House vacation rentals in Dutchess County

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Top-rated house rentals in Dutchess County

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Guest favorite

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, 194 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, 116 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.

Top guest favorite

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

4.99 out of 5 average rating, 140 reviews

NEW! Stylish Home in the Heart of Beacon

This Scandinavian style home in the heart of Beacon is bright, airy and modern with beautifully-restored architectural details. Located on a quaint street in the best part of town just steps away from the Roundhouse and Main Street. Enjoy the brewery, bars, restaurants, shops, galleries, and so much more - all within walking distance. Every piece of furniture and decor was handpicked to provide you the perfect designer-quality getaway, focusing on natural simplicity with contemporary luxuries.

Guest favorite

Home in Amenia

4.97 out of 5 average rating, 124 reviews

The Red Country Cottage

Perfect getaway in this countryside cottage nestled in nature but walking distance to town center. Spend some relaxing time watching the creak run by, walk or bike (provided/bring own) on the 26mi flat scenic Harlem Valley Rail Trail from the cottage. Enjoy the evening sitting by the fire/comfortable patio. Visit the 60’s themed movie theater and restaurant walking distance, near by brewery/winery/cafe/restaurants, wedding venues, Lime Rock Racing, skiing. Direct train to Wassaic from MetroNorth

Top guest favorite

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, 113 reviews

The Cozy Cape In Historic Hyde Park

Modern amenities meets early 20th century charm in our cozy, newly 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 quiett 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, and Town of Rhinebeck

Top guest favorite

The exterior of a modern wooden house is surrounded by lush greenery. Large windows allow natural light to fill the interior. A neat lawn leads to the entrance, which is framed by manicured bushes and trees in the background.

Home in Millbrook

5 out of 5 average rating, 116 reviews

Stunning Views, Light and Open - The Beech House

Named for one of it's giant beech trees, The Beech House is a modern, sunlit home with gorgeous views of the Catskills. All are welcome to come, relax, and unwind in our warm, open, comfortable home. The Beech House sits on 4 lush acres, off a quiet lane, just an easy walk to the village of Millbrook in Dutchess County. The house is perfect for relaxing or playing, staying in or going out, couples, friends, or families. We absolutely love it and it is our great pleasure to share it with you.

Guest favorite

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, 130 reviews

Light and Spacious Designer Retreat near Rhinebeck

Nestled among the trees, this roomy home is off a quiet road in a historically scenic area (between Rhinebeck and Hyde Park). 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.

Guest favorite

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.

Home in Hyde Park

4.85 out of 5 average rating, 218 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.

Guest favorite

A bright bedroom features a large window dressed in sheer white curtains, allowing natural light to fill the space. A view of the outdoors is visible, highlighting trees and a wooden deck beyond the window. A spacious bed with crisp white linens is positioned near the window.

Home in Poughkeepsie

4.93 out of 5 average rating, 369 reviews

Charming home near Walkway Over The HUDSON

Totally renovated home conviently located near by train station, Marist College, Vassar College, Culinary Institute of America, FDR Library, Walkway over the Hudson. My home is a 2 story home built in 1856; it has one bedroom and full bathroom on each floor. We refinsihed 9 inch pine wood floor trying to keep most of yesterday in the house. kitchen is fully equipped with snacks and coffee, tea! SORRY WE DO NOT PROVIDE BREAKFAST WIFI WITH SMART TV ONLY (NO CABLE) 2 parking spaces

Superhost

The exterior of a modern home is shown, surrounded by a lush, green lawn and trees in the background. The structure exhibits a mix of large windows and unique architectural elements, including a cylindrical section. A stone path leads to the entrance, adding character to the landscape.

Home in Wappingers Falls

4.89 out of 5 average rating, 113 reviews

LivingUPstation

Sustainable living Upstate NY. The space is the outcome of 10 years of reclaiming materials from various construction projects in NYC. A true example of mid century modern architecture is converted to a sanctuary with a 3 way open wood burning fireplace and Finnish indoor sauna looking at nature less than 90 mins by train from Grand Central. The space introduces guests to unique woodworking and art a few minutes away from great nature escapes, fine dining and Dia Beacon.

Top guest favorite

Home in Wappingers Falls

4.93 out of 5 average rating, 225 reviews

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.

Guest favorite

The exterior of a charming two-story home is surrounded by lush green grass and mature trees that showcase autumn foliage. The house features a welcoming porch and is set against a backdrop of peaceful woods, providing a serene setting for relaxation.

Home in Staatsburg

4.97 out of 5 average rating, 121 reviews

Welcome to Your Hudson Valley Escape

Historic colonial charm meets modern luxury in this peaceful pristine upstate escape, that features 2 private bedrooms; just minutes from Rhinebeck Village and walkable to scenic Hudson River trails this home has been crafted with care by preservationist owners. Chef's kitchen Sleeps 4 Great room w streaming TV, grand piano, fireplace Antique details + modern upgrades Flower gardens and wooded tranquility Minutes to restaurants, boutiques, shops