Byowner.com
Login As User Login to your account x
Search Listings
Sell It. Buy It. Rent It. Find It.
List My Home

Vacation Rentals In Woodstock, NY

Showing 20 Of 129 Vacation Rentals

We Have 129 Vacation Rental Offers Available In Woodstock. Average Price Per Night Is $343.26. Find Your Vacation Home Today.

  • Property-1 Image 1
    Private Vacation Home
    BEAUTIFULLY APPOINTED, Elegant 4+ Br, 10 Pvt Ac, Chef’s Kitchen
    Woodstock, New York, United States

    Elegant, 2-story home. Newly & uniquely decorated looking out onto secluded meadow lands. 4 +Bdr., 3 Baths, Gourmet Chef’s Kitchen, Dedicated Office, Fireplace, Heated Pool (May - Sept), Screened porch, Outdoor kitchen, Pizza oven, all on 10 private, beautifully landscaped acres. 5 minutes from the center of Woodstock. *NEW LISTING by Experienced VRBO Host*brbrABOUT THE HOUSEbrKick back and relax in this calm, stylish space. Uniquely appointed, but so comfortable. Built in 1934, the original log cabin has had a huge addition comprising 3400 square feet that reads traditional on the outside but this renovated and expanded modern 2-story home includes modern conveniences and luxury amenities. Stylishly decorated while still retaining the character/charm of the original historic log cabin. A stunning merger of the past, the present, the rustic, and the sophisticated.br br4+ bedrooms and 3 full baths, a large gourmet kitchen, a large stone fireplace, a screened porch, heated pool, and outdoor kitchen with built-in BBQ & pizza oven, all surrounded by 10 completely private acres. And just minutes from the center of Woodstock.br brThe Primary Bedroom Suite, with king-size bed, is Art Deco in style and is privately situated in its own wing on the second floor. The attached en suite bathroom provides a lovely, stand-alone porcelain soaking tub nestled by a quiet window spot, a separate stall shower, and a double sink with marble countertop. You could get lost in this space and never go downstairs, but then you would miss all the fun in the stunning common areas! brbrThe other two bedrooms upstairs are also wrapped in charm, stylishly decorated, quiet privacy with views of the meadow at the back and the tree lines at the entrance. A stylish character unique to each one that will keep you laying in bed listening to the wildlife. brbrVaulted ceilings and skylights pour light into the large Chef’s kitchen with a large center Island for prep & surrounded by bar stools, French doors open onto a screened in porch and onto a bluestone patio overlooking the expansive meadow and wrapping around the old cabin to a large 8’ deep heated salt pool. brbrAmenities include: Wi-Fi, private office, cook’s kitchen w/Wolf appliances, wood-fired pizza oven, TV entertainment room, Apple + Amazon + Netflix + ESPN + Hulu and more streaming apps provided, luxurious bathtub, outdoor hammock & luxury beds/linens.br Read More

    4 Bed
    3 Baths
    Sleeps 10
    $750 / Nightly
  • Property-2 Image 1
    Exceptional
    (1)
    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. Read More

    3 Bed
    2 Baths
    Sleeps 6
    $995 / Nightly
  • Property-3 Image 1
    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 Read More

    3 Bed
    3 Baths
    Sleeps 8
    $312 / Nightly
  • Property-4 Image 1
    (30)
    Private Vacation Home
    Mid-Century Gem with 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. Read More

    3 Bed
    2 Baths
    Sleeps 6
    $410 / Nightly
  • Property-5 Image 1
    Exceptional
    (3)
    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.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 Read More

    2 Bed
    1 Baths
    Sleeps 6
    $318 / Nightly
  • Property-6 Image 1
    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. New for 2018, we have installed top of the line Mitsubishi Air Conditioning 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 3 twin beds, bedroom #3 has a queen sized bed. Great room has a full size pull out sofa. House sleeps 8.brbrbrHuge 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.br Read More

    3 Bed
    2 Baths
    Sleeps 8
    $383 / Nightly
  • Property-7 Image 1
    (20)
    Private Vacation Home
    A 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 12. 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. brBasement is unfinished but has a ping pong table, carpeted playroom, and laundry for you to use, we also provide detergent.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.brbrPlease note that we are working on replacing our pool in April-May so there is no pool at the moment (work is not done during the weekends). A new pool and deck will be ready fo Memorial Day 2023 :)brbrNo smokingbrNo petsbrLimited to 10 guestsbrNo eventsbrWe have a one week minimum in the Summer, 3 night minimum for main holidays.brbrRental permit #23N-163br Read More

    4 Bed
    3 Baths
    Sleeps 10
    $695 / Nightly
  • Property-8 Image 1
    (71)
    Cottage
    Romantic + historic artist cottage with storybook charm in private woods!
    Woodstock, New York, United States

    Treat yourself to a romantic getaway, personal retreat or creative sabbatical in your own romantic storybook cottage nestled in a private 5-acre forest in Woodstock, the famous “colony of the arts” and cultural hub of the Catskills! This historic Woodstock hand-built house was the home of the legendary film director, Preston Sturges ~ as well as many other well-known artists and musicians.brbrIt features a spacious great room with a cathedral ceiling, 2-story north-light windows, a massive stone fireplace (open during the winter only when temperatures drop below freezing), and 2 sets of French doors that open onto a native blue stone patio on a ledge overlooking a fern glade and deep pine forest.brbrStretch out on the queen bed with a pillow-top mattress and luxury linens in the quaint bedroom with cottage-style casement windows. Fall asleep to the sound of crickets, and wake up to birdsong!brbrClimb an open stairway to a private writer’s office, as well as a loft space with a foldout futon couch and balcony overlooking the great room. There’s a second writer’s office on the first floor, with an arched Palladian window and forest views.brbrPrepare snacks and meals in your well-equipped country kitchen, and serve them at the farm table next to a wall of glass, or on the patio surrounded by gardens. brbrCozy up to a fire in the stone fireplace in the winter (available only when temperatures drop below freezing), and watch the snow settle on the branches and transform the woods into a magical winter wonderland.brbrThis charming cottage in an idyllic setting is the perfect place for a romantic getaway or creative retreat. Make the Sturges’ cottage your home for a week, month, or season, and let it inspire and uplift you throughout the year!brbrPETSbrOut of consideration for guests with allergies, only small, crate-trained and hypoallergenic dogs are considered ~ please ask! Please note that dogs may not be left alone in the cottage unless they are in their crates, and a $100 pet fee per dog applies.brbrSUITABILITYbrPlease note that due to potential hazards (open stairway, stone patios, rock walls and ledges, etc.) the cottage is not appropriate for small children.brbrWINTER/SPRING SPECIALS:brWeek: 7 nights for price of 6 (one night free!)brMonth: 4 weeks for price of 3 (one week free!) Read More

    2 Bed
    1 Baths
    Sleeps 4
    $269 / Nightly
  • Property-9 Image 1
    Wonderful
    (114)
    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 Read More

    2 Bed
    2 Baths
    Sleeps 4
    $274 / Nightly
  • Property-10 Image 1
    Exceptional
    (2)
    Private Vacation Home
    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. Read More

    2 Bed
    1 Baths
    Sleeps 4
    $255 / Nightly
  • Property-11 Image 1
    Private Vacation Home
    Privacy & Luxury @ Heart of Woodstock w/ Hot Tub
    Woodstock, New York, United States

    Perfect romantic getaway, totally private.brBeautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tucked away in the woods on a 6 acres lot, at the heart of enchanted Woodstock, in the historic Byrdcliffe area.brEnjoy your private hot tub, relax and watch the meandering deer. Or step up to the 2nd floor deck to take it all in.brA gas fireplace for the ultimate unwinding experience. Stay connected with wi-fi, digital cable, and Netflix enabled smart TV. Large, fully stocked kitchen, radiant heat, central AC. Two queen beds, and a full size sofa bed in living room. Sleeps 6.brWalking distance to NYC bus route and River Rock health spa. Great restaurants nearby. 1 and a half hours from George Washington bridge. Read More

    2 Bed
    2 Baths
    Sleeps 6
    $311 / Nightly
  • Property-12 Image 1
    (91)
    Cabin
    A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access
    Woodstock, New York, United States

    Located at the heart of woodstock (on Ricks Rd) this newly built cabin is a dream gateway. Spacious, with all modern amenities, free wi-fi, cable TV, Netflix enabled, Gas fireplace, whisper quiet AC, romantic outdoor hot tub, large covered deck with infrared BBQ grill. Great lounging chairs to take in the views, large bedroom, by the stream with queen size bed, and sofa-bed (queen size) in living room. Back yard with great rock formations. Read More

    1 Bed
    2 Baths
    Sleeps 4
    $251 / Nightly
  • Property-13 Image 1
    Exceptional
    (33)
    Private Vacation Home
    Woodstock House on 35 private acres Mtn Views
    Woodstock, New York, United States

    Renovated home about 8 min drive to Woodstock 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. Read More

    3 Bed
    3 Baths
    Sleeps 6
    $350 / Nightly
  • Property-14 Image 1
    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. Read More

    1 Bed
    1 Baths
    Sleeps 4
    $216 / Nightly
  • Property-15 Image 1
    (19)
    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 3-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 | Bedroom 3 (3rd Floor): 2 Twin BedsbrbrOUTDOOR 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 detergentbrSUITABILITY: 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- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-in Read More

    3 Bed
    1 Baths
    Sleeps 6
    $281 / Nightly
  • Property-16 Image 1
    Excellent
    (4)
    Private Vacation Home
    Stay and Play! Walk to Town, Onsite Restaurant, Golf Included.
    Woodstock, New York, United States

    This charming rental is located in Woodstock, New York. The property sits on the Woodstock Golf Club grounds, overlooking the iconic 9-hole private golf course, clubhouse, and restaurant. brbrRecently updated, the fully-furnished, three-bedroom, one-bathroom unit is equipped with everything you’ll need - sleeps up to 6 guests comfortably, wifi, cable, and includes (2) 18-hole golf passes for you and a guest.brbrA short walk to the center of Woodstock – including restaurants, bars, music venues, shopping and more. The property is also close to many Hudson Valley attractions – including hiking, swimming holes, waterfalls, skiing/snowboarding and more.brbrGolfers can enjoy Woodstock Golf Club’s nine-hole course and historic clubhouse, which also houses its onsite bar and restaurant, Millstream Tavern – a perfect place to relax before and/or after a round of golf with its outdoor deck that overlooks the rushing Sawkill Creek and offers a view of the first tee and fairway. brbrTwo-night minimum stay is required. Weekend, Weekly and Monthly rentals are available. Please contact us for additional discounts and opportunities. Read More

    3 Bed
    1 Baths
    Sleeps 6
    $288 / Nightly
  • Property-17 Image 1
    Private Vacation Home
    Mountainside home, with pool , deck & 3mins to Woodstock
    Woodstock, New York, United States

    This charming home sits on 5 acres and walking distance to the Village of Woodstock. It is stylishly decorated & includes modern conveniences. Oversized windows & french doors in the living/dining area create a sun filled space that opens up to the large wooden tiered deck that leads to the grassy fenced in saline pool area. 4 bedroom, 2 .5 bath, open plan home with 2 screened in porch & office. Great getaway for families seeking fun or for a peaceful retreat. Quiet, peaceful, lots of amenities.brbrMountainside Getaway is Located 10 mins walk to the Village Green in the town of Woodstock. Located 2 hrs Nth of New York City, 45 mins to Hunter, Belleayre & Windham ski resorts & 40 mins to Rhinebeck.brbrUnwind on the large tiered deck with chaise lounges, outdoor dining tables & chairs, or enjoy a swim in the saline pool. One can explore the many charming towns, great live music, local markets and lots of antiquing.brbrThe home sits on 5 acres and is 2200 square ft with a modern, charming, warm and colorful vibe to it with wooden floors throughout.brbrUpon entering the home you will find a hallway with a bench seat and storage. drawers for hats , caps and gloves. There is a coat closet and a half bath in the entrance hallway.brThe stairwell rises to the second floor where you will find the 4 bedrooms and a landing with a wall paper featured wall depicting the native wildlife one can see around the Catskill Mountains. The washer and Dryer is also located on the landing for your convenience.brbrThe Master Suite is sun filled with large windows facing East and features a designer light, baseboard heating, balcony, skylight in ceiling , blackout curtains and an ensuite bathroom.brbrThe second bedroom houses a double bed , with dresser and closet with shades and a modern flare.brbrThe twin room with trundle bed has a lovely view of the deck , pool and woods and has a closet and dresser space.brbrThe smallest bedroom has a twin size bed, and small closet, but is quaint, cozy and has a large window that looks out over the pool and deck.brbrThe Kitchen is fully equipped with a farmhouse sink. There is a large island that seats 5 and the bright yellow stools add a colorful , modern touch. There is also a built in breakfast nook which seats 6 . The kitchen features a GE Refrigerator/ Freezer with Ice maker, GE Gas Cafe Series Semi Professional Range, Miele Dishwasher and is fully stocked with dishes, pots, pans and utensils ready to cook any gourmet meal.brThere is an additional chest freezer in the cleaning closet under the stairwell. Read More

    4 Bed
    3 Baths
    Sleeps 6
    $523 / Nightly
  • Property-18 Image 1
    Private Vacation Home
    Stunning 2 bedroom on gated property — 10 minute walk to downtown Woodstock!
    Woodstock, New York, United States

    This pristine 2 bedroom/1 bath guest house is privately nestled in the pines on a gated private 7-acre property, but lies less than a mile from central Woodstock and everything it offers! The spacious, welcoming and fully equipped kitchen opens to a sunlit great room with ample seating built around a majestic stone hearth with a remote control fireplace and a 70” flat panel TV. Two ample and well-appointed bedrooms and an equally spacious bathroom with glass paneled shower top off this offering. Skylights, wifi, central A/C and heating are all included in this beautiful gem! Read More

    2 Bed
    1 Baths
    Sleeps 4
    $152 / Nightly
  • Property-19 Image 1
    Wonderful
    (7)
    Private Vacation Home
    Secluded Mid-Century Fall Getaway
    Woodstock, New York, United States

    Experience this Fall in your own secluded Mid-Century forest home yet only be five minutes from historically fabulous Woodstock. The Maverick, is a luxuriously restored mid-century dream home furnished with Eames furniture and other MCM features. The Maverick is also conveniently located near beautiful hiking, running, and biking trails, as well as Belleayre and Hunter Mountains., for winter guests! 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. 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. brbrThe Maverick is fully set up for work from home scenarios with ultra fast internet, dual monitors and two separate work spaces. Wifi extenders also enable you to work from our expansive wrap around deck. brbrThe Maverick is also equipped with an automatic backup generator, which takes over in case of power outages.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, 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. Read More

    2 Bed
    2 Baths
    Sleeps 7
    $458 / Nightly
  • Property-20 Image 1
    Wonderful
    (102)
    Private Vacation Home
    Private Home, Mins. to Woodstock
    Woodstock, New York, United States

    If you are looking for a place to get away, relax, be secluded from the hustle/bustle...this is the place! Take the private drive to this 2BR, 2BA home, enjoy a drink on the back deck or nap on the screened in porch. Renovated kitchen and baths, this home offers a little piece of heaven. The back yard is partially open/wooded and offers a firepit for night time enjoyment! Perfectly located minutes to the village of Woodstock and Saugerties. *New updates: Central Air! Read More

    2 Bed
    2 Baths
    Sleeps 5
    $250 / Nightly
  • «
  • First
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • Last
  • »
loader

Most popular vacation rentals in Woodstock

  • thumb
    $ 537.00 avg/night
    51
    • 3 Beds
    • 2 Baths
    • 6 Guest(s)
    Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool! Woodstock, New York, United States

    Picture yourself in an Arts-and-Crafts-style home, on 3.3 acres, just a short walk from... Read More

  • thumb
    $ 353.00 avg/night
    5
    • 3 Beds
    • 2 Baths
    • 6 Guest(s)
    Quaint Woodstock Escape - 2 Mi to Tinker St! Woodstock, New York, United States

    Highlighted by its spacious grounds and close proximity to restaurants, entertainment, and... Read More

  • thumb
    $ 447.00 avg/night
    2
    • 1 Beds
    • 1 Baths
    • 2 Guest(s)
    Frolic & Focus in this Bright Stylish Woodstock Cottage Woodstock, New York, United States

    This bright stylish guest house is 5 minutes from fresh croissants in downtown Woodstock and 10... Read More

  • thumb
    $ 308.00 avg/night
    7
    • 3 Beds
    • 2 Baths
    • 6 Guest(s)
    Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit. Woodstock, New York, United States

    This 1920 Woodstock cottage is a five-minute walk to the center of Woodstock and the Trailways... Read More

  • thumb
    $ 200.00 avg/night
    13
    • 5 Beds
    • 4 Baths
    • 9 Guest(s)
    STREAMSIDE Walk To Town, Hot Tub, 4 Br 2.5 Bath, Game Room Woodstock, New York, United States

    Situated on the year-round Sawkill Creek, Streamside House is an attractively renovated and... Read More

  • thumb
    $ 995.00 avg/night
    1
    • 3 Beds
    • 2 Baths
    • 6 Guest(s)
    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... Read More

  • thumb
    $ 327.00 avg/night
    1
    • 5 Beds
    • 3 Baths
    • 10 Guest(s)
    Beautiful & Spacious Woodstock Home w/ Pool Woodstock, New York, United States

    This peaceful home is 4 miles from Tinker St, offers two acres of serene woodlands, a fire pit,... Read More

  • thumb
    $ 369.00 avg/night
    25
    • 3 Beds
    • 2 Baths
    • 6 Guest(s)
    Beautiful, private home - heated pool, year round hot tub & close to all Woodstock, New York, United States

    Welcome to Woodstock and our family oasis! Located on a private road, at the base of Overlook... Read More

  • thumb
    $ 345.00 avg/night
    8
    • 3 Beds
    • 2 Baths
    • 5 Guest(s)
    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... Read More

  • thumb
    $ 306.00 avg/night
    2
    • 4 Beds
    • 3 Baths
    • 8 Guest(s)
    Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn! Woodstock, New York, United States

    Visit renowned music venues, chase waterfalls, and enjoy the natural beauty of the Catskills when... Read More

Most Popular Cities in New York

  • Montauk
  • Sag Harbor
  • Hampton Bays
  • Buffalo
  • Lake George
  • Cooperstown
  • Saugerties
  • Windham
  • Penn Yan
  • Niagara Falls
  • Oneonta
  • Hunter
  • Saranac Lake
  • Hammondsport
  • Ocean Beach
  • Albany
  • Watkins Glen
  • Shelter Island
  • East Quogue
  • Alexandria Bay
  • Milford
  • Kingston
  • Hudson
  • Catskill
  • Skaneateles
  • Cape Vincent
  • Wilmington
  • Queensbury
  • Long Beach
  • Inlet
  • Dundee
  • Mattituck
  • Syracuse
  • Cutchogue
  • Margaretville
  • Sylvan Beach
  • Tannersville
  • Pulaski
  • Hillsdale
  • Narrowsburg
  • Indian Lake
  • Bolton Landing
  • Northville
  • Clymer
  • Honeoye
  • Bemus Point
  • Branchport
  • Livingston Manor
  • Rhinebeck
  • Roscoe
  • Wallkill
  • Ocean Bay Park
  • Athens
  • Lanesville
  • Quogue
  • Pine Bush
  • East Marion
  • Jewett
  • Wainscott
  • Yonkers

 

More Filter

Property Filter

Guest Filter

Guests
- +

Price Filter

Min

Max

Bed & Bath Filter

+ Bed
- +
+ Bath
- +

Get quick property updates and alerts via email.

loader

Login or Signup logo

By Joining you agree to Byowner's
Terms Of Use & Privacy Policy

Site
  • Home
  • Post
  • Yard Sign
  • Partner
  • E-Book
Information
  • About
  • Licensing
  • Contact Us
  • FAQs
  • Videos
Legal Stuff
  • Terms and Conditions
  • Privacy Policy
  • DMCA Notice
Account
  • Login
  • Sell My Home

TREC: Info About Brokerage Services, Consumer Protection Notice

© 2023 ByOwner.com All right Reserved

Location *

loading
YouTube Video