Woodbury Common Premium Outlets

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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

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

Look out for artists, poets and musicians in the area around this home – it’s located in Springs, arguably the coolest town in the Hamptons. In the past, it’s played host to visionaries like Jackson Pollock and Lee Krasner, Willem de Kooning, Kurt Vonnegut, and John Steinbeck. Luckily, the home’s bright, colourful design lives up to its surroundings, with patterned throws and bedspreads, quirky artwork and unique furniture. From the moment you step foot inside, you'll feel right at home. There are 1.5 acres of land to explore out the back, with plenty of options for alfresco dining, whether you choose to relax with a barbecue under the wisteria or socialise on the patio. On hot summer days, go for a swim in the crystal clear pool, or lie back with a book on a sun lounger nearby. As if this wasn't enough, it’s also perfectly located for making the most of Springs, with the sea just a five-minute cycle away, and coastal walks and surf beaches within easy reach. On Saturdays, amble over to the Farmer’s Market to purchase fresh produce to whip up a feast. All in all, this is a delightful stay for young families or a group of old friends coming together. 

Sunflower Summer

A waterfront home in the Pocono Pines – yes please. Huge windows make it feel like you’re in the middle of the forest, though you’ll be able to pay for access to a premium club nearby, where you can golf, swim and play tennis – you get the peace of the wilderness with the amenities of a resort. This home also has its own dock on the pond, and you’ll have access to a canoe, boat and kayak to explore with. The hot tub, fire pit and barbecue make the deck all the more tempting, but if the weather isn’t playing ball there’s always the enclosed porch or fireplace. The games loft ensures teens will have nothing to complain about either. 

Lost In The Mountains

This grand, old home in the Hudson Valley feels like a mix between a beautiful Midwest farmhouse and an English manor. A blue clapboard facade and white bannisters suggest country-chic while the pristine white columns at the entrance add the grandeur. It’s set on 1.6 acres of land where you’ll find a resort-style swimming pool and integrated Jacuzzi to rival Palm Springs and terraces shaded by trees for wining and dining outdoors. Inside, we can see why this place has featured in the Wallstreet Journal and Hudson Valley Magazine – the main living room is a vision of class, set around an ornate fireplace and the original tiger oak panelling remains in the entrance hall. The solarium offers a sunny spot to read a book, and the breakfasting room is currently set up as a home office should you need to get some work done. Chefs will be delighted with the beautiful kitchen with its own butler’s pantry and the hand-painted wallpaper in the dining room adds a sense of occasion to any evening meal. Going down a level, the basement is a (man)cave of wonders with a wine cellar and wet bar. Location-wise, you’ve got the best of town and country here with walks in the Catskills a short drive away and the charming town of Cornwall on your doorstep. It’s also just an hour by car to the heart of Manhattan.  

Hudson Grandeur

Mere steps from the beach, this four-bedroom farmhouse sleeps ten and is ideal for a large family getaway. Rustic it may be, but the interiors don’t skimp on style – white walls and pops of colour lend it a modern Scandinavian vibe. An open-plan kitchen with a Carrara marble island and KitchenAid mixer make meal prep a cinch – get everyone together to bake a cake. A travel crib, highchair and changing pad are provided for the littlest family members. 

The Captain's House

This home's architecture, interiors and colourful prints all share a mid-century modern style, but its woodland surroundings are more Hansel and Gretel than Gilbert and George. In a tiny hamlet in upstate New York, it’s surrounded by mountains, lakes and forest – great for skiers, hikers and wild swimmers alike. The home has several standout features but we love the double-height living area, with its huge windows and cosy fireplace. The galleried landing has a desk in case you need to keep one eye on work while you're away, and the huge deck has a gas barbecue for those long lazy lunches outdoors. While its statement design pieces add interest, it's a homely place too, with a bedroom set up for children, logs provided for the fire, and plenty of books to pick through on the shelves. Just minutes from a choice of state parks, forests, orchards, and wineries, your days will be filled with outdoor adventures – and all just an easy drive from the city.


Art & Nature

A haven of tranquillity, this serene home is perfect for recharging your batteries. Step inside and be soothed by the classic Hamptons style – think ample-sized living spaces designed for entertaining, calm colours inspired by the coast and oodles of windows flooding each room with natural light. It's the ideal family pad, especially with a lounge fit for kids (complete with a pool table) in the basement and a workout room (including a Peloton bike) that fitness buffs will appreciate. And there's no denying that there's plenty of space to spread out. Two main suites have parents and in-laws covered, the sunroom is an excellent spot to enjoy a cup of tea in the afternoons and the kitchen is a dream to cook in, with glossy tiles, high-end appliances and all the crockery you'll need.

Make your way outside and while away sunny days by the pool. Come evening, fire up the barbecue and tuck into an alfresco feast before gathering around the fire pit on the Adirondack chairs to watch the stars come out. The peaceful scenery is made even better by the excellent location. This home is tucked away on a tree-lined cul-de-sac that backs up to a nature preserve, with walking trails right on your doorstep. It's an easy seven-minute drive to the stores, restaurants and coffee shops in East Hampton, while Two Mile Hollow Beach and other stretches of sandy coastline are just eleven minutes away.

Summer Fridays

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

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

Just steps away from a private community beach, Borne Back was designed by its architect owner to provide a comfortable contemporary home in a perfectly quiet spot in the Hamptons. On a full acre plot next to Gardiner's Bay, it's surrounded by tall trees. Inside, it's modern, bright and relaxing, with subtle nods to its coastal location. Cook in the state-of-the-art kitchen, barbecue outside on the terrace or screen a movie on the home cinema setup. There's ample outdoor seating and a delightful, heated private pool to enjoy, and in the evenings, you could always treat your loved ones to a performance on the home's drumkit. We love the huge, sociable sofa in the living room and the first-floor sun terrace in particular but nothing beats the location of this place. A matter of metres from the beach and surrounded by quiet streets perfect for walks and bike rides, it's also within easy reach of several shops and restaurants.

Borne Back

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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Book a stay in one of the best homes in Woodbury Common Premium Outlets.

We selected the 922 homes worth renting in this location

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Home spotlights in Woodbury Common Premium Outlets

OLD
MACDONALD

SEA
ASTER

SUNFLOWER
SUMMER

We've selected the top 3% homes in Woodbury Common Premium Outlets.

Most popular homes in Woodbury Common Premium Outlets.

Lost In
The Mountains

Hudson
Grandeur

The Captain's
House

Art &
Nature

Summer
Fridays

Reynard's
Den

The Creekside
Cabin

Borne
Back

Lost In
The Mountains

Hudson
Grandeur

The Captain's
House

Art &
Nature

Summer
Fridays

Reynard's
Den

The Creekside
Cabin

Borne
Back

The Golden
Dawn

Check rates and availability for Woodbury Common Premium Outlets.

Book with Plum Guide.

Frequently Asked Questions

Book a stay in one of the best homes in Woodbury Common Premium Outlets.

We selected the 922 homes worth renting in this location

Home spotlights in Woodbury Common Premium Outlets

OLDMACDONALD

SEAASTER

SUNFLOWERSUMMER

We've selected the top 3% homes in Woodbury Common Premium Outlets.

Most popular homes in Woodbury Common Premium Outlets.

Lost InThe Mountains

HudsonGrandeur

The Captain'sHouse

Art &Nature

SummerFridays

Reynard'sDen

The CreeksideCabin

BorneBack

Lost InThe Mountains

HudsonGrandeur

The Captain'sHouse

Art &Nature

SummerFridays

Reynard'sDen

The CreeksideCabin

BorneBack

The GoldenDawn

Check rates and availability for Woodbury Common Premium Outlets.

Book with Plum Guide.

Frequently Asked Questions

Can I see the best in Woodbury Common Premium Outlets?

OLD
MACDONALD

SEA
ASTER

SUNFLOWER
SUMMER

Lost In
The Mountains

Hudson
Grandeur

The Captain's
House

Art &
Nature

Summer
Fridays

Reynard's
Den

The Creekside
Cabin

Borne
Back

Lost In
The Mountains

Hudson
Grandeur

The Captain's
House

Art &
Nature

Summer
Fridays

Reynard's
Den

The Creekside
Cabin

Borne
Back

The Golden
Dawn