Cottage vacation rentals in Ulster County

A quaint cottage with a wooden exterior is nestled among trees and colorful foliage. Two Adirondack chairs sit on the grassy area in front, providing a serene spot to enjoy the view of nature and nearby mountains.

4.87 out of 5 average rating, 661 reviews

Mod Scandinavian! Tiny Flower Farm

Minimalistic Cottage with VIEWS and decks SPRING IS HERE!! 🌱 🌞 💐 🌹 😎 🥿 🩴. Clean, Comfortable. Cozy! Mountain Views! 🌄 SPRING is HERE!! Waiting for blooms STARS & SATS ✨ Awesome! NerZero+ CHILL here or hike, swim, kayak, Fish, RUN! Climb! VIEWS! or go out nearby!! 😁 Beautiful. Minutes to Mohonk, Catskills, Woodstock. Tall windows, brilliant views. Kitchen granite, tiled shower. Enjoy, take care of it. Leave as found, pls! We love it! Hope you will too! PLS 😊 READ DETAILED LISTING 🙏

The main living area showcases a cozy seating arrangement featuring a sofa and a lounge chair, positioned on a multi-colored area rug. A floor-to-ceiling stone fireplace serves as a focal point, and the open layout includes a kitchen area with modern appliances and a spiral staircase leading to the loft.

4.88 out of 5 average rating, 266 reviews

Beautiful stream side cottage in the woods

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 size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

4.96 out of 5 average rating, 168 reviews

Catskills Country Cottage

Dogs welcome with no pet fee! Come relax at this adorable cottage in upstate NY, at the foot of the Catskills! Sweet 2 bdrm, 1 bath home centrally located in Kerhonkson, close to Mohonk and Minnewaska. Enjoy our private deck with spacious views towards the Rondout Valley and the Catskills, and a large fenced in yard, great for pets. If you are looking for a peaceful escape still convenient to all the great activities in the Hudson Valley has to offer, this is it. We are 2 hrs by car from NYC.

4.96 out of 5 average rating, 137 reviews

A sparkling heated pool is framed by natural surroundings, with a stand-alone guest house visible in the background. Lush trees create a serene atmosphere, enhancing the privacy of the outdoor space. Nearby, seating areas and open grass provide inviting spots for relaxation.

Cottage in Bearsville

Contemporary Guesthouse with Views and Privacy

Secluded studio on 13 acres in Bearsville with views of meadows, mountains and woods. Stand-alone guest house with queen size sleeping loft, kitchenette, fully tiled bathroom, elliptical trainer, and all amenities. Wake up in the morning and enjoy the amazing views with your coffee, hike in the woods, or meditate at the waterfall. In season enjoy the completely private heated pool. End the day with s'mores around the fire pit. An ideal getaway from the city yet only three miles to Woodstock.

4.94 out of 5 average rating, 365 reviews

An open-plan kitchen and dining area features a large wooden table surrounded by several chairs. A modern kitchen with dark cabinetry and stainless steel appliances is seen in the background. A wood stove is positioned near the window, which offers views of the snowy outdoor scenery.

Cottage in Saugerties

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.

4.94 out of 5 average rating, 124 reviews

A modern living area features a spacious sectional sofa adorned with decorative pillows. A sleek black coffee table is placed in front, with a stone fireplace to the right. A natural wood dining table with multiple chairs is visible in the background, complemented by hanging pendant lights.

Cottage in Pine Bush

Modern BoHo 3BR Cottage Near by Hiking, Winery

Our newly modern bohemian cottage (aka Green House!) is perfect for your next weekend getaway or a new WFH locale. Decompress from city stress in this calm, serenely appointed private home. Close to attractions but far enough away to escape, you'll never want to leave. NYC: 79 mi. Hunter Mountain Ski Resort: 60 mi. Pine Bush - groceries/supplies: 7 mi. Middletown - shopping (Walmart, Target, Best Buy, Home Depot): 16 mi. Hiking trails: 7 mi. Horseback riding: 7 mi. Sky diving: 15 mi.

4.82 out of 5 average rating, 996 reviews

Cozy Cottage | Sauna + Stone Patio w/ Firepit

Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

4.99 out of 5 average rating, 190 reviews

Cottage in Bearsville

Coldbrook Cottage

Welcome to Coldbrook Cottage. Less than 2 miles from The Onteora Mountain House wedding venue. A great romantic get-a-way. All 5-STAR reviews. We offer the amenities of a great hotel suite, but totally private. It's on one of Woodstock's nicest roads for walking, jogging, and bicycling. Wilson State Park is across the street and we're surrounded by protected land. 8 minutes to Woodstock. 20 minutes to Kingston. 20 minutes to skiing . Check our reviews!

A serene pathway lined with soft lighting leads to a cozy home surrounded by lush trees. The peaceful environment is enhanced by the gentle glow from the house and the inviting outdoor spaces, creating a harmonious blend with nature.

5 out of 5 average rating, 234 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

4.94 out of 5 average rating, 249 reviews

The exterior of the cottage features a rustic wooden facade with large green doors and window arches. A small pathway leads to the entrance, adorned with pumpkins and seasonal plants. Surrounding greenery and a gravel driveway enhance the natural setting.

Cottage in Ulster Park

Hidden Gem Cottage — cozy escape to play or WFH

Brand new open concept cottage with sleeping loft and kitchenette*......enjoy the privacy and quiet of your own indoor and outdoor space. Surrounded by nature and adorable towns within 20 minutes. Come to relax and recharge . We want you to feel how we feel wrapped in comfort, quiet and nature *enough small appliances to cook in the space.

4.88 out of 5 average rating, 376 reviews

Cottage in Ellenville

Lake house

This house has a beautiful lake view. With boat access nearby. Nice, quiet, wooded area at the bottom of the Catskills. Near Monticello, Middletown, Kingston, Woodstock and Newpaltz. For security purposes, we can only accept reservation request from a verified profile in Airbnb. Thank you for understanding.