Holiday rentals with a patio in Highlands

4.99 out of 5 average rating, 202 reviews

A well-appointed room features a queen-sized bed with crisp white linens and a patterned throw. Natural light filters through multiple windows, illuminating a vintage bar cart and a small black mini-fridge. A wooden dresser and a chair complement the inviting space.

Flat in Beacon

Stylish Private Studio 1 block from Main St Beacon

Stylish, private garden level bedroom & bath w/ self check-in private entrance. Art/antiques/vintage bar-cart/mini-fridge/ microwave/43in 4KTV w Netflix/ black-out curtains/outdoor seating area. 1 block from Main St, 3 min free shuttle/20 min walk from Metro-North station. Close to DIABeacon & hiking trails. NOTE: -Ceilings are a bit low so if you are very tall, please contact me before booking. -To add pet,click "guests" dropdown, scroll to bottom&select "pet" to pay fee. $45 xtra for 2nd pet

Superhost

The interior of a wooden sauna is shown, featuring warm cedar walls and benches. A stove is located at the center, surrounded by two folding chairs and neatly rolled green towels. A wooden bucket sits in one corner, emphasizing the tranquil spa environment.

Flat in Cold Spring

4.91 out of 5 average rating, 293 reviews

HOT Sauna - Mountain Views - Hiking - NYC Trains

Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds

4.99 out of 5 average rating, 138 reviews

A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.

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

5 out of 5 average rating, 104 reviews

A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.

Home in Staatsburg

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

4.99 out of 5 average rating, 178 reviews

A spacious studio apartment features a comfy bed with multiple pillows and a cozy sofa. A ceiling fan provides comfort, and a wall-mounted TV is visible. A wooden table displays brochures, while natural light filters through the nearby windows, creating a bright and airy atmosphere.

Flat in Beacon

2BlocksToMainSt/Roundhouse Under Mt Beacon Pvt Apt

A cozy, clean, large studio apartment within a two minute walk to Mt. Beacon and Main St. Enjoy your stay with a fully equipped kitchen (coffee, tea, creamer, sugar, etc.), a comfy queen bed with lots of pillows, a full bathroom with shampoo, conditioner, body wash and extras. You will have off-street parking and a beautiful outdoor patio all to yourself. The apartment has WiFi, a Smart T.V. and lots of lighting but also room darkening shades to sleep in. Pickleball courts 2 blocks away.

4.95 out of 5 average rating, 132 reviews

Barn in Mountainville

Renovated Red 1890’s Hudson Valley Barn

Renovated barn in Mountainville, NY at the base of the Schunnemunk hiking trails. 1 mile from Storm King Art Center. 3 miles to Cornwall. 10 minutes from Woodbury Common Premium Outlet. 15 minutes to West Point. Private stairs & balcony leads to 500 square foot second-story space. You get the entire upstairs to yourself. The NYS Thruway does run between the house and the mountain. There is highway noise. TV has a ROKU. The WiFi signal is weak due to the metal siding on the barn.

4.98 out of 5 average rating, 119 reviews

The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.

Guest house in Waccabuc

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

4.98 out of 5 average rating, 141 reviews

A spacious main room is featured with high ceilings and a skylight. The kitchenette is visible alongside a dining table and chairs. A wooden coffee table sits in the living space, adorned with decorative items. Natural light flows through large windows framed by greenery.

Flat in Chester

Private Country Getaway

This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.

4.94 out of 5 average rating, 106 reviews

An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.

Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit - perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.

Guest house in Philipstown

A cozy sitting room features exposed wooden beams and a brick fireplace. Two comfortable leather chairs are arranged around a wooden coffee table. Natural light enters through multiple windows adorned with sheer curtains, illuminating the space, which is enhanced by decorative touches like artwork and plants.

4.99 out of 5 average rating, 119 reviews

Historic 1 bedroom home in Cold Spring, NY

This lovingly restored home, built in 1826,is located within the hamlet of Nelsonville within walking distance of the village of Cold Spring. This home has its own entrance and private courtyard and is attached to the owners main residence. Space is curated with antiques and is intended for a couple. This is cozy any time of the year. This home is near trailheads of spectacular hikes in the Hudson Highlands and at the base of Bull Hill.

4.96 out of 5 average rating, 197 reviews

A dining area features a long wooden table set for meals, with plates arranged on woven placemats. To one side, a bar area displays glassware and coffee equipment. Expansive windows frame scenic lake views, allowing natural light to brighten the space.

Cottage in Putnam Valley

Private Lake House 1 Hour to NYC & Near Westpoint

Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

4.97 out of 5 average rating, 146 reviews

A spacious bedroom features a comfortable bed with soft linens, complemented by bedside lamps. Large windows offer views of the surrounding greenery and mountains. An outdoor deck extends into the natural landscape, furnished with lounge chairs, inviting relaxation amid scenic surroundings.

Loft in Mountainville

Lovely, Quiet and Very Private! Entire Loft!

Nestled in the mountains is a peaceful place to lay your head. Just a stones throw from vineyards, brewery's and some of the best views and attractions the Hudson Valley has to offer. Here you'll find a private & secluded bedroom and bathroom fit for 2. A small "kitchenette" is avaliable for use as well as an outdoor seating area with fireplace. Free parking in designated spot. Waterfall is a short hike away.

Popular amenities for rentals with patio in Highlands

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.92 out of 5 average rating, 128 reviews

A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.

Flat in Amenia

Amenia Main St Cozy Studio

4.89 out of 5 average rating, 129 reviews

The balcony features a charming outdoor dining set with a table and two folding chairs. A spread of sliced bread, apples, and glasses of sparkling drink is arranged, overlooking a view of downtown Stamford, with a mix of buildings and greenery visible in the distance.

Flat in Stamford

Honey Spot Studio | Downtown City Views

4.88 out of 5 average rating, 204 reviews

A spacious living area exhibits warm wooden floors and large windows adorned with decorative curtains. A cozy futon is positioned on a textured rug, complemented by a decorative welcome sign on the wall. A spiral staircase leads to the upper level, enhancing the open layout.

Flat in Stony Point

E and T Getaway LLC

Flat in Cornwall-on-Hudson

A spacious living area is highlighted by a corner sectional sofa and a round marble coffee table. Soft, natural light filters through sheer white curtains, illuminating the warm wood floors. A dining space with a round table and modern chairs is visible in the background.

4.84 out of 5 average rating, 113 reviews

2-Bedroom in COH, near Newburgh & West Point

4.98 out of 5 average rating, 125 reviews

A modern living space features a blue sofa accompanied by a patterned throw and a coffee table set for four. Natural light fills the room through large windows, illuminating a neutral color palette. A standing lamp adds soft lighting, enhancing the minimalist design.

Flat in Yonkers

Suite74 - Cozy, modern 1 bedroom with office

4.97 out of 5 average rating, 317 reviews

A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.

Flat in Kingston

The Ivy on the Stone

4.95 out of 5 average rating, 100 reviews

A charming house is nestled under a large, vibrant tree with red foliage. The exterior features white siding and a front porch with several seating options. A well-maintained lawn surrounds the home, providing a serene outdoor space.

Flat in Greenwood Lake

Apartment in Lovely Lake House,Pets welcome!

4.9 out of 5 average rating, 126 reviews

A circular fire pit area is set on a grassy lawn, surrounded by five Adirondack chairs. Tall trees provide shade, while the river glistens in the background under the warm glow of the sunrise. The scene exudes a sense of tranquility.

Flat in Wallkill

Waterfront Gem: 1BR w/Private Balcony & Serenity

House rentals with a patio

5 out of 5 average rating, 6 reviews

A spacious multi-story house is shown, featuring dark wood siding and large windows. A broad staircase leads to an inviting deck with outdoor seating. Lush greenery surrounds the property, while a gravel path guides visitors to a generous wooden table set in the yard.

Home in Philipstown

Nordic escape among tree tops

4.99 out of 5 average rating, 141 reviews

The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.

Home in Cornwall

The Farmhouse

4.93 out of 5 average rating, 107 reviews

An aerial view captures a spacious lakefront property surrounded by lush greenery. Trees frame the yard, which gently slopes toward the water. The exterior of the house is clad in light gray, with multiple windows reflecting the natural surroundings. A patio area is visible near the water's edge.

Home in Putnam Valley

Crystal Wave LakeHouse

Superhost

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

4.86 out of 5 average rating, 133 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

5 out of 5 average rating, 85 reviews

An outdoor patio space features a modern setup with reclined lounge chairs positioned on a wooden deck. A bright blue umbrella provides shade, while a sleek bar area and greenery enhance the inviting ambiance of the outdoor setting.

Home in Highland Falls

Modern Usma Home, Walk to West Point. Hot Tub!

4.96 out of 5 average rating, 145 reviews

Home in Chester

Millionaire Mansion Countryside Stay w/ Lrg Hottub

5 out of 5 average rating, 53 reviews

Home in Highland Falls

Billy Joel/JP Morgan Hudson Valley Home 1h to NYC

4.99 out of 5 average rating, 124 reviews

A charming two-story house features a combination of red siding and stone accents. A welcoming porch with white railings leads to the front door. Lush greenery surrounds the entrance, enhancing the inviting exterior. Nearby, a well-maintained lawn adds to the home's appeal.

Home in Newburgh

The Little Red House

Apartment rentals with a patio

The living room is furnished with a cozy sofa and an armchair, positioned around a wooden coffee table. A fireplace is built into the wall, and a large screen TV is mounted above. Natural light enters through the large window, offering a view of the surrounding mountains.

5 out of 5 average rating, 9 reviews

Condo at Mtn Crk 1 Bdr 1 Bath sleep 4 Mtn view 234

The open-concept living area features a comfortable sectional sofa, accent chairs, and a large coffee table. A wall-mounted TV and a fireplace are visible, with natural light streaming through a spacious window. Stylish artwork of a forest scene adds a tranquil touch.

4.95 out of 5 average rating, 21 reviews

Spacious & Comfy Gem: Mins to Slopes, Arcade, Pkg!

An aerial view showcases the open living area with a dining table set for six and a cozy seating arrangement featuring a grey sofa. Large windows allow natural light to fill the space, complemented by light blue curtains and a colorful area rug.

4.91 out of 5 average rating, 108 reviews

Cozy 2-Level Condo | 2 Min to Mountain Creek

A cozy living area is showcased with modern furnishings, including two armchairs and a spacious sectional sofa. A large TV is mounted on the wooden wall, complemented by a stylish fireplace. The open design leads to a well-equipped kitchen, enhancing a sense of gathering.

5 out of 5 average rating, 52 reviews

Luxury 2BR/2BA Mountain Escape – 2 Min to Ski/Spa

The living room features a cozy sectional sofa and a wooden coffee table positioned in front of a modern electric fireplace. A flat-screen TV is mounted on a textured wall, displaying various streaming options. A dining area with a table and chairs is visible, creating a welcoming space.

4.94 out of 5 average rating, 83 reviews

Comfortable, chic, modern and sophisticated condo

A spacious living area showcases a large sectional sofa and a coffee table on a patterned rug. Natural light fills the space through expansive glass doors that lead to an outdoor area. A spiral staircase leads to an upper level, while a dining area features a stylish chandelier.

4.98 out of 5 average rating, 117 reviews

Skiiis N Tees • Mountain Views, Cozy Vibes

The exterior of a multi-unit condominium building showcases a blend of wood and stone elements. Green trim accents the balconies and entries, while a clear blue sky provides a bright backdrop. Well-maintained landscaping features grassy areas and plants near the entrance.

5 out of 5 average rating, 76 reviews

Little Getaway at the Black Creek Sanctuary

A spacious living area is highlighted by a large sectional sofa adorned with decorative pillows. A round wooden coffee table sits in front, centered on a patterned area rug. A stylish electric fireplace is mounted on the wall, complemented by natural light from nearby windows.