Holiday rentals with a pool in Greenwood Lake

Ski-in/Ski-out, Hike, Bike, Wine-Rustic Chic Stays

Ski-In/Ski-Out, Waterpark & Biking - 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, golf, the Appalachian Trail & Warwick, NY. Plus, just 30 minutes to LEGOLAND & 1 hour from NYC!!

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Themed| Lake | Pool | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" experience in mind, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

✰ 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.

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

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!

Cozy, Modern Retreat in the Woods of Cold Spring

Newly renovated with modern style and amenities yet retaining all of its rustic warmth and charm, our home is perfect for your next get away. Outdoors, enjoy the salt water pool, patio, grill and fire pit in our secluded setting. Indoors we offer a sauna, steam shower, central heat and air, a woodburning fire place, ping pong table, washer and dryer, and a fully loaded kitchen. Located 7 minutes drive from charming Cold Spring and just across the river from West Point.

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.

Private Country Getaway

This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.

Renovated Forest Oasis with Pool & Fire-pit

Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit - perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.