Places to stay in Millerton

4.92 out of 5 average rating, 105 reviews

A covered front porch features wooden flooring and is framed by dark columns. Two rustic wooden chairs are positioned beside a small table, creating a space for relaxation. Surrounding greenery is visible, enhancing the natural setting.

Apartment in Amenia

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.

4.97 out of 5 average rating, 123 reviews

Home in Amenia

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

4.95 out of 5 average rating, 105 reviews

A bathroom is depicted, featuring a bathtub surrounded by white tiles. A shower curtain is pulled to the side, allowing light to enter through a small window above. A white toilet is positioned nearby, and soft towels are neatly arranged in a wicker basket.

Guesthouse in Salisbury

Lakeville studio, 2nd floor Near Lake, Limerock AT

Spacious second floor studio. Close to local private schools, Catamount and Butternut ski areas, Limerock park, nearby Berkshires attractions, ski jumps! Short walk to convenience store, several restaurants, a nail salon, gym and package store. There is a laundromat nearby. 1/2 mile to Lake Wonoscopomuc, nearby park and tennis courts, and beautiful walks on rural roads. There are 2 units in this building- this listing is the upstairs, shared entrance but units are separate of each other. Edit

4.98 out of 5 average rating, 104 reviews

Guesthouse in Millerton

Loft in the Pines

Loft in the Pines: Get away to your own private retreat, walkable to Main St, Millerton, NY & Harlem Valley Rail Trail. Beautiful 1 bedroom escape with two decks for your relaxation. Perfect for couples or families. Close to great hiking & skiing. Easy walk to antique shops & delicious restaurants or put your feet up and relax! 1.5 baths, living room with flat screen TV, dining room & fully equipped kitchen & expansive deck to take in the view. Rent with House in The Pines for a larger group

4.98 out of 5 average rating, 182 reviews

A kitchen area is presented, featuring a microwave and convection oven on a shelf. Blue dishware is arranged above, while cooking utensils hang to the left. A lower shelf holds additional kitchen items. The wall is painted a soft yellow, contributing to a bright environment.

Apartment in Pine Plains

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.

4.99 out of 5 average rating, 144 reviews

A winter scene is depicted with a red building contrasting against a vibrant sunset sky, filled with shades of orange and pink. Snow covers the ground and rooftops. Dark trees frame the image, contributing to the serene atmosphere.

Apartment in Canaan

West Main

1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town brewery, pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

4.93 out of 5 average rating, 154 reviews

A modern kitchen features white marble countertops and stainless steel appliances, including a gas stove and coffee maker. Skylights provide natural light, while open shelving showcases plants. Two black bar stools are positioned at the island, and a round dining table is visible in the foreground.

Cottage in Cornwall

Newly Built Cottage in Housatonic Valley

This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

4.79 out of 5 average rating, 108 reviews

A modern bathroom is featured, showcasing a walk-in shower with a glass enclosure. A sleek vanity with a dark wooden base holds a white sink. Above, a round mirror is mounted on the wall. Geometric floor tiles add visual interest, complemented by a black shower fixture.

Apartment in Millerton

The Studio

Millerton, NY is a weekenders dream! Enjoy a peaceful stay at our newly renovated Studio fully furnished and with a Queen Bed. You’re just a short walk from everything the village of Millerton has to offer! Grab a bite to eat at the popular Oakhurst Diner or indulge in a coffee at Irving Farm Coffee Roasters. After that, make your way to Westerlind to do a little shopping, pop into Oblong Books or enjoy the charm of an old time film theater by checking out The Movie house.

4.93 out of 5 average rating, 367 reviews

Guest suite in Millerton

Sunset 60 mile view

ROMANTIC LUXURY! Spring has SPRUNG! Gorgeous warm weather; fresh, crisp mountain air. Clear starry nights. Your own private suite, entrance, kitchen, bathroom, outdoor dining facilities, charcoal bar b q grill. Located atop a mountain with magnificent SUNSET view 50 miles overlooking the Hudson River Valley. Completely steam cleaned, disinfected and sterilized before each guest. HEPA Air filters installed. High speed WIFI, 500mbps! 55” 4K HD TV.

4.86 out of 5 average rating, 155 reviews

A sunny view of the country cottage’s exterior showcases a large, grassy yard framed by a mature tree. The inviting porch features a couple of wooden chairs, while pastures and trees extend into the distance, creating a serene rural setting.

Cottage in North East

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!

4.96 out of 5 average rating, 334 reviews

A wooden sauna is showcased with glass doors, highlighting a spacious interior with wooden benches and a soothing blue light. Natural light filters in through a window, adding warmth to the inviting atmosphere.

Farm stay in Ancram

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!

4.95 out of 5 average rating, 113 reviews

A serene outdoor space features comfortable seating arrangements overlooking a flowing brook, framed by lush greenery. A fire pit and a rustic outdoor heater add charm, while the sound of the nearby waterfall enhances the tranquil environment.

Guesthouse in Sharon

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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Other great vacation rentals in Millerton

An aerial view captures the rustic charm of the rebuilt hay barn surrounded by lush greenery and vibrant autumn foliage. A circular driveway leads up to the home, which is framed by trees and grass, showcasing the scenic marshland beyond.

4.95 out of 5 average rating, 99 reviews

The Barn - Rustic Chic Loft, Hotchkiss, Lakes, Ski

SethRating, 5 stars1 month ago

Very comfortable house - nice and airy. Great location just outside Lakeville. Highly recommend.

4.88 out of 5 average rating, 26 reviews

A toasted marshmallow is shown on a metal skewer, with a flame flickering at one end. The background features a wooded area and a fenced yard, with rolling hills visible in the distance under a bright sky.

Home in Millerton

Farmhouse with a view, hot tub, pool, and fire pit

PhuriRating, 5 stars2 weeks ago

Beautiful house with lots of greenery — very peaceful and relaxing. The pool and hot tub were a great bonus. The host was fantastic: easy to communicate with and very understanding. The weather wasn’t ideal, but everything else was great. Would definitely love to visit again!

A serene view of a gently flowing brook is captured, bordered by bare trees and scattered leaves on the ground. The water’s surface reflects the blue sky, while a glimpse of a nearby building is visible in the background.

4.96 out of 5 average rating, 25 reviews

Peace at Last

GraceRating, 5 stars2 weeks ago

This was my family's second time staying at Jennifer's home, and we will be back again soon! The moment you step you, you feel you're in a serene getaway in a lovely cottage. Our host met every need and went above and beyond on flexibility. This is such a gem in Salisbury!

A natural stream flows through a rocky landscape, bordered by moss-covered boulders and scattered leaves. A carved figure can be seen perched on one of the large stones, surrounded by a serene woodland setting.

4.96 out of 5 average rating, 24 reviews

“Magical” Brookside Cottage

LuzRating, 5 stars1 month ago

I stayed here for my wedding weekend! The place is beautiful and super spacious, I loved it!! It will remain in my memory forever 🫶🏾

5 out of 5 average rating, 25 reviews

A warm and inviting interior features wooden walls and ceilings, with sunlight streaming through large windows. A staircase leads to a lofted sleeping area, while a modern kitchen is visible on the lower level, showcasing wooden cabinetry and stainless steel appliances.

Cabin in Craryville

Cabin on Copake Lake, NY.

JoRating, 5 stars2 weeks ago

Great for a weekend away with my friends and I!!! Looks exactly like the pictures and was listed for an AMAZING price for everything that we got! Would totally come back and could not recommend enough!!!

A charming white house with a spacious front porch, featuring multiple seating areas. A row of adirondack chairs is positioned on the well-maintained lawn, surrounded by neatly trimmed shrubs. The clear blue sky adds to the inviting landscape, creating a welcoming outdoor environment.

4.93 out of 5 average rating, 15 reviews

Stylish getaway in the Berkshires

NedRating, 5 stars2 weeks ago

Bright, light good layout inside and short walk to Salisbury and very short drive to Lakeville. Would definitely stay here again

5 out of 5 average rating, 28 reviews

Home in Sharon

Nature lover’s retreat in NWCT, breathtaking views

ScottRating, 5 stars5 months ago

Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!