Holiday rentals in Gallatin

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Top-rated holiday rentals in Gallatin

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Top guest favourite

Home in Pine Plains

5 out of 5 average rating, 11 reviews

Hudson Valley Family Home with Pool and Fire Pit

Set on a quiet paved road surrounded by horse farms and rolling hills, our home is an ideal 4 season country escape. Our property offers 3 acres of lawn to play and even go sledding! Grill & dine on our wrap around deck overlooking a pond and nearby hills. Warm up by the stone fireplace after an adventure. A separate sunroom is a quiet place to read, work or exercise surrounded by trees. The den/playroom, stocked with a TV, toys and games, allows kids to play while parents cook & chill upstairs.

Top guest favourite

Cabin in Red Hook

4.96 out of 5 average rating, 358 reviews

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.

Top guest favourite

Flat in Pine Plains

4.98 out of 5 average rating, 192 reviews

Newly renovated cutie

Newly renovated apartment in private home. Pets may be allowed on a case by case basis. Please contact me to discuss. Ample parking off road. Quiet location. Centrally located. Hudson to the north (20 mins). Millerton (10 mins) to the East. Rhinebeck (20 mins)to the west. Poughkeepsie to the south. Summertime polo matches only 5 mins from the house. Town beach a couple mins away. Many dining options within minutes. The Stissing Center offering musical and theater options also within minutes.

Guest favourite

Cabin in Red Hook

4.97 out of 5 average rating, 92 reviews

Secluded luxury: modern riverfront fishing cabin

Far from the road, this tranquil and unique modern cabin overlooking state stocked fly fishing and tubing river is under 2 hours from NYC. Sited on a 120 acre property, the towns of Red Hook, Rhinebeck, Hudson and Kingston are all between 10 and 30 mins away. On property hiking and tubing for fun. Our chickens mean you'll have fresh eggs on arrival. Radiant floors, swedish compost toilet, a tesla powerwall and 500 mbps internet make it easy to get away from it all while staying in touch.

Top guest favourite

Guest suite in Red Hook

4.92 out of 5 average rating, 372 reviews

the farmhouse suite @barn & bike

A 620 sq ft. fully private suite with your own entrance in a beautiful early American eyebrow colonial. The mid-century farmhouse style is highlighted by a darling kitchenette. And don't forget the bathroom hot steam shower! Please note the kitchenette has an induction stove top and convection air fryer toaster oven. It's a great for light cooking. Please ask for a grill for cooking meat and greasy food. We are a zoned b&b with bike rentals. See barn & bike, llc for more info.

Guest favourite

Cabin in Pine Plains

4.96 out of 5 average rating, 236 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Guest favourite

Home in Gallatin

5 out of 5 average rating, 44 reviews

Hudson Valley Renovated 1860s Farmhouse

Welcome to our newly-renovated 1860s farmhouse! Located in the heart of the Hudson Valley, you will have easy access to Lake Taghkanic, antique shops and towns with great restaurants! The home offers fully-equipped kitchen, propane grill, ping pong table, wood-burning fireplace. Multiple cozy seating areas to relax and play games. The property has a large yard framed by pine trees, a meandering stream and quaint waterfall. Enjoy the home in all seasons, inside and out!

Superhost

Home in Livingston

4.92 out of 5 average rating, 13 reviews

CoZenova Cottage - Seasonally Decorated

Welcome to CoZenova Cottage! A cozy one bedroom located off of North Twin Lakes in Elizaville, NY. This home is newly renovated while maintaining its rustic country charm. Available for short and long term stays. Can comfortably host 4 people. Excellent place for a romantic couple's retreat or to escape from city life and immerse yourself in nature. Located approximately 1:45 minutes from Upper Manhattan, 35 min from Catamount Resort, & 20 min from historic Rhinebeck.

Top guest favourite

Farm stay in Ancram

4.96 out of 5 average rating, 339 reviews

Relaxing secluded stay with loving social animals.

Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Guest favourite

Guest house in Tivoli

4.91 out of 5 average rating, 183 reviews

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.

Guest favourite

Cottage in Pine Plains

4.97 out of 5 average rating, 62 reviews

The Gallatin Farmhouse

Explore the historic Hudson River Valley from this light-filled, 175-year-old farmhouse in a picturesque valley surrounded by rolling farmland. Built in 1848, and renovated in 2020-2021. You will experience a cozy country retreat with all the luxuries of a renovated kitchen, pot-bellied woodstove for homey winter nights, propane grill and a fire pit for summer evenings enjoying the fresh air and starry skies.

Top guest favourite

Guest house in Germantown

4.99 out of 5 average rating, 225 reviews

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).