House vacation rentals in Monroe

4.99 out of 5 average rating, 143 reviews

A modern living area features a gray sofa with tufted seating, positioned near a wooden coffee table. Exposed wooden beams span the ceiling, while a cozy rattan chair adds warmth. Natural light streams through windows, creating a bright and airy ambiance.

Home in Beacon

NEW! Stylish Home in the Heart of Beacon

This Scandinavian style home in the heart of Beacon is bright, airy and modern with beautifully-restored architectural details. Located on a quaint street in the best part of town just steps away from the Roundhouse and Main Street. Enjoy the brewery, bars, restaurants, shops, galleries, and so much more - all within walking distance. Every piece of furniture and decor was handpicked to provide you the perfect designer-quality getaway, focusing on natural simplicity with contemporary luxuries.

An open living area features a stone fireplace surrounded by natural light from large windows. A comfortable seating arrangement includes a light-colored couch and a wooden coffee table on a decorative rug. High vaulted ceilings enhance the spaciousness, with the kitchen visible in the background.

4.86 out of 5 average rating, 160 reviews

Aster Place

A beautiful and cozy home nestled in the Forest Hills section of Greenwood Lake, just over an hour outside of New York City. Boasting nearby activities in each season, including wineries, skiing and lake activities, this is a perfect year-round retreat. located 1/2 mile from our quiet community beach allows for a serene daily chill by the water. Town center is a short drive away, or 15 minutes from all that Warwick has to offer, you will enjoy this perfect setting for your lakeside getaway!

4.96 out of 5 average rating, 124 reviews

Home in Monroe

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.

4.96 out of 5 average rating, 162 reviews

A modern living space features an artificial green wall, providing a natural feel. A sleek stone fireplace sits below a mounted flat-screen TV, which displays a serene sky. Soft seating options create a comfortable area for relaxation.

Home in West Milford

The Wine & Wilderness Hideaway [Cal King •1hr NYC]

*COZY UP IN OUR SPRING OASIS NOW! Nature’s haven, indulge in seamless spacious single-level living! Minutes away from Mountain Creek Spa & Water park, Warwick wineries, breweries, creameries & apple picking, scenic hiking trails, serene lakes, enchanting parks, & indulgent restaurants. Open concept, Chef's kitchen, Dishwasher, Washer & Dryer, 2 BR, 2 Bath, Cal King bed w primary BR attached to private Bath w soaking tub a retreat to relaxation. Huge patio & fireplace create everlasting memories

A charming lakeside home with a red metal roof sits on a wooden deck overlooking the water. Surrounding landscaping features a serene pond, rocks, and green shrubs, creating a peaceful atmosphere. The setting sun casts a warm glow on the tranquil scene.

4.98 out of 5 average rating, 165 reviews

Beautiful Lakefront Haven! Beach, Views, Kayaks!

Experience summer at the Lake! Escape to this beautiful 3BR home in Greenwood Lake with incredible lake and mountain views. Enjoy our neighborhood beach to swim, free kayaks, and paddle board, or fish, just steps away! You'll love the huge deck, cozy living area, firepit, ping-pong, & well-equipped kitchen. Ideal for families and friends, this tranquil hideaway promises memories that will last a lifetime! Nearby boat marinas, wineries, breweries, restaurants, hiking, & more! 1 hour from NYC

The spacious living area features a high ceiling and an inviting couch facing a brick fireplace, complemented by a large television. Natural light enters through wide windows, providing views of the surrounding landscape. A dining table is set with tasteful decorations, enhancing the open layout.

4.98 out of 5 average rating, 175 reviews

Coldwaters: hike, wineries, lake & mountain views!

Beautiful, comfortable home perched high on a hill across from Greenwood Lake, offering gorgeous views in a spacious, stylish setting, with lake & beach access. 5 minute drive to village restaurants & shops, and 15 to nearby Warwick and Tuxedo, this is the perfect setting for a relaxed & fun getaway no matter what your plans. You'll never want to leave, but you'll always remember you stayed! Book the guest house for an additional 2 bed, 1 bath apartment with kitchen! Permit #: 21-07657 A

A six-person Jacuzzi hot tub is positioned on a patio, overlooking a serene lake surrounded by trees. The bubbling water reflects the greenery, creating a peaceful atmosphere for relaxation.

4.96 out of 5 average rating, 277 reviews

Stylish Lakeside Chalet with Hot Tub

Welcome to Greenwood Lakeside Chalet, an all-season waterfront retreat on beautiful Greenwood Lake (just over an hour from NYC) surrounded by the Sterling Forest and the Appalachian Trail Corridor. No car? No problem! Conveniently located just steps away from an express bus stop with regular service to/from Port Authority. Boating, Hiking, Fishing, Skiing, Breweries, Wineries, Apple Picking, Waterfront Restaurants, Shopping, Historical Sites, Golf - all nearby (or right in the backyard).

4.86 out of 5 average rating, 170 reviews

A bright bedroom features two spacious beds covered with white linens and soft blankets. Large windows and skylights fill the room with natural light, showcasing views of greenery outside. Blue curtains frame the windows, and a wicker basket with towels is positioned on a side table.

Home in Monroe

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

4.99 out of 5 average rating, 101 reviews

A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.

Home in Kingston

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

A modern living area features a light grey sectional sofa accompanied by two matching chairs. A sleek wooden coffee table sits on a patterned rug. A flat-screen television is mounted on the wall, and natural light filters through the window, illuminating the space.

4.89 out of 5 average rating, 165 reviews

Renovated 2 Bedroom Apartment in Heart of Village

Our newly renovated apartment is the lower level of a 1920 Victorian in the heart of the Village of Warwick. It boasts 650 sq ft of space with 2 bedrooms, and a full kitchen and bath. You can walk to beautiful shops, parks, and restaurants, or drive (free off-street parking) only minutes to ski, golf, hike, or enjoy our local orchards and wineries. There's even a doughnut shop across the street! All this with a huge backyard with it's own babbling creek! Welcome to 69 South St.

A spacious living area is highlighted by exposed wooden beams and a stone fireplace. A cozy seating arrangement includes a colorful blanket draped over a large sofa. Natural light pours in from windows, illuminating a charming work desk and decorative artwork on the wall.

4.99 out of 5 average rating, 187 reviews

Spectacular Lake Views from Every Room & Garden

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

The exterior of a charming farmhouse features a wraparound porch adorned with white railings, surrounded by lush greenery. The home displays a combination of wood siding and gabled rooflines under a partly cloudy sky, inviting relaxation in a serene outdoor setting.

4.99 out of 5 average rating, 163 reviews

Cozy guest suite bedroom plus living room

Skylands is a beautiful 20 acre property in the town of Warwick a couple of hundred yards away from an orchard great for apple picking weekends in the Fall. Lovely patios overlooking acre pond nice for relaxing with a glass of wine. Private Guest Suite comprised of sitting room with a fireplace Attached Bedroom has one double bed sleeps 2 people with ensuite bathroom. . Outside you have a front porch overlooking the pond exclusively for your use WARWICK PERMIT 33699

Vacation rentals for every style

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Popular amenities for Monroe house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 189 reviews

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

Private Hudson Valley Country Retreat

4.88 out of 5 average rating, 151 reviews

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

4.86 out of 5 average rating, 165 reviews

An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.

Home in New Paltz

Scenic River View Escape | New Paltz

4.93 out of 5 average rating, 123 reviews

An aerial view captures a stylish retreat surrounded by lush greenery. A wooden deck outlines a rectangular saltwater pool, accompanied by lounge chairs and large umbrellas. A shaded seating area is positioned nearby, promoting outdoor relaxation.

Home in Kerhonkson

Modern Lux 5-Bed, Pool Open! Dogs Welcome

The exterior of the home is captured against a clear blue sky, featuring a spacious pool surrounded by stone paving. A large deck with multiple glass doors offers views of the backyard. Lush greenery and trees form a serene setting around the property.

5 out of 5 average rating, 70 reviews

Heated Pool On | Fenced Yard | Hot Tub | Lake View

4.92 out of 5 average rating, 139 reviews

The spacious backyard features a well-maintained in-ground pool surrounded by lush green grass. Comfortable lounge chairs are positioned on the deck and by the pool. A slide is present for added fun, while the home is partially visible with an elevated deck overlooking the area.

Home in Beacon

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

4.9 out of 5 average rating, 100 reviews

The exterior of a Victorian-style farmhouse is visible, surrounded by lush greenery. A wraparound porch adds architectural interest, adorned with white railings. The sloped roof and multiple gables characterize the charming structure. Pathways lead through the well-maintained gardens, inviting exploration of the natural surroundings.

Home in Grahamsville

Spacious Catskills Farmhouse w/ In-Ground Pool!

4.95 out of 5 average rating, 278 reviews

An inviting in-ground saline pool is surrounded by lush greenery and trees. Sun loungers are placed nearby on a spacious patio, providing a serene outdoor space for relaxation. The pool area is framed by a well-maintained lawn and natural landscaping.

Home in Cottekill

Peace & Privacy - High Falls (hot tub & salt pool)

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Weekly house rentals

4.96 out of 5 average rating, 48 reviews

A spacious living area is illuminated by natural light streaming through large windows, showcasing views of the surrounding greenery. A large sectional sofa is positioned in front of a stone fireplace, accompanied by a coffee table and decorative poufs.

Home in Chester

Sugar Loaf Mountain Retreat with Hot Tub - 1hr/NYC

4.99 out of 5 average rating, 91 reviews

A circular stone patio surrounds a central fire pit, featuring six red Adirondack chairs. The modern house with a welcoming entrance is partially obscured by lush green trees in the background, creating a natural and serene environment.

Home in Montgomery

Modern Woodland Retreat, Hudson Valley & Catskills

5 out of 5 average rating, 30 reviews

Lakeview House ~ Hot Tub, Firepit, Stunning Views

The spacious living area features a modern sofa arranged around a unique coffee table on a patterned rug, with a cozy armchair placed nearby. Large windows allow natural light to fill the room, highlighting the airy layout that connects to the dining area and kitchen.

5 out of 5 average rating, 5 reviews

Modern Comfort Timeless Charm | Log Cabin Retreat

5 out of 5 average rating, 15 reviews

An open-concept living space features high wooden beam ceilings and a stone fireplace. Large windows provide ample natural light and scenic views of the lake. A staircase leads to an upper level, while a cozy seating area is arranged nearby, emphasizing relaxed living.

Home in Putnam Valley

Dr. Ruth’s Serene Lake Retreat

A set of four colorful Adirondack chairs surrounds a fire pit on a grassy area by the water's edge. A gentle willow tree stands nearby, and the scene features a tranquil view of the lake and surrounding landscape under a clear blue sky.

4.97 out of 5 average rating, 89 reviews

*Waterfront Home w/Hot Tub, Kayaks and Fast Wifi

5 out of 5 average rating, 18 reviews

The inviting living area features a high ceiling and large windows, allowing natural light to illuminate the space. Two cozy, rounded sofas are arranged around a central coffee table, resting on a soft area rug. A fireplace provides a focal point, enhancing the warmth of the room.

Home in Monroe

Luxurious retreat. Woodbury Commons/Legoland

The lakeside property features a well-manicured lawn leading to the water's edge, complemented by a dock and a single kayak. Lounge chairs are arranged near a shaded gazebo, with a stone pathway guiding guests towards the house, which is framed by lush greenery.

4.97 out of 5 average rating, 67 reviews

Explore a Luxurious Lakefront with Private Beach

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Private house rentals

4.98 out of 5 average rating, 99 reviews

Home in Goshen

Unique Dutch Barn in the Hudson Valley

5 out of 5 average rating, 74 reviews

A sunlit sun room features large windows offering scenic lake views and a warm wooden ceiling. A cozy, circular seating area complements a central wooden table. Nearby, a dining table with black chairs sits atop a modern area rug, enriching the space's inviting ambiance.

Home in Highland Lake

Private Island + Lakefront Home

A bright dining area features a large wooden table surrounded by black and red chairs. A modern chandelier hangs overhead. Vases with yellow flowers and a white contoured vase are positioned on the table. Large windows allow natural light to illuminate the space.

4.97 out of 5 average rating, 77 reviews

Stylish 3-Bedroom Home in the Village of Warwick

The exterior of a charming lakefront home is showcased at sunset, featuring a sloped roof and vibrant blue accents. Large windows reflect the warm tones of the sky, while a pathway leads to the entrance. The surrounding landscape includes trees, enhancing the serene setting.

5 out of 5 average rating, 14 reviews

Cozy Lakefront Home

4.78 out of 5 average rating, 46 reviews

A modern two-story house is surrounded by lush green grass and tall trees. Large windows allow natural light to fill the rooms, and a brown door provides a welcoming entrance. The exterior features a mix of wood and stone finishes, enhancing the overall design.

Home in Goshen

Beautiful Home in Goshen

A bright and airy kitchen area features large windows providing views of the surrounding landscape. A round dining table with a single chair is positioned near the window, and bar stools are located at the counter. Light wood cabinetry complements stainless steel appliances.

5 out of 5 average rating, 5 reviews

Lakefront Bungalow

4.95 out of 5 average rating, 66 reviews

A serene outdoor space features a crystal-clear pool surrounded by lush greenery and soft landscaping. Lounge chairs and a bright orange umbrella provide comfortable seating, while the area also includes a hot tub for relaxation. A wooded backdrop adds to the peaceful setting.

Home in Montgomery

Hudson Valley Home with Pool & Jacuzzi