Holiday houses in North East

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Top-rated holiday rentals in North East

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

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Top Guest favourite

A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.

Home in Rhinebeck

4.98 out of 5 average rating, 130 reviews

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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Guest favourite

Home in Millerton

4.83 out of 5 average rating, 23 reviews

Charming Mountain House

Tastefully updated 1860's farmhouse on 5 rewilded acres, less than 2 hours from New York City. Quiet and private with great energy. Nestled in a mountain hollow near world class food, bike paths, swimming, skiing, horse farms, the Appalachian Trail, this home is ideally located for exploring the Hudson Vally, from the Catskills to the Berkshires. Artesian spring water, on-demand hot water, fast Wi-FI, solar power, birds and nature all around. Lots of nature. Accessible via Metro North (Wassaic).

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Superhost

Home in Pine Plains

4.94 out of 5 average rating, 32 reviews

Tanner Farmhouse - Rural Cozy Escape

Experience the charm of Tanner Farmhouse, a rustic yet modern home in Pine Plains, NY. This meticulously renovated 3 bed/2 bath home preserves history while offering modern comforts. Enjoy the living room's marble fireplace and chef's kitchen. Upstairs, 3 bedrooms provide comfort and a renovated bathroom with valley views. Outdoor spaces include a front porch, backyard patio & firepit with stunning vistas. This home combines history and luxury in a tranquil retreat in the heart of Pine Plains.

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Guest favourite

A spacious open yard is framed by greenery, featuring a wooden pergola and several outdoor chairs. The landscape extends into rolling fields under a cloudy sky, creating a serene atmosphere perfect for relaxation or outdoor activities.

Home in Millerton

4.93 out of 5 average rating, 28 reviews

Peaceful Farmhouse w/ Views + Rail Trail Access

Relax in this charming 3BR farmhouse with mountain views, a sunny reading room, and direct access to the Harlem Valley Rail Trail. With-in an hour to Lime Rock Race Track, skiing, snow boarding, sledding, Sharon playhouse, and excellent restaurants in CT, MA and NY. Just a mile from downtown Millerton, this family-friendly retreat features a kids’ playroom, remote work desk w/ external monitor, full kitchen, open yard, and pet-friendly vibe. Perfect for couples, families, or work-from-retreats.

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Guest favourite

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, 280 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 favourite

A newly remodeled kitchen showcases white cabinets complemented by a marble countertop and a decorative backsplash. A rustic wooden dining table with chairs is positioned near a window, while a vibrant area rug adds warmth to the space. Modern appliances are neatly integrated into the design.

Home in Salisbury

4.98 out of 5 average rating, 180 reviews

Under Mountain House

Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.

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Top Guest favourite

Cabin in Millerton

5.0 out of 5 average rating, 33 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 favourite

Cabin in Pine Plains

4.97 out of 5 average rating, 301 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 and fully renovated in 2020–2021, the home blends cozy cabin character with modern comforts for a relaxed yet elevated stay immersed in nature. You'll find great hiking in the summer, vibrant fall foliage, peaceful snowy winters, fresh upstate air year-round, and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

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Superhost

A private deck offers a serene view of the sunset over the mountains, framed by lush greenery. Two lounge chairs provide a comfortable spot for relaxation, and a small table sits nearby adorned with a vibrant flower arrangement.

Guest suite in Millerton

4.93 out of 5 average rating, 417 reviews

Romantic Sunset view, Peace n Quiet, 10 Mn to Silo

Luxurious private suite with stunning 60 mile Hudson River Valley sunset views! Horse country, ideal for horse and nature lovers and 200+bird species. Private entrance, kitchen, bathroom, HEPA filters, 500Mbps WiFi, 55” 4K TV. 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. Stargaze & delight in fireflies! Relax on the deck with crisp mountain air. Near picturesque towns.

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Guest favourite

Apartment in Millerton

4.84 out of 5 average rating, 144 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 favourite

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

5.0 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!

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