House vacation rentals in Ossining

4.98 out of 5 average rating, 489 reviews

An outdoor area features a spacious in-ground swimming pool surrounded by a well-maintained lawn. Comfortable lounge chairs are positioned nearby, offering a relaxing space in the shade of lush greenery. Tall trees provide privacy and a natural feel to the setting.

Home in New Paltz

midcentury mod * POOL * walk out trail to mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village Several outdoor seating areas. THE WHOLE PLACE IS YOURS FULL PRIVATE ACCESS HOUSE, POOL & PROPERTY POOL OPEN 5/1 - 9/30

4.92 out of 5 average rating, 189 reviews

A dining area is shown with a round wooden table at the center, adorned with a vase of flowers. Large glass windows frame a serene lakeside view, with blooming flowers in the foreground and lush greenery. Soft sunlight reflects off the water, creating a tranquil atmosphere.

Home in Carmel Hamlet

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

4.9 out of 5 average rating, 112 reviews

The spacious living area features large glass walls that provide serene views of the surrounding forest. A modern white sofa complements a wooden ceiling, while a quirky red chair adds a pop of color. Natural light floods the room, enhancing the warm wood tones throughout.

Home in Rye

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

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

4.85 out of 5 average rating, 145 reviews

The exterior of the house is set among lush greenery and features a large elevated deck that wraps around the structure. Large windows provide natural light, and the building is supported by a prominent boulder, blending harmoniously with the surrounding forest.

Home in Ossining

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

4.92 out of 5 average rating, 119 reviews

A formal dining area is highlighted by a large table surrounded by light grey upholstered chairs. A rustic stone fireplace adds warmth to the space, while a large mirror reflects natural light. Soft curtains frame the window, creating an inviting ambiance.

Home in Highlands

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

4.99 out of 5 average rating, 105 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

4.86 out of 5 average rating, 142 reviews

The historic waterfront home is shown with a light yellow exterior and an A-frame roof. A welcoming porch with seating faces the river, framed by trees that add touches of color. The serene Hudson River is visible in the background under a clear blue sky.

Home in Nyack

Beautiful & Fun Waterfront Duplex on the Hudson

Enjoy a getaway to this charming historic waterfront home. Sip a glass of wine, a cup of Joe, or a refreshing cool drink from the 36 ft deck overlooking the Hudson River and Mario Cuomo Bridge beautifully lit up each evening. **PLEASE read everything in the description of "The Space" and "Other Things to Note" before booking. Thank you! Check out my "GUIDEBOOK" for my favorite picks including entertainment, shopping, eateries, and more. Non shedding pets welcome with additional fee $150.

4.91 out of 5 average rating, 153 reviews

A spacious living area features wooden beams overhead and large windows that provide ample natural light. A comfortable sectional couch is arranged around a coffee table, with a cozy armchair nearby. A stone fireplace adds warmth, while indoor plants enhance the inviting ambiance.

Home in Yorktown Heights

Cozy getaway 1 hr from NYC!

This peaceful home is only 1 hour from NYC & Brooklyn. There are 3 bedrooms & 3 bathrooms and a POOL. A large living area, a play room, a wood burning FIREPLACE, large TRAMPOLINE, yard with babbling brook & seating area! Bedroom 1: King size bed & pack n play. Ensuite bathroom. Bedroom 2: Queen size bed, dresser. Ensuite bathroom. Bedroom 3: King size bed, pull out couch. Ensuite bathroom. Living room: Pull out couch. Pool is open Memorial Day - Labor Day. Heated by the sun- no heater.

4.9 out of 5 average rating, 190 reviews

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

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.

4.99 out of 5 average rating, 185 reviews

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 Sterling Forest

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.

4.93 out of 5 average rating, 219 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.

4.95 out of 5 average rating, 185 reviews

A welcoming entryway is framed by a white picket fence, leading to a charming cottage. Lush greenery surrounds the path, which is composed of stone leading up to a blue front door. A trellis with climbing plants adds to the inviting exterior.

Home in Nyack

Chic Vintage Cottage in Artsy Village of Nyack

Chic, cozy and adorable, our recently renovated 1929 Nyack Village cottage is a one of a kind. Located one block from Main Street and the wonderful dining, shopping and culture downtown Nyack has to offer, our home is the perfect backdrop for a beautiful weekend retreat. Traveling for work? NYC is a quick 30 mile commute with fast access to public transportation. We welcome you to come and be our guests!

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House rentals with a pool

4.93 out of 5 average rating, 108 reviews

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

Summer Retreat! Amazing Pool, Playground, 7 acres!

4.89 out of 5 average rating, 142 reviews

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4Br Mountain Brook House on 130 acres w/ trails

4.86 out of 5 average rating, 159 reviews

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

Scenic River View Escape | New Paltz

4.92 out of 5 average rating, 244 reviews

A serene heated saltwater pool is framed by lush greenery, reflecting the sky above. A rustic wooden edge provides a natural transition between the pool and the surrounding landscape, which includes a prominent tree adding to the tranquil ambiance.

Home in Woodstock

Little owl Japanese teahouse: pool is OPEN

4.99 out of 5 average rating, 139 reviews

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

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

5 out of 5 average rating, 163 reviews

A serene outdoor space features a heated saltwater pool surrounded by well-maintained grass. Lounge chairs are positioned along the pool's edge under the shade of a large tree, creating a peaceful area for relaxation. The property is bordered by a wooden fence and offers expansive views of the surrounding landscape.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse 1 Hour From NYC

4.93 out of 5 average rating, 189 reviews

Home in Litchfield

Stunning Views, Bucolic Bliss in 1790s Farmhouse

4.94 out of 5 average rating, 157 reviews

A charming carriage house features large windows and a high peaked roof, set amidst lush greenery. A well-maintained pool with a gentle fountain is situated in front, surrounded by landscaped gardens and inviting white lounge chairs.

Home in Englewood

Englewood NJ Country Carriage House (15 min NYC)

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Weekly house rentals

4.71 out of 5 average rating, 14 reviews

A modern single-story home is set within a lush green landscape. A gravel driveway leads to the entrance, bordered by colorful landscaping and a small garden. Large windows offer natural light, while trees surround the property, creating a sense of privacy.

Home in Croton-on-Hudson

Secluded Mid-Century Modern Home

4.89 out of 5 average rating, 56 reviews

A bright sitting area showcases a light pink custom sofa, complemented by an array of decorative shelves. Natural light enters through large windows, highlighting the wooden flooring. A ladder leads to the loft, and a cooler is positioned centrally on the floor, adding to the homey feel.

Home in Ossining

Camped Inn at Sundial Farm -- Tiny House

4.98 out of 5 average rating, 106 reviews

A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.

Home in Big Indian

Gingerbread House- a 1950s Catskills Chalet

4.96 out of 5 average rating, 51 reviews

A modern living room is showcased with a large sectional sofa adorned with vibrant patterned cushions. A coffee table is positioned on a richly colored area rug. The walls are decorated with framed artwork, and natural light illuminates the space through two windows.

Home in Piermont

Idyllic & Chic in Piermont, 20 min from GW Bridge

4.86 out of 5 average rating, 21 reviews

A single-story red brick house is framed by lush greenery and mature trees. A path leads to the front door, which features a wood frame and decorative glass. The yard is well-maintained, with manicured shrubs and a grassy area visible.

Home in Croton-on-Hudson

Croton retreat w/ yard + hot tub

4.88 out of 5 average rating, 34 reviews

An inviting living area features dark wood paneled walls and a coffered ceiling. A soft, light-colored rug covers the floor, contrasting with a classic leather sofa. Large windows allow natural light to fill the space, with a holiday tree adding warmth to the corner.

Home in Ossining

Hudson Valley Escape

4.85 out of 5 average rating, 92 reviews

The exterior of a two-story house is highlighted at dusk, featuring warm light emanating from several windows. A neatly paved driveway is visible, bordered by low shrubbery and illuminated by subtle ground lighting. Nearby trees provide a natural backdrop.

Home in Piermont

Piermont View

4.97 out of 5 average rating, 66 reviews

A lakeside retreat is showcased, featuring a rustic exterior with dark wood accents. Adirondack chairs are arranged near the water's edge, alongside colorful kayaks resting on the peaceful lake. Lush greenery surrounds the property, reflecting in the calm water.

Home in Putnam Valley

Waterfront Lake House

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Private house rentals

4.87 out of 5 average rating, 78 reviews

A cozy living room is depicted with light-colored walls and wooden flooring. Two dark armchairs and a light sectional sofa surround a black coffee table. A vase of fresh tulips sits on the table, adding color. Large windows illuminate the space, showcasing a warm, inviting ambiance.

Home in Chappaqua

Chic and Cozy 2BD 1920's Cottage Retreat

4.93 out of 5 average rating, 84 reviews

Home in Bedford

Bedford Paradise Getaway | Hot Tub | Town Center

5 out of 5 average rating, 10 reviews

An open-concept living space features high wooden beam ceilings and a stone fireplace. Large windows provide ample natural light and scenic views of the lake. A staircase leads to an upper level, while a cozy seating area is arranged nearby, emphasizing relaxed living.

Home in Putnam Valley

Dr. Ruth’s Serene Lake Retreat

4.95 out of 5 average rating, 43 reviews

A cozy living room features a prominent stone fireplace, surrounded by soft, neutral furnishings. Natural light floods in through large windows, while wooden beams add rustic charm. A guitar rests next to a plush sectional sofa, inviting relaxation and comfort in a tranquil setting.

Home in Greenwich

Riverfront Cottage Retreat & Pool 35 mins from NYC

5 out of 5 average rating, 64 reviews

A contemporary house is displayed, featuring a sleek exterior of wood and metal. Expansive windows offer a view of the surrounding trees. A spacious deck extends from the structure, providing a seamless transition to the outdoor environment.

Home in Accord

Accord River House

5 out of 5 average rating, 67 reviews

A spacious backyard features a heated pool surrounded by a stone patio, overlooking the scenic lake. Vibrant fall foliage adorns the landscape, and the serene water reflects the clear sky. A cozy home is visible, nestled against the lush greenery.

Home in Sterling Forest

Heated Pool On | Fenced Yard | Hot Tub | Lake View

5 out of 5 average rating, 54 reviews

A light-filled living space features high ceilings and large windows that frame views of the waterfront. A comfortable sofa and an armchair are positioned around a rustic coffee table, while a dining area with dark wood seating overlooks the serene outdoor space.

Home in Piermont

Waterfront Luxury in Town