House vacation rentals in Poughkeepsie

The exterior of the Piersaull House is presented, featuring light beige siding and a welcoming porch with a white railing. Lush greenery surrounds the property, including tall trees and shrubs. A wooden bench is situated nearby, enhancing the outdoor space.

4.98 out of 5 average rating, 131 reviews

Cozy Historic Piersaull House - Charming & Quirky!

Piersaull House, built in 1910 by Charles Piersaull, Hyde Park's fishmonger, photographer, and bicycle repairman, features 630 sqft of quirk and charm, in the heart of the Hudson Valley. This small home lives big with living, dining and kitchen on the first floor, and 2 beds and 1 bath upstairs. Very tall people are destined to bonk their heads in an upstairs room, but will likely grin and relish the charm of this historic property. The privacy of your own house at the price of a hotel room!

A charming two-story house features warm wooden siding and multiple red window accents. A welcoming front porch is adorned with lights, complemented by a gently sloped pathway leading up to the entrance, surrounded by lush greenery and seasonal foliage.

4.96 out of 5 average rating, 271 reviews

Eclectic one-bedroom house

This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

4.96 out of 5 average rating, 377 reviews

An open living area features a plush gray couch with decorative pillows, complemented by a cozy armchair. The wooden ceiling and walls create a warm atmosphere, while the tiled kitchen area is visible in the background. A front door offers natural light and exterior access.

Home in Kingston

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

4.99 out of 5 average rating, 107 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.

A bright living room features a large window inviting natural light. A cozy sofa and a stylish armchair are arranged around a wooden coffee table. A large flat-screen TV is mounted above a decorative fireplace, creating an inviting focal point for relaxation.

4.92 out of 5 average rating, 132 reviews

The Cozy Cape In Historic Hyde Park

Modern amenities meets early 20th century charm our cozy, totally renovated space situated in the hearth of the historic town of Hyde Park and adjacent to the Hudson River. Built in the 1940s, our Cozy Cape is nestled in a quiet neighborhood off of Route 9 & is central to historic sites, shopping, parks, and dining options. Our home is also minutes by car to the Culinary Institute Of America, Walkway Over The Hudson, wineries, antique shops, Marist and Vassar colleges & Town of Rhinebeck!

4.92 out of 5 average rating, 253 reviews

A wooden bridge spans a gently flowing creek, surrounded by vibrant foliage in various autumn hues. The lush, wooded area features scattered rocks and a grassy bank, inviting exploration and relaxation in a serene natural setting.

Home in Rhinebeck

3Br Creekside Cottage on 130 acre forest w/ trails

Creekside Cottage is an extraordinary private escape nestled against a winding creek running through the rocky gorge of an 130 acre magical historic farm. Explore miles of hiking trails through old forests, trout creeks, and a 90ft waterfall or simply relax by the fire pit while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplaces, great wifi and comfortable bedrooms with quiet workspaces- learn more on our site cascadafarm

The front entry of the house is framed by flower pots and flanked by twin windows with dark shutters. A welcome mat lies outside the dark front door, which features a decorative door handle and is set against a pale yellow exterior. An American flag gently sways in the breeze.

4.84 out of 5 average rating, 238 reviews

Village Cape Getaway

Village Cape on Albany Post Rd in the historic town of Hyde Park. Surrounded by gardens, stone walls, private parking/entry. This 2 story house offers a 1 bdrm apartment that sleeps 3 on the 2nd floor. Close to markets, shops, restaurants. 1 mi to Vanderbilt Mansion, FDR house and library. 2mi to the Culinary Institute of America. 4mi to Marist College. Hiking trails walking distance. Historic drive-in movie in town. Metro north Poughkeepsie sta 6mi south offering taxi and bus service.

4.98 out of 5 average rating, 129 reviews

A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.

Home in Kingston

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

4.95 out of 5 average rating, 120 reviews

The Atala

The Atala is a two story 3BR/2Bath house, nestled in a quiet neighborhood close to the city's excitement and attractions. Warm up by the fireplace in the living room while watching your favorite shows on a 75” flat screen TV, or brew a cup of coffee in our convenient coffee bar. Enjoy three inviting bedrooms with air conditioning/heating and a fully equipped kitchen. Our backyard with furniture, fire pit, and gas grill, is perfect for relaxing with family and friends.

A light-filled living room features a comfortable seating arrangement with beige and blue accents. A decorative fireplace is positioned below a mounted TV, showcasing a scenic view. Large windows allow natural light to brighten the space, complemented by a patterned rug and a round coffee table.

4.96 out of 5 average rating, 337 reviews

4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking

This home is located in the Mid Hudson Valley -just steps away from Marist U, The entrance to Walkway Over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, Roku TV, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)

A fully equipped kitchen features modern cabinetry and stainless-steel appliances. A gas stove and built-in microwave are visible, along with a coffee maker. The countertop is complemented by a stylish backsplash in neutral tones. An adjacent dining area provides seating for four.

4.89 out of 5 average rating, 560 reviews

Cozy ranch near FDR Historical Site

My warm & inviting ranch home has a true homey feeling. It comfortably accommodate 4 people (please unreported guest will be charged extra $15 per person per night just be honest about it); located in heart of Hyde Park. Just mins to Culinary Institute of America and Marist College; perfect for parents attending graduations or orientations , FDR Presidential Library, Vanderbilt Mansion and Walkway over the Hudson all within mins away.

4.93 out of 5 average rating, 261 reviews

Home in Wappingers Falls

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. I look forward to hosting you. 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.

Popular amenities for Poughkeepsie house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 514 reviews

midcentury mod * HOT TUB * walk out trail 2 mohonk

4.83 out of 5 average rating, 110 reviews

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

Entire Home (private pool), Event Friendly

4.96 out of 5 average rating, 172 reviews

A spacious cedar hot tub sits peacefully outdoors, surrounded by a natural setting of trees and open space. Bubbles rise from the water, creating a relaxing atmosphere. Clear blue skies are visible above, enhancing the tranquil environment.

Home in Hudson

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4.94 out of 5 average rating, 139 reviews

The spacious bedroom features a large bed with a geometric patterned duvet and plush pillows. Flanking the bed are two nightstands with lamps. A cozy area rug complements the hardwood floor. Robes are hung on the wall, and a doorway leads to the en suite bathroom.

Home in Saugerties

Bluestone Escape - Where everyone is at home.

A serene outdoor scene features a heated pool surrounded by greenery. Flowering bushes line the space, while a gentle mist hangs in the air, creating a tranquil atmosphere. Beyond the pool, trees provide a natural backdrop, enhancing the sense of privacy and relaxation.

4.93 out of 5 average rating, 141 reviews

Harrison Field Fall Weekend GetAway ApplePicking

5 out of 5 average rating, 160 reviews

An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.

Home in Saugerties

Upstate Modern Scandinavian Barn in the Catskills

4.79 out of 5 average rating, 115 reviews

The exterior of the house showcases a combination of stone and brick, framed by well-kept landscaping. A mature tree offers shade in the front yard, while a pathway leads to the entrance. The roof features a peak with multiple gables.

Home in Kingston

Hudson River views with pool and hot tub

4.92 out of 5 average rating, 157 reviews

Home in Beacon

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

Weekly house rentals

A modern kitchen is presented, featuring dark cabinetry, stainless steel appliances, and light countertops. A wooden dining table with black chairs is situated in the center, while a comfortable living space is visible on the right, highlighted by a leather sofa and a stylish lamp.

5 out of 5 average rating, 18 reviews

Hudson Valley Retreat I Foliage + Orchards

4.85 out of 5 average rating, 73 reviews

An entertainment area is displayed with a wall-mounted television above a sleek console. A decorative lamp and a wooden sculpture add warmth. A serving tray with glasses and an ice bucket is positioned nearby, along with a board game for casual gatherings.

Home in Highland

Hudson Valley Boutique Airb&b

4.93 out of 5 average rating, 59 reviews

3000 sq ft Poughkeepsie home with chef's kitchen

4.99 out of 5 average rating, 180 reviews

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

Balmville Mid-Century Gem & Work From Home Retreat

The kitchen features a blend of modern and rustic elements, with white cabinets and a wooden countertop island at the center. A stainless steel refrigerator and gas stove are positioned conveniently, while three pendant lights provide illumination over the work area, enhancing functionality.

4.96 out of 5 average rating, 99 reviews

Walk Across the Hudson + Marist Vassar CIA

4.83 out of 5 average rating, 24 reviews

A cozy seating area features two plush armchairs facing large glass doors that open to a private deck. Scenic views of the Hudson River and a nearby bridge are visible beyond the deck, framed by a light curtain drape.

Home in Highland

Hudson Escape W/ Hot Tub + Bridge View

4.96 out of 5 average rating, 48 reviews

A modern chalet features unique triangular architecture, surrounded by lush greenery. Warm lighting illuminates the wooden deck and large windows, inviting a sense of comfort. The approach includes a gravel path leading to the entrance, adding to the serene setting of the home.

Home in Lagrangeville

Dutchess Chalet - Hudson Valley Home w/ Hot Tub!

4.96 out of 5 average rating, 344 reviews

The image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.

Home in Kerhonkson

Architect's Hudson Valley Home in the Woods

Private house rentals

A spacious living room features a brown leather sectional sofa and a tufted couch against a deep blue wall. Large windows are adorned with yellow curtains, allowing natural light to illuminate the area. A colorful patterned rug covers the hardwood floor, adding warmth to the space.

4.86 out of 5 average rating, 22 reviews

Historic Spacious Home 5 bed/2 bath

The main upstairs room features large picture windows offering views of the river and natural surroundings. A dining table with chairs and a cozy sitting area with a swivel recliner and couch create a comfortable space. Soft light fills the room, enhancing the serene atmosphere.

5 out of 5 average rating, 44 reviews

The "Shack" on the River

4.92 out of 5 average rating, 12 reviews

A two-story farmhouse with gray siding is set amidst lush greenery. Orange daylilies are planted in the foreground, complementing the natural scenery. The house features white trim around its windows, and a wooden porch provides access to the entrance.

Home in Highland

Zen Peaks Retreat

4.89 out of 5 average rating, 35 reviews

Home in Milton

Hamptons on the Hudson: Pool, SPA, BBQ, Views!

Home in Mount Carmel Historic District

4.88 out of 5 average rating, 49 reviews

Charming Townhouse in Historic District

4.98 out of 5 average rating, 88 reviews

Home in East Jewett

Creekside Couple's Retreat w/Hot tub, Sauna & More

5 out of 5 average rating, 6 reviews

Home in Mount Tremper

Catskill Mountains Forest Nest for 2

A welcoming living area features a light-colored sofa and a blue accent chair. Artwork adorns the walls, complemented by decorative shelves. A coffee table with a textured runner holds a plant and candles, while a patterned area rug adds warmth to the space.