Killington

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Home Cinema Setup

DVD Player

Netflix

Amazon Prime

Sonos

Board Games

DVD Library

Projector

Satellite / Cable TV

Sound System

Entertainment

Bathtub

Hair Dryer

Toiletries

Bathroom

Dishwasher

Microwave

Pod Coffee Machine

Cafetiere

Mini Bar

Freezer

Fridge

Wine Cooler

Kitchen

Oven

Stove

Kitchen Utensils

High Chair

Cooking Essentials

Kitchen & Dining

Iron

Washing Machine

Dryer

Ironing Board

Hangers

Extra Pillows and Blankets

Bedroom & Laundry

Swimming Pool

Hot Tub

Private Pool

Wellness & Fitness

Wi-fi

Electricity Adaptors

Internet & Office

Fireplace

Air Conditioning

Central Heating

Heating & Cooling

Multiple Sets of Keys

Parking Available

Free Parking On Premises

Step-Free Access

Parking & Access

Herb Garden

Barbeque

Outdoor Audio

Garden

Patio / Terrace

Balcony

Sun Loungers / Beach Chairs

Outdoor

Umbrellas

Nice to haves

Carbon Monoxide Detector

Fire Extinguisher

First Aid Kit

Smoke Detector

Other

This riverfront home is the kind of getaway we dream of every day. The infinity pool and views of the Hudson River are magnificent – just imagine how calming it is to wake up to views of this calibre every day. Inside, it feels incredibly warm and welcoming, making it perfect for family gatherings and spending time with your loved ones. The screened porch was extremely inviting, it’s the kind of place that inspires you to slow down. While there’s a lot to love about this home, we couldn’t get enough of the garden – manicured and green, it also boasts an infinity pool.

Jewel on the Hudson

Piano

Coffee Maker

Laptop Friendly Workspace

Self Check-in / Check-out

Private Entrance

Balcony / Patio

Outdoor Fireplace / Firepit

Outdoor Seating

Pets Allowed

Pets

Safe

Built in 1800, Hitchbrook is a quintessential New England home. Surrounded by farmland and rolling hills, this home is a private getaway for those looking for a pastoral retreat. Think rustic but sophisticated; evenings in front of fireplace or relaxing in the den playing games and singing-along to the piano. There are some great hikes nearby – the hills of Hitchcock Corners and across from Mill Brook are wonderful for walking. For the cyclists, there are plenty of bike trails to get stuck into. We’d recommend picking up some supplies from the neighbouring villages of Millbrook and Lakeville, and crossing the border into upstate New York for a picnic. 

Hitchbrook

Library of Books

Cot / Crib

Throws

Breakfast Included

Child Friendly

Reminiscent of something from a Laura Ingalls Wilder novel, this picturesque cabin is a haven surrounded by peace and quiet and lush woodland. Although you can count on a serene stay here, you’re also just a five-minute drive from the quaint town of Old Chatham where you can find some local amenities, or a ten-minute drive from Chatham Town, which has several excellent restaurants and plenty of charming local shops. Perfect for a cosy couple or a small family, this home can welcome up to four guests, though two of them will have to sleep on the sofa bed. Spend your time reading on the porch, playing lawn games, and hiking in the area, before coming home to whip up a delicious meal in the fully equipped kitchen and settling down for a great night’s sleep in the King bed. Thanks to its picturesque setting, The Great Frontier is the ultimate escape for those who want to unwind and recharge in the comfort of nature.

The Great Frontier

Toaster

Kettle

Blender

Cleaning Products

Black-Out Blinds

Desk / Workplace

Free Parking On Street

Welcome Hamper

There are a lot of adjectives we could throw at this home in The Berkshires; cosy, darling, divine. But none of them really do it justice. This place is made for taking it back to analogue and spending quality time together, around the stand-up piano, playing a board game in the sunny second sitting room, or pausing for a moment in the secret reading nook. A low, wooden ceiling, exposed brick wall and a wood-burning stove in the main lounge provide the ‘cosy’, while the plush velvet armchairs and antique dining table provide the ‘divine’. The bistro seating in the kitchen comes with a view of Butternut Mountain. Plus, there are several laptop-friendly desks designed for remote working and a dedicated office for video calls.

Outside, (well, almost outside) you’ve got an enclosed front porch with deck chairs for sunny days and a first-floor balcony begging for an evening tipple. In the surrounding greenery of the garden, let the kids run free on the lawn before gathering the group around the fire pit for a spot of stargazing at night.

You’re a five-minute drive from the artisan shops, local markets and restaurants of Great Barrington here, and skiing on Butternut Mountain is a short drive away too. 

Divine Inspiration

Sauna

EV Charger

Hammock

Sitting alongside an enchanting creek, this cabin is a tranquil haven with a lot to offer. From the hot tub and wood fired sauna to the beautiful views, this is the perfect setting for a refreshing and romantic retreat. There’s also a barbecue, a pizza oven and a fire pit for magical night’s under the stars. Inside, the rooms are just as welcoming thanks to the cosy living room with a fire, the serene bedroom and the games room. Well behaved pets are welcome and you’ll find plenty to explore in the area. Follow nearby trails, discover charming towns and explore Lake Colgate and Hunter Mountain. 

The Creekside Cabin

Espresso Machine

Once an 1890s carriage house, this home has been designed for country living for a small family. Low timber ceilings and hardwood floors retain the barn-like element, but instead of hay bales, you’ve got comfortable king-size beds for grown-ups and secret sleeping spots for kids in the mezzanine above the loft. Huge windows in the living room let in the sunshine, streaming through the trees, and in the evening, there’s a wood-burning stove to keep the chill at bay. The open-plan kitchen has a large double fridge, kitchen island and plenty of storage space for all the fresh goodies from the nearby farmer’s market. You’re in the middle of nature’s bounty here, after all. The farm is at the foot of the Catskills, away from it all, so you can spend your days immersed in the wilderness of hiking and biking trails. Stick close to home and wander the acres of farm grounds, through woodlands, past ponds or just the short dander to the farm’s swimming pool.    

Old Macdonald

Smart TV

Children's Dinnerware

Trash Compactor

Drying Rack

Access to Beach

Beach / Pool Towels

Beach Essentials

Security Cameras

Sitting peacefully on the edge of North Twin Lakes, this stylish cottage sets the tone for a restorative retreat in Livingston. Featuring beautiful views, calm rooms and a range of personal touches, you’ll find everything you could need to disconnect and embrace the natural elements. Complimentary toiletries are provided and children’s amenities are available on request, plus there are plenty of entertainment options – including board games, Bluetooth Speakers, Smart TVs and three kayaks. Outside, you’ll find a private beach, a fire pit and easy access to the nearest amenities. 

Lake of Beauty

Rain Shower

Baby Bath

Changing Table

Rice Maker

Baby Monitor

Jacuzzi

Exercise Equipment

Accessible Parking

This NYT-featured Catskills home is not quite the cabin it seems to be. What looks like a single storey home from one angle is actually built over a creekside slope, and we think it's one of the most interesting places we've seen for a peaceful stay in the woods. Floor-to-ceiling windows make full use of the region’s scenery, and sliding doors out onto a deck mean you can practically reach out and touch the pines – you can even listen to the rushing waters of the creek from here. Modern and stylish, the design here isn't trying to outshine the views, with wood floors, white walls and a Scandi feel to its furnishings. Two of the bedrooms are on the top floor and have such great views across the canopy you'll think you're staying in a treehouse, while immaculate bathrooms are outfitted with marble, lava stone and Italian Porcelanosa tiles. If you can drag yourself away, head out on hikes, explore the nearby farm shops, or book a meal at a local restaurant – there are several within a short drive. But we recommend making your way to the home's little campfire site, with some hot chocolate and marshmallows, for an evening you'll never forget.

The Edge

Record Player

Luxury Toiletries

Ceiling Fans

Fill your lungs with the scent of freshly chopped firewood as you step from the crisp Catskills mountain air into this gabled-roofed cottage. Whether you're a couple seeking stolen moments or a group of friends in search of calm, you'll find what you're looking for here. 

The wood-heady interiors cater to those in love with old-school design, particularly with the vintage wood-burning stove, record player and accompanying vinyl collection. On sunny days, a curl up on the hammock and listen to the babbling brook for hours on end – this simple pleasure is surely a tonic for the soul.

Keen hikers will no doubt be drawn to the nearby trails, taking you through the Catskill Mountains with the promise of spectacular vistas along the way. The town of Woodstock, made famous by the iconic 1969 music festival, is just a forty-minute drive away. Here you can load up on supplies and enjoy a hearty meal before heading back to your country retreat.

Cottontail Creek

Streaming Services

Private Washing Machine

Private Dryer

Laundry Supplies

Vacuum Cleaner

Desk

Printer

Temperature Control

Sun Umbrellas

Nestled in the woodlands, this cabin provides cosy comfort and stylish charm. The outdoor area is the perfect place to keep toasty by the fire and eat delicious meals. Guests looking for outdoor adventures can explore the surrounding landscape by foot or by bike, and couples and small groups will enjoy the romantic views and secluded location. The covered porch is the perfect spot for reading and bathing in sunlight, while the patio is ideal come summertime. Other features to admire are the unique ornaments collected by the lovely host, Minetta.

Burnt Sienna

Luxury Bedding

Escape to the Western Catskills for a break surrounded by the rustling of leaves and the calls of birds. This architecturally significant A-frame cabin sits on a secluded plot among the tall trees – a clearing just for you. With nothing to distract you, here you'll be free to hike, spot wildlife, spend time together as a family or even write the novel you've been planning for years.

Inside, a towering vaulted ceiling and huge windows make this place feel bright and breezy whatever the time of year. All-white walls and Scandinavian styling are anything but rustic and the comfy modular sofa is the perfect place to snuggle in front of the pellet-burning stove on chilly evenings. One bedroom on the ground floor and another loft room make it suitable for a family or a couple of friends, and the pretty kitchen is surprisingly well equipped for cooking at home.

In the mornings, take your coffee out onto the deck and bask in the views and by night light the fire pit down in the garden for drinks under the stars. Just a ten-minute drive from Livingstone Manor, famous for its trendy breweries and excellent restaurants, you're in the heart of this bohemian area's foodie scene, with fly-fishing, hiking trails and more on your doorstep.

Reynard's Den

Bicycles

Heated Pool

Buzzer / Wireless Intercom

Single-Level Home

Urbanites looking for a tranquil getaway will enjoy the large indoor and outdoor spaces to relax and unwind. Each room has been lovingly styled by the host, Ayanna, who has instilled her character and charm into the home. The location has a semi-rural feel, which is wonderfully peaceful, but The Archway is still located near to the village centre. The home is well suited for families as there's lots of room for children to play and the twin bedroom has been thoughtfully designed to welcome young ones. 

The Archway

This beautiful old clapboard church has been turned into a woodland retreat like no other, where deer regularly stroll among the trees. Just outside Woodstock, there are craft beer breweries, farm shops and mom and pop coffee shops a short drive away, and trails into the Catskills are all around. From the outside, this home still looks like it holds Sunday Service, tucked in 1.5 acres of forest. 
Arched, stained-glass windows throw rainbows of light into the living room and what was once the altar is now a cosy nook for a wood-burning stove, framed by the wooden mantel from a famous Broadway theatre. The kitchen is fully-equipped with spices, ingredients, utensils and everything you'll need to prepare a hearty home-cooked meal. What was once the Sunday School room is now a lavish bedroom and just beneath the belltower, you’ll find a reading nook for lazy days, plus a range of games to keep everyone entertained. Outside, you’ll find a barbecue grill and seating on the patio, and a hammock to enjoy the sounds of the forest with a gentle sway. This is one home that really needs to be seen to be believed. 
Woodstock STR Permit No: 21N239

Woodland Hymnal

Bathrobes

Workplace

Underfloor Heating

Outdoor Kitchen

Mosquito Net

Stair Gates

This Woodstock residence is one for the design-savvy folk. Once a studio belonging to acclaimed realist painter Reginald Marsh, the space has been transformed into a stunning family home. It was proudly featured in Italy's Icon Design Magazine for its attention to detail and considered use of elegant and characterful materials. 

We loved the living space, particularly the expansive ceilings, enormous windows and integration of concrete and wood. Rise and shine to picturesque views of the beautiful garden. Relax on the outdoor day bed, which looks out over the legendary Indian Head mountain ridge, have a picnic by the swimming pond, surrounded by juniper trees and century-old cedars, or follow the burbling stream into the woods. Then later, gather around the fire pit. Whatever you decide to do, this home invites you to slow down the pace in style.

If you'd like to explore further afield, lace-up your boots and take a drive out to a hiking trail  –  the Indian Head Wilderness and the Bluestone Wild Forest are no more than fifteen minutes away. 



The Pond House

Immersed in a sanctuary of trees, this rustic cabin invites you to enjoy a serene retreat in the Catskill Mountains. 

Set across five acres and just a six-minute drive from the charming town of Roscoe, there’s everything you could need to feel inspired and renewed by the majestic beauty of this special environment. 

From the atmospheric views to the exceptional styling, every detail has been considered to fill your stay with freedom and ease. And from the moment of arrival, you’ll want to pause and savour the calming simplicity of this space. High ceilings and large windows create a wonderful sense of lightness, while the seamless blend of natural tones reflects the beauty of the surroundings. Step outside and you’ll discover the expansive deck is ideally positioned for a quiet morning coffee, or later with magical evening drinks and stargazing by the welcoming fire pit. 

Follow the mountain road and you’ll find the bustling town of Livingston Manor is just a fifteen-minute drive away. There’s a great selection of cafes, shops and restaurants here, while you’ll also find an abundance of opportunities for hiking and fishing – Roscoe is known as Trout Town, USA. 

Wherever the day takes you, this home provides a constant sense of sanctuary – the perfect setting to light a fire, put on a record and savour the timeless charm of mountain living. 

The Mountain Glow

The Ashokan is an exquisite barn-styled house nestled within rich woodland landscape. The quaint exterior shelters an incredibly contemporary and stylish interior. From the patterned floors and wonderful impressionist paintings, to the rustic oak furnishings and floorboards, this house seamlessly blends homeliness with elegance. The large bedrooms have plush deluxe beds (although the mezzanine bedroom offers very little privacy and has no curtains), as well as plentiful dressing space and luxurious bathrooms. The estate is located moments away from the beautiful Ashokan reservoir. Spend your days taking in the breathtaking landscape while hiking the trails, or perhaps head into the nearby Woodstock to wander around the legendary town. 

The Ashokan

Private Parking

Surrounded by acres of forest, flowing streams, waterfalls and historic ruins, this little cottage welcomes you to experience the natural beauty of the Berkshire mountains. 

Located within a former Shaker settlement, there’s an abundance of charm and character here. From the antiques and art to the snug furnishings and personal touches, the owners have designed this space to enrich your stay with warmth and ease. So whether you’re here for an adventurous escape or for total relaxation, this home welcomes you to enjoy it all in the heart of New Lebanon.

Snuggle up in front of the fire, get cosy with a book, admire the views and gather for heartwarming evenings around the kitchen table. However you spend your time here, every moment promises to be enhanced by the unique spirit of this location. 

From here, it’s just a five-minute drive to the restaurants, shops and antique stores of New Lebanon. And for explorations further afield, you’ll find easy access to the charming villages of New England as well as the Hudson Valley.

A Little Love Note

Tucked neatly at the border of the Catskills, this chalet in Lake Hill is an idyllic home for those seeking an alpine retreat. With Cooper Lake and the Mink Hollow hiking trail nearby, it’s effortless to reconnect with nature here. Back at home, this modern cabin considers your every need after a day out in Woodstock, just four miles away. There’s a hammock, sound system, record player and fire pit for cosy nights at home. And while the lofted bedrooms aren’t so private, there’s plenty of space for a couple of friends to spend quality time.

Hearthside Haven

Sweetwater Hideaway is a magnificently organic cabin nestled in the forestry Woodstock landscape.  The timber vaulted ceiling, exposed wooden beams and deep chestnut finishings create a grand interior. Inviting sofas set around a stone-walled fireplace and a quaint library nook add a homely, cosy element to the house that is furthered by the wonderfully rustic kitchen. Simple, elegant bedrooms have plush beds and plentiful dressing room, including one organically-inspired room and a bright, colorful dedicated children’s room. There are luxurious bathrooms that have exquisitely tiled walk-in showers and soaking tubs. The cabin is nestled into the beautiful natural outdoors, while also being near enough to Woodstock to wander through legendary town. Just take a short drive to the town centre to explore all the shops and restaurants there are, or perhaps head to the Overlook Mountain Trailhead for a wholesome day of hiking. 

Sweetwater Hideaway

Explore ten acres of lush, green land at this cosy ranch, which lies just eight miles from the historic town of Windham. From its perch high up on a hill, you’ll have incredible views of the rolling fields down below. Watch the sun set over the Catskills mountains from the fire pit, or enjoy an al fresco meal on the deck, admiring the beautiful autumnal colours of the trees if you visit in fall. Inside, enjoy meals around the sociable dining room table, which boasts views of the countryside. On cooler evenings, sink into the sofas in the comfortable living room and warm up in front of the wood-burning fireplace.

Autumnal Colours

Sitting on the deck of this beautiful home in Rosendale, which overlooks the Catskills mountains in one direction and the woods in the other, you'd be forgiven for thinking you're secluded away, miles from civilisation. When in actual fact, Main Street is just down the road. However, the privileged location means that hiking and biking trails start right on your doorstep. After a day exploring the great outdoors, fire up the barbecue for an alfresco meal, or cosy up in front of the wood burner with a book. Inside, the simple, pared-back decor lets the jaw-dropping views take centre stage, with something to catch your eye in every direction. The home is well set-up for kids, with an art/music room, toys, games, books and even a trampoline in the back yard. The lack of TV and occasionally spotty internet connection means the stage is set to unplug from the virtual world and reconnect with the physical one. If you're not ready to let go completely, the quiet charm of Rosendale is just a mile away. Here, a local creative community thrives. Main Street is lined with independent boutiques selling locally made goods, while restaurants focus on farm-to-table eating. Craving some screen time? The Rosendale Theatre screens indie movies along with concerts and live productions.

Great Mountain

Have you ever wanted your very own slice of the Catskills? Of course, you have. Well, here's ten acres of it, to be precise. And it all comes with riverside deckchairs, a six-person hot tub, dense woods, and tubes for floating down the river. It's also safe to say that from this Big Indian Victorian manor, you'll have plenty of stellar hiking and ski resorts within a thirty-minute drive. Not to mention the Peekamoose Restaurant – just one minute away for moments when you don't feel like cooking. Of course, if you want to whip up your own culinary masterpiece, you'll have your enormous kitchen opening onto the outdoor deck, for leisurely riverside dinners too. Your host – a New York-based designer – has crafted the interiors to his idiosyncratic taste, so you'll find that the thoughtful touches such as Moroccan tiles, high-end bedding and paintings by local artists offer an unforgettable experience worth writing home about. So set off on endeavours into the private forest land – there's no better place to go on an adventure amidst nature in the Big Indian wilderness than here. Plus when you're ready to curl up at the day's end, there are plenty of snuggly spots to get cosy, whether that's inside the house, where you can make the most of the endless streaming options available from Netflix, Hulu, Amazon and HBO. Or, if you'd rather spend your evenings in the great outdoors, gather around the fire pit with a cup of hot cocoa – ready to roast some smores. 

Which Way The River

Make the most of the New York state countryside from this home in Amenia, which is within driving distance of some excellent hikes, such as Macedonia Brook State Park (twenty minutes in the car). It’s also only thirty minutes from the Catamount ski resort, meaning there’s plenty on offer for active guests. Or watch a movie at the drive-in cinema, a two-minute ride away. Back at this home itself, you’ll find a stylish space to return to after a day of exploring the surrounding area. Whether you’re sitting around the fire pit in the yard, lounging on the sofa as a group or enjoying a family meal, the spacious home is ideal for socialising. We love the vintage pieces offering a nod to the area’s agricultural roots. What’s more, there's two laptop-friendly workspaces, making it easy to work from home.

Mahogany

Ice Machine

Juicer

Free Parking

Early / Late Check-Out Available

Safety Gates

When you want to get away from the hustle and bustle, this New Lebanon home is the perfect choice. You’ll not only leave the hectic city behind – stepping through the doors feels a little like stepping back in time. 

This home is 150 years old, and was a Shaker workshop. It’s on the National Registry of Historic Places and has been beautifully renovated to emphasise its history. You’ll find Shaker details like wide board pine floors, and the paint colours used are all accurate to the era. The history of a former Shaker settlement is evident at every turn, but modern convenience has also been considered. Everything you might wish for has been taken care of, so your stay will be comfortable as can be. 

The home is stunning. Elegance and historic charm come together in every stylistic detail. There’s plenty of room for everyone to gather together, whether it’s for elaborate meals prepared in the attractive kitchen, or around the fire pit for marshmallows and spooky stories. 

You can look forward to mesmerising views of the Lebanon Valley, and can explore the area on foot. There’s a forest and meadow that are ideal for hiking, as well as a nearby pond and waterfall to visit. The remoteness makes this a wonderful base for a relaxing stay. Though when you feel adventure calling, you can easily answer by driving to Berkshire and the Hudson Valley, where you’ll find plenty of restaurants, shops, and theatres. 


Ode to the Past

A grand townhouse in the middle of Hudson, Venus In Furs is not only a great place for exploring the Catskills and the Hudson Valley, but it’s also a destination in its own right. Whether sinking into the plush Chesterfield, or spending long evenings around the fire pit, you have plenty of options when it comes to relaxation. There’s a serious kitchen as well as a grill, but if you aren’t feeling like cooking yourself, the restaurants start from about a block away, while you can also reach the banks of the river in about ten minutes on foot.

Venus In Furs

What at first glance appears to be an abandoned wooden turret lives a secret life as a blissful modern retreat, in this converted willow silo. Nestled amongst the trees ten minutes away from Woodstock, this wondrous three-storey tower is as well positioned to hiking nearby woods and mountains as it is to the galleries and boutiques of Woodstock. Keen skiers will love staying here thanks to its close proximity to the Hunter ski centre, a 30-minute drive away. Discover the hidden lakes and waterfalls nearby by day, and stargaze from your own hammock by night. By the time you leave, you'll be at one with the woods. 

Soul Of The Willow

Courtyard

Set between the Hudson River and the Catskill Mountains, this spectacular 18th-century farmhouse is full of upstate New York charm. Nestled in 35 acres of secluded woodland, the house is a breath of fresh air less than two hours’ drive from the hustle and bustle of Manhattan. Step inside and you will instantly notice the owners’ keen aesthetic eye and attention to detail. Each room is bursting with character, and full of antique furniture, contemporary art, and vintage trinkets.  

The distinctive living room has a large wood burning fireplace and plenty of games for the kids. There is also a sun room which is perfect for relaxing in with a book. The farmhouse kitchen is well equipped with a range of appliances and cooking essentials. Upstairs, the palatial main suite comes with an office for remote working, a living area with its own fireplace and coffee station, and a claw-footed bathtub in the bathroom. The second and third bedroom have their own unique charm, and there is also a junior bedroom with plenty of toys and books for the little ones.

Outside, there is plenty to do and see. You can pick apples in autumn from your woodland (there are wellies at the house if it’s muddy!), go skiing and sledding in winter, or follow one of the nature trails leading to the creek. The village of Saugerties is a six-minute drive away, where you’ll find a grocery store, a farmer’s market and some laid back restaurants. 

The Dutch Farmhouse

It’s no wonder why a multitude of actors, composers, and artists have hideaways in the Berkshires. This classic Berkshires home, originally built as a schoolhouse in 1866,  is steeped in history and rural charm. Full of wooden touches and warm accents, the home has been thoughtfully designed for relaxed, rural living. When you sip your morning coffee, you’ll have views of horses in the rolling fields. Later on, gather the group for meals by the traditional wood-burning stove between walks along the brooks and journeys into Wahconah Falls State Park. The home is secluded enough to let you disconnect surrounded by natural splendour, but there’s no shortage of entertainment to be found. Famous for its culture just as much as its landscape, The Berkshires are just as robust with art exhibitions and literary events as they are with rolling hills. Even Moby Dick is said to have been written somewhere amidst these very mountains. If you’re looking for a place on the east coast where the famous goes to truly hide, this is it. 


River Song

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