Holiday rentals in Boston Corner

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Top-rated holiday rentals in Boston Corner

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

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Top guest favourite
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, 165 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.

Top guest favourite
Cabin in Mount Washington
5 out of 5 average rating, 7 reviews

Chic Cabin in the Berkshires, Mountain getaway!

Find serenity at this cozy cabin set on ten tranquil acres at the end of a dead end road on top of Mt Washington, Massachusetts. This chic cabin is a private, peaceful oasis in the woods. You will find yourself very near the benchmark of Massachusetts, Connecticut and New York with endless hiking trails right outside your door, including The Appalachian trail. You will be at the doorstep of all the culture, shopping and dining that the Berkshires, Litchfield and Columbia County have to offer.

Top guest favourite
The exterior of a red barn-style structure is shown, surrounded by trees in a woodland setting. A large garage door faces the driveway, while a side window and a picnic table are visible. The gravel path leads up to the barn, emphasizing its rural ambiance.
Barn in Ancram
5 out of 5 average rating, 28 reviews

Serene Modern Barn near Hudson

Reconnect with nature at this woodland escape set in twenty-five acres of forest and awake to bird calls, a deer sighting, or wild turkeys. Minutes from Taghkanic State Park and the Taghkanic Community Forest, this newly renovated barn features a vaulted ceiling, large bedrooms, a cozy loft area, and includes a gas-powered iron fireplace, washer & dryer, microwave, dishwasher, free WiFi, A/C, a 75-inch high-definition TV, and soundbar. Things to Note: For holiday weekends, 3 nights minimum.

Top guest favourite
An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.
Cabin in Saugerties
4.96 out of 5 average rating, 163 reviews

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Top guest favourite
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, 131 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE 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 a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Guest favourite
An inviting bedroom is adorned with warm knotty pine walls and features a queen bed with decorative pillows. Two windows allow natural light to fill the space, with bedside lamps providing additional illumination. A cozy ottoman sits at the foot of the bed, complementing the rustic decor.
Cabin in Copake Lake
4.93 out of 5 average rating, 268 reviews

Cabin in Woods w/ Lake Access & *private* Hot Tub!

Don't miss your opportunity for a spring adventure at this cozy, secluded cabin with its own private hot tub and lake access! Welcome to Cabin on Hillside, a peaceful haven from the stresses of daily life. Situated in the charming town of Copake Lake, you get all the fun of a quaint lakeside community with the solitude of a wooded retreat. Whether you are looking for outdoor adventures, trips into town, or a peaceful homestay, this cabin provides it all! Come visit! Your oasis awaits!

Guest favourite
Two eco homes are situated in a tranquil forest setting, softly illuminated by warm exterior lights at dusk. Wooden decks extend from the homes, providing a connection to the surrounding green space. Trees frame the scene, enhancing the natural ambiance.
Cabin in Ancram
5 out of 5 average rating, 51 reviews

2bed farm stay as seen in Dezeen, architects cabin

Recharge, renew, and relax in this stunning hemp-lime eco home, a luxury farm stay designed for comfort and sustainability. Nestled in the quiet forests of Hillsdale, it offers magnificent views, peaceful solitude, and thoughtful design. Enjoy evenings by the Breeo fire pit and mornings filled with fresh mountain air. Just a short drive from both the Berkshires and Hudson, it’s the perfect base to explore the region while reconnecting with nature in a truly unique setting.

Top guest favourite
Cottage in Red Hook
4.98 out of 5 average rating, 740 reviews

bright serene + spacious barn @barn and bike

a bright serene space built by us on the property we live on. we are in - what we think - is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes all around. 6 quaint towns are within 10-25 minutes drive. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!

Guest favourite
Tiny home in New Marlborough
4.94 out of 5 average rating, 181 reviews

Bedroom Forest View I Sauna I Fire-pit I Trails

Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Top guest favourite
A cozy living area features a stone fireplace with a warm fire, surrounded by wooden cabinetry and appliances. Brightly colored striped couches flank a wooden coffee table, while natural light streams in through a large window. Pendant lights add an inviting glow to the space.
Home in Ancramdale
4.94 out of 5 average rating, 154 reviews

Rest, Relax & Stargaze in hot tub at night

This peaceful home is in the middle of nowhere, yet conveniently close to it all: Bash Bish Falls (10 mins), Millerton (10 mins), Copake Lake (15 mins), Catamount Mtn (20 mins), Lakeville, Conn. (20 mins), Hudson, NY & Great Barrington, Mass. (30 mins). For those who'd prefer to read by the fire or stargaze from the hot tub, this home is a destination in and of itself. Luxuriously comfortable beds plus all the amenities offer a restful retreat from busy lives.

Guest favourite
A bright living area features vaulted ceilings supported by dark wooden beams. A mix of comfortable seating, including a leather sofa and four armchairs, surrounds a central coffee table. Natural light streams through multiple windows, highlighting the minimalist design and warm color palette.
Home in Ancramdale
4.94 out of 5 average rating, 117 reviews

Breathtaking Views of Secluded Paradise

Nestled atop a sprawling pasture and surrounded by the rolling Catskills, Casa Lobato Farmhouse offers refined comfort and timeless charm. Spacious yet intimate, this elegant retreat is designed for effortless relaxation with elevated amenities. Take in sweeping views, unwind by the firepit beneath the stars, or hike to a cascading stream. As a certified “Healthy Home,” we proudly provide a stay that feels both indulgent and restorative.

Top guest favourite
An inviting living space features a modern wood stove as its focal point. Large windows allow natural light to fill the room, revealing views of the surrounding trees. Two comfortable sofas are arranged for relaxation, with a hanging planter adding a touch of greenery.
Cabin in Ancram
5 out of 5 average rating, 158 reviews

The Ancram A - Luxury Mid-Century Modern Cabin

Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.

Popular amenities for Boston Corner holiday rentals