Vacation rentals with a patio in Dutchess County

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Top-rated patio rentals in Dutchess County

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Guest favorite

Rental unit in Amenia

4.95 out of 5 average rating, 75 reviews

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Guest favorite

Home in Beacon

4.99 out of 5 average rating, 116 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, 110 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

Guest favorite

Home in Hyde Park

4.97 out of 5 average rating, 100 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!

Guest favorite

Cottage in Clinton Corners

4.95 out of 5 average rating, 197 reviews

brand new (Hudson Valley) Laughing Duck Cottage

Located in the bucolic Hudson Valley, this new, gut-renovated cottage isn't far from many of the area's most loved spots. In the winter you can wander trails and get cozy by our electric fireplace. In the spring you can picnic your way through historic sites and enjoy a glass of local wine on our back deck. In the summer you can ride a horse and cook with seasonal ingredients from local farms. In the fall you can hike through the Hudson Valley's perfect colors and sip hot cider on our back deck.

Guest favorite

Rental unit in Hyde Park

4.93 out of 5 average rating, 30 reviews

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Step into the bucolic countryside of the Hudson Valley for a truly unique retreat at our llama/alpaca farm. Immerse yourself in the peaceful surroundings of our farm, where true tranquility and country charm abound. Relax in a cozy apartment adjacent to a picturesque pasture, where the gentle hum of nature is your only soundtrack. Whether you seek to reconnect with nature or escape the hustle and bustle of city life, our farm offers a one-of-a-kind experience that you won't find anywhere else.

Guest favorite

Barn in Hyde Park

4.96 out of 5 average rating, 50 reviews

Red Barn at Turtle Rock Pond

Come stay in our very spacious converted Quaker barn built in 1803 and sitting on 7 idyllic acres! Enjoy the comfort of a 850+ sq ft living loft surrounded by nature on our little farm with only a 15 minute drive or less to the FDR Homestead and Presidential Library, Val-Kill (Eleanor’s Cottage); Vanderbilt Mansion; Culinary Institute of America, Vassar, and Marist. When in season, you can enjoy farm fresh eggs from our chickens and fruit from our orchard. We look forward to welcoming you!

Superhost

Rental unit in Kingston

4.89 out of 5 average rating, 195 reviews

Dog Friendly Hudson Valley Escape with Hot Tub

Welcome home! The unit in our fully renovated 19th-century colonial combines modern finishes with the historic charm centrally located in Kingston. This unit features a fully fenced-in backyard, you’ll find the following - Hot Tub - Fire Pit - Hammock - Grill - Outdoor Games If you’re looking to experience Kingston, you’ll be a short walk from some of the best the Hudson Valley has to offer! This is one of two private units that have been individually decorated and thoughtfully curated.

Guest favorite

Home in Staatsburg

5 out of 5 average rating, 52 reviews

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.

Guest favorite

Cabin in Pine Plains

4.98 out of 5 average rating, 196 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Guest favorite

Cabin in New Milford

4.96 out of 5 average rating, 135 reviews

Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

Our Little Creek Cabin is a place to pause. The cabin is located next to a rushing creek, where you can soak in a wood fired hot tub while listening to the sounds of the water. We are minutes from Candlewood Lake & Squantz Pond, where you take take our kayaks out. There are many wineries, breweries, towns to explore, antique shops, ski mountains, and beautiful hiking trails. Here you can simply open the windows to listen to natures sound machine! Find us on IG @thelittlecabins

Guest favorite

Home in Poughkeepsie

4.96 out of 5 average rating, 203 reviews

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!