House vacation rentals in Monroe

Two wooden docks extend into the calm waters of Greenwood Lake, framed by lush trees and houses on the opposite shore. A partially cloudy sky with blue patches creates a serene atmosphere, complementing the peaceful lakefront setting.

5 out of 5 average rating, 122 reviews

Summer is calling! Lakefront/Hot-tub/1 hour to NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

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, 152 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!

4.97 out of 5 average rating, 117 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, 152 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

4.99 out of 5 average rating, 103 reviews

Home in Putnam Valley

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

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, 264 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).

4.87 out of 5 average rating, 157 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.

4.88 out of 5 average rating, 155 reviews

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.

Home in Warwick

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, 182 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.

4.99 out of 5 average rating, 160 reviews

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.

Home in Warwick

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

4.95 out of 5 average rating, 122 reviews

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

Millionaire Mansion Countryside Stay w/ Lrg Hottub

You'll be staying in a millionare mansion in the town where cream cheese was invented. Immerse in the fresh upstate NY nature nearby farms! Sugarloaf antique village, famous vineyards, luxury shopping, amusement parks, hiking, swimming, and restaurants. Surround yourself with mountain views through floor-to-ceiling windows spilling shimmering light into spacious rooms. Every room flows effortlessly into the next, naturally creating the space for deep connections.

4.93 out of 5 average rating, 218 reviews

A serene view of the Hudson River at sunset, with vibrant colors reflected in the water. A silhouetted tree stands in the foreground, while the sky is adorned with clouds that capture shades of orange and purple, enhancing the tranquil atmosphere of the surroundings.

Home in Wappingers Falls

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Monroe house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 112 reviews

A private heated pool is set against a backdrop of lush trees, with water reflecting a clear blue sky. Relaxing lounge chairs surround the pool area, offering a serene view of the lake beyond, creating an inviting outdoor space.

Home in Bushkill

Heated Pool Now OPEN, Lakefront, Hot Tub, Firepit

4.86 out of 5 average rating, 212 reviews

A heated salt-water pool is surrounded by greenery, with lounge chairs positioned nearby. A bright yellow rubber duck floats on the water, while the pool is bordered by textured pavers. Tall trees provide a natural backdrop, ensuring privacy and tranquil views.

Home in Woodstock

Woodstock Oasis Heated Pool, Deck & Prime Location

4.86 out of 5 average rating, 133 reviews

A private saltwater pool is surrounded by lush greenery, featuring a smooth stone deck. The clear blue water invites relaxation, while steps lead into the pool. Trees provide natural shade along the perimeter, creating a serene outdoor setting.

Home in Woodstock

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

4.92 out of 5 average rating, 201 reviews

Home in Bushkill

Entire House Hot tub Barrel Sauna Private Backyard

4.83 out of 5 average rating, 207 reviews

Home in Lehman township

Poconos Gateway

4.93 out of 5 average rating, 134 reviews

Home in New Paltz

Harrison Field Heated Pool UponRequest 10AcreViews

4.93 out of 5 average rating, 115 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

4.95 out of 5 average rating, 198 reviews

A welcoming front patio is shown with two chairs positioned near the house. Surrounding lush green grass extends to the horizon, featuring a backdrop of gentle hills and a few distant buildings, including a red barn, under a clear blue sky.

Home in Narrowsburg

Modern House with Private Pool, Hot-Tub, Fireplace

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Weekly house rentals

4.9 out of 5 average rating, 225 reviews

The modern barn-style home is surrounded by lush greenery, featuring large windows that highlight its spacious interior. A wraparound deck with railings invites outdoor relaxation, while an inviting facade includes a prominent gabled entry. Soft lighting enhances the welcoming ambiance as dusk approaches.

Home in Mount Tremper

Stunning Modern Barn minutes from Woodstock 21N195

4.79 out of 5 average rating, 162 reviews

Vibrant autumn trees in shades of orange, red, and yellow are reflected in the calm water of the lake. A grassy shoreline provides a serene backdrop, while a few kayaks and a small dock can be seen, evoking a peaceful lakefront atmosphere.

Home in Smallwood

Cozy Catskill Lake Community Home

4.91 out of 5 average rating, 250 reviews

A cozy living area is presented, featuring a brown sofa and a wooden coffee table on a patterned rug. Natural light filters through a large window adorned with stained glass, revealing a lush garden outside. A round dining table and wicker chairs complement the space.

Home in Gardiner

Riverfront Stone Cottage Private/ hot tub/ boats

4.86 out of 5 average rating, 122 reviews

A bright living room features high ceilings and large windows, providing natural light and views of the surrounding trees. Stylish designer furniture, including two armchairs and a dark sofa, complements a geometric artwork on the wall. A textured area rug enhances the space.

Home in Wallkill

Modern Upstate Gem Surrounded by Trees | Hot Tub

4.93 out of 5 average rating, 162 reviews

A Mediterranean style house is showcased against a backdrop of rolling hills and the Hudson River. The exterior features multiple windows, and a stone chimney rises from the roof. The expansive landscape is highlighted by autumn foliage, creating a vibrant setting.

Home in Garrison

Hudson Valley Mountaintop Riverview

4.87 out of 5 average rating, 233 reviews

A spacious outdoor patio features patterned stone tiles, surrounded by trees. A picnic table is positioned near a stone campfire area, and a deck is visible in the background. The setting sun casts long shadows, highlighting the tranquil atmosphere.

Home in East Stroudsburg

Cozy house, pet friendly,hot tub, speed WiFi

4.88 out of 5 average rating, 139 reviews

A two-story house with a light brown exterior is surrounded by lush greenery. The front yard features a manicured lawn and landscaping, with a small porch visible at the entrance. A detached structure can be seen to the left, partially obscured by trees.

Home in Hardwick

Home away from home

4.88 out of 5 average rating, 231 reviews

The image captures a vibrant sunset reflected on the tranquil lake surface. Rich hues of orange, pink, and purple fill the sky, creating a striking contrast with the dark silhouettes of trees lining the shore. The calm waters mirror the colorful sky, enhancing the serene atmosphere.

Home in Ulster Park

Entire lake house to yourself. Great for groups

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Private house rentals

4.95 out of 5 average rating, 183 reviews

The exterior features a blue wooden house nestled among trees, showcasing a welcoming porch with steps leading to a gravel seating area. Sunlight filters through tall trees, illuminating rustic Adirondack chairs arranged around a small fire pit.

Home in Kingston

Secluded Scandinavian 3BR w/ workspace & fireplace

5 out of 5 average rating, 229 reviews

The guest house features a contemporary exterior with green paneling and wooden accents. An extensive patio surrounds the structure, furnished with lounge chairs and a dining set. Large glass doors and windows invite natural light, while views of the surrounding landscape are visible.

Home in High Falls

Our Place - A Big Little House

4.96 out of 5 average rating, 110 reviews

A serene landscape at dusk captures a vivid sky transitioning from pink to purple over rolling hills. Lush green grass is visible in the foreground, bordered by clusters of trees and colorful foliage, creating a peaceful natural setting.

Home in Jeffersonville

Private, Elegant Chalet w/ A Breathtaking View

4.93 out of 5 average rating, 130 reviews

A wooden exterior house is surrounded by trees displaying autumn foliage. A pathway of stones leads to the entrance, where a deck with white railings is visible. Lush shrubs and decorative rocks enhance the natural landscaping.

Home in Philipstown

Cozy 3 bedroom house on quiet private road

4.87 out of 5 average rating, 127 reviews

The historic house is surrounded by lush greenery, with a deck featuring Adirondack chairs. A grassy yard leads up to the entrance, while trees provide natural shade. The white wooden exterior complements the tranquil setting, inviting relaxation in a peaceful environment.

Home in West Shokan

Stream-side Home, Quiet, Peaceful & Secluded

4.96 out of 5 average rating, 145 reviews

A spacious wooden deck extends from the contemporary home, flanked by greenery. Two red Adirondack chairs invite relaxation, while large glass doors showcase the interior. The deck area is surrounded by lush plants and trees, emphasizing the natural setting.

Home in Stone Ridge

Secluded Oasis w/ Fire Place In Stone Ridge

4.91 out of 5 average rating, 144 reviews

A lakehouse is shown amidst trees and natural surroundings, featuring three stories with balconies and a stone foundation. A red kayak is visible on the shore, and steps lead up to the main entrance. The space offers a blend of outdoor and architectural elements.

Home in West Milford

Large family house on the lake