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For the ultimate Montauk escape with style and character in abundance, this fisherman's cottage has you covered. Flamingo-pink shutters and the front door set the scene for a stay that's thoughtfully stylish, charming and quirky – a blend of boho and rustic that's sophisticated and easy to love. The white-beamed ceiling, pink accents and mix of raw wood and design pieces makes for a look you'll want to replicate in your own home. This cottage just feels very at home in this neighbourhood, with a colourful living room drenched in natural light and a surf-shack motif in the bedroom, complete with surfboards and dreamcatchers adorning the walls. If the personal touches didn't already make this home, the location definitely does – you're a five-minute walk from popular eateries and Downtown Montauk, not to mention Fort Pond, the train station and nearby beach.

Long Story Short

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

Wander Inn is an architect-renovated ranch in a beautiful setting. Built in the sixties, this home is made for relaxation and indulgence. The minimalist furniture has been carefully selected, merging with stone and wooden surfaces and creating a pleasant atmosphere. The ceilings are tall, the bedrooms are quiet, and there's lots of natural light, making the transition between indoors and outdoors seamless. A typical day in this home consists of lazy walks around the area, hanging out in the hammock, and curling up with a good book on the plush sofas. When you're ready to venture farther out, the beach is only a few steps away, so you can return home for a hearty lunch after a morning swimming and tanning session. There's lots to do in the area, from wine tastings to great independent restaurants, making it a great option for a foodie family.

Wander Inn

Sea Aster sits in an ideal spot for exploring beach and town life. Sag Harbor Main Street, with its restaurants, boutiques and artisan bakeries, is less than fifteen minutes’ walk away, and you can get to Haven’s Beach – a perfect spot to watch the sun set – in ten. The home has great dining and lounging areas, and the kitchen island makes the communal space even more open and social. With an ample sized garden, you get the calm and privacy that comes with the village farmhouse vibe while being at a handy distance from everything you’ll need. 


Sea Aster

Clued-up New Yorkers have slowly been turning their attention away from the Hamptons to this corner of countryside in Litchfield County. One step into this home, and we can see why they're making the swap. Set on six acres, this spot is a polished slice of serenity. Antiques from Europe fill the clapboard building, with Oushak carpets set on white oak floors. Gather the group for dinner under the chandeliers or curl up by the exposed brick fireplace come nightfall. The house has also been fully renovated. You'll find us in the sauna and steam shower, or making use of the studio with some yoga. Come summer, it's out to the decking for iced lemonade or soaks in the hot tub. When it’s time for something more serious, use the 16-foot quartz desk overlooking the garden. Your reward? Drinks at the wet bar.

Crop And Saddle

Anyone with a subscription to HBO might recognise The Old Life-Saving Station. The home has featured in both Lena Dunham’s Girls, and more recently, The Undoing, starring Hugh Grant and Nicole Kidman. Staying here puts you in elite company, and it’s not hard to see why. It’s a unique house. Dating all the way back to the 1800s, when it was built as a coastguard station for the Long Island Sound, it’s been renovated since, but with lots of care put into maintaining the farmhouse atmosphere and the vintage furniture. The home is set on three acres of land on the North Fork, and from the veranda, you can hear the waves lapping against the shore of the private beach. It’s a magical setting, perfect for long summer afternoons (and if the water is too cold, there’s a 50ft pool as well). Colder evenings bring their own charm, as the vast kitchen and living room come into play. The large table seats fourteen easily, so every night feels like a dinner party, while the crackling fire in the other room sets the scene for an evening curled up on the sofa, with a hot drink in hand.

The Old Life-Saving Station

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

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

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

Dating back to the eighteenth century, it’s safe to say that The Whaler’s Cottage is steeped in history. It has a wonderful garden with lots of room for relaxing, and the interiors are stunning. It’s easy to see that Tom and Max have an eye for design. Light-filled, minimalist, and incredibly elegant, it’s the kind of place you look forward to coming home after perusing Sag Harbor or walking by the beach. Speaking of sandy stretches, you’re close to the village centre, giving you easy access to several beaches, along with lots of wonderful restaurants, shops, and bars.

The Whaler's Cottage

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

There are some homes that simply capture your heart from the moment you arrive. And we won’t be surprised if it’s love at first sight when you see this charming Colonial saltbox house. 

Nestled within the Litchfield Hills and surrounded by acres of beautiful gardens, ponds and walking trails, this is the perfect setting to connect with the beauty of nature. Inside, the exposed beams and wooden floors fill this home with a calming presence. It’s the kind of space that inspires you to slow down and savour the luxurious details that make this home unique. And whether you're spending a cosy morning by the fire, cooking in the kitchen or out on the patio, it’s easy to settle in and make this space your own. 

Outside, you’ll find 170 acres of majestic countryside to roam and explore. Wander over bridges, embrace wild swimming and simply soak in the stunning views across the rolling hills. The centre of Litchfield is just a ten–minute drive away where you’ll find a wonderful selection of restaurants and shops for any amenities you might need.

The Golden Dawn

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