Holiday rentals with a patio in Highlands

5 out of 5 average rating, 100 reviews

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

Modern 3BD West Point USMA House w/ HotTub!

Our beautiful 3 bed, 2 bath contemporary home sits just 0.4 miles from West Point Military Academy. The house is equipped with super fast internet, work stations in each bedroom, cozy nectar mattresses, a 4-person jacuzzi, and of course, an incredible back yard patio with a BBQ, fire pit and outdoor dining area. Our kitchen is stocked for coffee lovers with 3 different types of machines ( Nespresso, Keurig, and Miele). There are also Samsung Smart TV's in each bedroom along with Sonos speakers!

4.99 out of 5 average rating, 172 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

4.99 out of 5 average rating, 127 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.

Superhost

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, 161 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.

4.95 out of 5 average rating, 122 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, 147 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.

4.99 out of 5 average rating, 169 reviews

The restored a-frame stone cottage is nestled among trees, featuring a wooden deck and stone steps leading to the entrance. A propane grill is positioned on the deck, with a tranquil wooded backdrop showcasing the colors of nature.

Cottage in Pawling

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

4.99 out of 5 average rating, 207 reviews

The cabin is positioned in a wooded area, featuring a dark exterior and a sloped roof. A spacious patio area is visible, equipped with seating and a fire pit. A hot tub is placed nearby, illuminated by soft lighting along the pathways.

Cabin in Ellenville

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

4.95 out of 5 average rating, 110 reviews

A serene lakeside view is captured, featuring lush greenery and colorful plants in planters. A lounge chair is positioned on the grass, inviting relaxation while looking out over the calm waters of the lake, framed by a backdrop of tree-covered hills.

Cottage in Monroe

Hudson Valley Lakefront Cottage | Nature Escape

Escape to this tranquil, lakefront cottage in the Hudson Valley. Enjoy stunning lake and cascading creek views, kayaks, paddleboards, a firepit with a steady supply of firewood for cozy evening fires, two Weber grills, and an on-site Level 2 EV charger. Ideal for couples, small groups, or intimate gatherings seeking a peaceful retreat surrounded by nature.

4.89 out of 5 average rating, 340 reviews

The living area features a comfortable sofa and a modern loveseat facing a mounted television. A wooden coffee table sits in the center of the room, surrounded by warm-toned wooden flooring. Soft natural light filters through the windows, illuminating the neutral walls and decorative artwork.

Home in Highland Falls

Luxury Townhouse Near West Point

Spacious newly built 3 bedroom, 2.5 bath located in Highland Falls, NY right outside the gate of the United States Military Academy, West Point, NY! Enjoy everything the Hudson Valley has to offer!

4.88 out of 5 average rating, 210 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

Take a break and unwind at this elegant, peaceful, cozy oasis (if you book for more than a week, you will receive a special discount). BACKYARD CLOSED - Sept 2025-April 2026

Popular amenities for rentals with patio in Highlands

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.99 out of 5 average rating, 219 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

4.9 out of 5 average rating, 115 reviews

Flat in Hyde Park

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

4.95 out of 5 average rating, 189 reviews

A spacious living area features a large, U-shaped sectional sofa with various cushions in neutral tones and accents. A wooden coffee table with a candle sits in front, while a wall displays a simple black and white 'LOVE' art piece, enhancing the cozy atmosphere.

Flat in Glenbrook

Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis

4.99 out of 5 average rating, 218 reviews

Flat in Beacon

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

4.97 out of 5 average rating, 379 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, 108 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!

4.88 out of 5 average rating, 216 reviews

An elegant balcony is presented with a wooden dining table and six matching chairs, accompanied by a comfortable sectional sofa. Lush greenery and the serene Hudson River are visible in the background, framed by a colorful sunset sky that enhances the outdoor space.

Flat in Yonkers

Elegant Riverfront Getaway with Beautiful Views

4.97 out of 5 average rating, 168 reviews

The open living area features tall windows that provide ample natural light. A comfortable sofa is situated beside a wooden coffee table, with a dining table set for four in the background. Modern appliances and a stylish ventilation hood enhance the kitchen space.

Flat in Kingston

DeMew Place

House rentals with a patio

4.92 out of 5 average rating, 133 reviews

A spacious living room features a soft, light-colored couch and a small wooden coffee table. A flat-screen TV is mounted on the wall, while decorative shelves display greenery and art. Natural light streams in through windows dressed with sheer curtains.

Home in Newburgh

Lovely home in town of Newburgh

4.97 out of 5 average rating, 63 reviews

The exterior of the renovated home is framed by lush, green hedges. A covered front porch features a light blue seating set with two chairs and a small table. Freshly painted siding complements the welcoming entrance, creating an inviting first impression.

Home in Highland Falls

Highland Falls Home - 1/2 Mile to West Point

4.98 out of 5 average rating, 172 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

4.99 out of 5 average rating, 171 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

5 out of 5 average rating, 107 reviews

An aerial view of BoHo Farm House showcases a modern black exterior with expansive glass panels. The garden features a swimming pool surrounded by lounging chairs and a fire pit, set against a backdrop of lush green grass and trees.

Home in Accord

Design Scandi Retreat, Heated Pool, Dogs Welcome

5 out of 5 average rating, 20 reviews

Home in Cold Spring

Mountainside Home (Beacon/Cold Spring)

5 out of 5 average rating, 158 reviews

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.

Home in Greenwood Lake

Wake up to this view all summer! Lakefront life!

5 out of 5 average rating, 86 reviews

A charming home nestled among trees features a spacious front porch adorned with planter boxes. Lush greenery and colorful flower beds surround the property, and a large boulder adds a natural element to the landscape.

Home in Cold Spring

Home in Cold Spring- Farm Stay!

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.

4.94 out of 5 average rating, 16 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.

4.97 out of 5 average rating, 31 reviews

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

The living area includes a comfortable couch and a cozy armchair beside a gas fireplace. A wooden coffee table is centered on a beige carpet, and a flat-screen TV is mounted above the fireplace. Natural light enters through a large window covered with dark curtains.

4.82 out of 5 average rating, 61 reviews

Cozy condo in Ski Resort. 2 bedroom/2 bath Unit226

4.96 out of 5 average rating, 83 reviews

A spacious living area features a large, comfortable couch and a cozy armchair, accompanied by a wooden coffee table. A dining table with six chairs sits nearby, while a wall-mounted television is positioned above the couch. Natural light enters through two windows, enhancing the inviting ambiance.

Apartment in Vernon

New Luxury Ski Condo-2 Full Bathrooms

4.99 out of 5 average rating, 103 reviews

Luxurious Cozy Mountain Retreat 2BR/2BA – Ski/Spa

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.

4.99 out of 5 average rating, 141 reviews

Skiiis N Tees • Mountain Views, Cozy Vibes

A bright living area features a cozy arrangement of seating options, including two armchairs and a spacious sofa. A coffee table sits in front of the seating, and a flat-screen TV is positioned above a modern fireplace. Large windows provide views of lush greenery outside.

5 out of 5 average rating, 17 reviews

4BR Treetop Escape | Hiking, Minerals, Warwick

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.