Holiday rentals in Tivoli

A&A's Upper Red Hook

This comfortable, light-filled apartment is located under 10 minutes from Bard College, Fisher Center and Red Hook Village. Private entrance leads to the space that includes the full-size bed (not queen) and a queen-size sofa/futon for additional guests. The ensuite bath features a lovely tiled shower. A kitchenette includes large air fryer, microwave. The dining/work space is a mahogany table. Mesh WiFi. Roku TV. Air conditioning, off street parking round out the features. An easy choice 4 you

Luxurious, high-design 25-acre estate with pond

Welcome to Madrigal House, a 25-acre 4-bedroom 1850s estate surrounded by farmland but only minutes from Germantown, Hudson, Tivoli and more. Relax across 3000 sq feet of space with 12' ceilings, custom furnishings, luxury bedding, fine art and great wifi. Host dinner in a fully equipped kitchen with ingredients from the local farmstand, or have a cocktail by the fire in our "Crane Room." Explore the pond and grounds to meet local heron, mink and more or take in sunset views over a 2-acre pond.

Maple Hill- A Peaceful Hudson Valley Farmhouse

Relax at Maple Hill and enjoy the peaceful view from the screened-in porch, or out of the clawfoot soaking tub window. Our 1890's farmhouse has been updated with modern amenities while holding onto the charm of its history. There are three bedrooms upstairs- an en-suite king, a spacious queen, the third with a twin and crib. Downstairs you can cook in our well-appointed kitchen, and open the french doors onto the back porches. A hammock out front for lazy country days, a fire pit out the back.

End summer on 120 acres, Hot Tub, River & Firepit

Spend the last days of summer hiking wooded trails, exploring the river, relaxing in the hot tub, and around the fire pit under the stars. Just 15 minutes from Red Hook, you'll feel completely secluded while staying close to the area's best restaurants, farms, wineries, and shops. Designed for families and groups, the home comfortably sleeps up to 9 with three private bedrooms plus a fun bunk room for kids. Unwind by the fireplace or watch a movie in the oversized TV room with a 65" 4K TV.

Private Hudson Valley Loft on 200 Acre Horse Farm

Escape to Germantown, explore the farm’s 200-acres and visit the horses. they love carrots and visitors! Bright and airy open floor plan loft in Germantown, NY. Once an apple storage barn, this recently remodeled loft features two bedrooms, each with its own private bathroom, beautiful original pine floors, gas fireplace, central air, cook’s kitchen, and a large outdoor deck overlooking open fields and a pond. We are dog friendly up to 2 dogs. There is a $50.00 fee per dog. NO CATS.

Mountain-View, Farmhouse Escape

Escape the city in this charming, fully equipped, 4-bedroom 19th century farmhouse with Sweeping Catskill Mountain Views. Soak in the stunning natural landscape from the sunroom or explore the 10 acres of wildflower meadows & lawn on property. In the evenings settle down by the fire pit as the sun sets over the Catskill Mountains. In just a short drive you’ll find Bard College, Clermont Historic Site, local shopping & restaurants in Hudson, Rhinebeck, Redhook, Tivoli, Kingston and more.

Rustic Swedish Barn/Featured in Airbnb Magazine

Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

Artist's Studio, Catskills Views

Top rated large studio with gorgeous light and Catskill Mountain Sunsets. Formally an artist studio, the space features a luxurious bathroom with a glass walled shower. The modern well equipped kitchen has a full sized refrigerator, microwave, toaster, cooktop, outdoor grill Private deck for outdoor lounging and dining Set on a private park like 65 acres, directly on the Hudson River with walking trails Germantown 5 minutes. 10 minutes to Tivoli, Hudson or Bard College.

Luxury Scandi Lakeside Cabin with Woodfired Sauna

Our Scandi cabin offers a serene retreat with stunning lakeside views that create a tranquil atmosphere. The wood-burning sauna invites ultimate relaxation, while the peaceful design focuses on simplicity and comfort. Surrounded by a breathtaking landscape, the cabin connects you with nature, making it the perfect escape to unwind, recharge, and enjoy the beauty of both the interior and the natural surroundings. A truly peaceful haven for those seeking calm and rejuvenation.

Secluded hilltop retreat, Catskill mountain views.

Wind up the private drive through woods and meadows to the hill top where the property opens up in all directions. Our modern farmhouse offers breathtaking views of the Catskill Mountains to the west and the Milan hills to the east: a secluded, restful house on ten acres of natural land. Located in the heart of the Hudson Valley and close to shops and restaurants, Cedar Hill provides easy access to Hudson (20 min), Rhinebeck (15 min) and Bard College (10 min).

Upstate Getaway btw Rhinebeck+Hudson

Our home is located on an unpaved, private road in a quiet area and features an in-ground, heated, saltwater pool open between Memorial Day and Late September. In 2026, the pool will be available for bookings 5/22 - 9/18. A quiet and private getaway in the Hudson Valley and convenient to many popular activities. NOTE: For bookings during pool season, guests will be asked to review and agree to the safety rules relating to the pool.

Tivoli Star Gazing Cabin

Down a long driveway, set amongst 100 year old trees and meadows, the cabin offers time in the quiet country though only minutes to the lively village of Tivoli. With a wrap around porch for morning coffee, fire fly viewing or star gazing. It has a soaking tub, with a hand held shower. The cabin is part of our family compound of a main house and a small garden hut. Each property has an independent outdoor space for relaxing and privacy.