Vacation rentals in North East

4.93 out of 5 average rating, 108 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.

4.98 out of 5 average rating, 105 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

Guesthouse in Dover Plains

The exterior of a dark blue barn cottage is displayed, featuring a pink door and several small windows. A seating area with bright red chairs is positioned on a leaf-covered lawn, surrounded by trees and greenery.

4.87 out of 5 average rating, 116 reviews

Spilt Milk Cottage - Hudson Valley, NY

Completely renovated 1BR + den cottage inside a circa 1800's dairy barn. Come stay in a perfect WFH base with easy access to the Metro North train and everything the Hudson Valley has to offer. Master bedroom features a full size massaging and adjustable bed with plenty of storage and an office nook. The den is perfect for cuddling up and watching movies or the queen size foldout works as a 2nd bed. Highspeed internet, and a well equipped kitchen to cook up all those locally sourced goodies!

4.98 out of 5 average rating, 183 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.

4.92 out of 5 average rating, 157 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.

4.97 out of 5 average rating, 233 reviews

Cabin in Pine Plains

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

4.79 out of 5 average rating, 109 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.

4.94 out of 5 average rating, 142 reviews

A bright living area features large windows allowing natural light to fill the space. Wooden beams span the ceiling, while a cozy seating arrangement includes a white couch and a mid-century chair. A patterned area rug enhances the room's inviting atmosphere.

Home in Ancramdale

Unwind in the country, stargaze in hot tub

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.

4.93 out of 5 average rating, 369 reviews

A spacious room features a cozy sitting area with two plush chairs and a small round table on a light rug. Large glass doors provide access to an outdoor space, framed by warm, neutral decor and a painting of nature on the wall.

Guest suite in Millerton

Sunset, Peace&Quiet, Self check in, 500m wifi

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.

4.87 out of 5 average rating, 156 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, 335 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!

4.99 out of 5 average rating, 317 reviews

A wooden serving tray displays a loaf of freshly baked bread alongside a bunch of bananas. A cup is partially visible, suggesting a beverage, while eggs rest in a pink bowl nearby. The table is made of natural wood, showcasing its unique grain patterns.

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

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Other great vacation rentals in North East

Guest suite in Falls Village

The exterior of the guest suite is illuminated at night, highlighting the three-story house surrounded by trees. Warm lights create a welcoming ambiance near the entrance, which features large windows showcasing the interior. A gravel path leads to the front door, set back from the surrounding nature.

5 out of 5 average rating, 29 reviews

Cozy Railroad Street Retreat

SueRating, 5 stars2 weeks ago

A rare gem; Cute, adorable, cozy, impeccable cleanliness and a fabulous owner! What more does one, or, two need to become a great getaway? Nothing because Rebecca has thought of it all and you don’t need to! Everything is so comfortable and inviting. What a great time we had at her spot! Plenty to do in the area from shopping to dining to a rodeo and dog show. We packed it all into 3 days and had a great time. We’re thrilled to have found this peaceful and tranquil spot. Thank you, Rebecca, for making our getaway so wonderful and for your kindness and hospitality. Simply the best! Simply put, one of our best

4.96 out of 5 average rating, 25 reviews

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.

Home in Salisbury

“Magical” Brookside Cottage

WillRating, 5 stars1 week ago

Beautiful location and very charming cottage. The upper/main floor has clearly been recently re-done and is very nicely laid out/staged. The babbling brook just outside makes for quite a wonderful setting and with the door open/screen closed you get the nice sound of the water. The downstairs (sleeping area) is more functional and a touch musty, but plenty comfortable and fit for sleeping. Comfy beds, nice bathroom, good light, etc. The owners note the spiral staircase in the description but I was not prepared for how much our toddlers would try and dive off it. Word of warning for those w/ small children! Overall, would definitely stay again due to the great vibe and awesome setting for relaxation.

4.85 out of 5 average rating, 33 reviews

A dining area features a wooden table surrounded by black chairs, highlighted by overhead lighting. The rustic charm is emphasized by exposed wooden beams and a brick fireplace with a large piece of art above it. An open kitchen can be seen in the background.

Home in Pine Plains

Historic Cottage w Brand New Hot Tub and Game Room

MariahRating, 5 stars3 months ago

Fantastic place. All the amenities were exactly what we were looking for. Would definitely stay again.

5 out of 5 average rating, 7 reviews

A gently flowing stream is framed by lush greenery and trees displaying autumn colors. Pebbles and rocks line the water's edge, while fallen leaves float on the surface. The peaceful natural setting invites a sense of tranquility and connection to the outdoors.

Home in Pine Plains

Stunningly Designed Historical Icon w/ Hot Tub

NataliaRating, 5 stars3 months ago

Still gleaming from an unforgettable stay at Willow Vale which is hands down a 5-star gem! The design of the house is one-of-kind where every detail piques curiosity and wonder. The library stole our hearts from the start, brimming with an extensive book collection and unique treasures. We sat by the fire here every night. The sunroom was the perfect daytime spot where we napped, worked, ate and played games. It’s impossible not to fall in love with the kitchen…we cooked almost every meal. Enjoying the hot tub under the stars was a highlight. We loved that there was a telescope and took advantage of it. The river was serene with a perfect swimming hole…and cold plunge! The house is secluded and there is so much to do nearby. It’s truly the land of hidden gems. Stissing House for dinner is a MUST. As their home might suggest, Matt and Whitney go above and beyond as hosts. They made this family vacation special for us in every possible way. We cannot wait to return!!!

5 out of 5 average rating, 50 reviews

Home in Salisbury

Greystone at Twin Lakes

JenniferRating, 5 stars4 weeks ago

The house was even more beautiful and quaint than the photos. The weather was a bit chilly and they made sure the heat was on prior to our arrival. Caring, responsive, and helpful hosts. Definitely recommend.

5 out of 5 average rating, 38 reviews

Cabin in Saugerties

Luxury A-Frame Cabin w/ Hot Tub

BingRating, 5 stars1 week ago

We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

4.93 out of 5 average rating, 15 reviews

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.

Home in Salisbury

Stylish getaway in the Berkshires

NedRating, 5 stars3 weeks ago

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