Pet-friendly holiday rentals in Germantown

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.

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Hilltop modern with stunning mountain views

Beautiful modern residence with a pool & fireplace in Germantown. Fantastic as a weekend getaway or longer-term rental. In the front, stunning mountain views wrap around the master bedroom, kitchen, living room and deck. Out back, a spacious yard and rolling hills. Grill & eat on the big pool deck, lounge in chaises. Fully equipped kitchen, washer & dryer, and *fast wifi*. Perfect for remote work, and each space has its own desk. Shop, walk, hike, ski: Close to Hudson, Olana & Catskills.

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.

Farm Cottage, Views & Acres to Roam!

Restored historic dairy barn (1910) on Charlotte’s Run, a retired Hudson Valley farm affectionately known as the (foster) Puppy Farm for rehabilitating the dogs of nonprofit Mr. Bones & Co. This 400 sq ft studio cottage and deck offers Catskill Mountain sunsets and seclusion, while being just one mile from Main Street, where you’ll find Otto’s market and deli, Central House Tavern, a laundromat and more. Your farm stay with us helps maintain the land so the dogs we foster thrive.

Livingston Farmhouse Escape with hot tub and sauna

Perfect rustic country getaway conveniently located near Hudson, Red Hook, Tivoli and Germantown; in the heart of a sweet hamlet. Farm stands and swimming holes abound! Our home is an open and airy 3 bedrooms; space to spread out, and a large kitchen equipped with all a cook could want. Generously sized living room with cozy fireplace and Roku TV. Sonos throughout first floor. Huge property with fire pit for s'mores and late night fun; grill, patio dining, sauna and hot tub.

Modern Prefabricated Architectural Retreat

At Stonewall Hill, a modern prefab home set on 10 wooded acres, you can enjoy a cozy night by the fire in winter & cook a feast in the well-equipped kitchen or on the outdoor gas grill in summer. It has an open plan kitchen, living & dining space; a main bedroom w/ queen bed & ensuite bathroom; a 2nd bedroom that doubles as TV room w/ queen sofa bed & bathroom across the hall. 10 minutes to the HITS fairgrounds & close to hiking, skiing, shopping, & dining.

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!

Historic Hudson Cottage

A historic hideaway built in 1737 nestled just outside the city of Hudson. Featuring a full kitchen, spacious living room and bath on the main floor and a lofted, light-filled bedroom on the second. Enjoy evenings nestled by the wood stove, or get out and explore the four acre property. The city of Hudson is an easy 5 minute drive, take in the Hudson food and drink scene and explore the dozens of antique stores. We look forward to welcoming you!