Vacation Rentals By Owner In Woodstock, NY

$454.53

Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town

Woodstock, New York, United States

You will have total privacy and safety on four wooded acres, 1.1 miles from the Woodstock village green. Enjoy the eclectically-decorated three bedrooms, large living room, separate dining room with cathedral ceiling and sunken seating area and 1.5 baths. Period 1960 s galley kitchen features updated appliances and new cook s stove. Also includes full laundry, Smart TVs with premium cable in LR and master BR and high-speed WIFI throughout. Recently added: vinyl listening station with 50+ classic rock and folk LP's and vintage stereo system.brbrYou can't do any better in Woodstock than the historic Byrdcliffe Arts Colony, and you can't get any closer to the colony than this home, built in 1968 and still brimming with authentic mid-century charm and a musical history. As you approach the house on the stream-side private road, you'll immediately know you have arrived someplace special. It's surrounded by woods for ample privacy, but there is plenty of open and sunny outdoor living space as well. The main living room features a large sectional sofa and a Roku Smart TV with full premium cable, high-speed WIFI, vinyl listening station, as well as a pro electric keyboard and acoustic guitar, if the spirit moves you (ask us about our moment in Woodstock music history). An open floor plan connects the living room to the kitchen, and beyond that a dining room with a 22 ft. cathedral ceiling and a sunken seating area. The master bedroom has a queen-sized bed, cable TV, private patio and semi-private bath, with rustic pine walls and ceiling. The second bedroom has a queen-sized bed, writer's desk, and north and west peek-a-boo windows which allow for sleeping under the stars while still providing total privacy. The third bedroom has a cozier feel with a double bed and extra built-in window seat (which one could sleep on, too) under another peek-a-boo window. The second (half) bath includes full laundry. The retains its 60's charm with a brand new stove and other updates. There is an open loft area above the dining room, accessible by ladder, and a bonus yoga room beyond. The decor is an eclectic mix of original and new pieces - lots of interesting things to look at. All of the mattresses are new and the towels and linens are high thread count cotton, washed with sensitive detergent. We have had nothing but good times in this vacation house for fifty years, and we know you will, too.br

3

Bed

1

Bath

5

Sleeps

$342.69

/ Nightly

Private Vacation Home

Woodstock Mountaintop Country Compound w. Pool & Sauna on 10 Acres

Woodstock, New York, United States

A newly-renovated home for your family just 4 minutes from Woodstock center! Surround yourself in nature in our Woodstock farmhouse and guest cottage, which sleeps 8+ and is surrounded by gardens, majestic mountain views, saline pool, wood-fired sauna. Perfect for longer stays with family or friends, work-from-home in the office and enjoy sunsets on the patio, lawn games on 10 acres of rolling fields, fully equipped modern kitchen and meals around our large dining room table.brbr---brbrOur newly-renovated home features gorgeous Catskill Mountain views. The first floor of the main house features a spacious and fully equipped chef's kitchen, large dining area, big living room with woodburning stove and home office. The second floor has two bedrooms with queen beds, and a baby's room with crib. Each floor has a full bathroom with gorgeous tiling and details. brbrOur guest cottage is fully equipped as a stand-alone, with living room, full bath, kitchenette and lofted bedroom. Perfect for families traveling with child-care-givers. brbrOutside you'll find 10 acres of meadow and forest with mountain views, a large deck equipped with comfortable furniture, and a wood-fired sauna. br brAll of our appliances are new, including induction stove, ovens, refrigerator, washing machine, dishwasher and more. Giant windows admit light at every hour of the day, and were just installed this year. brbrThe Wifi and television with Hulu, HBOGo, Roku, and Sonos are also provided, as well as electric car charger.brbrThe home is perfect for couples or a family looking to settle in for several weeks and enjoy the Catskills, with all the ease and convenience of working from home.

Bed

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Sleeps

$160.32

/ Nightly

Apartment

Well-lit apartment. Overlook fields & woods. Near music, dining, cafes, hiking

Woodstock, New York, United States

Escape to the heart of the Catskills in this charming 1-bedroom apartment in Woodstock. Nestled just a short drive from this famous, remarkable town. This cozy retreat offers the perfect base to explore the region's natural beauty. Spend your days lounging by the outdoor pool, soaking up the sun and taking in the fresh mountain air. When you're not out hiking the Ashokan Rail Trail or visiting this famous small town, you can relax at home and enjoy the convenience of the fully equiped kitchen, complete with a stove, oven, and dishwasher. Stay connected with the free WiFi, very good for a workcation, or unwind with a movie on the smart TV. At the end of the day, retreat through the French doors to the comfort of your bedroom, where you'll find a comfy king size bed and air conditioning to ensure a restful night's sleep. With a washing machine and dryer on-site, you can pack light and enjoy the carefree feeling of a true vacation. Whether you're seeking a peaceful getaway or an adventure-filled escape, this Woodstock apartment has everything you need for an unforgettable stay in the Catskills.

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Bath

Sleeps

$312.48

/ Nightly

Cottage

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Woodstock, New York, United States

..........The Teahouse Cottage is on an estate that was the home of Woodstock artist Judson Smith. He used the Teahouse for one of his studios in the 1940's and 1950's. Later, his daughters converted it to a guest cottage. The drops of paint on the floor from Smith's work more than half a century ago are preserved in the restored hardwood floor.brClick the 'More Details' link to see the full description.br.............This petite cottage overlooks a lovely trout stream and faces the river and a 75 acre park with 2 mile walking trail just on the other side of the river that goes upstream and loops back through the forest to the edge of the property. When the river is low, you can hop across rocks to reach the trail on the other side. If the river is high, you can access the trail head by going into town, behind the outdoor Shakespeare stage next to the Woodstock town offices.br............You don’t need a car to come to this Woodstock paradise! From NewYork City, there is a bus to Woodstock. The bus stop is about a half mile from the Teahouse, a 10 minute walk. There's a food market 2 blocks from the bus stop if you need supplies. br..........Originally built in the 1870's as a small barn on the estate. This 1870's vintage antique post and beam barn has been fully renovated, while preserving it's original charm - new bath, new kitchen, restored antique hardwood floors, queen size pillow top mattress in the sleeping loft. The sleeping loft is accessed by a ladder. On the ground floor there is a full size Murphy bed.br...............It may say no pets somewhere in this description, however, your dog is welcome here. br.............. Update Now there is a fireplace by the stream for the use of guests of theTeahouse Cottage. We leave a maul [splitting ax] hanging on a tree next to the fireplace, and there's a chopping block. Recently, we purchased a Kindling Cracker,' that makes splitting firewood easier. On the upstream [westerly] edge of the estate is a supply of seasoned firewood - we provide that for no charge.. We include a 'Campfire Primer' and a description of the Kindling Cracker in our attachments in case you don't have experience with them.br..............There is wifi and a Smart TV. While the Teashouse is small, it can sleep 4. br..............Check in time 3:00 PM, check out time 11 AM. Early check in is an option if the Teahouse is not booked the night before your arrival.brThe taxes are included in the rate.

1

Bed

1

Bath

4

Sleeps

$171.73

/ Nightly

Private Vacation Home

Mid-Century Woodstock Retreat

Woodstock, New York, United States

Welcome to our mid-century Woodstock retreat! This one-level home features an open-concept layout that seamlessly blends the kitchen, dining, and living spaces, creating the perfect setting for family gatherings and entertaining friends. As you step inside, you'll be greeted by an abundance of natural light pouring in through large windows on two sides. The house is on the west side of Woodstock, set back from the street on a secluded driveway. It's a just a 3 min drive to the center of town!brbrSome info about the house:br- 3 bed/1 bathbr- 2 of the bedrooms have a queen bed and the other has 2 twin bedsbr- All bedrooms have blackout shadesbr- Hardwood floors throughoutbr- Renovated and fully equipped kitchen with dishwasher, electric oven, induction stove, microwave and Nespresso machinebr- Brand new washer and dryerbr- Wood-burning fireplace in living areabr- 65 inch TV with AppleTVbr- Small koi fish pond in the backyardbr- BBQ grillbrbrSome info about the location:br- 3 min drive to downtown Woodstockbr- 5 min walk to Sunfrost Farms grocery storebr- 33 min drive to Belleayre Ski Resortbr- 36 min drive to Hunter Mountainbr- 2 min drive to Bearsville Theaterbrbr*** For stays less than 90 days, please contact me ***

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$237.44

/ Nightly

Cottage

Mountain view, mid-century style, 1 mile to town!

Woodstock, New York, United States

Spacious Mountain Studio, mid-century style, on 4 acres. Wake up to a gorgeous view of the Catskill Mountains, seen through an expanse of sliding glass doors. Eat breakfast on the balcony, or relax on the couch while watching the sun go down. Inside: luxuriously comfortable, eco-friendly queen mattress, full kitchen, 50 smartTV, work area with desk. Outside: picnic table, hammock, cascading brook, land to explore. Good wifi inside/outside (200+ mbps). Woodstock operating permit #23H-279brThe spacebrThe Mountain Studio was built in the 1940's in the mid-century style. A recent renovation brings it back to a romantic, airy studio with vintage finds and updated the amenities. Comfort, cleanliness, thoughtful touches, coffee/tea/sugar/etc, and a well equipped kitchen will enhance your stay. The studio is located 140 ft from our main house (circa 1935) on a gorgeous 4 acre estate. The driveway separates the studio and the main house. Plenty of space and privacy for all. There is also a cascading brook with a foot bridge. Come visit a part of Woodstock artist history. Built for a local sculptor/member of the famous Maverick Arts Colony, it has since passed down through 3 artists, to the present hosts. You will probably feel the creative spirit in the beauty of this special place. We hope you'll leave refreshed and inspired in your own way!brGuest accessbrThe vibrant town of Woodstock is 1 mile down hill from the studiobrPlenty of parking on sitebrOther things to notebrLGBTQ friendly & welcoming to everyone. We love kids and animals but please follow read the info and agree to the rules listed in below.brbrWell trained dogs are allowed, one dog at a time. Please keep your dog off the bed and do not leave them alone in the house, though they may be crated if they are comfortable with that. There is a pet fee of $100 per animal, per stay. Please clean up after your pet inside and outside.brbrThe studio is 600 sq ft, open plan with expansive views through the sliding glass doors. The listing is for 2 guests, an air mattress (with sheets and blankets) is available for a child or for the 2nd guest if requested at booking.brbrPlease note that the studio opens out onto a second story level balcony. Built for safety of course, but not suitable for young climbing children.brbrWasher/Dryer is available by request for guests staying 5 days or longer.

1

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1

Bath

3

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$402.09

/ Nightly

Lodge

Woodstock Mtn Lodge- pvt 2 acres w/saline pool

Woodstock, New York, United States

Magical upstate cottage on 2 acres in the heart of Woodstock. Pvt heated saline pool & beautifully landscaped gardens w/ fountains & fire-pit.The MB features a wall of windows to the secluded second deck w/ a second loft bedroom upstairs. The separate artist studio has a large desk and queen-sized bed for extra guests. A raised bluestone pond keeps the frogs happy, while baby birds nest in the dramatic birdhouse sculpture. Close to hiking, restaurants & stores.brThe spacebrThe house has two bedrooms (a primary bedroom with a bathroom) and a loft bedroom (with views of Overlook Mountain) up a staircase on the other side of the house. The stair could be tricky for very young children.brThe saline pool and artist/writing studio is up a stone staircase from the house (the stairs may not be suitable for very young children).brThe bathroom for the house is attached to the primary bedroom (but can also be accessed from the hallway).brGuest accessbrThe entire cottage plus artist studio and pool.brOther things to notebrPool is seasonal Memorial Day thru LD weekend. Guests are required to sign a pool waiver prior to arrival. The pool is heated guests are responsible for pool heat (a deposit is taken). The pool area gets full midday sun so little heat is required in the summer months.

2

Bed

1

Bath

4

Sleeps

$280.0

/ Nightly

Cottage

Streamside Cottage Half Mile to Town of Woodstock

Woodstock, New York, United States

Our stream side cottage is privately located on five park-like acres that are landscaped with beautiful gardens. Guests have access to the stream where you can swim, skip rocks, or simply sit and meditate on the nature all around you. We are less than a mile from the center of Woodstock, where you can find a wonderful assortment of restaurants, shops, art galleries and activities. brbrThe cottage has everything you need to relax and enjoy a private getaway in the Hudson Valley. Our guests have all told us how perfectly situated this spot is. brbrWoodstock is an hour from the airports in Albany and Newburgh, 2.5 hours from JFK, Newark, and La Guardia airports, and a two hour drive from Manhattan. We are also in the area for popular ski areas - Belleayre - Windham and Hunter mountains.brbrThe photos are accurate. The cottage is a separate building from the main house. The cottage building is part of a two car garage and is totally private. The main house is located on the property next door but not connected. We have a camera on our house pointing up the driveway, and none on or around the cottage.brbrAt Green Pastures Stream side Cottage our focus is on providing a pristine and safe environment for our guests.brNote that the stream access is limited since the wall you see is a retaining wall and not steps down to the stream. At different times of the year the water can be mellow, or raging after a storm. The dynamic view and sound of the water is the thrill of the property. If you would like direct access into to the stream please inquire with us.

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$360.64

/ Nightly

Cottage

Private Woodstock Retreat • In Town • Hot Tub • Dog Friendly

Woodstock, New York, United States

brWelcome to The Sled Hill House! brA private retreat in the heart of Woodstock, NY—just a short walk to town and the Village Green.brbrEnjoy the entire home and fenced-in yard surrounded by gardens and Catskills foliage. Relax in the new hot tub, gather around the fire pit, or dine outside on the patio. brbrPerfect for couples, small families, friends, and longer stays looking for a relaxing getaway—with restaurants, shops, galleries, live music, and hiking just steps away. brbrDogs are welcome, but please check with me first. brbrMonthly and seasonal stays available at a discounted rate.brbrUpdate: The hot tub has been replaced and is working great. The wood-stove has been decommissioned. All rooms have heaters to ensure the house is comfortably heated throughout the winter months.brbrThe Space:brLocated on a private, hidden road one block from the center of town. Enjoy complete privacy—the entire house and yard are yours alone.brbrHighlightsbr• Hot tub, fire pit & BBQ with new Weber Grillbr• Private fenced-in yardbr• Bistro lighting and secluded patio dining areabr• Short walk to the Village Green where you’ll find a mix of restaurants, shops, coffee spots, and live musicbr brInside the HomebrFeatures 2 queen bedrooms with A/C, a cozy living room with large Roku TV, and a bright, spacious loft with games, puzzles, movies, and an additional smart TV—perfect for artists, musicians, or writers, and also ideal as a home office or workout space.brThe fully equipped kitchen includes new appliances, dishwasher, microwave, coffee maker, and laundry. You'll also find cookware, utensils, coffee, tea, and a full selection of spices and oils for easy meals at home. Queen air mattress and futon in loft for groups over 4.brbrOutdoor LivingbrRelax in the new hot tub, gather around the fire pit, or cook on the Weber Grill and dine outside under bistro lights on the secluded patio.brbrParkingbr2 on-site parking spaces plus additional street parking available.brbrGuest access:brYou’ll have full access to the entire home during your stay—it’s all yours. The property features a fully fenced in yard and private parking for two vehicles. For HITS guests, oversized vehicles can fit in the driveway, and additional street parking is available if needed.brbrInteraction with Guests:brI live just outside of town and I usually respond to texts immediately. I have full time maintenance help if I am not readily available.brbrOther Details to Note:brThe house is just a short walk or quick drive to local hiking trails, sits one block behind Woodstock’s main street, and is a two minute walk to the bus stop. You’ll find a variety of family-owned restaurants, an organic market, boutiques, thrift and metaphysical shops, and a pharmacy all within easy reach. Walking distance to music venues.brbrI hope you enjoy my home and our town as much as I do, and treat both with care. The house includes a deck and porch areas for relaxing outdoors, but please no smoking inside. As part of the Woodstock Artists community, guests are asked to be respectful of neighbors and the peaceful nature of the area.brbrPet Policy: Dogs welcome, but please check with me first. While the yard is fenced, we ask that guests be mindful of neighbors: dogs cannot be left alone or bark excessively. Many of the nearby shops and restaurants are dog friendly!brbrDay Trips: The home is a short drive to Hunter, Windham, and Belleayre ski areas. Vermont is about 1.5 hours away, and both NYC and the Adirondacks are roughly two hours away—perfect for a day trip while still making it back in time for dinner at one of the great local restaurants nearby.brbrPlease message with any questions—we’re here to help make your Woodstock stay great.brbrSled Hill House | Town of Woodstock Permit #20N-063

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Sleeps

$537.6

/ Nightly

Private Vacation Home

Exclusive Escape - Monthly Rentals

Woodstock, New York, United States

Escape to the mountains while enjoying all the luxurious comforts of home. From designer bedding to handmade leather sofa imported from Italy, no detail was spared in this high end retreat.brbrHave a furry family member No problem, we are also dog friendly!

4

Bed

3

Bath

9

Sleeps

$263.2

/ Nightly

Cottage

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Woodstock, New York, United States

You will be Catskillin' it in this newly remodeled, over 500 sq. ft., design-forward 1BR cottage, bright and snug with private outdoor space, modern kitchenette (only induction burner, microwave, and convection toaster oven,) and spa-like bathroom. Upstate and chill in the cozy full bed with your s.o. for a romantic cottage getaway. A comfy second bed makes it great for get-aways with your bestie, too. Located on a dead-end street, equipped with AC, heat, high speed internet, and private parking. No car, no problem: Trailways bus less than a mile away! Overlook Mountain rising over the treetops, short walk to village center, with its music venues and lively restaurant scene. Ideal location for any season: hit the trails, hit the slopes (35 minutes to Bellaeyre), hit the hay. Central to all that the Catskills have to offer.brbrTown of Woodstock STR Permit #22H-266

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Sleeps

$476.5

/ Nightly

Private Vacation Home

Maple House: Private/Romantic Walk-to-Town Oasis

Woodstock, New York, United States

Treat yourself to a romantic getaway or relaxing retreat in your own newly-renovated historic farmhouse, ideally located on a quiet dead-end lane just one block from the Woodstock Village Green ~ the heart of this famous “colony of the arts”. You can walk to restaurants, cafes, galleries, boutiques, theaters, clubs, swimming holes and hiking trails. Or you can just stay home and relax in your private oasis of peace and beauty with a fully-fenced double-lot landscaped backyard, bluestone patio, gas-fueled fireplace, chef’s kitchen, extra-deep heated soaking tub, and other luxury amenities.brbrHOUSE HISTORY/LOCATIONbrMaple House was built in 1916 and is one of the original homes on Maple Lane, a quiet side street that borders Mower’s Field. One of the last surviving American maple trees that once lined the street stills stands in front of the house! On summer weekends, Maple Lane is transformed from a sleepy residential neighborhood into a hub of activity when the famous Woodstock Flea Market takes place in Mower’s Field every Saturday/Sunday from May-October. You can join in the fun and hunt for bargains/collectibles, or observe the festivities from the comfort of your covered front porch. Or you can retreat to the peace and quiet of the house interior or your spacious backyard surrounded by a tall privacy fence ~ and you’ll never know the market (or anything else) is there!brbrIn its 100-year history, Maple House has only had 4 owners, and all have been artists or musicians. (The internationally acclaimed singer-songwriter Tom Pacheco shot the cover for one of his albums in the backyard.) The current owners are artist-designers, and they have lovingly and expertly restored and upgraded the house to include modern conveniences and luxury amenities, while still retaining its original character and charm. The wood floors, woodwork, windows, staircase and fireplace have been restored to their original like-new condition, while the 2 bathrooms and the kitchen have been totally renovated and updated.brbrKITCHENbrThe kitchen has been transformed into a chef’s paradise! It features a vaulted ceiling with exposed beams and a ceiling fan, gleaming white quartz countertops, high-end charcoal-gray appliances and cookware, and a waterfall peninsula with bar seating for 3 in a plant-filled solarium that opens onto a bluestone patio (with outdoor seating and a brand new Weber gas grill).brbrYou can pick up groceries at the local natural foods market, farm stand, bakery, meat market and wine shop (all within walking distance), and prepare elaborate meals or simple snacks in your dream kitchen. Or you can leave the cooking to someone else and treat yourself to a meal at one of Woodstock’s renowned restaurants, many of which are just a block or two away, including: Silvia, Garden Cafe, Oriole 9, Tinker Taco, Cucina, Shindig, The Pub, Station Bar, Early Terrible, Catskill Mountain Pizza, etc.brbrLIVING/DINING AREAbrEntertain friends, play games, watch movies, listen to music or share meals in your spacious living/dining area, which is designed to be cozy, romantic and social. You’ll find a collection of albums for the record player, bluetooth speakers for the house playlist or your own music, card and board games, barware, and a teak table that comfortably seats 6 and has been well-proven for both family games and dinners alike. The living area features a rustic wood slab coffee table surrounded by new leather lounge seating with oversize throw pillows, where you can snuggle with a book, watch a movie on the wall-mounted flatscreen TV ~ or simply take a nap! In the wintertime, you can flip a switch to instantly light a fire in the gas-fueled fireplace and create a cozy romantic atmosphere (no wood-chopping or fire-building skills required!).brbr2 BATHROOMSbrMaple House has two spa-like bathrooms, one on each floor. Both are newly remodeled, modern and heated. The downstairs bathroom features a frameless glass shower with a rain head. The upstairs bathroom has an extra deep soaking tub (also with a shower head and a quartz seat). Once you draw your bath, the tub will automatically heat and gently recirculate the water to maintain the temperature you set, so you don’t have to refill. Instead you can just lay back, close your eyes, and float away ~ perhaps to the sound of music playing on the bathroom bluetooth speakers (for your own personal spa-cation experience)!brbr2 BEDROOMSbrThere are also two bedrooms on the second floor, both with midnight-blue painted wide-board floors, wood ceilings with exposed beams, queen-size platform beds with brand new Serta Beautyrest mattresses and luxury linens, black out shades, plenty of wardrobe space, full-length mirrors, and rustic furniture that captures the spirit of the Catskills.brbrHEAT/ACbrThe newly expanded thermostat-controlled hydronic heating system will keep you toasty warm during the winter months, and air conditioning units in both bedrooms and the living/dining area will keep you cool and comfortable in the summer.brbrBACKYARDbrYour fully-fenced double-lot backyard truly is a private oasis in the heart of the village. It features a sunny lawn surrounded by perennial gardens, flowering shrubs, and a variety of trees, including 2 Japanese maples (which turn fiery red in the fall) and a crabapple tree (which is adorned with delicate white blossoms in the spring). Two rustic handmade “chairs” have been carved from the trunk of a fallen 100-year-old pine tree that once stood on the property. In the summer, you can retreat to the shaded lounge area with a cushioned loveseat and two armchairs under the trees. Or you can stretch out in the sun on recliners and soak up the rays. The bluestone patio next to the kitchen has a brand new Weber gas grill, Tikki torches, and a table that seats 6 for cooking and dining al fresco.brbrNO CAR NEEDEDbrAlthough Maple House has private off-street parking for 2 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!brbrPETSbrSorry, but dogs are not permitted on the premises. Thank you for your understanding!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 Maple House for a peaceful and relaxing getaway!brbrShort-Term Rental Operating Permit #21N-114

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Sleeps

$154.4

/ Nightly

Apartment

Woodstock Country Guest Suite

Woodstock, New York, United States

Warm and inviting guest suite with private driveway and entrance in an extremely quiet neighborhood, around the corner from the Maverick concert hall, and within a 5 minute drive to the heart of Woodstock. Bright and cozy!brGreat winter sports nearby, and wonderful food and music right in Woodstock. The perfect getaway to explore our amazing Hudson Valley and Catskill mountains. Great view from queen size bed in bedroom!brGreat living room. Bedroom has a queen sized bed and a view facing the cliffs behind the house.brThere is a deck and a yard with furniture and a bbq grill for your private use.brONE MONTH - THREE MONTH STAYS ONLYbrVaccinations up-to-datebrNO pets or smokingbr

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$303.83

/ Nightly

Apartment

Botanical Studio Retreat in the Heart of Woodstock

Woodstock, New York, United States

Peaceful and stylish studio in the heart of Woodstock. This bright space features a cozy queen bed, vintage clawfoot tub, and a full kitchen with modern appliances.brbrEnjoy botanical-inspired decor, fast Wi-Fi, smart TV, and walkable access to shops, restaurants, and live music.brbrWhether you're here to explore the Catskills or unwind for a weekend escape, this thoughtfully designed retreat offers comfort, charm, and convenience in one perfect package.

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Bath

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$298.54

/ Nightly

Apartment

Beautiful Top Floor Unit in Downtown Woodstock!

Woodstock, New York, United States

Experience Woodstock from this top-floor apartment styled in timeless mid-century modern design. Clean lines, warm earth tones, and curated art create a chic yet comfortable retreat. Enjoy a stocked kitchen, smart TV, and fast Wi-Fi, all within steps of shops, dining, and live music. Perfect for guests seeking style, convenience, and the full Woodstock experience.brbrThe spacebrThe couch folds flat and can sleep an additonal adult.

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$251.21

/ Nightly

Apartment

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Woodstock, New York, United States

Groovy Getaway in Woodstock – Vinyl Vibes & Retro Style!brbrStep back in time to a groovier era in this colorful, music-lover’s dream - an all-new 1-bed, 1-bath retreat in the heart of Woodstock.brbrBursting with bold 60s & 70s flair, vintage vinyl, playful décor, and cozy charm, it’s a retro escape with modern upgrades. brbrSpin records, cook in the stylish kitchen, soak in the clawfoot tub, and walk to shops, restaurants, and galleries. A perfect stay for creatives, couples, or solo adventurers.

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Sleeps

$319.37

/ Nightly

Private Vacation Home

Romantic Cottage -Amazing Views -Spa -Woodstock NY

Woodstock, New York, United States

Best Kept Secret Cottage with incredible views only 7 minutes from the center of Woodstock! brBath in the secluded romantic outdoor Spa Hot Tub!brThis home has ample space with an open bedroom, an upstairs den/sleeping area, and an additional sofa bed in the living room. It sleeps 2; however, we have a loft sofa bed for a young person or a child. Beautiful Modern amenities. Nicknamed The House With The View because of the breathtaking vista of the valleys and mountains of the Catskills! It is 20-30 min. from 2 Skiing Mountains Hunter/Bellaire. Experience its Magic! brWoodstock Mountain Cottage has incredible views and is 5.9 miles from the center of Woodstock. The house with the View was called because of its vantage point, which opened to an expanded breathtaking vista of the valleys and mountains of the Catskill. Newly added luxury outdoor Spa Hot Tub! No better place to relax than under the open skies. On a quiet road that some consider Woodstock's kept secret, the house is a gem waiting to be discovered. It was abandoned for over 20 years, then remodeled completely, maintaining some of its charming wooden beams dating 200 years old.brThis house is a combination of the old and the new. Locals love the location!brStrong Wifi brings civilization to you with a smart TV and free Netflix. ( no cable TV)brStainless steel appliances. One Queen-size bed and two sofa beds to accommodate 2-3 guests. Upper and lower decks with incredible views! Cappuccino machine, washer and dryer, Jacuzzi Bath Tub, and rainwater shower head.brPlease Note: The Space has an Open Floor Plan. The bedroom and Upper-level rooms are open Floors (not closed rooms). The stairs' Den/Sleeping area overlooks the main space, but the bottom Open Bedroom needs to be visible from the top room.brWoodstock - nestled in the pristine Catskills mountains, is one of the most famous small towns in the US, for a good reason -- artists, writers, and musicians have come here for the last 200 years to rest, get inspired, and create. The Love and Peace concert was birthed here, and remnants of the free love of the '60s can be felt everywhere. Woodstock is one of the most celebrated small towns in the world, following the 1969 concert. It was once the home of Bob Dylan and other famous musicians and artists. This small town with a big heart won many admirers with warm-hearted, welcoming residents. The number of yoga studios per capita is astounding. Healers, channellers, and peace-loving folks congregate in the peace circle on the Village Green for a drum circle every Sunday during the summer. Woodstock: where the esoteric, creative, and unique is the norm, and Free range describes not only chickens.brThe Willow home was called The House with the View for 200 years, inspiring generations of artists to set their canvases across from it and be inspired by the magnificent open landscape of the Catskill mountains, which stretched as far as the eye can see. Two trees on the property - an old grandmother Willow and a Catalpa tree - have inspired, healed, and supported whoever rests under their canopy. Consider sitting under the loving presence of these two magnificent trees or just strolling along one of the most pristine and beautiful roads in the Catskills and enjoying life!brPlease Note: A 4% tax is added to the price.brGuests may access all spaces.brWe have a lockbox, but I live nearby in case the guests need help.brWe have plenty of parking around the house, and you also have two bicycles with helmets and walk on Sickler, one of the most magical roads in the Catskills.brThe Woodstock general area does not have consistent cell phone service, including this location. However, we do have strong Wi-Fi and Wi-Fi calling from the house.brOr use this as a perfect place to unplug!brA 42 smart TV with Netflix and Hulu included so you can watch all the movies worldwide. One pet is allowed. enjoybrEnjoy Peace, Love, and LightbrShort term permit Number is 9687

1

Bed

1

Bath

2

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$574.19

/ Nightly

Private Vacation Home

Charming 4-bedroom house on 2 acres in marvelous Woodstock with WiFi, AC

Woodstock, New York, United States

Nestled on 2 private acres surrounded by acres of woods, with a creek and views of a stream-fed pond. Conveniently located 10 minutes to Woodstock, and 12 minutes to historic Kingston. With 4 Bedrooms, 3 Bathrooms, Living Room, Sunroom, Dining Room, separate Lounge/Office, Second Living/Dining Room with Kitchenette there is plenty of room to spread out. The Office and Second Living Room have queen sofa beds, so the home comfortably sleeps 12. Outside you’ll find a covered porch, bluestone terrace, lawns, and a seasonal heated pool. Enjoy hiking and biking trails just a mile down the road, with countless trails beyond. Hunter and Belleayre Mountains are each less than 45 minutes away.

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$105.97

/ Nightly

Country House

Brigadoon--3 BR Magical Farmhouse for a Romantic or Family Vacation

Woodstock, New York, United States

Named after Brigadoon, an enchanted place where life is simpler and easier, untouched by the worries of the modern world. You'll understand why when you stay in my peaceful, serene, fully renovated 1850s farmhouse, which is set far back from the main road leading to and from Woodstock, NY. The best of all worlds, it's about 2 minutes from the center of town, and right on the bus route from NYC. But sitting on the front porch overlooking a giant secluded meadow, you can enjoy total privacy from noise and neighbors, and have a complete relaxing country experience. It's across the street from the Dixon Roadside trendy restaurant and bar, a 5-minute walk to gourmet streamside dining at the Bear Cantina, and a 5-minute walk to Sunfrost Farms vegetable market and The Cub Market, where you can also enjoy breakfast and The New York Times. You can walk to the Bear Complex to enjoy Nancy's Ice Cream, world-class musicians at the famous Bearsville Theatre, and jazz brunches outside on Sundays. This house is perfect for skiers (Hunter, Belleayre, and Windham nearby), festival goers (Film Festival, Bookfest, Comedy Festival, Luthiers, Festival of the Voice, etc.), music lovers or recording groups, and families looking for a charming Woodstock getaway or couples seeking a total romantic country experience. The house is warm in winter, cool in summer, and full of light and open space. It's uncluttered, classic wood and white, and supremely serene. Visitors often spot deer, the occasional black bear, foxes, turkeys, and hawks in the nearby woods and meadow while sipping a cocktail at dusk on the front porch. Amenities include Weber gas bbq grill, outdoor fireplace for marshmallow roasting, a bluestone patio with outdoor dining, a giant clawfoot bathtub, and washer/dryer. The fully equipped kitchen has everything you could want, from a pizza stone to a cake decorating kit, Nespresso machine to a Cuisineart. There is a gas fireplace, central air-conditioning, business center with printer, free wifi, cable TV with Showtime and HBO, indoor games, outdoor lawn games, and a sprinkler for little ones' summer fun. If my house doesn't have it, just ask and I'll get it for you.

3

Bed

2

Bath

6

Sleeps

$308.0

/ Nightly

Apartment

Village Center: Gracious & Spacious Retreat Above the Books

Woodstock, New York, United States

Treat yourself to a luxurious and inspiring getaway Above the Books, just up the stairs from Woodstock’s legendary MIRABAI BOOKSTORE. Above the Books is a beautiful, spacious and sumptuously appointed 2-bedroom apartment. Located a block from the Village Green and NYC bus stop, and steps from Woodstock's superb dining, shopping, art, and attractions, there's absolutely no need for a car (but plenty of off street parking space if you bring one). brbrWalk to one of Woodstock's many superb restaurants or late night hot spots. Take in a concert at the Colony Cafe, a performance at the Woodstock Playhouse or an independent film at Tinker Street Cinema -- all just blocks away. Hike nearby nature trails in Woodstock's Comeau Park or take a dip in the Mill Stream. Rent a bike at nearby Overlook Bikes and explore Cooper Lake, Wilson State Park or The Big Deep watering hole. brbrOr just relax in the peace and beauty of your graciously appointed private home, featuring a spacious layout, outdoor sun deck, your own private meditation room, crisp linens, an extensive library of books devoted to personal growth that will not only entertain, but inspire. And don't forget: the Hudson Valley's oldest and most complete spiritual/holistic bookstore awaits downstairs for you to browse to your hearts content -- guests enjoy a 10% discount in the store. Woodstock's other fabulous shops and galleries are just steps away.brbrIf you would rather cook in than dine out, use our extensively equipped cook's kitchen. Companions can join in around the kitchen's conversational counter while you cook! brbrOther amenities include a washer/dryer, fluffy towels, Beauty Without Cruelty toiletries and cozy robes for you to wrap yourself in. We also provide air conditioning (seasonal), free wi-if and off-street parking. br brSo the next time you're visiting our area, we invite you to experience the tranquil space that awaits above Mirabai. Rest, relaxation and renewal. That's what Above the Books is all about.

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4

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