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House vacation rentals in Dutchess County

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Top-rated house rentals in Dutchess County

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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

4.92 out of 5 average rating, 202 reviews

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.

Top guest favorite

A modern kitchen features white cabinetry, stainless steel appliances, and a spacious island with seating. Natural light floods the area through a large window, highlighting the light wood flooring and the elegant contrast of dark accents. A green plant adds a touch of nature to the space.

Home in Staatsburg

4.98 out of 5 average rating, 122 reviews

3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck

Perfect getaway for friends/families in Upstate NY! The newly renovated, spacious 3 bed/3 bath home with BBQ + firepit is just minutes from Rhinebeck + Hyde Park. Nearby attractions include hiking, breweries, kayaking, restaurants, wineries, historical sites, colleges (Marist, Vassar, Bard), golf, farms, skiing + more. 15 min drive to Metro-North & Amtrak for easy travel to/from NYC. 5 min walk to Mills Norrie State Park. 2 hr drive from NYC. 10 min drive to Rhinebeck. 25 min drive to Kingston.

A serene river scene showcases vibrant autumn foliage reflected in calm water. Brightly colored trees in shades of orange and yellow surround a white house nestled among them, set against a backdrop of blue sky and scattered clouds.

Home in Millbrook

4.9 out of 5 average rating, 150 reviews

Serene Waterfront Mill House, Stroll to Village

Sweet 1840 mill house on the water, nature-filled back deck yet 5 mins walk to antiquing & excellent Millbrook restaurants. Make this your base as you explore the beautiful Hudson Valley. Or relax out back & enjoy the birds & stream. Farmhouse antique shabby chic decor with king tempurepedic bed in large second floor master BR, two BRs with twin trundle beds, 1 bathroom upstairs & 1 down, A/C, ceiling fan, cozy woodstove, wifi with smart tv, eat-in kitchen, coffee/tea, plenty of free parking.

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.

Home in Hyde Park

4.94 out of 5 average rating, 124 reviews

The Cozy Cape In Historic Hyde Park

Modern amenities meets early 20th century charm in 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, The Cozy Cape is nestled in a quiet neighborhood off of Route 9 and 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

Top guest favorite

A wooden dock extends over the calm water, surrounded by lush greenery. Adirondack chairs offer a relaxed seating area, providing a view of the serene reflections in the water. Ferns frame the scene, enhancing the natural setting.

Home in Saugerties

4.97 out of 5 average rating, 294 reviews

Cottage on the Creek

Charming vintage cottage on Esopus Creek. Craftsman style with original 1930's details and essential modern updates. A short drive to Saugerties, Kingston, Rhinebeck, and Woodstock. Peaceful setting with cool breezes, eagles, ducks, great fishing, swimming, and a boat launch/swim ramp - two kayaks are available for use if arranged prior to your stay. If you are participating in the HITS equestrian events - the location is very convenient and the driveway can accommodate horse trailers.

Top guest favorite

A well-groomed dog is seated by the waterfront on a wooden deck surrounded by autumn leaves. Two patio chairs and a small table are positioned nearby, creating a peaceful setting that invites relaxation by the creek.

Home in Saugerties

4.97 out of 5 average rating, 113 reviews

Waterfront, Dog & Family Friendly, Cozy Cottage

El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

A spacious living area showcases light-colored sofas arranged around a wooden coffee table. Large windows provide views of the lush outdoors, while a patterned rug anchors the space. A chair and stylish lamps enhance the inviting atmosphere.

Home in Staatsburg

4.96 out of 5 average rating, 140 reviews

Serene Retreat with Outdoor Firepit and Pond Views

Nestled among the trees, this bright and serene home is off a quiet road just minutes outside the village of Rhinebeck. The house features lots of light, direct pond view, indoor fireplace, and renovated kitchen. We offer a great value while providing high-end amenities like luxury linens and towels, hybrid memory foam beds, and down pillows and comforters. This home sleeps eight (and up to ten with the two rollaway beds) and is the perfect getaway for a group trip or family stay.

Top guest favorite

A sunlit living room features a spacious gray sofa and a decorative coffee table. A large television is mounted on the wall, displaying a serene sunset. An archway leads to a dining area with white chairs and a dining table, enhancing the open concept design.

Home in Poughkeepsie

4.96 out of 5 average rating, 269 reviews

3 BR|CIA|Marist|King Beds|Pets|Cable| Wifi

The whole group will enjoy easy access to everything from this centrally located home. Ample space inside and out for creativity, relaxing and enjoying! Located in a quiet, residential, family-oriented neighborhood. This retreat is less than 1 mile from Marist College, and the Walkway Over the Hudson. A ten-minute drive to The Culinary, Vassar College and all FDR historic sites/attractions. Also, enjoy 125 cable and Roku tv Channels. Make this home your home away from home!

A bright dining area features a long white table surrounded by wooden chairs. Large glass doors open to a deck with river views. Sunlight fills the space, highlighting the clean lines of the cabinetry and décor in soft, neutral tones.

Home in Saugerties

4.93 out of 5 average rating, 169 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.

An airy room is highlighted by wooden beams and large windows that overlook greenery. A spacious bed with a patterned duvet is positioned beside a cozy bed. A round table and chairs are situated in one corner, complemented by a woven rug and a decorative basket.

Home in Rhinebeck

4.96 out of 5 average rating, 193 reviews

Honeybug Snug near Omega Institute!

Welcome to the Honeybug Snug! Now with AIR CONDITIONING : ) The Snug is perfect for a family of 4 or 4 close friends. : ) We still have a little work to do on her and you get to watch her grow. Your comments will be taken to heart, as your comfort is our priority! We live right next door if you need anything : ) We are .9 miles for The World Renowned Omega Institute -Center for Holistic Studies. Less than 15 Minutes to Downtown Rhinebeck.

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.

Home in Hyde Park

4.89 out of 5 average rating, 549 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.

An aerial view showcases a three-story chalet-style home surrounded by lush greenery. The extensive decks feature ample seating, while the structured landscaping blends seamlessly into the natural surroundings. The driveway leads to the main entrance, providing a welcoming approach.

Home in Port Ewen

4.98 out of 5 average rating, 133 reviews

River View outside Kingston w/ Hot Tub & Sauna

Water views of the Hudson River from this 3 story chalet style home with plenty of outdoor space. The home offers an outdoorsy feel just outside downtown Kingston (car is needed). Perfect for summer or winter. The home includes a sauna, hot tub, fenced backyard for your pet, 3 decks (the second-story deck is covered so if there's a thunderstorm you can still relax and enjoy the outdoors), grill, and a gas fire pit.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Dutchess County house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The exterior of a spacious two-story home is depicted, featuring multiple balconies with wooden railings. Lush greenery surrounds the property, and a large deck with umbrellas is visible. The entrance includes a set of stairs leading up to the front door.

Home in Saugerties

5 out of 5 average rating, 105 reviews

Saugerties Luxury Close to HITS, festivals, hikes

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

4.94 out of 5 average rating, 195 reviews

Private Hudson Valley Country Retreat

Top guest favorite

A bright living room showcases a comfortable gray sofa with colorful striped pillows, complemented by two green armchairs. A wooden coffee table with a striped blanket is centered on a vibrant area rug. Natural light filters through patterned window treatments, highlighting the wooden beams and stylish decor.

Home in Pine Plains

5 out of 5 average rating, 46 reviews

Stunningly Designed Luxury Home w/ Pool & Hot Tub

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

4.93 out of 5 average rating, 138 reviews

Bluestone Escape - Where everyone is at home.

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

4.88 out of 5 average rating, 163 reviews

4Br Mountain Brook House on 130 acres w/ trails

A spacious backyard is highlighted by a shimmering in-ground pool surrounded by lounge chairs and cabana umbrellas. Lush greenery frames the area, creating a tranquil atmosphere. A slide is visible in the pool, and a vibrant blue sky with clouds adds to the inviting scene.

4.91 out of 5 average rating, 149 reviews

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

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

4.81 out of 5 average rating, 111 reviews

Hudson River views with pool and hot tub

A spacious living room is presented with a light grey sofa and two wooden armchairs, arranged around a central coffee table. A decorative area rug covers the floor. Large windows allow natural light to enter, while a guitar rests near the fireplace, adding to the home's inviting character.

Home in Pine Plains

4.93 out of 5 average rating, 147 reviews

Stylish, Secluded Getaway with Pool & Fireplace

Weekly house rentals

Top guest favorite

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.

Home in Hyde Park

5 out of 5 average rating, 15 reviews

Hudson Valley Retreat I Foliage + Orchards

Top guest favorite

The front view of the home showcases a classic architectural style with white clapboard siding. A covered porch features a bench and is accentuated by dark shutters. An American flag is displayed, while greenery surrounds the entrance, creating a serene outdoor space.

Home in Hyde Park

5 out of 5 average rating, 96 reviews

The Gatehouse in Historic Hyde Park

Top guest favorite

The exterior of Millstone Manor is framed by lush greenery and mature trees. The home is characterized by a blend of siding and stone accents, featuring multiple windows and a welcoming entryway. A decorative gazebo with floral arrangements complements the inviting landscape.

Home in Dover Plains

5 out of 5 average rating, 76 reviews

Millstone Manor with East Mountain View

A modern living area features a large stone fireplace, surrounded by two coral-colored sofas and a circular wooden coffee table. Expansive windows allow natural light to fill the space, while shelves line the walls filled with books. A soft area rug enhances the cozy setting.

Home in Port Ewen

4.93 out of 5 average rating, 46 reviews

Hudson Waterfront Mid-Century Modern Home

Top guest favorite

A large, modern house is set against a clear blue sky, with expansive windows reflecting the natural surroundings. A spacious deck extends outwards, offering views of the well-maintained lawn and surrounding trees, creating a serene outdoor space.

Home in Staatsburg

4.99 out of 5 average rating, 71 reviews

The Daydream: Hudson River Views, 4 bedrooms & Gym

Top guest favorite

Home in Kingston

5 out of 5 average rating, 29 reviews

Shatemuc, a magical getaway on the Hudson River

The exterior of a dark blue house is visible, framed by lush greenery. A wooden deck equipped with dining chairs and a grill offers outdoor seating. Large windows reflect the surrounding nature, contributing to a serene atmosphere.

Home in Pleasant Valley

4.92 out of 5 average rating, 77 reviews

Cosmic Hollow

A spacious outdoor area is depicted, featuring a well-maintained pool bordered by a wooden fence. Lush green grass extends towards a tree line, with scattered trees providing shade. A serene river can be seen in the background, complemented by a clear blue sky.

Home in Salt Point

5 out of 5 average rating, 34 reviews

Hudson Valley Paradise

Private house rentals

The spacious living room features high cathedral ceilings with large A-frame windows that provide abundant natural light. A cozy fireplace is positioned beneath a wall-mounted TV. Warm wood flooring complements the inviting atmosphere, creating a perfect space for relaxation and gathering.

Home in Carmel Hamlet

4.87 out of 5 average rating, 61 reviews

Dog & Family Friendly A-Frame - Private and Cozy

Top guest favorite

A modern home is seen from the patio, showcasing large glass windows and balconies on the second floor. The space is surrounded by greenery and features a pool in the foreground with a stone patio. Lounge chairs and umbrellas are arranged nearby for relaxation.

Home in Wappingers Falls

5 out of 5 average rating, 73 reviews

Luxe Wooded Modern Getaway Retreat + Spa

Top guest favorite

A modern dining area is highlighted by a long wooden table surrounded by six black wire-frame chairs. A vase of fresh yellow tulips sits at the center, while large windows frame views of the outdoor landscape, filling the room with natural light.

Home in Millerton

5 out of 5 average rating, 28 reviews

Gorgeous Modern New Ranch near Rail Trail!

Top guest favorite

An open-concept living area is visible, featuring a spacious dining table with several chairs and a cozy seating area. Large windows allow natural light to illuminate the space, showcasing scenic views of the outdoors. Wooden beams and a fireplace add warmth to the inviting atmosphere.

Home in Stanfordville

5 out of 5 average rating, 17 reviews

Hilltop Hideaway- fire pit, hot tub, mountain view

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

4.96 out of 5 average rating, 45 reviews

Dutchess Chalet - Hudson Valley Home w/ Hot Tub!

Top guest favorite

A spacious kitchen features a large wooden island with seating for four. Modern appliances, including a stainless steel refrigerator, are integrated into the cabinetry. Natural light floods the room through large windows, illuminating the adjacent dining area with a wooden table and chairs.

Home in Pine Plains

5 out of 5 average rating, 23 reviews

Stony Hill Haus in Pine Plains

A spacious living area features large picture windows offering natural light, with a brick fireplace as a central focal point. Two chairs and a small table sit on a green rug, complemented by wooden flooring. Colorful artwork adorns the walls, enhancing the modern design.

Home in Staatsburg

4.85 out of 5 average rating, 96 reviews

Contemporary Hudson Valley home

Top guest favorite

The exterior of a modern house is shown, with a slate blue finish and a welcoming front entrance. Firewood is neatly stacked beside the door, and pumpkins are displayed on the porch. Surrounding landscaping features shrubs and trees, set against a dusk sky.

Home in Red Hook

4.97 out of 5 average rating, 34 reviews

Taconic Hill-a modern retreat on 50 forested acres

Destinations to explore