Vacation rentals in Kiryas Joel

4.99 out of 5 average rating, 70 reviews

The bedroom features a large bed with a white quilt, accented by decorative pillows in blue and yellow. A pink throw blanket is draped over a woven bench at the foot of the bed. Natural light fills the room through a window adorned with floral curtains.

Apartment in Woodbury

Maple Ridge Retreats - Apt B

Welcome to our stylish 1 bedroom apartment nestled in the serene woods of the beautiful Hudson Valley in New York. World-class shopping and restaurants are just a stone's throw away at Woodbury Commons, and we are conveniently located between the JW World Headquarters (25 minutes), Newburgh Assembly Hall (20 mins) and the new Patterson Visitor Center (50 mins). Guests planning a visit to Legoland (30 mins) or West Point Academy (9.4 miles, 25 mins) will find our location very convenient as well.

A scenic view from the steps leading down to the backyard, showcasing a heated pool surrounded by a fenced patio and a newly installed hot tub. Lush green lawn and vibrant flowers complement the serene lake visible in the background, providing a tranquil outdoor atmosphere.

4.96 out of 5 average rating, 141 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.

Superhost

A spacious living room features royal blue couches surrounding a central coffee table. Natural light floods the area through large sliding doors and a skylight, highlighting a brick accent wall and a fireplace. A decorative plant adds a touch of greenery.

Home in Chester

Serene Private Home • Light-Filled • Hot Tub •Deck

Spacious 3,600 sq ft home designed for comfort and ease in upstate New York 🌿 Light-filled rooms, open flow, and a hot tub + deck create a calm, elevated stay ✨ An open layout with multiple living areas makes it easy to gather while still having space to relax and unwind & enjoy throughout. The space functions as a self-contained part of a larger property, offering privacy and independence without feeling segmented. A comfortable base near farms, villages, dining, and outdoor activities.

4.92 out of 5 average rating, 170 reviews

5.0 out of 5 average rating, 107 reviews

Home in New Windsor

Historic Cornwall Farmhouse w/ Sauna & Hot Tub

Welcome to The Storm King Farmhouse! Experience the best of upstate living in this beautifully renovated 1800s farmhouse located 50 mi from NYC. The property features a heated pool, Finnish sauna, premium hot tub, pickleball & basketball court, fire pit, pond, and more! Located close to exciting Hudson Valley activities - Storm King Art Center (1 min), West Point (15 min), Legoland (25 min), hiking trails, breweries, etc. This is the perfect place to relax with family & friends! Pet friendly!

5.0 out of 5 average rating, 227 reviews

Home in Greenwood Lake

Panoramic Lakeviews & Lush Garden | Beach Access

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features hundreds of plants and a seasonal waterfall cascading into a lily pond with fish and frogs. A shaded patio offers panoramic views and a gas grill. Guests get access to a private community beach. In winter, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy living room, with exposed wooden ceilings, fireplace, smart TV, record player and board games.

4.97 out of 5 average rating, 32 reviews

Hudson Valley Getaway/West Point/Woodbury/Legoland

Welcome to your luxurious retreat, a 7-minute drive from the famous Woodbury Commons Premium Outlets. 14 Min to LegoLand. Whether you’re here for shopping or to unwind, our home offers the perfect blend of comfort and elegance. Relax in a cozy, well-appointed space with all the amenities for a restful stay. From plush bedding to a fully-equipped kitchen, every detail ensures your comfort. Experience ultimate relaxation in this beautiful setting, ideal for both shopping and a peaceful getaway.

4.99 out of 5 average rating, 209 reviews

A serene view of Walton Lake captures a wooden dock extending into calm waters. The setting sun casts a warm glow over the landscape, reflected in the lake. Lush greenery frames the scene, enhancing the tranquil atmosphere.

Cottage in Monroe

Cozy Lake Cottage

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

4.96 out of 5 average rating, 500 reviews

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

Cabin in Greenwood Lake

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

A comfortable living area is created with two armchairs positioned around a circular glass table. A wood-burning fireplace adds warmth, with flames visible in the hearth. Natural light filters through the window, highlighting a modern kitchen bar with high stools in the background.

4.93 out of 5 average rating, 67 reviews

3 BDR Cottage (Hudson Valley Cottage)

The Escape Cottage is a three-bedroom cottage in the Middle Hudson Valley on 3.6 acres of land. This calming getaway is located 45 minutes from NYC. It’s a romantic, cozy cottage engulfed by nature, allowing you to witness the Hudson Valley at its best. We're located 12 mins from Woodbury Commons, 19 mins from Valley Rock Inn, 20 mins from Legoland, 8 mins from Arrow Park, 19 mins from Blooming Hill Farms and less than 35 mins from Mt. Peter Ski Area, Mountain Creek Resort and Ski Campgaw.

4.94 out of 5 average rating, 412 reviews

A cozy living area is showcased with two accent chairs, one in a warm terracotta tone and another in vibrant red, featuring a playful design. The wooden floor complements the inviting atmosphere, while framed artwork adorns the walls, adding visual interest to the space.

Guest suite in Chester

Serene Victorian Guest Apartment with Clawfoot Tub

Escape to a stunningly renovated private 3rd-floor apartment in a 6000 sq ft. 1883 Victorian Manor in Blooming Grove, NY. Designed for 1–4 guests, this light-filled space offers comfort and classic charm in a peaceful country setting. Includes luxe beds, a clawfoot tub, French-door shower, and kitchenette with sunny breakfast nook. An ideal sanctuary. Views of wildflowers, quiet country, and cows next door. 3rd Floor up two staircases, rewarded with a stunning space and elevated views.

4.98 out of 5 average rating, 165 reviews

A classic blue farmhouse with white trim has a symmetrical facade featuring double-hung windows and green shutters. The entrance is marked by a red door, flanked by two matching red containers. A spacious lawn surrounds the structure, accentuating its inviting presence.

Home in Chester

The Little Green Farmhouse

Built in the mid 1800s, this 2,400 square foot. 2 story farmhouse is a comfortable country getaway with space for the whole family. Nestled on 2.5 acres, the house is perfectly positioned between the villages of Warwick and Sugar Loaf. There are 4 bedrooms on the 2nd floor with the ability to sleep 8 people. There are also 2 full bathrooms, a dining room, living room, office space, fully equipped kitchen, and a bonus space with a table to play board games, cards or puzzles.