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Cottage vacation rentals in Hudson Valley

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Top-rated cottage rentals in Hudson Valley

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Cottage in Highland

4.9 out of 5 average rating, 583 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

Built over 100 years ago as a chicken hatchery, this gorgeous little gem has been fully restored as a two-story guest cottage. Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only ten minutes from New Paltz Village & SUNY New Paltz and set back on a lightly traveled road for those long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station or bring your bike up and cycle everywhere!

Cottage in Accord

4.89 out of 5 average rating, 242 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Cottage in Kerhonkson

4.87 out of 5 average rating, 201 reviews

Kerhonkson cottage in the woods with stream

Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Cottage in Gilboa

4.94 out of 5 average rating, 250 reviews

Home Alone Mountain Retreat

The cottage is beautifully located in the small vacation community on the hill with a mountain view from the wrap-around deck. Nature and sport enthusiasts will love the area. Take on the early morning stroll in the woods, wander around the historic villages, take a swim in the pond, enjoy the country roads on the mountain bike or visit Windham and Hunter. The kitchen is equipped with cooking essentials such as pots, pans, and utensils.WE DO NOT GUARANTEE THAT THE HOT TUB WILL BE AVAILABLE.

Cottage in Saugerties

4.94 out of 5 average rating, 262 reviews

New:Cozy Barn-Style Retreat Minutes From Woodstock

Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

Cottage in Greenwood Lake

4.98 out of 5 average rating, 320 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #32370

Cottage in Shaftsbury

4.98 out of 5 average rating, 642 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.

Cottage in Saugerties

5 out of 5 average rating, 357 reviews

Carriage House on Falls, Walk to Village

Welcome to 1903 Carriage House on the Falls — just down the hill from the vibrant village of Saugerties. This cottage blends modern comfort with rustic charm. Its cozy size makes it the ultimate escape for couples seeking a tranquil getaway. Admire panoramic creek vistas from the back deck. Enjoy the outdoors with a gas grill and waterside gazebo, unwind with board games, or relax with a movie on the SmartTV. As night falls, drift off to the soothing sound of the waterfall.

Cottage in Saugerties

4.93 out of 5 average rating, 263 reviews

Chic & Cozy Cottage 10 mins to Woodstock

Located on a bucolic country road on the border between Saugerties and Woodstock, this newly renovated 500 sq ft cottage is on a private acre filled with spaces to relax: screened in dining shed, fire pit, BBQ grill, a creek, forest & the magical sound of a hidden waterfall across the road. Just 10 min from Woodstock town square, 8 min to Levon Helm Studios, and 15 from Bearsville Theater, it's the perfect escape. (Pets welcome on a case by case basis. Please ask.)

Cottage in New Paltz

4.99 out of 5 average rating, 534 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Cottage in Pawling

4.98 out of 5 average rating, 106 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Cottage in Phoenicia

4.89 out of 5 average rating, 850 reviews

Romantic hot tub cottage. Breweries/skiing nearby

Your perfect romantic country cottage with private courtyard, steamy outdoor hot tub and fire pit offering the feeling of complete seclusion yet only a couple of minutes walk from fabulous Main Street speciality stores and restaurants. 2 minutes to Woodstock Brewing and the famous Phoenicia Diner . Bike the rails with Rail Explorers just around the corner or hike the beautiful Ashokan Rail Trail from Boiceville ( 8 minutes )

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Bungalows

Intimate homes. inviting architecture

Apartments

Convenient locations with everyday essentials

Popular amenities for Hudson Valley cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Great Barrington

4.93 out of 5 average rating, 266 reviews

Artist Cottage

Cottage in Mongaup Valley

4.99 out of 5 average rating, 202 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Cottage in Litchfield

4.89 out of 5 average rating, 305 reviews

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

Cottage in Highland Lakes

4.97 out of 5 average rating, 303 reviews

The Mountaintop Lakehouse that Time Forgot.

Cottage in Hawley

4.99 out of 5 average rating, 135 reviews

Hot Tub, Fire Pit, Minutes to Lake Wallenpaupack

Cottage in Denver

4.97 out of 5 average rating, 123 reviews

Country Cottage w/ HOT TUB & Views

Cottage in Boiceville

4.99 out of 5 average rating, 105 reviews

Hot Tub & Chic Catskills Woodstock Design Retreat

Cottage in Cold Spring

4.81 out of 5 average rating, 182 reviews

Cozy Country Cottage Spa/Fireplace/Enclosed Yard

Pet-friendly cottage rentals

Cottage in Elka Park

4.98 out of 5 average rating, 114 reviews

North Nook - Mountain Views, 5 min to Hunter Mtn

Cottage in Claverack

4.98 out of 5 average rating, 259 reviews

‘Clavashack’ Country Cottage

Cottage in Greenwood Lake

4.93 out of 5 average rating, 168 reviews

Cozy home in the Village of Greenwood Lake

Cottage in Craryville

4.91 out of 5 average rating, 517 reviews

Columbia County Getaway - Raspberry Ridge Cottage

Cottage in Adirondack

5 out of 5 average rating, 232 reviews

Water's Edge at Beaver Pond

Cottage in East Berne

4.98 out of 5 average rating, 110 reviews

Alamo del Norte! Cozy house in the woods.

Cottage in Narrowsburg

4.99 out of 5 average rating, 163 reviews

Cozy Cottage in Popular Narrowsburg

Cottage in Great Barrington

4.91 out of 5 average rating, 241 reviews

Cottage on Scenic Road

Private cottage rentals

Cottage in Parksville

4.96 out of 5 average rating, 279 reviews

Rolling River Guest House ~ Cozy & Fun

Cottage in Livingston Manor

4.97 out of 5 average rating, 186 reviews

Catskills Cozy Retreat:Comfy Beds, Firepit, & More

Cottage in Tillson

4.98 out of 5 average rating, 127 reviews

Cozy cottage with local art

Cottage in Rhinebeck

4.99 out of 5 average rating, 138 reviews

Fabulous Lemon Cottage in Rhinebeck, NY

Cottage in Woodstock

4.96 out of 5 average rating, 204 reviews

Stunning Woodstock 1 BR Hideaway

Cottage in Kerhonkson

4.94 out of 5 average rating, 277 reviews

Blue Haven in the Catskills

Cottage in Saugerties

4.96 out of 5 average rating, 155 reviews

Cozy Cottage, just off exit 20, 1/2 hr to Hunter

Cottage in Shaftsbury

4.97 out of 5 average rating, 131 reviews

Rollin Cottage

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