Middletown vacation rentals

Driftwood Cottage on Welcome Lake-peaceful retreat

This gem of a vacation rental is perfectly situated on a private lake. Recently renovated, the main level features an open concept living area, with a cozy fireplace for chilly evenings, upgraded kitchen, a master bedroom with a luxurious en-suite bathroom. A charming loft serves as a cozy relaxation spot or additional sleeping area. Each room offers a spectacular lake view. Two full bathrooms ensures everyone has space to unwind. Outdoor includes a hot tub, perfect for relaxation by the lake.

Mountain Lake House

Now includes SIX FREE MEMBERSHIPS to our Pool, Lake and Tennis Clubs!!! Our clean, comfortable townhome has everything you need to enjoy this beautiful area year round. Summer visitors enjoy our sparkling heated community pool, beach, golf course, and lake. In winter, 3 major ski areas are nearby. The Poconos are renown for fall foliage, and we’re only minutes away from Kalahari, North America’s largest indoor water park. Minimum Age to Rent is 25--Tobyhanna Township Registration #012434.

Modern Cozy "Romi's Ranch"<5min drive to 2 Beaches

Imagine escaping to the serene beauty of the Pocono Mountains and staying at Romi's Ranch, where relaxation, adventure, and rustic elegance converge—in Long Pond. Within a 5-mile radius, you can access all the fun activities the Poconos offer, making your stay truly memorable. If it's a rainy day, you won't need a "Raindy-check," as we offer indoor entertainment: games, puzzles, and cozy books! We also have an on-site office and a gym. Age: Minimum age of 25 years Township Reg #:- 020810

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Villa in the heart of Pocono with amazing views

Escape to this paradise villa on a 6 Lakes Community Beautiful views with only minutes walking to the lake, huge 1200 sq feet deck facing the lake and an amazing nature, house is on a privet 5 acres land with amazing nature. That’s what I call a relaxing retreat! Conveniently located within 2 to 15 min to all attractions that Poconos has to offer. Our Community are not gated and have 6 lakes, 2 beaches, and 2 pools. Indoor & outdoor, community game room bar and a snack bar at the lodge,

Sweet Home Poconos

Beautiful home with plenty outdoor living area, access to pools, sport courts, lake, our own ski slopes and so much more! Within minutes of our gates there is horseback riding, zip lines, tree adventure programs, go-kart racing, Delaware River National Park, walking trails, Shawnee Ski Area. If you want to go for a drive you’ll get to Camelback, Kalahari Water Park, The Commons Outlet Mall which features over 100 designer stores. Most important, we welcome guests of all walks of life

Spacious vacation home in the heart of the Poconos

Relax with the whole family at this peaceful home in exclusive Pinecrest Lake and Golf Club that includes access to golf, lake and heated pool swimming, the clubhouse restaurant, etc. Gorgeous three level home with 5 Bedrooms, Loft, 4 Bath. The rec room and outdoor hot tub on the patio allow for limitless entertainment and relaxation surrounded by nature. Close drive to shopping at the Outlets and multiple resorts add to. Minimum Age to Rent: 25 Township Registration #009500

GameRoom-PetFriendly-A/C FirePit-FastWiFi-ClubPool

Escape to The Penn House – A Pet-Friendly Getaway! 🏡✨ Just 90 minutes from NYC, this spacious 4-bedroom, 2-bath home offers the perfect retreat. Enjoy a game room and top-notch amenities, including pools, lakes, tennis, basketball, a ski lift, and a fitness center. Outdoor adventures await! Explore Bushkill Falls, Shawnee Ski Resort, ziplining, and more—all within 15 minutes. Camelback Ski & Water Park is just 35 minutes away. Don’t wait—book your unforgettable stay today!

Riverfront! Swim, Fish, Hot Tub & Game Barn.

Fish, Tube, Hot tub and Game room! All in one property! This exquisite riverfront home has 3 bedrooms and a sleeping loft. This magical property is 7 acres on the River. Bellayre beach 15 mins and Windham mountain biking 30 mins. Hike, s’mores by the fire, hang out in the 3 season game barn equipped with a pool table and darts, have a drink in the riverside hot tub. 5 mins to retro bowling and restaurants. NO FIRST TIME RENTERS ID VERIFIED/REVIEWED RENTERS ONLY.