Holiday rentals with a patio in Town of Philipstown

4.98 out of 5 average rating, 199 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.

Apartment 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

4.92 out of 5 average rating, 125 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.

Apartment in Amenia

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

4.91 out of 5 average rating, 293 reviews

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.

Apartment in Cold Spring

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

4.96 out of 5 average rating, 105 reviews

The open concept living room features cedar cathedral ceilings and large windows allowing for natural light. A fieldstone fireplace is centered against a wooden wall. Soft seating options include a three-seater sofa, a lounge chair, and a daybed. A light area rug covers the floor.

Chalet in Carmel Hamlet

Secluded Lakefront Chalet-Firepit+Yard Dogfriendly

⸻ Just over an hour from NYC, this serene, dog-friendly lakefront chalet offers 200 feet of private shoreline, fenced yard & sunroom with stunning lake views. Thoughtfully decorated with treasures from our world travels, it blends quiet luxury with modern comfort. Enjoy a king bed, fireplace, record player, TV. Dine by the water, relax in the lakeside swing, spot local fauna, hike the nearby trails & unwind fireside. Romantic, peaceful, beautifully secluded – your perfect summer escape awaits.

4.92 out of 5 average rating, 164 reviews

The cottage is nestled among tall trees, with natural rock formations in the foreground. The structure features a combination of brown siding and large windows, providing a blend of indoor comfort and outdoor scenery. A grassy area extends around the property.

Cottage in Cold Spring

Cheerful Private 3 Bedroom Cottage in Cold Spring

Relax with friends & family at this peaceful forrest cottage, just 7-minutes outside of The Historic Village of Cold Spring on a beautiful, quiet country road. Much bigger on the inside than it looks, this place has what you need: fresh linens, full kitchen, wifi, streaming tvs and plenty of great books to read. There is a trampoline in the backyard & patio lights for Spring/Summer/Fall nights dining outside. Rent alone or pair with my cottage next door: Peaceful Yellow Door Cottage on Airbnb.

4.99 out of 5 average rating, 133 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, 171 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.

Apartment in Beacon

2Blocks to MainSt/Roundhouse-UnderMtBeacon-PvtApt

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, 131 reviews

A modern red barn structure is presented with a spacious balcony and a staircase leading to the second story. The building is surrounded by a grassy area, and the sky is bright with clouds. Large windows allow natural light to enter the space.

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, 116 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.

Guesthouse 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)

Guest suite in Ulster Park

A bright living area features a small, dark sofa with colorful throw pillows, a wooden coffee table, and a comfortable armchair. Large windows provide views of the outdoor area, while a door leads to the private deck. Air conditioning is mounted on the wall.

4.94 out of 5 average rating, 124 reviews

Sunny and Spacious Studio - a serene getaway

Modern Light Filled Garage Conversion with a small kitchen, full bath with an open deck off the back. A beautiful quiet spot with birds, tall trees and a small creek on 3 acres. The bedroom has a comfortable Queen bed with a small ladder to a little sleeping loft for the kids. There is also a pull out couch in the open kitchen living room area with a deck off the back. This is a small apartment attached to our house that has been designed with care and privacy in mind.

4.94 out of 5 average rating, 101 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.

Guesthouse 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, 114 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.

Popular amenities for Town of Philipstown Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.94 out of 5 average rating, 127 reviews

Apartment in Glenbrook

The Hillside Crib | 1 Bedroom Apt | Near Downtown

Apartment 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, 110 reviews

2-Bedroom in COH, near Newburgh & West Point

4.99 out of 5 average rating, 139 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.

Apartment in Chester

Private Country Getaway

4.97 out of 5 average rating, 310 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.

Apartment in Kingston

The Ivy on the Stone

4.98 out of 5 average rating, 123 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.

Apartment in Yonkers

Suite74 - Cozy, modern 1 bedroom with office

Apartment in Greenwood Lake

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.

4.95 out of 5 average rating, 100 reviews

Apartment in Lovely Lake House,Pets welcome!

4.91 out of 5 average rating, 122 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.

Apartment in Wallkill

Waterfront Gem: 1BR w/Private Balcony & Serenity

4.88 out of 5 average rating, 170 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.

Apartment in Yonkers

Elegant Riverfront Getaway with Beautiful Views

Holiday House Rentals with a Verandah

4.91 out of 5 average rating, 114 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

4.99 out of 5 average rating, 137 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

4.95 out of 5 average rating, 103 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

4.91 out of 5 average rating, 127 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

4.86 out of 5 average rating, 133 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

5 out of 5 average rating, 107 reviews

An open living area features a modern kitchen with dark cabinetry, a central island, and stainless steel appliances. A cozy seating arrangement includes a leather sofa, a wooden coffee table, and a stylish rug. Large windows allow natural light to fill the space, connecting to the outdoors.

Home in Warwick

Fall Warwick Escape! Farms, Apple Pick, Ren Faire!

5 out of 5 average rating, 6 reviews

A modern kitchen is presented with custom stainless cabinetry and a large gas range. Floating walnut shelves hold various kitchenware. The checkered floor features green and cream tiles. Windows allow natural light, creating a bright atmosphere within the space.

Home in Philipstown

Modern Lake Retreat | Hudson Valley Hideaway

4.87 out of 5 average rating, 171 reviews

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.

Home in Sterling Forest

Aster Place

Holiday condos with a patio

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, 20 reviews

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

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

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, 48 reviews

Luxurious Cozy Mountain Retreat

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, 116 reviews

Chic Vernon Getaway | Pet-Friendly with Mtn Views

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, 75 reviews

Little Getaway at the Black Creek Sanctuary

The room features a king-size bed with bedding arranged neatly, complemented by a gas fireplace and a stylish stone surround. A dark wooden dresser holds a flat-screen TV. A small table with beverages is centrally positioned, and sliding doors open to a private balcony.

5 out of 5 average rating, 12 reviews

Room in Minerals@Crystal Spring

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.