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House vacation rentals in Woodbury

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Top-rated house rentals in Woodbury

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Top guest favorite

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

4.96 out of 5 average rating, 156 reviews

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

Top guest favorite

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.

Home in Greenwood Lake

4.99 out of 5 average rating, 156 reviews

Lakefront Escape:Beach Access, Firepit, Kayaks

SUMMER AT THE LAKE! Escape to this beautiful 3BR home in Greenwood Lake! You'll love the incredible lake views and our neighborhood beach to swim, launch kayaks, or fish, just steps away! You'll love the huge deck, cozy living area, firepit, ping-pong, free kayaks, paddleboard & well-equipped kitchen. Ideal for families or friends, this tranquil hideaway promises memories that will last a lifetime! Nearby wineries, breweries, restaurants, hiking, & more! 1 hour from NYC Warwick Permit # 33768

A charming cottage is framed by trees, with a welcoming yellow door nestled among the greenery. A stone pathway leads to the entrance, bordered by well-maintained grass. Natural light filters through the surrounding foliage, enhancing the peaceful ambiance of the setting.

Home in Cold Spring

4.94 out of 5 average rating, 126 reviews

Peaceful Yellow Door Cottage

Yellow Door Cottage is a quiet family getaway nestled in the woods, but close to the historic Village of Cold Spring. Large backyard, ideal for afternoon lunch on the deck or an evening around the fire. Located on a lovely country road, great for walking and biking. 3 comfy bedrooms with linens supplied. Wi-Fi, TVs, washer/dryer, close to amazing hikes and the beautiful Hudson River! Rent alone or pair with my cottage next door: Cheerful Private 3 Bedroom Cottage in Cold Spring on Airbnb.

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.

4.88 out of 5 average rating, 160 reviews

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.

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

4.88 out of 5 average rating, 155 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.

The exterior of a two-story townhouse displays a muted gray facade with dark green shutters. A grassy area is visible in the foreground, accompanied by a small tree. Two entrances are framed by wooden steps, with designated parking spots seen nearby.

Home in Highland Falls

4.93 out of 5 average rating, 282 reviews

Luxury home near West Point

Fully furnished luxury townhouse right outside the gate of West Point, Bear Mountain and commuting distance to NYC. The Unit is SPACIOUS, BRIGHT, OPEN, AIRY with Ample STORAGE, HARDWOOD floors on First level, fully carpeted on 2nd level with Central Air. Master Bedroom-En-Suite, Two Additional Good-Size Bedrooms with Huge Closets and Washer/Dryer On 2nd Floor. Beautiful Tiled Kitchen with SS Appliances: Refrigerator, Dishwasher, Stove. 2 assigned parking spots. Level Backyard.

A tranquil outdoor deck features two yellow Adirondack chairs facing the Hudson River. The landscape includes distant mountains and a picturesque sunset casting warm colors across the sky, reflecting on the calm water.

Home in Peekskill

4.9 out of 5 average rating, 190 reviews

The Peekskill RiverView House

The Peekskill RiverView House A fully renovated dream house overlooking the historic Peekskill Bay. This 3 bedroom 3.5 bath designer house is a 5 minute walk to the train station as well as the historic downtown. It’s truly the gateway to the Hudson Valley along with having the walkable access to culture, hiking, biking, culinary, spa, and entertainment activities within City limits. Expansive decks on all 3 floors with spectacular Hudson River views from every room.

Top guest favorite

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.

Home in Greenwood Lake

4.99 out of 5 average rating, 185 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.

Top guest favorite

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

4.99 out of 5 average rating, 161 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

Top guest favorite

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

4.93 out of 5 average rating, 220 reviews

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.

A spacious living area features large windows allowing ample natural light. A gray sectional couch is complemented by a mustard yellow chair and a round ottoman. Wooden flooring is contrasted by a blue area rug, adding warmth to the minimalist design.

Home in Newburgh

4.99 out of 5 average rating, 158 reviews

Balmville Mid-Century Gem & Work From Home Retreat

Gather with friends and family or enjoy a work from home getaway in this mid century gem, located in the lovely hamlet of Balmville. This section of the Hudson River Valley is known for its well-maintained historic homes, river views, and vibrant culture. Enjoy dinner and cocktails in the city of Newburgh just 1.5 miles away, or cross the bridge to Beacon (just 5 miles away) and enjoy all Main Street has to offer. Hike Mount Beacon, Breakneck Ridge, and more.

Top guest favorite

An outdoor space features a circular fire pit surrounded by four wooden chairs. The grass is trimmed, and a deck is visible in the background, providing a cozy area for gatherings. Trees are scattered around the yard, contributing to the natural setting.

Home in Highland Falls

4.97 out of 5 average rating, 120 reviews

Cozy House 3 Blocks From West Pt

Welcome to this thoughtfully remodeled Historic 1890s home, just steps away from West Point's Thayer Gate. The house is conveniently situated right by Thayer Gate (3 blocks) where there are shuttles to all events and destinations. Steps away (1 block) from the restaurants on Main street and the West Point visiting center and Museum (3 blocks). 10 Mins to Bear Mountain State Park 15 Mins to Storm King Art Center 20 Mins to Woodbury Commons

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Popular amenities for Woodbury house rentals

Free parking on premises

Air conditioning

House rentals with a pool

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

4.94 out of 5 average rating, 181 reviews

Private Hudson Valley Country Retreat

4.98 out of 5 average rating, 147 reviews

Villa in the Sky - Best View of Pocono Mountains!

Top guest favorite

Home in New Paltz

4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

An aerial view of a house is surrounded by dense green trees, with a clear pool visible in the backyard. The lawn is lush and includes a pathway leading to the pool area, blending harmoniously with the natural landscape.

Home in Warwick

4.93 out of 5 average rating, 108 reviews

Summer Retreat! Amazing Pool, Playground, 7 acres!

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

4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

A spacious outdoor pool is surrounded by a stone patio, nestled within a serene environment of tall trees. The pool features a diving board and is complemented by nearby planters. A main house can be seen in the background, enhancing the tranquil setting.

Home in Stamford

4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

A private heated pool is surrounded by a wooden deck, featuring two red lounge chairs. Volleyball nets are set up across the pool, which is framed by lush greenery and a large umbrella providing shade. Clear blue water reflects the bright sky.

Home in Commack

4.99 out of 5 average rating, 139 reviews

GOOD VIBEZ HOUSE! Golf-Heated Pool-HotTub-GameRm!

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.

4.92 out of 5 average rating, 133 reviews

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

Weekly house rentals

A well-lit bedroom features a spacious white bed, complemented by light green curtains that frame a large window. A simple ceiling fan is installed for ventilation. The adjacent hallway leads to a cozy living area, showcasing a neutral color palette and decorative elements.

Home in Newburgh

4.91 out of 5 average rating, 46 reviews

Welcome to Newburgh's Cozy Cove

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

4.96 out of 5 average rating, 45 reviews

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

Top guest favorite

A contemporary two-story home is presented, featuring a combination of wood and gray siding. Stone steps lead to an inviting entrance, while surrounding greenery provides a natural backdrop. Large windows allow for ample natural light, enhancing the exterior's modern design.

Home in Highland Falls

5 out of 5 average rating, 69 reviews

Modern Usma Home, Walk to West Point

Top guest favorite

A spacious living area is highlighted by a modern sectional sofa in muted tones. Large windows frame serene outdoor views, complemented by a stone fireplace. Sleek wooden beams span the ceiling, while light-colored walls enhance the airiness of the room.

Home in Barryville

5 out of 5 average rating, 17 reviews

Luxury Mountain Retreat with Panoramic Vista Views

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.

Home in Greenwood Lake

4.96 out of 5 average rating, 84 reviews

*Waterfront Modern Home w/Hot Tub and Fast Wifi

Top guest favorite

A single-story cottage is shown surrounded by lush greenery. Solar panels are installed on the roof. The entrance features a small set of stairs leading to a front porch with steps flanked by shrubs. Red shutters accentuate the windows, offering a welcoming appearance.

Home in Cold Spring

5 out of 5 average rating, 40 reviews

Mountain Top Retreat

A charming blue cottage is framed by autumn foliage, with a welcoming front door adorned with seasonal decorations. Brightly colored flowers are positioned on either side, enhancing the inviting entrance. Lush green grass surrounds the property, offering a tranquil outdoor space.

4.91 out of 5 average rating, 33 reviews

Rustic Blues Cottage Retreat

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.

4.91 out of 5 average rating, 45 reviews

3 BDR Cottage (Hudson Valley Cottage)

Private house rentals

An aerial view captures a spacious backyard featuring a fenced-in heated pool and hot tub. Surrounding the area are lounge chairs on a sun deck, a shaded gazebo, and landscaped gardens, creating an inviting outdoor retreat. The home is visible in the background.

Home in Harriman

4.9 out of 5 average rating, 63 reviews

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC

A single-story home is presented with a welcoming front porch featuring white columns and a light grey exterior. The porch includes a wooden step entry leading to the front door, surrounded by lush greenery and a gated fence, providing a cozy, private outdoor space.

Home in Newburgh

4.88 out of 5 average rating, 26 reviews

Margaret's Heart

A living area features a green couch paired with a white upholstered chair and a glass side table. A wooden chest serves as a coffee table, while a spiraling wooden staircase leads to an upper level. Natural light enters through large windows, illuminating the space.

Home in Warwick

4.92 out of 5 average rating, 61 reviews

Warwick Retreat Fireplaces Hot Tub Outdoor Lounge

An outdoor patio features a brick fireplace alongside a seating area with cushions in a neutral tone. A wooden table with chairs is positioned nearby. Lush greenery and natural stone are visible in the background, adding to the peaceful setting.

Home in Cold Spring

4.91 out of 5 average rating, 55 reviews

Summer Adventures in Cold Spring at Gilbo's

Home in Greenwood Lake

5 out of 5 average rating, 20 reviews

Lakeview House ~ Hot Tub, Firepit, Stunning Views

A spacious living area features a turquoise couch complemented by colorful accent pillows. An elegant chandelier hangs overhead, illuminating the floral area rug below. A decorative marble fireplace and large windows contribute to the inviting atmosphere, while curtains frame the light-filled space.

Home in Warwick

5 out of 5 average rating, 9 reviews

La Victoria 5 BR Home in the heart Warwick NY

Top guest favorite

A spacious living room is presented, featuring a light-colored leather sofa set with decorative pillows. A wooden coffee table sits in the center on a soft area rug. Natural light streams in through large windows, complemented by neutral-toned walls and minimal wall decor.

Home in Chester

4.97 out of 5 average rating, 31 reviews

Sunshine Adventures - 5bd Hudson Valley Escape

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.

5 out of 5 average rating, 17 reviews

Luxurious retreat. Woodbury Commons/Legoland

Quick stats about house rentals in Woodbury

Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
290 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore