
Guesthouse vacation rentals in Ulster County
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Top-rated guesthouse rentals in Ulster County
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Cozy Hillside Hideaway with Hot Tub
Enjoy the peace and quiet of the Catskills with easy access to all that mid Hudson valley has to offer. 5 minutes to Uptown Kingston and the O&W and Wallkill rail trails; 15-25 minutes to Rhinebeck, Ashokan Reservoir, Woodstock, Saugerties and New Paltz; 30-45 minutes to Lake Minnewaska, Mohonk Mtn House, Belleayre, Hunter and Wyndham. Also close to a number of wedding venues (Hasbrouck House, Senate Garage, Hutton Brickyards…). Guest apt is attached to our home but you have a private entrance.

The Lily Cottage Guesthouse
Tuck up in a thoughtfully renovated 1950s one bedroom cottage, perfect for a solo or a couples Catskill getaway! Situated in a quiet hamlet, nights in are lit by starlight and serenaded by peepers. Perfectly hemmed in by the Ashokan Reservoir, hiking, and the rail trail. The interior features a mix of vintage furnishings along with modern comforts. A 20 minute drive takes you to Rosendale, Kingston, or Woodstock for shops, breweries and excellent dining. Town of Olive Registration # STR-22-23

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
PRIVATE Modern/Rustic Apt WALK TO TOWN 5 * Rating "PREMIER" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1 1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE ondeck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace
Snuggle by a roaring fire. Eat in a corner nook or at a rustic wooden counter by a window. This quaint, whimsical home has a private deck w/bbq, a garden with a hammock and fire pit. A full size Murphy bed with a full kitchen (except for an oven). You will have access to the entire guest house. A short drive to the beautiful, eclectic, funky town of Woodstock. Art & culture, restaurants, hiking & biking all nearby. Electric heat, ceiling fan, a standing ac unit and single person shower.

The Garden Studio: Your Hudson Valley retreat!
Peaceful mornings, starry nights, and Hudson Valley magic and calm awaits! Near New Paltz, Kingston and other HV destinations. Relax after a day of hiking, biking, climbing, dining & exploring the beautiful Hudson Valley in your private, clean & cozy cottage. This former artist studio's creative décor reflects the local artists the area is known for. Your private patio features a fire table for comfort & ambiance. Complimentary snacks & S'mores. Just a 90 min +/- drive from the NYC area.

Artful and Serene Woodstock Getaway
Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, closet, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. Not suitable for children or infants. No smoking or vaping. We use fragrance free laundry detergent.

Chic, Private Cabin with Stunning River Views
Private, fully renovated cabin with high-end finishes and stunning views of the Hudson River. All creature comforts including full kitchen, expansive living room, stylish bathroom and cozy bedroom, along with firepit and large deck to watch the eagles from. Nestled on a wooded corner of the owner's property but completely independent with separate driveway, parking and fenced yard for privacy. Just minutes from shopping/dining in Kingston, as well as world world class hiking and nature.

Cozy Catskills Cottage
Welcome to our cottage! We have 4.5 acres in the Catskills which includes a cozy cottage overlooking a babbling brook and next to a adorable duck pond. Come for peace, privacy, and relaxation that's only 2 hours from NYC. Cottage, 1 Bedroom, two floors, 800 sq. ft., full bath, fully furnished with a deck and patio furniture. Set back in the woods on a shared property off a beautiful farm road in Kerhonkson. 10 minutes away from the Shawangunk mountains and amazing options for hikes.

Private lofted retreat with Steam room HotTub/Pool
Take it easy at this unique and tranquil getaway. off NYS thruway close to local restaurants/shops 5 min from town of Saugerties & Hits 25 min from Hunter Mt Skiing 15 min from town of Woodstock and close to hiking trails Relax in the New hot tub on private outdoor deck reset yourself in the 2 person custom steam room also a Salt water inground pool available King size bed in loft and pull out full mattress in sectional couch just renovated with all new furniture full kitchen

The Ashokan Guest House
This newly renovated guest house is attached to a 120 year-old farmhouse which originally housed the workers building the Ashokan Reservoir. This quiet refuge sits on a lovely 3-acre lot in Catskill Park within .5 mile of Ashokan Reservoir. An outdoor adventure in our beautiful Catskill Mountains awaits any direction you go. This is the perfect location for couples or individuals looking for a retreat (it is not child-proofed). Near Kingston, Woodstock and Stone Ridge.

Relax on the Ridge - 2 miles from Woodstock
Stay and relax in a private guest house on a 5+ acre picturesque property overlooking historic Woodstock, N.Y. The cottage is nestled away high on a private road in a quiet country setting, yet conveniently only 2 miles from Woodstock and 10 miles from Phoenicia! Relax on the grounds while watching our Kiko goats—drive into town to enjoy shops, restaurants, & the unique artistic culture of Woodstock—explore the many beautiful trails that the Catskill Park offers.

The Carriage House: Studio
We offer a private studio apartment located on the second floor of this wonderfully restored 2 unit carriage house, built in the early roarin' 20's! It offers a blend of modern amenities, with more traditional countryside accents. The traditional design of the studio allows light to pour through the apartment, while making adjustments for sleeping in easy. This truly unique space is a perfect place to take a weekend to relax, and enjoy our exterior grounds!
Popular amenities for Ulster County guesthouse rentals
Family-friendly guest house rentals

Claudia's Cottage

Studio Loft in America's First Art Colony

Teahouse Cottage by the River.

Tree-House Apartment in the Catskill Mountains

The Pool House

Catskills Getaway

Village Carriage House, 1br w/ king & trundle

Rosa Guesthouse - close to everything - private
Guest house rentals with a patio

Modern Nature Escape w/Barrel Sauna & Yurt

Guesthouse Cabin

Cozy Cottage with View Mountain-Ashokan Reservoir

Little Bliss Pond House

Cozy Guesthouse & Healing Vibes

Modern and warm guesthouse

Mondrian Manor

Millie's Inn
Guest house rentals with a washer and dryer

Creekside Cottage on 30-Acre Catskills Property

Kerhamptons Hideaway in Heart of Hudson Valley

Game House in Historic Accord

Brand New Guest House in New Paltz

Red Barn Retreat - Shawangunk Mountains Getaway

Private Guesthouse in Saugerties

Modern & Private Cottage Minutes From Woodstock

Wonderful getaway place in the Catskills!
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Windham Mountain
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Mount Peter Ski Area
- Kent Falls State Park
- Taconic State Park
- Zoom Flume
- Bear Mountain State Park
- Wawayanda State Park
- Storm King Art Center
- Walkway Over the Hudson State Historic Park
- Opus 40
- Hudson Highlands State Park
- Millbrook Vineyards & Winery
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