House vacation rentals in Dutchess County

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Top-rated house rentals in Dutchess County

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Guest favorite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

Private Hudson Valley Country Retreat

Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021

Oct 20 – 27

ﺩ.ﺇ2,944 per night

Guest favorite

Home in Staatsburg

4.97 out of 5 average rating, 101 reviews

Restored 1850 farmhouse w light & colonial charm

Comfortable pristine space w 2 private bedrooms in a charming fully restored 1850 home. Home was completely gutted and rebuilt by owners w special attention to historic details, millwork, marble bathrooms and updated white kitchen w high end appliances. Home is a short walk to the Hudson River w views of the Catskills, Mills Mansion and Dinsmore public golf course. We are 8 min from the Village of Rhinebeck, and just a few miles from Bard, Vanderbilt, CIA, Omega, Fairgounds and other towns

Jan 29 – Feb 5

ﺩ.ﺇ1,260 per night

Guest favorite

Home in Salt Point

4.95 out of 5 average rating, 133 reviews

The Literary Inn-entire house

This 3 bedroom guest house located in Salt Point, Dutchess County in New York State. This quiet private place on a 4 acre property is less than 10 minutes from the Taconic Parkway. The house has cable TV, free wifi, central air and heat, a full kitchen with a dishwasher, a full bathroom, a large deck and private patio. The Hudson Valley is home to Colleges, Museums, historic towns, and great State Parks. There are restaurants offering vegetarian and vegan dishes and super markets are nearby.

Sep 18 – 25

ﺩ.ﺇ758 per night

Guest favorite

Home in Rhinebeck

4.92 out of 5 average rating, 170 reviews

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

Sep 1 – 8

ﺩ.ﺇ847 per night

Guest favorite

Home in Hyde Park

4.86 out of 5 average rating, 182 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.

Feb 23 – Mar 2

ﺩ.ﺇ374 per night

Guest favorite

Home in Kingston

4.98 out of 5 average rating, 216 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive, newly renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Jul 22 – 29

ﺩ.ﺇ537 per night

Guest favorite

Home in Highland

4.96 out of 5 average rating, 141 reviews

The Grove: beautiful two bedroom home

The Grove is a cozy two bedroom house located steps away from the village of Highland. We are also a quick drive to not only the best hiking trails but also apple orchards and wineries. The house is equipped with a fully renovated kitchen, washer/ dryer, fenced in back yard, and two parking space driveway. With original craftsman style trim throughout the house you will love staying in our home. All pets are welcome… please review House Rules section for pet fee.

Sep 29 – Oct 6

ﺩ.ﺇ610 per night

Guest favorite

Home in Wappingers Falls

4.97 out of 5 average rating, 105 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.

Sep 23 – 28

ﺩ.ﺇ587 per night

Guest favorite

Home in Rhinebeck

4.97 out of 5 average rating, 120 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.

Apr 4 – 11

ﺩ.ﺇ836 per night

Guest favorite

Home in Hyde Park

4.89 out of 5 average rating, 471 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.

Oct 6 – 13

ﺩ.ﺇ697 per night

Guest favorite

Home in Pawling

5.0 out of 5 average rating, 187 reviews

Hobbit House of Pawling

Cozy, one of a kind hobbit house with hot tub! **No children under 12 **No pets (Due to allergies) The ultimate private getaway. 2 bedrooms each with king size beds. 2 bathrooms each with walk in shower. Queen size pull out sofa bed in living room. 3 patios, bbq grill, 2 hammocks, 2 fire pits, electric fireplace in living room. **No parties **No smoking ~Ring Quests upon request at time of booking!

Oct 15 – 22

ﺩ.ﺇ2,105 per night

Guest favorite

Home in Millerton

4.96 out of 5 average rating, 115 reviews

Vacation Home In Millerton

This is a house to enjoy with the family with a lot of space and many activities, in a small town but with a lot of tourism. You can visit the town which it has a small cinema, and Rail trail for walking or biking, and it has many restaurants nearby. This house includes a living room, kitchen, 4 bedrooms, 3 full bathrooms, deck, and a big backyard. You can also do BBQ s outside.

Mar 5 – 12

ﺩ.ﺇ700 per night