Vacation rentals in Millerton

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Top-rated vacation rentals in Millerton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.

Apartment in Amenia

4.9 out of 5 average rating, 172 reviews

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

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Top guest favorite

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

4.99 out of 5 average rating, 153 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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Top guest favorite

A charming cottage with a light brown exterior is framed by a lush green landscape. A pathway leads to the front steps, where a star decorates the facade. Clear blue skies complement the serene surroundings.

Cottage in Pine Plains

5 out of 5 average rating, 168 reviews

Patchin Mills Quaint Country Cottage

Welcome to your cozy cottage in the bucolic Hudson Valley. Only 90 mi. north of NYC. We welcome small dogs, under 25 lbs. with prior host approval. Sorry, NO CATS. Enjoy biking, hiking, skiing, local culture or just relaxing. 1 mile outside a charming village in farm and horse country, your cottage has a full kitchen/LR, 2 BRS (1 queen, 1 full), bathrm, washer/dryer, deck, patio & yard. Close to colleges, dining & activities. We hope that you will love this corner of the world as much as we do.

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Guest favorite

A charming red cottage is surrounded by trees displaying autumn foliage. The structure features white trim and a star accent on the wall. A fenced garden area lies in front, complemented by neatly arranged shrubs. A driveway leads to the entrance, enhancing accessibility.

Home in Amenia

4.96 out of 5 average rating, 162 reviews

The Red Country Cottage

Perfect getaway in this countryside cottage nestled in nature but walking distance to town center. Spend some relaxing time watching the creak run by, walk or bike (provided/bring own) on the 26mi flat scenic Harlem Valley Rail Trail from the cottage. Enjoy the evening sitting by the fire/comfortable patio. Visit the 60’s themed movie theater and restaurant walking distance, near by brewery/winery/cafe/restaurants, wedding venues, Lime Rock Racing, skiing. Direct train to Wassaic from MetroNorth

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Top guest favorite

A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.

Home in Staatsburg

4.99 out of 5 average rating, 135 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.

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Guest favorite

The kitchen features modern white cabinetry with black handles, complemented by a light-colored countertop. A stainless steel sink is positioned under a wall-mounted faucet. A tile backsplash in neutral tones adds texture, while a fire extinguisher is mounted for safety.

Apartment in Pine Plains

4.96 out of 5 average rating, 273 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.

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Top guest favorite

Cabin in Millerton

5 out of 5 average rating, 32 reviews

Luxe Cabin Oasis: 40 acres with stream-ideal for 2

Escape to a charming, contemporary cabin nestled above a babbling stream. Perfect for couples seeking a tranquil retreat, our cozy haven offers endless relaxation and outdoor adventures. Nestled on 40 acres of lush fields and woods. Take walks along the stream to the ruins of a former mill from the 1700’s or collect eggs from our chickens. The cabin is steps away from the Hudson Valley rail trail so you can leave your car behind and take a short walk to Millerton for coffee, movies or food.

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Top guest favorite

Apartment in Millerton

4.84 out of 5 average rating, 142 reviews

The Studio

Millerton, NY is a weekender's dream! Enjoy a peaceful stay in our newly renovated studio, fully furnished with a queen bed and private entrance. You're just a short walk from everything the village has to offer—from breakfast at Oakhurst Diner and coffee at Irving Farm to shopping at Westerlind, browsing Oblong Books, or catching a film at The Moviehouse. We also offer simple, transparent pricing with no cleaning fee. Perfect for a relaxing Hudson Valley getaway.

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Top guest favorite

A modern dining area is highlighted by a long wooden table surrounded by six black wire-frame chairs. A vase of fresh yellow tulips sits at the center, while large windows frame views of the outdoor landscape, filling the room with natural light.

Home in Millerton

5 out of 5 average rating, 36 reviews

Gorgeous Modern New Ranch near Rail Trail!

Brand new top to bottom high end renovation on a stylish home just a mile from the quaint town of Millerton on 3 acres with tremendous views of the rolling hills of the Hudson Valley. Immaculate home boasts all the comforts and amenities to fully relax and absorb the landscapes. The Harlem Valley Rail Trail is a few hundred yards away. Walk or bike into town. Walk up the hillside 50 yards to capture unbelievable views. A truly stunning home and area.

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Superhost

A charming country cottage is set on a lush green lawn, surrounded by trees and fields. A gravel road runs alongside the property, and a car is parked nearby. The front porch features seating, creating an inviting space for relaxation.

Cottage in North East

4.86 out of 5 average rating, 183 reviews

Sunset Cottage: Unplug - Relax - Recharge

Charming country cottage in Millerton, New York with a variety of nearby destinations. Unwind on a quiet country road with cows as your closest neighbors. Use as a base to explore the Tri-State area. Perfect for Parent Weekends for the nearby private schools. An idyllic setting in which to unplug and enjoy nature. Walk to the 42-mile Rail Trail, strap your bikes, skis, kayaks, or canoes to the car because you’ll be centrally located for adventure!

ValueFamilyQuiet

Top guest favorite

A light-filled living room features a gray sectional sofa with a colorful throw pillow. A wooden console table stands beside a lamp, while natural light enters through two large windows adorned with white trim, providing views of the surrounding greenery. Vintage art pieces are displayed on the walls.

Guesthouse in Sharon

4.96 out of 5 average rating, 162 reviews

Cottage with a Waterfall View

Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.

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Top guest favorite

A covered outdoor seating area features two cushioned red chairs and a small round table topped with a floral arrangement. Soft lighting strung above creates a warm ambiance, while a panoramic view of the natural landscape unfolds in the background at twilight.

Guest suite in Millerton

4.95 out of 5 average rating, 414 reviews

Nature Lovers New Outdor Livng rm Peace, fast WiFi

Privacy. Peace. Quiet. Tranquility. Nature. 500 meg WIFI, Large TV. 50 mile sunset view of the Hudson Valley. RETREAT atop Silver Mountain. Wildlife, raccoons, wild turkeys, possum, deer, chipmunks, squirrels, and Pets OK. $75 per pet per stay. New outdoor living room, with bar b que grill. During the Fall, Winter and Spring seasons it is cold , snowy , icy, frozen ground. You agree that you are on the property at your own risk.

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