Vacation Rentals By Owner In Woodstock, NY

$287.47

Our Heart of Woodstock Village Cottage, fully restored

Woodstock, New York, United States

Just listed: Our lovely Woodstock cottage is the only fully private single family residence in the heart of the village. You can t get closer to the town square. brbrJust outside our front door are the restaurants, galleries, live music venues and boutiques that makes Woodstock so special. The cottage has also been fully renovated, with a new kitchen, bathroom, appliances, bedrooms, living room and bluestone patio/garden.

2

Bed

1

Bath

4

Sleeps

$498.4

/ Nightly

Chalet

Woodstock mountainside retreat, nicest view in the Catskills!! RELAX!!!!

Woodstock, New York, United States

This is our custom built timber-frame post and beam home, built in 2006. Home has a certified short term rental permit from the Town of Woodstock: permit #21N-147. Home is equipped with a stone fireplace, wood stove and wood planked floors. Although there is always plenty of fresh mountain air, the home was built with a custom indoor air 'Lifebreathe System' which continually rejuvenates our home with fresh, clean outdoor air 365 days a year. In 2018, we have installed top of the line Mitsubishi Air Conditioning/Heating split units in all 3 bedrooms in addition to the great room. This non smoking home is loaded with lovely mountain decor. There is a beautiful outdoor stone fire pit surrounded by a stone patio which has a view of the mountains by day and of the spectacular ' Milky Way ' by night. This is a perfect escape for anyone. brThe home is located on a private gravel road and secluded mountainside within minutes of town. It offers privacy and amazing views from virtually every room of the home. Master Bedroom has a queen sized bed, bedroom #2 has three twin beds, bedroom #3 has a queen sized bed. Great room has a full size pull out sofa. House sleeps 8.brbrHuge deck, stone patio, fire pit and large porch overlooking mountains, BBQ grill supplied. Cathedral ceilings and sunny open floor plan downstairs with living room, dining area, kitchen. Screened in porch with propane fire pit table overlooks mountain ranges. Relax and enjoy the wildlife of turkey, deer, bats, birds and the occasional black bear. Children can flip rocks and find numerous salamander and newts.

3

Bed

2

Bath

8

Sleeps

$313.6

/ Nightly

Private Vacation Home

A Romantic Escape, Woodstock Barn by A Stream with Hot Tub

Woodstock, New York, United States

Large and cozy private barn, on five acres of wooded land, with a stream outside your window. Comfortable, with modern accommodation and beautiful artistic details. very private hot tub on the stone patio, infrared gas BBQ grill, WI-FI- high speed internet connection, TV, Roku, AC for the hot summer days.brIt's a perfect place for a peaceful, romantic getaway. Great for relaxation, family time and inspiration. Close to many attractions, see 'Things To Do.'brYou can stroll around the charming town of Woodstock with it's adorable stores, or go for a superb culinary experience at the Garden Cafe, Cucina, Red Onion to name a few. brThe barn is a mile from Wilson state park, where you can stroll with, or without your dog. Kayak or canoe (available to rent for a small fee) cross country skiing and snowshoeing.brAnd if you wish, just stay in, enjoy the peaceful country surroundings, watch meandering deer (the barn is by a deer trail) read and/or watch T.V. all day long.

Bed

Bath

Sleeps

$749.28

/ Nightly

Private Vacation Home

Cozy Mid-Century Retreat with Spa Hot Tub

Woodstock, New York, United States

Recently featured in Atomic Ranch & Country Home Magazines, the Maverick is a secluded luxuriously restored 1964 MidCentury deck home furnished with Eames and other MidCentury icons. The home was originally built for television icon, Mary Sinclair. The Maverick is conveniently situated 5 minutes from downtown Woodstock as well as beautiful hiking, running, and biking trails. Come experience our lovely home where you’ll relax from the moment you arrive.brbrThe Maverick’s picturesque windows and 7 generous skylights welcomes in the warm ambient light and surrounding nature, enticing you out onto the huge wrap around deck, perfect for entertaining. A gorgeous mid-century chiminea centerpiece is the place to be on those brisk nights, marshmallows on sticks or cocktail in hand; there is no wrong way to luxuriate by the fire or in our new 7 person luxury spa HOT TUB. Back inside the sexy & stylish decor will woo you into its cozy corners where you can catch up on our your reading for a spell or two. There are two generously sized bedrooms and two spa-like bathrooms for guests to relax and recharge. The living room is appointed with a gorgeous Preway fireplace, custom L shaped comfy pullout couch and original mid-century furnishings, there is no doubt that you will fall in love with this handsome space. brbrPlease note, the home was built in 1964 and is grandfathered in by code as such is not required to be compliant with the modern ADA standards. The home is located on a mountain and in a Forrest so the terrain cannot accommodate guests with accessibility issues due to stairs, and the rugged terrain of the surrounding area. Likewise as seen in the photos, the home has carpeting which could be a hazard for certain guests. Please book accordingly.brbrThe Maverick is equipped with a level 2 EV charger and automatic backup generator, which takes over in case of power outages.brbrThe Maverick is fully set up for work from home scenarios with ultra fast internet, dual monitors and two separate work spaces. Wifi extenders and exterior outlets also enable you to work from our expansive wrap around deck. brbrThe Maverick provides its guests with a fully stacked pantry with spices, pots, pans and cooking oil. The grill has a dedicated propane line so our guests don’t run out of fuel while grilling.brbrCoffee at the Maverick is dispensed via a French press and a Nespresso machine with beans and pods provided, respectively. brbrFor the safety of our guests and our property, the Maverick is equipped with external infrared HD cameras. Inside the home there is a Minut sensor that monitors home environment, including noise levels, smoking of any kind including vaping, occupancy, temperature and humidity. It's 100% privacy-safe and helps us make sure our guests have a wonderful stay and our neighbors are not disturbed.brbrWe look forward to having you as our guests.

Bed

Bath

Sleeps

$777.25

/ Nightly

Private Vacation Home

Mid-Century Modern Gem, Heated Pool, 1 Mile from Town

Woodstock, New York, United States

Modern Gem in Woodstock. 1960 stone and glass mint condition 3 bedroom immaculate home. Private yet less than a mile from town center, close to hikes, beautiful mountain trails and skiing. Central air/heat, wood burning stove. Seasonal 40ft salt-water, heated in-ground pool. The best Woodstock has to offer. Private yet totally convenient to town. Beautifully decorated house with gorgeous furnished deck and patio for bbq's and meals. Outdoor Fire pit. Stream runs along property border. Gorgeous landscaping. Very special. Used by magazines in photo shoots.

Bed

Bath

Sleeps

$438.98

/ Nightly

Private Vacation Home

Woodstock Historic Artist Estate - The Carriage House

Woodstock, New York, United States

Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. Today the former Carriage House of the picturesque estate is an architect-renovated gem in an idyllic setting bordering a public preserve, a short walking distance to the center of Woodstock.brbrThere are three houses next to each other, the Carriage House, the owner occupied Manor House and the Pond House, facing away from each other ensuring privacy. No other house is visible from inside the Carriage House with its own designated back yard facing the stream and waterfall. The 800 sft Carriage House, featured as a Freshgrub unique property, is ideal for a family of 4. The master bedroom with a king size bed is adjacent to the bathroom and the kids room with a low full size bed that extends to a queen size. Travel crib, toys, books, high chair, baby tub are provided. brbrThe house comes with central A/C and heat, the contemporary kitchen is open to the dining/living room and comes fully equipped with premium appliances and amenities and expands to a private terrace with an outdoor charcoal grill and outdoor dining area. The swim hole and waterfall are shared with the Pond House and Manor House, with other swim holes a short stroll through the woods away. An outdoor day bed overviews the legendary Indian Head mountain ridge. The parking area comes with an electric car port.brbrWoodstock is an historically aspirational location with a variety of farm-to- table restaurants, eclectic bars and artisan shops. Upon request we offer professional resources from childcare and house keeping services to a private chef and a massage therapist. The estate is a within a 40 minute driving distance to major New York skiing destinations Belleayre Mountain, Hunter Mountain and Windham Mountain.

Bed

Bath

Sleeps

$531.66

/ Nightly

Private Vacation Home

Woodstock House on 35 private acres Mountain Views

Woodstock, New York, United States

Renovated 3,000 SF home about 25min drive to Bellayre Mountain and 8 min drive to Woodstock town, our 35 acres provides total privacy and unparalleled views and serenity. This 3-bedroom guesthouse is found at the end of a long private driveway off a dead-end road shared with the main house that is sometimes occupied by owner about 100 yards away. Enjoy the warm fireplace, a generous kitchen, porch, outdoor BBQ and wooded trails. Take in the beauty of ponds, starry nights and miles of nature trails that wind through the forest, across meadows, by streams and along stone walls, affording you stunning views and the sounds of nature.

Bed

Bath

Sleeps

$383.0

/ Nightly

Cabin

Charming 3 Bedroom Cabin with Mountain Views in Woodstock

Woodstock, New York, United States

Welcome to your perfect mountain retreat! Nestled on 15 private acres, this whimsical rustic cabin offers a magical escape surrounded by nature’s beauty. With breathtaking mountain views, this charming hideaway invites you to slow down, breathe deep, and reconnect with what matters most.brbrThe cabin features two cozy bedrooms and a sleeping loft, comfortably accommodating families, couples, or small groups. Inside, you’ll find warm wood interiors, rustic beams, and whimsical touches that spark joy and curiosity. Curl up by the wood stove with a good book, share stories around the dining table, or gaze out at the mountains from the comfort of the living room.brbrThe fully equipped kitchen makes meal prep easy, whether you’re cooking up a hearty breakfast before a day of hiking or preparing a simple dinner to enjoy under the stars. Step outside and you’ll find space to roam, explore, and unwind—whether you’re enjoying coffee on the screened in porch, watching wildlife, or soaking in the peace and quiet.brbrIdeal for nature lovers, artists, adventurers, and anyone seeking inspiration or solitude, this one-of-a-kind mountain cabin is a place to create lasting memories. Come experience the magic for yourself!brbrThe property is very short drive to downtown Bearsville and only about 7 minutes to downtown Woodstock. In addition it is about 35 minutes from both Hunter Mountain and Belleayre Mountain Ski Resorts and about 50 minutes from Wyndham Mountain Ski Resort.brbr***The property spans about 15 acres with many different land features and certain areas of the property contain loose stones, drop offs, and rock quarries that could be dangerous so PLEASE USE CAUTION when walking the property and be aware of your footing. Additionally, there is a camera by the front door and back door for security purposes.***

Bed

Bath

Sleeps

$225.05

/ Nightly

Cottage

Modern Cottage w/ Amazing Views & Hot Tub

Woodstock, New York, United States

Modern 2 Bedroom Cottage with Stunning Mountain Views & Open Forest surroundings, with 200 Acres of Conservation Land. Very Private and Secluded, house is Perched on a Hill - and fully Fenced in.brbr(** AS PER TOWN RULES, 28 DAY RENTALS ONLY* *)brbrEnjoy Hot Tub &Turn on the Fire place w/ quiet & beautiful sounds of nature .brbrClose to Town of Woodstock 5 mins away close to everything.brbrVRBO Upstate NY Hudson Valley - Southern Catskills Regionbrbr10 Min Walk to Little Deep and Big Deep Swimming Hole . Hiking Trail behind the propertybrbr**The space**brbrPart of Yard is fully Fenced in with views of the Mountain, Fireplace , outdoor Firepit & Picnic table. There is River Stream at Rearbrbr-Master Bedroom & Guest Bedroom both have Smart Tv's & Queen Size Mattressbrbr-Two Living rooms, one couch that has a pull out mattress.brbr- Outdoor Space with Deck, BBQ , Lounge Chairs, Fireplace & Hot Tubbrbr-Work out equipment with a bench, weights & yoga MattbrGuest accessbr5 Acres of private land with surrounding 200 acres conservation land.brbr**Other things to note**brbrClose to Kingston, Hunter mountain, Saugerties, Hudson Valley , New Paltz & Albany. 1 hour drive from New Jersey (NJ), Vermont , Pennsylvania, & Massachusetts. 1.5 hour from NYC & Connecticut. Tons of attractions to visit such as Farms, Wineries, Golfing, skiing, hiking, amusement parks, lakes , & Dining

Bed

Bath

Sleeps

$366.83

/ Nightly

Cabin

Pristine Mountaintop Log Cabin in Pine Forest, 1.5 Miles to Town!

Woodstock, New York, United States

Treat yourself to a romantic getaway or family retreat in your own private log cabin on Ohayo Mountain, just 1.5 miles from the center of Woodstock, the famous colony of the arts in the Catskill Mountains (and only 2 hours from NYC)! Explore area attractions, such as hiking trails and ski resorts, galleries and boutiques, restaurants and cafes, theaters and live music ~ or just stay home and relax in this peaceful sanctuary in the woods.brbrNewly constructed in 2011, the cabin is immaculately clean, with gleaming bamboo floors, a soaring cathedral ceiling, a second-floor loft space with a balcony overlooking the great room, picture windows with forest views, a fully-equipped country kitchen with new appliances, a dining area that seats 4, two bedrooms (one with a queen bed, and the other with a full bed), and 2 full bathrooms (one on each floor).brbrAmenities include cable TV with a VCR/DVD player, high-speed wireless Internet access, and washer/dryer.brbrPETSbrOut of consideration for guests with allergies, please note that pets are not permitted. Thank you for your understanding!brbrCANCELLATIONS AND REFUNDSbrA thirty day notice is required for cancellations. All cancellations are subject to a 10% cancellation fee or $100.00 (whichever is greater). Cancellations that are made more than thirty days prior to the arrival date will receive a full refund, minus the cancellation fee. Cancellations that are made within thirty days of the arrival date forfeit the full payment. Early departure does not warrant any refund of rent.brbrTRAVEL INSURANCEbrIf you think there's any chance that you may need to cancel your reservation, we strongly suggest that you consider purchasing travel insurance to protect your trip. Thank you!brbrShort-Term Rental Operating Permit #21N-184

Bed

Bath

Sleeps

$335.16

/ Nightly

Cottage

Charming Cottage w/ Yard - 2 Mi to Tinker St!

Woodstock, New York, United States

Take a break from the chaos of city life and head to the quaint village of Woodstock, where this cozy vacation rental awaits your stay. Nestled in the Catskills Mountains, this 2-bedroom, 1-bath cottage promises a peaceful escape with a patio, grill, and fire pit outside and homey furnishings with ample bohemian charm inside. When you’re ready to wander off, indulge in the art, music, and eats of Tinker St or immerse yourself in nature’s beauty at Overlook Mountain or Kaaterskill Wild Forest!brbr-- THE PROPERTY --brbrFurnished Patio | Charcoal Grill | Washer/DryerbrbrA tranquil retreat awaits you and your family in the Catskills, where this delightful cottage places you in proximity to the best hikes, shops, and restaurants in Woodstock.brbrBedroom 1 (1st Floor): Queen Bed | Bedroom 2 (2nd Floor): Queen Bed brbrOUTDOOR LIVING: Large yard w/ wooded views, private patio w/ fire pit, picnic table, grillbrKITCHEN: Fully equipped, cooking basics, drip coffee maker, 2-person breakfast bar, 4-person dining tablebrINDOOR LIVING: Smart TV, ceiling fans, designated workspace in Bedroom 1, walk-in closetsbrGENERAL: Free WiFi, central heating & A/C, complimentary toiletries, linens/towels, laundry detergentbrACCESSIBILITY: 2-story home, step-free entry, bedroom/bathroom on 1st floorbrPARKING: Gravel driveway (3 vehicles)brbr-- THE LOCATION --brbrTINKER STREET (2.0 miles): Woodstock’s Main Street featuring restaurants, shops, playhouses, art galleries, flea market, and boutiquesbrOUTDOOR FUN: Woodstock Golf Club (1.3 miles), Woodstock Waterfall Park (2.2 miles), Ashokan Rail Trail (2.3 miles), Forsyth Nature Center (7.7 miles), Overlook Mountain (9.8 miles), Falling Waters Preserve (11.7 miles), Poets’ Walk Park, Kaaterskill Wild Forest (17.9 miles)brART + ENTERTAINMENT: Woodstock Playhouse (1.7 miles), Colony (2.1 miles), Center for Photography (2.1 miles), Levon Helms Studio (2.8 miles), Brydcliffe Theatre (3.9 miles), Opus 40 (6.5 miles)brEATS + DRINKS: R&R Taproom (1.6 miles), Cucina (1.6 miles), The Mud Club (1.9 miles), Bread Alone Bakery (2.0 miles), Tinker Taco Lab (2.1 miles), Station Bar & Curio (2.3 miles)brMUSEUMS: Woodstock Artists Association & Museum (2.1 miles), Hudson River Maritime Museum (10.9 miles), Trolley Museum of New York (10.9 miles)brAIRPORTS: Hudson Valley Regional Airport (42.5 miles), New York Stewart International Airport (47.4 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Although this property offers step-free entry with a bedroom and bathroom on the main floor, interior stairs are required to access the 2nd-floor bedroom

Bed

Bath

Sleeps

$1049.49

/ Nightly

Private Vacation Home

NEW: Architect-designed historic CARRIAGE HOUSE w/heated pool, AC, walk to town!

Woodstock, New York, United States

The Carriage House is a unique living space that was masterfully designed by the owner-architect to blend modern living with rustic/industrial features of the original barn-like structure. Rough hewn posts and beams, barn wood paneling and brick laid floors have been carefully preserved, while modern amenities such as spa-like bathrooms, a gourmet kitchen, central AC, an in-ground heated pool and extensive gardens (including an organic veggie/herb kitchen garden) have been added.brbrPrepare snacks and meals in your fully-equipped gourmet kitchen, which features all new Miele appliances ~ including a commercial-quality 5-burner cooktop and oven that are built into a butcher block island opposite a double sink surrounded by white corian countertops. brbrA second Miele steam oven is built into the wall, along with a convenient Miele coffee system for grinding beans and brewing coffee/espresso, steaming milk for lattes/cappuccinos, or heating water for tea ~ all with the push of a button!brbrDishes and pantry items are neatly stored in a wall of cabinets behind floor-to ceiling white doors that keep the kitchen looking sparse and minimal, so that the focus remains on the unique architectural elements of the original structure.brbrThe kitchen is open to the dining area, which features a long farm table (seats 6) under a cathedral ceiling with clerestory windows and a hanging chandelier. Two sets of French doors on either side of the dining area open onto the yard/garden on one side, and a summer sleeping/reading porch on the other.brbrAt the far end of the great room there’s a cozy sitting area where you can relax in front of a gas-fueled fireplace surrounded by floor-to-ceiling windows that wrap around the room and overlook the garden, yard and pool area. Snuggle by the fire and watch the snow fly in the winter, or open windows and enjoy fresh breezes and birdsong in the summer. A large flatscreen TV is mounted on the wall above the mantel for watching movies.brbrAt the end of the day, climb the stairs to the second floor primary bedroom suite (with an interior casement window that overlooks the great room below). The suite features a king bed with a premium Avocado mattress and luxury linens, and a newly-remodeled bathroom with a jacuzzi tub/shower.brbrThere are two more bedrooms on the first floor: a guest bedroom with a full-size platform bed, and a children’s bedroom with 2 twin beds. The twin bedroom was the original entrance to the carriage house, and features a 2-story north-light window, cathedral ceiling and original barn wood paneling.brbrA second bathroom on the first floor is also newly-remodeled with terra cotta tiles and an oversize glassed-in shower.brbrOther amenities include a laundry room with side-by-side front-loading washer/dryer and a full-size freezer.brbrThe grounds surrounding the house are landscaped with lush perennial gardens and pathways that lead to the heated in-ground pool, outdoor sitting areas, and a year-round stream that flows through the back of the property. The land on the other side of the stream is undeveloped and protected conservation land.brbrWalk to the end of your driveway and shared private lane and you are just a few blocks from the center of Woodstock, where you’ll find restaurants, cafes, galleries, boutiques, theaters and clubs. Drive up into the surrounding mountains and explore an extensive network of hiking trails throughout the Catskill Mountain Park. Head east to the Hudson River valley and discover the cultural attractions of the historic river towns and estates. Or just stay home and relax in your own private Woodstock retreat, and enjoy its peace and beauty!brbrPETSbrWell-behaved and crate-trained dogs are considered ~ please ask. Please note that dogs must be crated when left alone in the house. A $100/week pet fee per dog applies.brbrNO CAR NEEDEDbrAlthough Carriage House has private off-street parking for 3 cars, you don’t need a car to get here. You can simply ride the Adirondack Trailways bus from NYC or NJ and arrive at the Woodstock Village Green (just one block from the house) in only a few hours!brbrEASY TO CONTACTbrWe're happy to answer any questions you may have, either before booking or during your stay. We look forward to hearing from you, and welcoming you to Carriage House for a peaceful and relaxing getaway!brbrShort-Term Rental Operating Permit #20N-052

3

Bed

2

Bath

6

Sleeps

$182.56

/ Nightly

Private Vacation Home

Mid-Century Modern House Convenient to All that Woodstock has to Offer.

Woodstock, New York, United States

Marko Grove is a Mid-Century Modern Raised Ranch house on a large lot in Woodstock’s well-known Bearsville Flats neighborhood. The MCM houses in this area were built in the 1950s and 60s for IBM staff and their families.brbrMarko is one of only 6 houses on a quiet cul-de-sac. You'll see a local herd of deer, a flock of wild turkeys, and various foxes, rabbits, squirrels and beloved indoor/outdoor cats. brbrOriginally built in 1963, the property was updated in 2022 / 2023 and furnished with classic MCM furniture and decoration. The house has 1900 square feet of living space spread over two levels and a 500 square foot attached two car Garage / Studio. brbrThe main level of Mark Grove has an open plan Living Area with a fireplace with propane insert, Dining Area with a large picture window, and Kitchen with a wooden deck and a stairway to the back yard. There are 2 Bedrooms with large closets and a full Bathroom with tub shower and a window overlooking the garden. brbrThe lower level has 1 Bedroom with large closet, a full Bathroom with tub shower and a window, a Media Room with boathouse style woodworking and with sliding glass doors that lead to a bluestone patio and the back yard, an Office/Bedroom with large closet and a Utility room with pantry and storage cabinets, quartz counters and a stacked washer/dryer.brbrThe heated two car Garage/Studio has skylights, windows and separate door leading to the Utility Room and the back yard.brbrThe house sleeps 6 people with an additional 2 temporary guests in the Media Room and1 in the Office/Bedroom. There are two queen size beds and two twin beds, plus a queen size sofa bed and a twin size couch.brbrMarko Grove is surrounded by gardens and bluestone paths. Perennial and annual flowers, bushes and mature trees make the property a private hideaway. brbrAt the front of the house is a bluestone walkway lined with solar powered lights that leads from the asphalt driveway to the front door. Flanking the front door are wooden decks with Adirondack chairs and tables. brbrThe front yard features mature trees, an oval garden with beautiful bushes, grasses and perennials, a young weeping willow on one side and a grove of Emerald Green Thuya trees on the other. brbrThe huge back yard is bordered by woods and a ravine on the back and one side. A bluestone patio with resin wicker furniture and a propane grill is accessible via the Media Room’s sliding glass door. A charming garden shed with firewood rack is in the back yard.brbrExtending along the back of the house is a raised garden with bluestone walls with a magnificent weeping Norway spruce and other plantings and metal sculpture. A bluestone path leads from the Media Room patio to the cobble stone firepit at the center of a bluestone patio with Adirondack chairs and tables. The cascade with the meditative sounds of falling water running into a pond is made of river cobbles with seasonal water lilies and hyacinths and surrounded by bushes which complete the wonderful setting. There are lights that illuminate the back yard trees and plants at night and create a magical landscape.brbrMarko is very close to the Bearsville Theater Complex which hosts concerts, performances, conferences and special events. It has two restaurants, a lively bar with music and an artisanal ice cream shop. Just beyond and over the Sawkill River bridge is the Cub Market and a US Post Office.brBoth the new Woodstock Public Library and Rick Volz field with basketball courts, baseball/softball field, pickle ball court, mini playground and public pavilion are a few blocks away.brbrGuests at Marko Grove can enjoy all Woodstock has to offer. Shops, restaurants, art galleries, Yoga studios; concert, theater, opera venues. It’s home to Woodstock School of Art, Byrdcliffe Arts Colony, Woodstock Film Festival, and the Tibetan Buddhist Monastery. There’s hiking, swimming, golfing, and skiing. There are scenic bike routes and rail trails. Finally, there are seasonal farmers’ markets and flea markets with local finds.brbrWoodstock is also a short drive to the creative communities of Phoenicia, Kingston and Saugerties.

Bed

Bath

Sleeps

$367.19

/ Nightly

Private Vacation Home

Saugerties-Woodstock retreat, hot tub, 5 min from Woodstock

Woodstock, New York, United States

Peaceful, cozy country house, prime location, private deck with hot tub and proximity to the towns of Woodstock and Saugerties, and hiking/walking trails, fishing and excellent restaurants. Comfortably sleeps 5. A/C.

3

Bed

2

Bath

5

Sleeps

$418.15

/ Nightly

Private Vacation Home

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Woodstock, New York, United States

A Broadway music director purchased this Woodstock home in 2015, and since then it's become the favorite getaway for many of Broadway's finest. Now open to the public!brbrThis warm, rustic, and welcoming home, designed by a visual artist, is the perfect vacation and weekend getaway. With its sprawling windows, the elevated house seats you in the heart of spectacular forest serenity and views which can be enjoyed from every room in the house while being just walking distance from town. brbrThe chef’s kitchen is ideal for those who love to cook, and just as inviting for those who prefer to order food from one of the fine restaurants in town. Enjoy entertaining in the indoor dining room or on the huge back deck, which provides the perfect setting for barbecuing, dining, reading, and peaceful star-gazing. brbrThe house sleeps up to 8 and offers 3 master bedrooms, all with private en suite bathrooms, perfect for 3 couples to share or a family. Watch cable TV or a movie on the flat screen TV in the upstairs living room, or enjoy the peaceful atmosphere in the spacious downstairs music room/ living room where there is a grand piano and other musical instruments, various board games, and another large flat screen TV (both with Netflix and Cable). brbrJust a 20 minute tree-lined walk or 3 minute drive to the center of the beautiful village of Woodstock with its fine restaurants and arts, and from ‘Big Deep’ - where swimming in the natural waters is at its best. brbrThe vibrant village of Woodstock, with its fine restaurants, cocktail bars, art galleries and shops, is located in the Catskill Mountains which offer a wide variety of outdoor activities, hiking and sports. Under 2 hours from NYC, completely private and secluded by trees yet a stone's throw again from town, this home is perfect for those looking for a getaway from the city or for the artist wanting to create. Located on Plochmann Lane, custom-designed by a local architect and just down the road from the famous Levon Helm Studio, this spot is Woodstock at its absolute finest.br

Bed

Bath

Sleeps

$790.1

/ Nightly

Private Vacation Home

Modern Farmhouse Getaway

Woodstock, New York, United States

The Shula Getaway sits on three acres of serene nature and rolling stone walls. Take full advantage of this 1,800 sq ft two-story home just a short drive from Woodstock, NY. Perfect for families, with a modern open layout, sleeps up to ten, four bedrooms, two & a half bathrooms, TV room, piano, outdoor hot tub, deck, grill, firepit, seasonal unheated pool (open from Labor-Memorial Day), and expansive yard to play or frolic about!brbr4 bedrooms, all upstairsbr2.5 bathrooms, one on the first floor and the rest upstairs.brbrThe kitchen is adjacent to the living room and includes all new appliances, a dishwasher, toaster, coffee maker with filter, microwave, and everything you'll need for meal prep and cooking, bring your extra spices though if salt & pepper won't cut it!brbrA huge dining table with seating for up to 10. brbrThe Lounge area has a large sectional sofa L-shaped sofa for the whole family to hang, as well as a Smart TV, as well as a piano for playing!brbrWinter, fully heated throughout, and for Summer we have three AC window units. brbrThe backyard deck is great for entertaining with a new propane grill and outdoor furniture. Hot tub year round, Firepit with Adirondack chairs, bring your own wood!brA seasonal above ground 4ft pool (open from Memorial - Labor day) it's unheated but perfect during the height of the Summer. brbrLocated just 8 mins from the center of Woodstock, NY. This property is both remote and central, which we love! Please be aware cell service can be spotty, but WIFI is great. Also because it’s the country, storms do cause power outages sometimes. It can go out for a few hours, but that's all part of the adventure.brbrNo smokingbrNo petsbrLimited to 10 guestsbrNo eventsbrWe have a one week minimum in the Summer, 3 night minimum for main holidays.brbrRental permit #23N-163

4

Bed

2

Bath

10

Sleeps

$392.75

/ Nightly

Private Vacation Home

CLASSIC WOODSTOCK Minutes to Town, Heated Pool, Pond, Views, AC, WiFi, Fireplace

Woodstock, New York, United States

A classic Woodstock home on 4 private acres just minutes from the center of town. Heated pool in summer, views all year round. 3 bedrooms, 2 full baths, modern kitchen. Great room with wood-burning fireplace and views through a south-facing wall of windows to the woods and mountains. Study/TV room with pull-out for a guest. Dedicated workspace and good Wi-Fi.brbrLarge deck with grill for outdoor dining. Natural pond with koi and whatever visiting wildlife happens by. brbrProperty manager available to handle any issues or questions.

Bed

Bath

Sleeps

$320.13

/ Nightly

Private Vacation Home

Imagine Woodstock Byrdcliff House

Woodstock, New York, United States

The Byrdcliffe House sits on the mountain side above Woodstock’s town square less than 1 mile away. The house is approached by a half circle driveway where you can park off the road. There are a few steps from the driveway and a walk to the house.br brYou will be surprised at the spacious view when entering the bright house.brFrom the tiled entrance area which has a bank of windows, you enter the living room with cathedral ceilings, skylights and a large mullion window. The furnishings are colorful, modern and comfortable. Among the many amenities there is a land phone, a flat screen TV’s, Bluetooth for your tunes and Wi-Fi for the house. The Wood burning stove and large stone fireplace is where the painter George Alt had a bright red stove, he once lived in the house and you can see his painting of it in our photographs. The floors are pine throughout the house. The living room and the kitchen-dining area are open separated only by two wide pine steps. From the kitchen and it’s floor to ceiling windows you can see the surrounding deck, pool, spa and outdoors. brbrThe Kitchen is painted in light yellow equipped with cooking stove, toaster oven, microwave, Bella coffee maker, French press, blender, pots and pans, knives, cutlery and all the things you need to cook, eat, drink and be merry. If you want to hang out while someone is cooking you can sit at the bar surrounding the kitchen. The large country antique tavern table in the center of the room was retrieved from a Soho restaurant. The kitchen’s sliding glass doors provide easy access to the two tier wrap around deck where it’s super easy to barbeque or eat outside.br . brThe welcoming large cheerful master bedroom has a king bed. There is a small couch to get warm on next to the fireplace, a flat screen TV, air conditioning, comfortable wingback chair for reading or relaxing and in the summer the French doors open to the outside pool.brbrThe second bedroom is entered from the tiled entrance. Away from the rest of the house, this room is cozy with a queen bed, flat screened TV, windows, large closet, air conditioning and interesting art work.brbrOff the living room to the right is a small sitting room with a writing table and a slay bed couch that can double as a single bed if there is an extra guest. brbrThe bathroom has a really large claw foot tub, a separate shower with all the extras, towels, and hairdryer. If you need, there’s a washer and dryer in the heating room.brbrOutside from the sunny cedar deck you can see the scope of the completely fenced in private one acre. The top deck has outdoor furniture, tables /chairs and a gas BBQ . The lower tier deck has a large patio table with an umbrella, chairs and lights for night use.brbrFrom the deck you look down on the pool, and with only a few steps you are there. The pools cedar decking is surrounded by forsythia and lilacs bushes which provides privacy. There, you can barbecue, snack, or sunbath on lounge chairs. The pool size is 40 x 20 feet, 4 to 9 feet deep. The pool light welcomes night swimming and is beautiful to just look at from the deck or inside the Byrdcliffe House. It’s open May 15th until Oct.1stbrbrbrbrbr

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$464.8

/ Nightly

Private Vacation Home

Bright, historic Woodstock home close to town

Woodstock, New York, United States

Our historic Woodstock home is close to everything, but far enough away to be surrounded by trees, grass and peace & quiet. High ceilings, lots of Woodstock windows, stone fireplace, open kitchen and so many original details. We've loved this house for over 20 years. It's down the street from the Midnight Ramble, walking distance to town, close to the Big Deep, hiking, dining, skiing, music and more.

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$1181.6

/ Nightly

Private Vacation Home

Woodstock Historic Artist Estate - The Museum House

Woodstock, New York, United States

The property is located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate, no adjacent outdoor areas are shared, except the driveway, the overlook lounge chair, and 'sand land' can also be visited by guests from the Pond House, both are not directly visible from the house or patio. The Pond House is visible in the distance from the north terrace only. The swim holes in the woods are shared, walking distance to them is a few minutes though the woods.

4

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2

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6

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