Vacation rentals in Tivoli

4.95 out of 5 average rating, 108 reviews

A spacious sleeping area features a queen bed with a textured green coverlet. A wooden accent wall and vaulted ceiling create a cozy ambiance. Natural light streams in through large glass doors that open to a private deck, complementing the warm wooden flooring.

Tiny home in Germantown

Charlotte’s Run Farm: Tiny Living, Big Views

Restored historic dairy barn (1910) on Charlotte’s Run, a retired Hudson Valley farm affectionately known as the (foster) Puppy Farm, whose use includes rehabilitating dogs via Mr. Bones & Co., a 501(c)3 nonprofit. This 400 sq ft studio cottage and deck offer Catskill Mountain sunsets and seclusion, one mile from Main Street, featuring Otto’s market, Universal Cafe, a wine shop, laundromat and more. Your farm stay helps us maintain the land so the dogs we foster here thrive! Permit GER-2025-014

4.99 out of 5 average rating, 102 reviews

A comfortable living area features a beige sofa with decorative pillows, accompanied by two side tables and lamps. A floral artwork hangs above the sofa, while a cozy armchair is positioned nearby on a light area rug.

Guest suite in Red Hook

A perfect Hudson Valley getaway.

Spacious, comfortable and relaxing environment ready to make you feel right at home. Just one mile from the center of Red Hook, with off street parking and a private entrance. Big livingroom with TV hidden in the armoire. Wifi ready. Full kitchen and large bathroom with roomy shower. Large bedroom with lots of closet space. Washer & dryer available. Four miles from Dutchess County Fairgrounds. Minutes to Bard College and easy access from Taconic Pkwy. NYS thruway only a 20 min. ride.

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

4.95 out of 5 average rating, 443 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

Enjoy expansive views of the Catskill Mountains from this stunningly renovated Scandanavian barn. Featured in more than 10 magazines and catalogues, including AirBnB Magazine! Walk the property, with its big open fields, 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.

4.99 out of 5 average rating, 163 reviews

An open-concept space features wooden beams and large windows, filling the area with natural light. A dining table with six chairs is positioned centrally. A cozy seating area includes a sofa and armchair, while a staircase leads to the loft bedroom above.

Cottage in Rhinebeck

Fabulous Lemon Cottage in Rhinebeck, NY

This cozy, clean, and light-filled cottage with its bedroom loft provides a perfect getaway anytime of the year. When you do venture out, you're in the heart of it all; only a few miles from Rhinebeck village, but also close to Red Hook, Bard, Kingston, Woodstock, Hudson, etc. Use our guidebook to explore the area, or choose to stay in at this quiet, private cottage with views of the woods. LGBTQIA+ friendly. All people from all cultures and backgrounds, without exception, are welcome.

4.99 out of 5 average rating, 534 reviews

A charming cottage is framed by trees and illuminated by warm outdoor lights. A winding path with steps leads up to the entrance, showcasing cozy decorations and inviting ambiance as dusk settles over the landscape.

Cabin in Rhinebeck

Acorn Hill Cottage -A mid century farmhouse gem

No list of chores. Just relax! Now accepting dogs on a case by case basis. Must inquire PRIOR TO BOOKING. Minutes to historic Rhinebeck Village, this quaint abode makes for the perfect romantic or mind clearing get away. Located directly off Route 9 tucked in the trees. Enjoy our completely separate art filled cottage. The open 550sq/ft studio floor plan will cheerfully accommodate couples & close friends. 4 persons MAX. Best suited for adult guests as the space is not child proofed.

A cozy living area is highlighted by two wooden chairs positioned around a central rug. A gas fireplace provides warmth, with shelves filled with books flanking the fireplace. Soft light filters in through large windows, illuminating the space.

4.99 out of 5 average rating, 343 reviews

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.

4.97 out of 5 average rating, 114 reviews

A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.

Home in Kingston

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

A bright kitchen is centered around a wooden island, complemented by white cabinetry. Shelves line the walls, displaying decorative items. Windows allow natural light to fill the space, and minimalistic table seating is positioned nearby, creating an open and inviting atmosphere.

4.9 out of 5 average rating, 128 reviews

The Orchard at Hover Farms

Come escape to the beautiful Hudson Valley countryside at The Orchard at Hover Farms. Take in views of both the Catskill and Berkshire mountain ranges from atop our rolling pastures. Our beautiful 1880 farmhouse will make you feel right at home with her authentic charm and calming atmosphere. This is a working farm where you can enjoy the sights and sounds of cattle grazing. During colder months enjoy the area's best ski resorts, most within 35 miles of the farm.

4.91 out of 5 average rating, 479 reviews

A welcoming entrance pathway leads to a single-story home framed by lush greenery. The house features a front porch with white railings and accents, while a bright red door adds a pop of color. The surrounding lawn is well-kept and inviting.

Guest suite in Rhinebeck

Contemporary Rhinebeck Private Village Retreat

Quarters covid sanitized.Huge bedroom,CalKing bed.(twin bed avail.upon request,$35/day xtra for 2 people, w/extra bed)bathroom,(NO Kitchen)has coffeemaker, fridge,TV,Wifi,A/C, private patio & garden. No pets.PLEASE NOTE:Pic shows front of house so guests can find it,quarters on lower level to private entrance,*See Pics, hiking, shops,restaurants,OmegaInst.8mile)BardCollege(7mile),Dutchess Fairgrounds(1/4mile) *babies ok. June/July,Aug/Sept/Oct-wknds 2 day minimum

A bright living space features a white sofa with light striped cushions, complemented by a wooden coffee table. A dining area with a light wood table and chairs is present. Large glass doors open to a scenic outdoor view, enhancing the open and airy ambiance.

4.97 out of 5 average rating, 354 reviews

Private Cottage/Mountain Views/Trails/Fire pit

A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ A Charming Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!

4.93 out of 5 average rating, 139 reviews

A spacious studio apartment is highlighted by a large bed adorned with neutral bedding and vibrant throw pillows. A kitchenette with red accents is visible in the background, featuring modern appliances. A work bar with high chairs offers additional seating, while warm wood flooring complements the overall decor.

Apartment in Rhinebeck

Private Studio Close to Downtown Rhinebeck

This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

4.99 out of 5 average rating, 238 reviews

The entrance of the loft apartment is framed by a charming overhang and features a decorative door in a soft shade of purple. A pathway made of stone leads to the door, bordered by landscaped gardens and a flowering tree, enhancing the welcoming appeal.

Guesthouse in Germantown

The Loft

This beautiful loft apartment is located in the heart of Germantown- just 0.3 miles from Otto's Market (groceries and deli), And Universal Cafe. " farm to table global inspired classics." We offer tea & coffee in the loft, parking, yard access, wifi, basic amenities, full kitchen and a smart TV that has a fire stick with access to Amazon Prime and Netflix (no cable).

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Other great vacation rentals in Tivoli

4.97 out of 5 average rating, 193 reviews

The exterior of a quaint cottage is framed by tall trees, featuring a bright red door complemented by green shutters. A stone pathway leads to the entrance, while potted plants and lanterns add charm to the inviting front porch.

Cottage in Germantown

Loblolly Cottage

Place to stay in Cementon

A spacious living area features a leather couch facing a small seating area. Large glass doors open to the outside, showcasing views of the river and green landscape. Light-colored walls are complemented by a simple area rug, enhancing the peaceful ambiance.

4.9 out of 5 average rating, 59 reviews

Riverview Retreat

4.95 out of 5 average rating, 80 reviews

A bright bedroom features a spacious bed atop a wooden platform, with a warm-toned blanket draped over it. Large windows provide a view of the surrounding trees, allowing natural light to fill the room. Simple, modern decor enhances the serene atmosphere.

Cabin in Catskill

Modern Cabin in the woods

4.99 out of 5 average rating, 72 reviews

A spacious kitchen area is highlighted by a rectangular dining table surrounded by six woven chairs. Natural light filters through large windows, illuminating the light cabinetry and earthy green accents. A cozy rug anchors the space, enhancing the inviting atmosphere.

Home in Red Hook

Tallberg - A Swedish Cottage

A bright and airy studio space is presented, featuring a spacious bed centered under a large window. A cozy sofa in front includes colorful cushions, and two black chairs are positioned beside a small table. Natural light enhances the soothing white walls and simple decor.

Guesthouse in Germantown

4.94 out of 5 average rating, 209 reviews

Luxe Guest House Retreat

4.89 out of 5 average rating, 35 reviews

A charming house stands among tall trees, featuring a large deck with white railings. The structure is elevated on pillars and has a light blue exterior. The surrounding lawn is green and well-kept, providing a serene backdrop to the setting.

Apartment in Red Hook

Secluded hideaway gem

Superhost

4.84 out of 5 average rating, 87 reviews

Pool, Fireplace, Converted Barn! - Chic Barn House

A living room features a spacious couch adorned with decorative pillows, complemented by a striped chair. A wooden coffee table holds decorative items. Large windows showcase scenic views of the surrounding greenery, while a vibrant piece of wall art adds a splash of color.