perfect for friends, couples, families, or solo-travelers looking for a comfortable home that’s centrally located and near some of Kingston’s best restaurants and shops! This historic two-unit home is walking distance to the waterfront and a short drive to incredible hikes and farms! *Pet-friendly (no extra fee) *Family-friendly (highchair + Pack n Play for babies, games for kids). Note: Parking onsite or arrive via Metro North to Poughkeepsie, Amtrak to Rhinebeck, or bus to Kingston

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

Chic Vernon Getaway | Pet-Friendly with Mtn Views
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!

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.

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.

206 · Renovated Chic Premium 1 bdrm
Beautiful, chic, newly renovated and updated 1 Bedroom premium Mt View unit at the Appalachian Mountain Creek. Designed for style as well as convenience, this unit features new hard flooring throughout as well as plantation style binds for a clean and crisp feel. Tucked into the lobby side of the building has easy access to the elevator. A large private balcony with great interior views of the pool and ski slopes.

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)!

2 Bedroom + Parking Cozy Condo•Mountain Creek•
Welcome to the Cozy Condo!!! Located at the Great George Village a peaceful gated community in the Mountain Creek area situated in Vernon Twp, NJ. This cozy condo offers a great place to stay while you are skiing in the mountains in winter or if you decide to go to the water park in the hot summer, mountain bike, zip line, tree climbing, golf, and more… This area offers a lot of fun activities.
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

Cozy private furnished apartment

Blue Cactus

Room in Minerals@Crystal Spring

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

Amused at the Mews

Explore Minnewaska, rail trail + farm-to-table

Shawnee village, Poconos timeshare

Cozy Fall Escape - MTN Creek

Chic-Retro Ski Loft | Mountain Creek slope-side

Luxurious Cozy Mountain Retreat

Hudson Valley Cottage Apartment

4BR Treetop Escape | Minerals, Orchards, Hiking
Condo rentals with a pool

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

Family Fun Poconos Condo

Red Lodge Chalet - Ski on Ski off / 3 Bedroom

Poconos 2 bedrooms

Club Wyndham Shawnee on the Delaware

Amenities Galore! Only Available 6/19/22 - 6/26/22

2-Bedroom Condo Near Lake Wallenpaupack

Wyndham Shawnee Village|1BR/1BA Full Balcony Suite
Quick stats about condo rentals in Middletown
Nightly prices starting at
Middletown vacation rentals start at R1,739 ZAR 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
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- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Hudson Highlands State Park
- Promised Land State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Riverside Park
- St. Nicholas Park
- Rockland Lake State Park
- Wawayanda State Park
- Great Falls Park
- Villa Roma Ski Resort
- Sterling Forest State Park
- Mount Peter Ski Area
- Campgaw Mountain Ski Area