
Holiday houses in Lagrangeville
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Top-rated holiday rentals in Lagrangeville
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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 ✨
4.96 out of 5 average rating, 85 reviews
ESKape Manor - Great Views, Hot Tub & Fun Amenitie
ESKape Manor is a 3 bed, 2.5 bath home less than 2 hours from NYC set on a scenic hill nestled on 11.6 acres of beautiful surroundings. This alluring cabin boasts large windows to enjoy the views, a hot tub on a deck overlooking a heated pool plus an array of other exciting amenities: a trampoline, mini obstacle course, volleyball court, tetherball setup and poolside basketball hoop ensuring endless fun. Nearby towns: Millbrook (15mins), Beekman (15mins), Poughkeepsie (20mins), Rhinebeck (35min
4.74 out of 5 average rating, 19 reviews
Large, private apartment in scenic Hudson Valley
We are located right in the middle of the Dutchess County so access to all points is convenient. Many attractions are: historical Hyde Park, Walkway Over The Hudson, Culinary Institute, Vassar & Marist colleges, wineries, breweries, the quaint towns of Millbrook & Rhinebeck, Dutchess County Fairgrounds, and The Links At Unionvale golf course and banquet hall. Great for couples, adventurers and business travelers who love activity but appreciate a comfortable quiet place at the end of the day.
4.97 out of 5 average rating, 183 reviews
Private ground floor guest suite in Hudson Valley
Guest favorite/newly renovated/private, ground floor guest suite. Br/full bath/large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen. Car suggested.
4.84 out of 5 average rating, 138 reviews
Renovated 1840 Collins Estate Private East Wing
The 1840 Collins Estate took 60 men three full years to construct. The rental is a private, locked East Wing of the home. Fully refinished with modern comforts; bedding, mattresses, bathrooms, coffee bar and more. The home is centrally located near the Links at Union Vale(1 mile), Millbrook, Rhinebeck, Beacon, Poughkeepsie and colleges. Historic sites and festivals abound. Many great restaurants nearby due to proximity to Culinary. Perfect hotel efficiency style getaway cared for with pride.
4.86 out of 5 average rating, 159 reviews
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.
5.0 out of 5 average rating, 148 reviews
Heated Pool w/ Cabanas, Elevated Hot Tub & Gym
The main attractions of this home are the large heated pool, elevated hot tub, deck & two pool-side lounge cabanas nestled in the large backyard. The house features 4 proper bdrms, 4 full baths, 2 offices & 3 living room areas (which can be converted to more sleeping) across three floors. Located in the Hudson Valley just an hour north of Manhattan, this escape offers the opportunity to get a family or group of friends together to enjoy the outdoors in a spacious and warm living environment.
4.94 out of 5 average rating, 69 reviews
Home in Pleasant Valley
Welcome to our Stunning Home in the Hudson Valley! Nestled on 7,5 acres, this home is the perfect place to unwind. Featuring 5 spacious bedrooms and 2,5 bathrooms, a pool room and even a gym! Vaulted ceilings, 2 fireplaces, expansive decking overlooks private yard with views. Lovely Gazebo, great for entertaining and perfect for all seasons The beautiful Hudson Valley offers vineyards, parks, walking trails/Rail Trail, antique shops, cozy cafes and Culinary grade restaurants.
4.93 out of 5 average rating, 28 reviews
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!
4.89 out of 5 average rating, 106 reviews
Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.
4.99 out of 5 average rating, 190 reviews
Farmhouse Oasis in the Hudson Valley, Stream Views
Plan your getaway to our farmhouse oasis at Wicked Finch Farm. Enjoy your Hudson Valley escape with expansive valley and stream views. Design meets rustic charm in the 4 bedrooms, 3 bathroom farmhouse. A huge updated kitchen, lots of gathering spaces, and loads of amenities make this the perfect choice for your family and friends. Recently featured on HGTV, InStyle Magazine, First for Women, AOL Living.
4.97 out of 5 average rating, 108 reviews
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.
4.64 out of 5 average rating, 25 reviewsPopular amenities for Lagrangeville holiday rentals
Other great holiday rentals in Lagrangeville

Cosmic Hollow
4.92 out of 5 average rating, 87 reviews
Secluded Mountaintop Getaway near Poughkeepsie
4.99 out of 5 average rating, 77 reviews
Spacious 3 BR Home: Sleeps 6-8
4.89 out of 5 average rating, 27 reviews
Sweet Spot Barmore Cottage in Lagrangeville
4.97 out of 5 average rating, 58 reviews
Hopewell House
5.0 out of 5 average rating, 46 reviews
3000 sq ft Poughkeepsie home with chef's kitchen
4.95 out of 5 average rating, 75 reviews
The Lookout
4.98 out of 5 average rating, 87 reviews
Hudson Valley Retreat w/ Sauna Near Beacon sleeps7
5.0 out of 5 average rating, 86 reviewsDestinations to explore
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- Hunter Mountain
- Mountain Creek Resort
- Yale University
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Fairfield Beach
- Thunder Ridge Ski Area
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Mountain Creek Water Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Compo Beach
- Mohawk Mountain Ski Area
- Wawayanda State Park





