Vacation rentals in Hopewell Junction

Dutchess Chalet - Hudson Valley Home w/ Hot Tub

Welcome to the Dutchess Chalet - a modern chalet in the Hudson Valley. Right off the Taconic parkway, this stylish home is quiet, spacious and set back on an acre of land on a friendly dead-end street. Whether you’re grilling, gazing at the stars in the hot tub, or just want to roast marshmallows around a fire pit - this is your home away from home. So close to gems like Fishkill Farms, Thunder Ridge, hiking or exploring popular local towns including Beacon, Rhinebeck and New Paltz. Book today ✨

Hudson Valley Suite Home Cinema, Fireplace, Gazebo

Escape to your large private Garden-Level Suite! Enjoy AN ENTIRE LOWER FLOOR featuring a luxury home cinema, full kitchen, and a King master with its own fireplace. Work remotely at 2 desks or relax in the sunroom and outdoor gazebo. A private entrance ensures seclusion. Located in Fishkill near hiking and Beacon. Hosts live upstairs but respect your privacy and often leave. The perfect high-end getaway for families or remote workers looking for fun and comfort in the heart of the Hudson Valley!

3000 sq ft Poughkeepsie home with chef's kitchen

A wonderful home for a couple's retreat or a family fun getaway. There's even a striped basketball court outside for the round ball players. And for the chefs, cooks or even the hash slingers, there's a beautifully laid out voluminous kitchen to prepare everyone's favorite dishes. Our spacious home located on the outskirts of the town of Poughkeepsie offers a centrally located base to the heart of the Hudson Valley, which has become one of the most sought after venues to visit in the Northeast.

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

VIEWS on Hudson River / Luxury Modern Home

Come stay on the HUDSON RIVER WATERFRONT Bluff. It is one of the most magical, luxurious experiences in all of NY. The views are insane! It's literally the perfect getaway with a major *WOW* factor - if you're wanting something very, very special. :) You'll have complete access to my gorgeous, modern, designer, peaceful mid-century home and deck. This is a luxury escape. The central location positions you near everything in the Hudson Valley. Just 2 hours north of NYC.

BIG RED the Bus at Menlo Pond

You'll love this unique and romantic escape. BIG RED with its 100% off grid capabilities, has travelled the country, giving the owner the great opportunity to explore the US. It's now tucked away, parked and here at Menlo Pond waiting for you to experience and enjoy the comfort of all it has to offer: *Queen size bed *Large couch *Full bath *Full stove/oven *Air conditioning *Large sink *concrete countertop *Butcher Block *outside picnic table, Barbque and small fire pit

La Casita - Home Away From Home.

✨ Discover Serenity at La Casita 🏠 — Your Hudson Valley Escape ✨ Cozy 3-bedroom, 1.5-bath retreat near Dutchess, Marist 🦊 University, Vassar, and the Culinary Institute of America 🧑‍🍳, it’s ideal for visits or getaways. Enjoy nearby wineries 🍷, orchards 🍎, farm markets, and hiking trails 🥾, or simply unwind and soak in the beauty of Hudson Valley’s seasons 🌻☀️🍁⛄️. Need anything specific? We’re happy to help make your stay perfect!

The GlassHouse: Hudson Valley Tiny Home w/Firepit

The GlassHouse is the much talked-about experience that we had crafted within a sprawling forest preserve. Its wrap-around windows allow breathtaking views to bring out the romantic in all of us! We are stone’s throw up against the Appalachian Trail right on the Dutchess/Putnam line and are less than an hour from Manhattan. Minutes from Fahnestock & Hudson Highlands State Parks & the Empire State Trail!

Viridian House

This space offers a romantic getaway for couples looking to enjoy the scenic Hudson Valley. If you are traveling solo, this cozy space is a private oasis for relaxation and leisure. Centered in the heart of Marlboro wine country, this space is right in the middle of several local wineries, breweries, farms, restaurants, and is just a short drive to the Shawangunk Mountains.

Wabi-Sabi Zen Den | Tatami Oasis w/ Soaking Tub

Escape to YOIN 余韻·宅, a serene Japanese-inspired retreat on 2 private acres in Hopewell Junction, NY. Just 90 minutes from NYC, this minimalist sanctuary is designed for meditation, reflection, and renewal. With tatami mats, a zen meditation hall, and an onsen-style soaking tub, YOIN offers the perfect mindful escape from the city’s rush.

Hudson Valley Retreat w/ Sauna Near Beacon sleeps7

French-inspired Hudson Valley retreat “Chez-Moi” near Beacon featuring a private infrared sauna, stylish entertaining spaces, gym/game area, and curated small event experiences perfect for girls weekends, family getaways, wedding guests, and relaxing Upstate NY escapes.