Vacation Rentals By Owner In Woodstock, NY

Stylish and comfortable private home just 1.5 miles from Village Green with private lawn, woods. In ground pool with patio, furniture for lounging, reading, eating. Fenced in back yard. Living room has vaulted ceiling w skylights. Outside deck and grill. Great mountain views. Great for walking. Clean mountain air. Some dogs are permitted .brFully equipped kitchen for gourmet cooking. Quiet neighborhood with forest/wooded back yard. Lots of wildlife, great restaurants, and the magic of the Catskill Mountains. Deer and rabbits. Close to 30 restaurants, shopping, galleries, live music, and more. Perfect for one couple, or one couple with a child. ( Also 2 couples since there are 2 bedrooms and 1.5 baths.)

Woodstock/Entire house with pool 1.5 miles to Village Green. Very private.

Woodstock, New York, United States

Bed

Bath

Sleeps

$340.5

Featured in the Escape Section of the New York Times, this house is in a great location, six minutes by car to the town of Woodstock, yet secluded and surrounded in pine trees. This house has been called a true gem, updated with three lovely bedrooms and one bathroom. The property sits at the bottom of Ohayo Mountain on 2.6 wooded acres with partial mountain views. Close to skiing and lots of hiking. There is a brand-new hot tub to die for! The renovated 1924 house has a brand-new kitchen with cathedral ceilings and several large skylights. The living room boasts a beautiful large quarry stone fireplace and cherry hardwood floors, with radiant floor heating in the kitchen. Adjacent to the open kitchen is a large glass-enclosed heated porch with a large dining room table and streaming sunlight—beamed ceilings. The house is beautifully decorated with an Eastern flair for a natural retreat feel. For music lovers, the living room has a piano. There are cozy queen-sized beds in two bedrooms and a full sized in the third bedroom. An original children's playhouse sits on the property for kids to have their own little house. brGo into town have a latte and go to the great shops. brWoodstock is well known for its art and music scene. Restaurants, crafts, hiking, horseback riding, and swimming are nearby. Skate on a nearby lake. Cross-country skiing and swimming at Wilson State Park (5 minutes). Only 25 minutes from skiing at Bellaeyre or 45 minutes from Hunter Mountain.

Woodstock Cottage with hot tub. Close to town yet very private.

Woodstock, New York, United States

Bed

Bath

Sleeps

$262.82

Experience the essence of Woodstock in this former home to Anita M. Smith — artist, historian and “Herb Lady of the Catskills.” Enjoy the fragrance and serenity of the “show-off” herb garden right outside your door.brbrJust 1/2 mile from town center, Herb Cottage is nestled at the gateway to Woodstock’s legendary Overlook Mountain. If you’re searching for a mystical hideaway in which to relax, restore your energies, and recapture your creative self, this is the place for you!brbrCompletely renovated, Herb Cottage offers a delightful mix of luxurious appointments and bluestone charm, including:br• Comfortable living room with woodstove, bluestone hearth, 37 cable HDTV, Blu-Ray player, and an extensive library of books, games and DVDs.br• Fully-equipped country kitchen with a bluestone countertop, herb tiles from Mexico, and a sunny dining nook.br• Second floor loft bedroom with a king-size bed featuring a luxurious memory foam mattress topper and 100% cotton linens.br• First floor bathroom with an antique claw foot tub converted into a rain shower.br• Additional amenities include spa robes, WIFI, and a secluded bluestone terrace with bluestone table and gas grill.br• Optional: Reiki treatments and access to other holistic practitioners.brbrIdeal for a couple. Combine with nearby Rock City Writer's Studio (VRBO # 3469886) for additional space.brbrPETSbrWell-behaved and crate-trained dogs are considered ~ please ask. Please note that dogs must be crated when left alone in the cottage, and leashed when outdoors. A $100/week pet fee per dog applies.brbrCANCELLATIONSbrCancellations that are made more than sixty days prior to the arrival date will receive a full refund. Cancellations that are made between thirty and sixty days in advance of the arrival date will receive a 50% refund. Cancellations that are made less than 30 days prior to check-in forfeit the full payment. Early departure does not warrant any refund of rent. Refunds will not be given due to weather or road conditions. 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-113

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

Woodstock, New York, United States

Bed

Bath

Sleeps

$677.47

Please note this house has been rented under a previous owner for years with 5 star reviews, I also managed the house for the previous owner. Our beautiful Villa has amazing mountain views, a clean, modern design and is the perfect getaway to socialize & relax. It is ideally located for hiking & has a gorgeous, private salt water pool (mid May-Oct) and a wonderful hot tub which is open year round!

Gorgeous Villa w/ Mountain Views, pool, hot tub!

Woodstock, New York, United States

Bed

Bath

Sleeps

$466.67

Relax, create, and enjoy the Woodstock Artist's Retreat. 6 serene acres hugged by magical Overlook Mountain, Lewis Hollow . minutes to the town center, attractions, hiking trails, KTD - Karma Triyana Dharmachakra Temple , Overlook hotel ruins and fire tower, Indian Head , Plattecove reserve , Echo Lake, Sloan Gorge, Opus 40, Devil's Path Trail and Plattekill falls.

Woodstock Artist's Retreat

Woodstock, New York, United States

Bed

Bath

Sleeps

$166.63

Treat yourself to a relaxing, rejuvenating, and inspiring retreat in your own private historic studio cottage in the heart of Stonecrop, the estate owned by Anita M. Smith — renowned writer, artist, historian, and “Herb Lady of the Catskills.”brbrNestled at the gateway to Woodstock’s legendary Overlook Mountain, Rock City Writer’s Studio offers an authentic, nature-immersed Catskills experience best suited to guests who appreciate rustic charm, artistic character, and the outdoors. Walking distance (just over 1/2 mile) to the Woodstock Village Green, you’ll find galleries, boutiques, restaurants, and cafés nearby — or simply stay home and relax in your bucolic retreat surrounded by gardens, wildlife, and the natural beauty of the Catskills.brbrPrepare snacks and meals in your well-equipped kitchenette featuring a 2-burner electric range, full refrigerator, microwave, and other small appliances. Enjoy meals at the kitchen café table, on the screened bluestone porch, or outdoors at the bluestone garden table with gas grill surrounded by gardens.brbrUnwind in your private Nordic sauna for two, followed by a shower beneath the skylight in the cottage’s unique kitchen bath area.brbrSTUDIO LIVING ROOM & COMFORT SLEEPER SOFAbrThe living room converts into a cozy bedroom at night and features a premium American Leather Comfort Sleeper that opens effortlessly into a luxurious queen bed with a solid platform design and high-density foam mattress dressed in luxury linens for a restful night’s sleep.brbrOften described as a “non-sofabed,” the Comfort Sleeper is exceptionally comfortable and easy to operate. brbrFor guests who prefer an even softer sleep surface, a plush mattress topper is also available upon request.brbrThe living room also features a 32” flat-screen HDTV with cable service and Blu-Ray player, as well as an extensive collection of books and DVDs. Additional amenities include spa towels and robes, Wi-Fi, and private parking.brbrNEW HEATING SYSTEMbrWe are also thrilled to announce that we have replaced and upgraded our winter heating system! In response to feedback we received from guests about a “ticking sound when the elements/coils in the old system were heating/expanding (an unfortunate characteristic of baseboard heat), we have installed a new hydronic system that is not only highly-efficient and environmentally-friendly, but also whisper-quiet. The new heater is very responsive and effective at quickly heating the studio and maintaining any temperature you choose, while not making a single sound. And for guests who have trouble sleeping in absolute silence, we have installed a white noise generator to provide background noise.brbrPETSbrWell-behaved and crate-trained dogs are considered ~ please ask. Please note that dogs must be crated when left alone in the cottage, and leashed when outdoors. A $100/week pet fee per dog applies.brbrCANCELLATIONSbrCancellations that are made more than sixty days prior to the arrival date will receive a full refund. Cancellations that are made between thirty and sixty days in advance of the arrival date will receive a 50% refund. Cancellations that are made less than 30 days prior to check-in forfeit the full payment. Early departure does not warrant any refund of rent. Refunds will not be given due to weather or road conditions. 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-113

Apartment

Rock City Writer’s Studio: Historic•Nordic Sauna•Walk to town!

Woodstock, New York, United States

Bed

Bath

Sleeps

$532.0

This 1920 Woodstock cottage is a five-minute walk to the center of Woodstock and the Trailways bus stop and an equal distance to swimming holes in the Sawkill River.brOur cottage was remodeled and enlarged in 2018 and has lots of charm. The first floor has an open plan with windows and French doors on all sides that allow abundant sunlight and views in every direction. The living room has exposed wood beams and a propane fireplace to snuggle up to in the winter. It opens onto a cozy adjoining room with large windows and pocket doors that serves as a media room or guest room with a queen-sized convertible sofa and a large flat screen TV. The intimate office nook with a greenhouse window is an ideal place to read, write or work on the computer. The first-floor bathroom has a Mission style tiled shower stall and skylight. The spacious, fully equipped kitchen and dining area are bright and sunny with a butcher block island for casual eating at one end and a dining area with table and a set of 6 Vintage wrought iron ice cream parlor chairs at the other. From the dining area French doors open up to the screen porch, a comfortable space to eat or relax in the warmer months and enjoy the views of the landscape with its rustic rock work. A second pair of French doors leads from the dining area to an outdoor propane grill and a beautiful, terraced garden.brUpstairs is the master bedroom with a queen-sized bed and closet. The guest bedroom has a twin day bed with pop-up trundle and an armoire. There's also a full bathroom with tub shower and Mission style tile. A large built-in cabinet on the landing provides storage space for towels and bed linens. brThe house comfortably sleeps 6 people.brThere's a full house Generac generator to provide power in the unlikely event that Woodstock loses power because of stormy weather.brThe cottage is surrounded by gardens and blue stone walkways and a circular patio. Perennial flowers, bushes and mature trees make the house a private hideaway. The terraced landscape in the back of the property has curving stone walls, massive rock steps and a blue stone patio with wicker furniture and a propane fire pit to sit around at night. At the center of the garden is a beautiful cascade with meditative sounds of water falling into two ponds. The upper lawn has a wrought iron table and chairs and is bordered by masses of native wildflowers and a grove of Thuya trees, a pleasant spot for lounging in the summer.brOnly a 2 hour’s drive up the Hudson Valley from New York City, visitors to Tannery Brook Cottage can enjoy all that Woodstock’s renowned community has to offer - shopping, restaurants, museums and art galleries, musical concerts, theater, opera, performing arts, Woodstock School of Art, Byrdcliffe Arts and Crafts Colony, Woodstock Film Festival, Tibetan Buddhist and Zen Centers, Yoga studios, spas, hiking, swimming, fishing, skiing, horseback riding, scenic bike routes, rail trails, golfing and seasonal farmers' markets and flea markets. Woodstock is also just a short drive away from the vibrant creative communities of Phoenicia, Kingston and Saugerties.brbrGuests should consider purchasing travel insurance if there’s a chance of cancellations less than 30 days from arrival.brbrRefundable Security Deposit: $500brbrCleaning fee: $200

Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.

Woodstock, New York, United States

Bed

Bath

Sleeps

$515.53

Elegant yet comfortable home in a rural wooded setting on 2 private acres, and only a 10 minute walk from town. King Bedroom Master Suite has panoramic views of the woods, marble bath and separate entrance. Huge Queen L-shaped Bedroom Suite with 2 Queen beds, one on each leg of the L; Sectional Sofa with 54 HDTV, Private Bath, and Separate entrance. Two additional bedrooms both have Queen Beds and share a bath. Fully equipped kitchen, WIFI, Fireplace/wood burning stove, Gas grill and 50 foot deck.brbrCheck-in Time starts at 5:00 PM and Check-out Time is 11:00 AM except by special arrangement.brbrOther Things to Note:brOur home is in a very peaceful neighborhood. In order to preserve that serenity for our neighbors, we rent our space for lodging only, rather than as a party venue. There are several wonderful places nearby that we recommend to our guests for their parties and events!

Gracious Woodstock Retreat -Walking Distance to Town

Woodstock, New York, United States

Bed

Bath

Sleeps

$504.0

Brookside Retreat is ideally located on a quiet side street overlooking Tannery Brook, a year-round stream that flows through the center of Woodstock and right past the house!brbrThis historic artist’s bungalow features an extensive bluestone patio (with a built-in outdoor wood-burning fireplace and stone table with benches), a covered deck, and walkways that overlook the stream ~ as well as a spacious landscaped and fenced-in lawn.brbrThree bedrooms accommodate up to 6 people (see details below). In addition, there's a fully-equipped country kitchen; a dining area (seats 6); and a spacious living room with a cathedral ceiling, ceiling fan, skylights, 2-story north light windows, a gas-fueled fireplace with an exposed stone chimney ~ and a piano!brbrIn addition, there's a separate studio-office building with a desk, lounge area, and wall of sliding glass doors that overlook the patio.brbrBrookside Retreat is the perfect place for a romantic getaway, family vacation, or personal retreat!brbrBEDROOMSbrThere are 3 bedrooms, all with AC: br1) a first-floor master bedroom with a king-size bed, sliding glass doors that open onto a private deck, and an en suite bathroom with a shower; br2) a second-floor bedroom with a queen-size bed, cathedral ceiling, oversized windows, and a shared bathroom with a tub/shower;br3) a second-floor children's bedroom with a crib, changing table, toddler/twin bed, fold-out full-size futon couch, and blackout shades.brbrPETSbrWell-behaved and crate-trained dogs are considered ~ please ask. Please note that a $100/week pet fee per dog applies. We ask that dogs are not left alone and unsupervised in the house, unless they are in their crates. Thank you!brbrShort-Term Rental Operating Permit #19-0536

Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!

Woodstock, New York, United States

4

Bed

Bath

Sleeps

$548

Dear Traveler, brbrLook no further. Perfect for a couple looking to get away from it all, this quiet, private and very romantic chalet exudes character, luxury and charm. brbrPeaceful, cozy and secluded at the end of a quiet, wooded cul-de-sac, the Chalet is the perfect getaway for a much-needed private weekend for two. Yet you're only 7 minutes driving time to Woodstock's Village Green in the middle of town. brbrThis rustic, warmly appointed, 625 square foot second story chalet features 18’ cathedral ceilings, a magnificent stone fireplace with realistic electric element, wide plank floors, a private balcony overlooking the private pool... and a super comfy four-poster queen size bed to ensure your restful weekend in the country. Also included are high speed Internet, 200-channel satellite TV and a robust iPhone-compatible Bose stereo system. brbrThe 18'x36' heated saline pool features deliciously soft water and is open from Memorial Day to Labor Day or longer (September subject to weather conditions). There's also a poolside Mediterranean-style pergola with a gas grill, refrigerator and bluestone bar so you can enjoy a shaded casual mid-day lunch, or dine in rustic luxury under the stars. brbrApproved pets allowed BY the pool, but not IN the pool. Sorry. brbrThe Chalet has its own private driveway and entrance. A 40' foot breezeway separates the second story Chalet from the main house, ensuring privacy and quietude. Check guest reviews for confirmation. brbrWe're just 3 minutes to the acclaimed Red Onion restaurant, 5 minutes from Woodstock's popular Cucina ristorante, 6 min to excellent sushi at Medo, 7 min to fine Indian cuisine at Nirvana and Silvia restaurant . Another 60 seconds and you're at the Village Green in the center of town, where you can enjoy many other dining and entertainment venues. Just up Rock City from the Green is the swanky Good Night restaurant. And, of course, shopping! Oh, the shopping. ; ) brbrFor you music fans, we're right up the road from the legendary Levon Helm's Barn, home of the Midnight Ramble and some of the best music in the area. And just several minutes from Colony, a former 1920s hotel and current bar, restaurant and music venue. Check their websites for available performances.brbrWell-behaved pets less than 50 lb are welcome (subject to approval) with $25 fee (per pet/night) and nominal $59 VRBO damage insurance (contracted directly with VRBO). Please note: Pets are not allowed in the pool. Sorry, no exceptions. brbrKindly note the 2-night minimum. Weekend-only stays from Memorial Day to Labor Day must include Friday and Saturday night. Check-in is 3 pm, check-out is 11 am.brbrBe sure to check out our many favorable guest reviews. We look forward to seeing you soon!brbrPlease note: The owner requests 10 minutes each morning for a brief swim, but guests are free to decline. : )

Chalet

Romantic Luxury Chalet with Private Pool

Woodstock, New York, United States

Bed

Bath

Sleeps

$869.87

This lovely home is available August through Labor Day. Beautifully updated farmhouse featured in Good Housekeeping & Country Living Magazines. Totally private, Saline Pool, lawns, perennial flower beds, flowing stream & waterfall. Pet friendly.

Country House

Exceptional Property, Saline Pool, Waterfall, Views

Woodstock, New York, United States

Bed

Bath

Sleeps

$800.42

Beautifully Appointed 1876 country house with sweeping lawns and an expansive, enclosed bluestone patio that is perfect for BBQs or roasting s'mores in the fire pit. brbrThe house itself is spacious & loaded with charm. The kitchen is well-equipped with a butler's pantry formal dining room that seats 12 and overlooks the landscaped garden. A screened-in porch overlooks the lawns in front of the house. The large living room features a dramatic wood-burning fireplace, flat screen TV and comfortable seating. The master bedroom offers wonderful views of the woods and the occasional deer behind the house where acres of private hiking trails begin. brbrThe large barn, situated by a stream, has been converted into a game room complete with pool, ping-pong, foosball, air hockey, a basketball game, darts, etc. This insures that even if the weather is bad, there is always something fun to do!brbrEven if a storm knocks out power in Woodstock rest assured our generator would kick in and restore power to everything.brbrThe house is situated between Phoenicia & Woodstock and a short drive from local shops & farm stands.brbrbrHiking Trails: The carriage trails are extensive. We border state land which is approx 150 acres and misc. neighboring land of 600 acres. brbrAll holiday stays are subject to a 3 day minimum

1876 Eyebrow Colonial Home on 36 acres, with pool and fully loaded game room

Woodstock, New York, United States

Bed

Bath

8

Sleeps

$700.0

Escape to your own private Catskills retreat—set on five peaceful wooded acres at the base of Overlook Mountain. This fully renovated 3-bedroom, 2-bath home blends modern comfort with relaxed country living, featuring a heated saltwater pool in summer, a year-round hot tub, a spacious deck and screened porch, and a warm wood-burning fireplace for cooler months.brbrWhether you're swimming under the sun, enjoying morning coffee in the screened porch, hiking nearby trails, or unwinding by the fire after a day in town, this home is designed for easy, comfortable getaways in every season.brbrOutdoor Living Designed for Relaxation:brbrSurrounded by mature trees and landscaped gardens, the property offers exceptional privacy while still being just minutes from town. You will enjoy:brbr- Private heated saltwater pool (open May–September)br- Year-round hot tub under the starsbr- Large deck with outdoor dining and lounge seatingbr- Beautiful screened-in porch for bug-free summer eveningsbr- Landscaped garden and open lawn areabr- Quiet wooded setting on 5 acresbr- Fire pit areabrbrThis is a true indoor-outdoor retreat—designed for relaxing, reconnecting, and enjoying nature.brbrbrIdeal for Every Season — This Home Is Designed to Be Enjoyed Year-Round:br- Summer: swim in the heated pool, dine outdoors, and relax in the garden. br- Fall: experience foliage season and cozy evenings by the fireplace.br- Winter: enjoy snowy walks, hot tub soaks, and fireside relaxation.br- Spring: watch the landscape come alive and enjoy peaceful outdoor time.brbrbrBright, Open Living Spaces:brbrInside, the home feels airy, welcoming, and thoughtfully updated. Large windows fill the living area with natural light and bring the outdoors in, while the open floor plan makes it easy for everyone to gather comfortably. Highlights include:brbr- Spacious open-concept living room, kitchen, and dining areabr- Cozy wood-burning fireplacebr- Fully renovated interiorbr- Comfortable seating and gathering spacesbr- Smart TV and fast Wi-Fibr- Central air conditioning and heatingbr- Clean, modern design throughoutbrbrThe space works equally well for quiet weekends, family vacations, or small group getaways.brbrbrFully Equipped Kitchen & Dining:brbrThe kitchen is designed for both everyday meals and relaxed entertaining. Features include:brbr- Modern appliancesbr- Fully stocked cookware and essentialsbr- Open layout connected to dining and living areasbr- Dining table for shared mealsbr- Easy access to the deck for outdoor diningbrbrWhether you're cooking a full dinner or enjoying takeout from town, everything you need is ready.brbrbrComfortable Bedrooms & Flexible Sleeping:brbrThe home comfortably accommodates families, couples, or small groups.brbrPrimary Bedroom:br- Comfortable king bedbr- Peaceful settingbr- Easy access to bathroombrbrBedroom Two:br- Double bedbr- Bright and comfortablebrbrBedroom Three:br- Twin bedsbrbrBathrooms:br- Two full bathroomsbr- Clean, modern finishesbr- Heated floorsbrbrbrPerfect Location — 5 Minutes to Center of Woodstock, Yet Completely Private:brbrYou'll enjoy the peace of a secluded wooded setting while being just minutes from everything that makes Woodstock special.brbrNearby:br- Restaurants, shops, and galleriesbr- Hiking and nature trails near Overlook Mountainbr- Skiing and winter activitiesbr- Farmers markets and local eventsbrbrYou get privacy, nature, and convenience—all in one stay.brbrbrLocation & Nearby Activities:brbrOur home is conveniently located near many of the region’s most popular destinations, including the equestrian events at HITS, and the ski mountains of Hunter, Belleayre, and Windham. The surrounding Catskills and Hudson Valley offer year-round activities—from hiking and skiing to dining, shopping, and exploring charming local towns.brbrWhether you're planning an active getaway or simply looking to relax and unwind, the house serves as an ideal and comfortable home base.brbrThe attached garage and side entrance are especially convenient during winter months, providing a warm, dry place for skis, boots, and outdoor gear.brbrbrGuest Support & Local Recommendations:brbrWe provide guests with a curated list of our favorite restaurants, bars, hikes, and local attractions—including family-friendly activities and hidden gems. We want you to enjoy the area like a local.brbrWe also have trusted local support available if needed, including professional cleaning and maintenance services, to ensure your stay is smooth and comfortable.brbrFor longer stays (over two weeks), a mid-stay cleaning is required to maintain the home’s cleanliness and comfort.brbrbrHouse Rules & Important Information: to ensure a peaceful and enjoyable stay for all guests:brbr- Maximum occupancy: 4 adults (plus children; flexibility may be considered depending on ages)br- Minimum renter age: 27br- No parties or eventsbr- Quiet residential settingbr- Two exterior security cameras are installed: Front door / doorbell & Driveway facing the garagebrbrThese cameras are used solely for safety and property monitoring.brbrA 4% Ulster County occupancy tax will be added to the reservation as required by local regulations.

Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres

Woodstock, New York, United States

Bed

Bath

Sleeps

$350.56

Brook Cottage Too is ideally located on a shared and secluded property at the end of a private lane, yet it’s just a few blocks from the center of Woodstock and the NYC bus (no car needed!). You can walk to Woodstock’s local attractions (including parks and hiking trails) ~ or you can just stay home and relax in your own private oasis of peace and beauty. The cottage is immaculately clean and available for longer-term rentals, as well as short-term stays.brbrBrook Cottage Too occupies the west wing of an authentic 1928 artist’s residence/studio, featuring oversize north-light windows (with views of Overlook Mountain, the highest peak in the region) and south-facing skylights with forest and brook views.brbrEnter your private fenced patio through a double-door latched gate. Old native bluestone paves the curved walkway and outdoor dining area (framed by gardens of evergreen and flowering shrubs), while smooth river stones surround the gas-fueled fire pit. You can prepare meals using your new Weber gas grill and dine al fresco on the outdoor table shaded by a canopy of trees. At night, light the gas-fueled fire pit and snuggle by a fire under the stars.brbrStep from the patio through a covered doorway into your spacious and light-filled open plan “great room, which features a brand new fully-equipped country kitchen (with a Caesarstone quartz countertop, a quiet Miele dishwasher and new stainless appliances) that overlooks the living room (with an L-shaped slipcovered sofa, oversize north-light windows, a wall-mounted flat-screen “smart TV, and a cozy gas-fueled fire stove), and opens to a windowed dining area overlooking the patio gardens.brbrA skylit hallway leads to a spa-like bathroom with a Caesarstone counter and porcelain tub with a rain shower ~ under a cathedral ceiling with a large skylight! The skylight bathes the room with sun/moonlight, while you bathe under the treetops and clouds!brbrAt the end of the hallway, climb quiet carpeted stairs to the full 2nd floor bedroom, which features a king bed (with a high-end mattress and luxurious 100% organic cotton fair-trade linens) under a large north-light window with mountain views (and black-out shades), a comfortable sitting area, a large remote-controlled skylight (also with black-out shades), a romantic electric fire stove, wide board wood floors with a hand-loomed artisan area rug, and a quiet remote-controlled AC.brbrBrook Cottage Too was architect-designed and has been lovingly renovated and beautifully decorated by the designer-owner and a master craftsman with great care and attention to detail, as evidenced by the hand-plastered walls with softly rounded corners; natural woodwork refinished to a silky sheen; brand new wood and porcelain floors; state-of-the-art systems and appliances (including highly efficient and quiet ACs, dishwasher, and washer/dryer); all new matching sets of dishware, bakeware, pots and pans, cutlery and utensils; 100% organic cotton fair-trade luxury bed linens and plush bath towels, etc. In other words, Brook Cottage Too shares and upholds the same high standards of design, quality, comfort and luxury as Brook Cottage (property #950862), the much-loved and highly popular 5-star rated vacation rental that shares the driveway and parking areas.brbrAlthough Brook Cottage and Brook Cottage Too are totally separate and independent semi-detached rentals (with entrances and private patios on different sides of the building), which are each ideally suited for romantic getaways and personal retreats, they may also be rented together by groups of friends or extended family members who want to be together while still maintaining their own private spaces.brbrNO CAR NECESSARYbrBrook Cottage Too is easy walking distance (just 5-10 minutes) to everything the village of Woodstock has to offer: popular restaurants/cafes, galleries, boutiques and specialty shops, live music and theater performances, hiking trails, bike rentals, etc. In other words, you don't need a car! Instead, you can take the Adirondack Trailways bus from NYC or NJ to the Woodstock village green, and walk just 5 minutes to Brook Cottage Too, your luxury Woodstock getaway at the edge of the village!brbrMUSICbrLive Woodstock music can sometimes be heard at the cottage in the evening (7 - 10 pm) coming from the outside patio of the local favorite Station Bar & Curio, which serves craft beers, cocktails, and light meals in a small one-of-a-kind historic former train depot located about a block away.brbrPETSbrWell-behaved, house-broken and crate-trained dogs are considered ~ please ask. Please note that dogs must be crated when left alone in the cottage, and leashed when outdoors. A $75/week pet fee per dog applies..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 Brook Cottage Too for a peaceful and relaxing getaway!brbrShort-Term Rental Operating Permit #21N-124

TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too

Woodstock, New York, United States

Bed

Bath

Sleeps

$1080.4

Located just a three-minute drive or a leisurely stroll to the center of Woodstock, this stunning five bedroom contemporary home sited on nearly 5 acres has gorgeous mountain views from almost every window and lots of outdoor space to enjoy the beauty of nature. Perfect for a family vacation or couples who want to rest, relax and take in the mountain air. brbrThe house features 4655 square feet with five bedrooms and four baths, including two master bedroom suites and a separate guest cottage. There is a downstairs living room with a unique wooden ceiling, fireplace and bar, and an upstairs great room with stained glass windows, high ceilings, a large sectional sofa and new high end surround-sound audio system and TV. The upstairs master bedroom has a door out to a private deck with bistro table and chair, and a chaise by the oversized window on which to read or nap. The downstairs master bedroom has a view of the pool and a built-in dresser. The two downstairs bedrooms have queen-sized beds. All the bathrooms are newly renovated. Both master baths have double sinks. The upstairs master bath has a freestanding bathtub as well as a shower. Beautiful wood floors, fully equipped chefs kitchen and tasteful decorations are some of what make this home so special. brbrLounge on the couch in the screen-in porch, or eat at the outdoor dining table on the wooden deck. Swim in the 20 x 40 foot pool, or relax in the outdoor hot tub. Enjoy the newly built fire pit all year long. This is an ideal home for enjoying family, friends, nature and culture. brbrRegistration #20N-050

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock

Woodstock, New York, United States

5

Bed

4

Bath

10

Sleeps

$388.99

Summary:brbrMaison Noir is a stunning 3 bed, 3 bath contemporary sanctuary just 2 hours from NYC. Designed with elegance and energy efficiency in mind, it features the unique Wabi Sabi Design Philosophy. Indulge in a resort calibre oasis, boasting a heated pool, cedar hot tub, chic lounge seating, firepit, BBQ, and alfresco dining! All just 5 minutes to the Village of Woodstock.brbrbrbrNearby Attractions: Woodstock Golf Course (2 mins), Tennis Club (5 mins), Woodstock Day Camp (6 mins)brbrNearby towns: Saugerties (15mins), Kingston (20mins), Catskill (30min), New Paltz (35mins), Hudson (35mins)brbrbrbrThe Space:brbrExperience unparalleled luxury at Maison Noir, an exquisitely designed getaway with calming neutral tones, boasting the unique Wabi Sabi Interior Design Philosophy.brbrbrbrThe open-concept space is framed by nature, with soaring ceilings, clean lines, and carefully curated furnishings that radiate sophistication. The main living area features a striking double-height ceiling with an abundance of natural light streaming through a full wall of windows.brbrbrbrThe sleek kitchen features a long poured-concrete counter, open shelving, and matte black fixtures. Industrial wire-frame stools offer casual seating along the counter, perfect for sipping morning coffee or a shared bottle of wine. Adjacent, the dining area centers around a beautiful matte-black table, with matching high-back spindle chairs—great for shared meals.brbrbrbrA cozy lounge area with a low-profile black sectional invites you to relax with a book or enjoy a quiet moment while taking in the views through oversized windows. Thoughtful artwork, a statement fireplace, 2 designer wire chairs and a comfy sofa, provide ultimate comfort and style. brbrbrbrThe master bedroom, located on the main floor, features a king size bed and ensuite bathroom with a walk in shower. The master bedroom has a Smart TV (this is the only TV in the house). Upstairs are two guest bedrooms each with a queen size bed and a twin day bed. These rooms share a bathroom with a walk in shower. brbrbrbrStep outside into a boutique style haven designed for elevated outdoor living. The expansive, heated pool sets the tone for total relaxation surrounded by an elegant dark grey flagstone deck with modern lounge chairs. A separate deck offers a cedar hot tub and sun loungers ideal for peaceful morning soaks. Gather around the glowing fire pit with a glass of wine, enjoy alfresco meals fresh off the grill, or settle into chic lounge seating.brbrbrbrMaison Noir is a dream for design lovers, nature seekers, and anyone craving a beautiful, intentional space to reset and recharge. Soak, swim, lounge, and dine in style beneath the open sky - indulge in a truly luxurious experience.brbrbrbrThe Neighborhood:brbrWe love sharing our Red Cottage picks with our guests, and Maison Noir puts you close to it all. For amazing meals, check out Silvia and Cucina for seasonal, locally inspired dishes, or try Good Night for creative Southeast Asian flavors. For something more casual, grab coffee and pastries at Caffe Woodstock or a wood-fired bagel from The Mud Club.brbrbrbrWhen the sun goes down, head to Woodstock Brewing for craft beer, Small Talk for great cocktails in a cozy setting, or catch some local flavor at Tinker Street Tavern.brbrbrbrNeed provisions Sunflower Market has everything you’ll need, while Woodstock Meats, Fruition Chocolate, and Bread Alone offer the best local specialties.brbrbrbrFor shopping, we love browsing Three Turtle Doves, Gilded Carriage, and Pacama Furniture. Book lovers should stop into The Golden Notebook, and wine enthusiasts will appreciate the curated selections at Unfiltered Wine.brbrbrbrFor fresh air and amazing views, hike Overlook Mountain. And if you're here for music, don’t miss a show at The Colony or legendary Levon Helm Studios—two unforgettable local venues.brbrbrbrGetting Around:brbrMaison Noir is just 2 hours from New York City. A car is essential for getting there and exploring the area. The main access routes are the I-87 S, NJ-17 S and FDR Dr. We strongly recommend a 4x4 or a car with four-wheel drive, especially in winter, to handle snow and gravel roads.brbrbrbrOther Things to Note:brbrNOTE: The property does not have window shades or blinds. The pool and hot tub close during the fall season shortly after Labor Day, and opens up again in late Spring/early summer.

Maison Noir: Upstate Oasis | Chic Design | Pool + Hot Tub

Woodstock, New York, United States

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Bath

Sleeps

$350.0

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.

Privacy & Luxury @ Heart of Woodstock w/ Hot Tub

Woodstock, New York, United States

Bed

Bath

Sleeps

$565.97

Summer Rental (May-Sept) or Annual Getaway (30% off) The Artist’s Cottage at Library Lane is a circa 1925 Vervoordt-inspired home in a private setting near the vibrant town of Woodstock. Built by the iconic Woodstock artist Paul Arndt as his sprawling art studio, this property is steeped in the history of the region’s most influential generation of artists and has been featured in the TV series Design Defined and the prestigious Francis York publication, known for featuring historic estates. The cottage has an original stone fireplace fitted with a Stub Belgian insert, soaring high ceilings, and wide pine floors, along with modern touches like skylights and a Venetian plastered bathroom by artist Anthony Chase. Creature comforts abound George Smith sofas, oak sawhorse dining table, custom barn wood cabinetry stocked with Le Creuset cookware, Sabatier knives, a Nespresso coffeemaker, and a cold-pressed juicer and blender. The screened-in porch with its cathedral-style ceilings is a perfect spot to practice yoga, read, meditate, or simply take in the beauty of the Michael Trapp landscape-designed property, and enjoy elegant outdoor dining and barbecue. Equally restorative is a low EMF Sunlighten far-infrared sauna located on the porch. Library Lane is a peaceful, quiet haven just a five-minute walk to downtown Woodstock, and near the area’s most beloved skiing, hiking, and wild swimming spots.

Boutique Luxury Retreat in the Town of Woodstock. Short or Long Term

Woodstock, New York, United States

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Bath

Sleeps

$295.4

Set on six secluded acres, this cabin offers complete privacy with visits from deer, wild turkeys, and woodpeckers. Unwind in the hot tub, entertain on the expansive deck, or curl up by the gas fireplace. Just 5 minutes from downtown Woodstock, with high-speed Wi-Fi, and TV. The Woodstock Spa within walking distance for all your pampering desires.brbrLess then 2 hours from NYC. Private getaway in the Woodstock's woods. Rural setting, wild life abound.

Cabin

Contemporary, Secluded Cabin in the Heart of Woodstock W/Fireplace & Hot Tub

Woodstock, New York, United States

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Bath