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    Found 29 Hudson Valley Fl holiday homes for rent

    Cottage • 2 People • 1 1 wifi
    From
    $
    253 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 253 USD /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Under The Ridge


    This delightful cottage, nestled in the picturesque mountains of New York State’s famous Shawangunk Ridge, is an ideal spot for a cosy country escape. As the last property before the entrance to a protected nature reserve, this home offers unmatched tranquillity and proximity to nature. The homely interior draws inspiration from the ancient woodlands and gorgeous landscape outside. Wooden floorboards pair with bright houseplants to create an organic and breathable ambience throughout, and there is a charming fireplace set within a stone wall for added cosiness. The exquisite evergreen kitchen has stylish bar stools that invite you to enjoy quiet, home-cooked dinners, while the plush, deluxe king-sized bed in the bedroom carries the promise of a restful night’s sleep. The cottage's location offers the best of both worlds – you’ll be able to breathe in the fresh outdoor air on nearby Minnewaska State Park Preserve and wander through its...More Details


    • Booked Available
    Apartment • 6 People • 2 1 wifi
    From
    $
    301 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 301 USD /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Antique Pine


    In the quiet hamlet of Pine Bush on the outskirts of the Hudson Valley, this charming 1920s apartment is the perfect space to get away from it all. The interior is an eclectic blend of styles, expertly mixing antique furniture and period features with modern finishes. While the comfortable living room is cosy and bright, the fully-stocked kitchen – with its blue cabinets and retro table – is more mid-century inspired. We love how homely it feels. Picture morning breakfasts in the kitchen, meals around the dining table with a bottle of something local (there are plenty of distilleries and wineries in the area) and movie nights snuggled up on the couch. On nights you don't feel like cooking, the bars and restaurants on Main Street are only a five-minute walk away. When you're ready to venture out, grab your hiking boots and hit the trails at one of the nearby state parks. For a more relaxed pace, browse the valley's many antique shops or ...More Details


    • Booked Available
    House • 4 People • 2 1 pets wifi
    From
    $
    340 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 340 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Cottontail Creek


    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....More Details


    • Booked Available
    Apartment • 4 People • 3 2 wifi
    From
    $
    368 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 368 USD /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    On the Edge of Nature


    It’s the end of the line. Beyond this chalet, there’s nothing but Minnewaska’s protected preserveland. Spend days in New York’s prime rock-climbing location, exploring the drops and cliffs of the Shawangunk Ridge, or hitting Hudson Valley’s scenic hiking trails. Settle back at the peaceful chalet, hidden in the trees. Perhaps light the fire pit and chill out under the maples. Inside, it’s Scandi-chic and minimalist, with a rustic stone fireplace with a wood-burning stove softening the living room. Polished wood floors and timber ceilings give it that chalet feel, and furry rugs add a touch of hygge comfort. You’re very much out in the forest here, so woodland critters might make an appearance at the big windows, and there’s peace and quiet all around. But should you need a little more action, it’s just a ten-minute drive to the buzzing town of New Paltz, home to farm-to-table restaurants, indie boutiques and a thriving music scene. ...More Details


    • Booked Available
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    Cottage • 4 People • 2 1 wifi
    From
    $
    382 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 382 USD /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Reynard's Den


    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 ...More Details


    • Booked Available
    Cottage • 4 People • 2 2
    From
    $
    384 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 384 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Burnt Sienna


    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. *The second bedroom is a loft space open to the downstairs and without a window. *Because of the wooden interio,r the home is a little dark. Air Conditioning Amazon Prime Balcony Barbeque Bathtub Black-Out Blinds Blender Board Games Carbon Monoxide Detector Ceiling Fans Central Heating Children's Dinnerware Cleaning Products Coffee Maker Cooking Essentials Cot / Crib Desk Dishwasher Dryer Dr...More Details


    • Booked Available
    House • 4 People • 2 1
    From
    $
    385 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 385 USD /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Woodland Hymnal


    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 ba...More Details


    • Booked Available
    Cottage • 6 People • 3 1
    From
    $
    419 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 419 USD /Night (minimum stay 1 night)
  • Pets Allowed
    WiFi

    The Mountain Glow


    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 ...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    $
    427 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 427 USD /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Hearthside Haven


    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. *This home is not suitable for infants or children. *Your host states a few guests of guests are welcome for dinner or a hammock hang, but parties are not permitted. *This home is situated on top of a small hill. While you'll have complete privacy, there is a second property down below. *The upstairs level is lofted, with tented canvas partitions between the bedrooms. This might not suit guests see...More Details


    • Booked Available
    House • 4 People • 2 1
    From
    $
    490 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 490 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    The Ashokan


    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 house is fairly remote and a car would be useful to get around * Be prepared to share as there is only one bathroom *Bedroom two is on a mezzanine level – there is little privacy with the open-plan...More Details


    • Booked Available
    House • 6 People • 3 2
    From
    $
    491 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 491 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    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. *The upstairs bedroom has been built in the eaves, so taller guests may need to stoop in some areas *We recommend having a car to explore a...More Details


    • Booked Available
    House • 8 People • 3 2
    From
    $
    569 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 569 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Great Mountain


    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 co...More Details


    • Booked Available
    Apartment • 6 People • 4 3
    From
    $
    590 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 590 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Art - Nature


    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 f...More Details


    • Booked Available
    House • 10 People • 5 3
    From
    $
    645 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 645 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Dahlia Darling


    Indulge yourself in the natural world at this sun-drenched home, with plenty of space for friends and family indoors and out. You'll find toys and games along with free children's sledges for enjoying the snow, and kids will love the bunk beds. The outdoor fire pit offers cosy evenings under the stars, and the babbling brook at the end of the 5-acre garden brings you that bit closer to nature. Just minutes away you'll find Bethel Woods, the home of the original Woodstock, and the town of Bethel along with the picturesque Lake Superior State Park are an easy drive away. *There is space to park for free outside this home. Due to its location, we recommend hiring a car here. *There is a loft over the living room for overflow guests with two single mattresses on the floor – these aren't suitable for unsupervised children under 14 due to the low ceilings, and are accessed via a ladder. *Your host can provide a high chair and two children's...More Details


    • Booked Available
    House • 8 People • 4 3
    From
    $
    653 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 653 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Doric Detail


    Originally built in the 1870s, this farmhouse has been added to over time to create a sociable family home. Inside, original details such as exposed wooden beams and large sash windows are complemented by vintage furniture and traditional furnishings, while a bar is ideal for evening cocktails. But you’re likely to spend most of your time outside, exploring the ten acres of land, enjoying a drink outside on the deck, taking some time to reflect at the koi pond, or gathering around the outdoor fireplace after the sun goes down. There’s also a natural pool fed by a mountain stream, which you can swim in, surrounded by frogs, water lilies and other aquatic life. * The home is spread over numerous levels, so it is not wheelchair friendly * The pool is natural, so while you can swim in it, you will share the mountain water with aquatic life * Children should be supervised around the pool and pond Barbeque Bathtub Blender Carbon Monoxide ...More Details


    • Booked Available
    Apartment • 6 People • 3 2
    From
    $
    660 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 660 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Soul Of The Willow


    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. *The second bedroom has a double sofa bed, rather than a permanent bed *The second and third bedrooms are connected by an adjoining door *If staying here in winter, you may need a 4x4 to get to the silo Air Conditioning Balcony Barbeque Bathtub Blender Board Games Carbon Monoxide Detector Central Heating Child Friendly Clean...More Details


    • Booked Available
    House • 6 People • 3 2
    From
    $
    703 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 703 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Rust - Stars


    Featured in both Dwell and the New York Times, we couldn't help but be impressed by this cabin, standing on 19 acres of private land. The reason for the media attention will be evident in the open living space. Perfect for socialising with your guests, the wooden furniture and beams overhead capture the frontier spirit – turn on the woodstove and play games, or make use of the projector. The bedrooms are small but comfortable and kids will love the bunk beds. Of course, the real draw here is the outdoor area – acres of private, forested land, a private pond (perfect for spotting wildlife), tree swings and fire pits collude to create a rustic paradise. *The bunk beds are only suitable for children under 12, so a maximum of four adults and two children are allowed here. The bedrooms are small with limited storage space. *Your host provides a free Pack 'N Play on request. Due to the unfenced pond and forests, children must be supervised ...More Details


    • Booked Available
    Apartment • 11 People • 4 2
    From
    $
    706 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 706 USD /Night (minimum stay 1 night)
  • Pets Allowed
    Air Conditioning
    WiFi

    Which Way The River


    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...More Details


    • Booked Available
    House • 5 People • 3 1
    From
    $
    823 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 823 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Pond House


    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 hik...More Details


    • Booked Available
    House • 6 People • 3 3
    From
    $
    945 USD /night
    Min Stay 1 night

    Hudson Valley FL, USA 

    $ 945 USD /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sweetwater Hideaway


    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. * The pool is ...More Details


    • Booked Available
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