Vacation rentals in Lagrangeville

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Top-rated vacation rentals in Lagrangeville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A modern chalet features unique triangular architecture, surrounded by lush greenery. Warm lighting illuminates the wooden deck and large windows, inviting a sense of comfort. The approach includes a gravel path leading to the entrance, adding to the serene setting of the home.

Home in Lagrangeville

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 ✨

FamilyLocationGetting around

4.97 out of 5 average rating, 86 reviews

Superhost

An inviting heated pool is set within a serene outdoor landscape, surrounded by trees. The stone patio features lounge chairs and a shaded seating area under an umbrella, creating a peaceful retreat for relaxation.

Cabin in Lagrangeville

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

FamilyLocationCleanliness

4.75 out of 5 average rating, 20 reviews

Top guest favorite

A well-maintained exterior view showcases a single-story house with a gray siding. A small patio area features a wooden picnic table surrounded by flower beds and a stone pathway. Lush greenery frames the space, while a clear blue sky fills the backdrop.

Apartment in Verbank

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.

ValueFamilySleep quality

4.97 out of 5 average rating, 185 reviews

Top guest favorite

Guest suite in Wappingers Falls

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.

ValueLocationParks

4.84 out of 5 average rating, 138 reviews

Superhost

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

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.

LocationFamilyHot tub

4.81 out of 5 average rating, 136 reviews

Guest favorite

Guest suite in Lagrangeville

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.

FamilyLocationSleep quality

4.86 out of 5 average rating, 159 reviews

Top guest favorite

Apartment in Holmes

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.

LocationValueGetting around

5.0 out of 5 average rating, 150 reviews

Top guest favorite

An aerial view captures the large, heated pool surrounded by a spacious grass yard. Two pool-side cabanas are visible, and seating areas are placed among the greenery. The house, featuring multiple outdoor spaces, is set against a backdrop of trees, providing a sense of privacy.

Home in Lagrangeville

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.

ValueFamilyTV

4.94 out of 5 average rating, 69 reviews

Guest favorite

A pool table occupies the center of the room, with colorful balls scattered across the green felt. A cue stick rests on the edge of the table. Sunlight filters through nearby windows, illuminating the plants and decorative elements surrounding the space.

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.

ValueLocationHospitality

4.93 out of 5 average rating, 28 reviews

Guest favorite

An outdoor seating area is showcased, featuring a covered patio with comfortable furniture arranged for relaxation. The surrounding landscape includes manicured shrubs and a gravel pathway that leads to an expansive green lawn. Trees line the background, offering a serene natural setting.

Home in Wappingers Falls

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!

FamilyValueDecor

4.89 out of 5 average rating, 106 reviews

Top guest favorite

The restored a-frame stone cottage is nestled among trees, featuring a wooden deck and stone steps leading to the entrance. A propane grill is positioned on the deck, with a tranquil wooded backdrop showcasing the colors of nature.

Cottage in Pawling

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.

LocationFamilyOutdoor spaces

4.99 out of 5 average rating, 191 reviews

Superhost

A tranquil tatami room features woven seating cushions arranged on bamboo mats. Soft lighting and a wooden ceiling create a calming atmosphere. The rough-textured walls contribute to the minimalist design, while a small window allows for natural light to enter, enhancing the serene ambiance.

Home in Hopewell Junction

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.

ValueLocationDecor

4.64 out of 5 average rating, 25 reviews