Vacation Rentals By Owner In Woodstock, NY

$778.4

Peaceful, stunning property 3 min to Woodstock-truly a Blissful Getaway

Woodstock, New York, United States

Perfectly located, this spectacular home is a 2-minute drive or a 10-minute walk into the heart of our town – Woodstock’s Village Green. Here you can experience some of the finest dining in the Hudson Valley, along with great boutique shopping and organic local food stores. If you are a music lover, we are a 2 -minute walk to Levon Helm Studios, where you can attend a Midnight Ramble. If you love hiking, we are surrounded by great trails throughout the Catskills & can recommend a local guide.brbrThe owners designed and built our home with an abundant amount of care and attention to detail -- both inside the house and with the connection to the 10.5 acres that it sits within -- allowing for a serene environment one retreats to when looking for the perfect getaway in the Catskills. Our home is conveniently located 45 mins to Hunter, Belleayre and Windham ski resorts and 100 miles North of New York City. This spacious, 4000 square foot house is a stunning, high-end, three-story post and beam Douglas Fir home that is rustic and elegant with a blend of different styles - modern, old, eclectic and luxurious. The nautical pieces and theme throughout the home are testimony of the owners love of the ocean and their world travels, spanning over 30 years. This is the perfect home for family/friend’s getaways, reunions, and/or special gatherings. brbrThe natural elements of wood, stone and steel are incorporated both inside and outside the home. Other architectural features include cedar siding, stone walls, and custom -made steel railings, which were made by a local artisan who created a tree sculpture within the rail. brbrThis airy, bright home dominated by the vaulted ceilings and multiple French doors & windows has a sense of openness with great sun exposure, mountain views and sightings of the local birds and wildlife. brbrThe three levels of this home offer numerous relaxation areas for reading, playing games, meditation, yoga and napping.brbrFIRST LEVELbrThe first level is the entry point. You will find the large combination laundry/mud room -- fully equipped with shoe racks and a long seating area with a wall full of coat racks.brThere is one guest bedroom with queen bed. There is a large closet and radiant heated floors. In-between the bedrooms is a huge guest bathroom with a jacuzzi spa bath, a spacious walk-in shower, radiant heat flooring, plush towels and all basic toiletries. brbrTo note: The north facing bedroom has access to the outside L-shape deck that houses the hammock nook, chaise lounges and the barbeque grill. This is the perfect space to relax and watch the kids play on the large lawn area and/or on the trampoline. brbrSECOND LEVEL brThe great room is the heart of the house and it is magnificent! The 2-story, high vaulted Douglas Fir ceilings showcase a hand-built stone fireplace with a granite bluestone mantle. The woodstove heats the entire home and gives an incredible feeling of a cozy and romantic ambiance. Just off the great room on the deck is the wood-shed where you have easy access to gather your firewood. There is also a large, oversized, deep-cushioned, L-shaped couch that is complimented by two adorning sitting chairs and a large coffee table. A 65” wall mounted LG television with Apple TV service makes this room the perfect place for streaming music, watching sports or having a fun, family ‘movie night.’ brbrThere is also an adjacent sitting area with a couch where one can relax and read and/or take an afternoon nap.brbrSteps away from the great room is a chef’s kitchen. What the great room does to one’s filling one’s heart, this gourmet kitchen does to filling one’s stomach. brbrThe open-floor plan was designed by the owner who is a professional chef, and it is not only highly functional, but also a captivating space for preparing meals while guests and/or family linger in the kitchen. brbrThis Chef’s Kitchen has a Bertrozoni gas range, a Bosch dishwasher and a refrigerator with an ice maker and water. There is also an oversized sink under a large window that overlooks the woods and property. The countertops offer a generous area for food preparation and hold a Nespresso, an in-built microwave, a wine refrigerator and lots of storage cupboards. The kitchen is equipped with a complete set of dishes, glassware, cutlery, bakeware, serving platters and other modern amenities you need to prepare your meals, desserts, and drinks. brbrWithin the kitchen area is also a dining table that seats 6 people. During the warmer months, you can enjoy the great outdoors by dining on the incredible U-shaped deck that looks out onto the grassy lawn and a spectacular view of Overlook Mountain. This deck offers guests hours to enjoy beautiful sunrises, sunsets and stargazing with a Telmu telescope and binoculars. brbrThis level also has a powder room and a separate office with two desks, bookshelves and a HP copy/printer/scanner and a EERO Wifi booster.brbrTHIRD LEVELbrThe third level of the house is like living in a tree-top sanctuary. Light-filled from all angles, this quiet space allows one to retreat to the cozy lounge with two velvet upholstered sofas or to head to the Master Suite. brbrThe Master Suite is a tranquil and harmonious room – a true oasis with a king size bed adorned in luxurious linens and lavish pillows. The large windows showcase the mountain vista right from the bed. There is also a reading nook and a small balcony to sit and enjoy your morning coffee or to just to open the French doors and let the mountain air in!brThe master bathroom has double sinks, hotel-plush towels and while you are showering enjoy the view of the woods and the tree-tops.brbrTRAMPOLINE/ GRASS FIELDbrThere is a state-of-the-art trampoline with secure netting that children and adults will love to play in. The grassy field at the front of the house is a great place to set up the soccer nets, a picnic or doing some yoga.brbrSECURITYbrThe house is equipped with CO2/smoke alarms and a home security system. brbrPETSbrSorry, no pets are permitted on the premises except licensed therapy dogs. Please note that a $100 pet fee applies. brbrEASY TO CONTACTbrEither before booking or during your stay, the owner Chrissy, will be happy to answer any of your questions, concerns and/or need.brbrCONCIERGE SERVICESbrChrissy is also a chef and runs a boutique, concierge business whereupon she can order and stock your provisions and alcohol in advance of your arrival, cater a dinner party and/or an outdoor barbeque (weather permitting), bake birthday and celebration cakes and desserts, book local tour guides, etc.

3

Bed

2

Bath

6

Sleeps

$1305.2

/ Nightly

Private Vacation Home

Modern Farmhouse w/ Heated Pool & Creek Access

Woodstock, New York, United States

Escape to a beautifully restored farmhouse that blends timeless charm with modern comforts. Nestled in a peaceful, scenic location, just a few miles from the iconic town of Woodstock, this spacious home offers the perfect retreat for families or groups seeking a relaxing getaway.brbrThis spacious farmhouse features 4 cozy bedrooms, making it the perfect retreat for families or groups. The primary en suite is a true sanctuary, offering a luxurious king-sized bed, a spacious layout, and a beautifully renovated bathroom for added comfort and privacy. Two additional bedrooms each feature a queen-sized bed and dresser, while the fourth bedroom has two twin beds, ideal for kids or an extra guest. brbrThe heart of the home is the open-concept kitchen, fully equipped with modern amenities and a generous layout perfect for preparing meals and spending quality time together. Just steps away, the dining room and family room provide an inviting space for conversation and relaxation. On chilly evenings, gather around the wood-burning stove in the family room or simply unwind in the warm, cozy atmosphere.brbrFor those needing a quiet space to work or unwind, the office offers a peaceful corner to focus, while the TV room provides a comfortable setting for board games or movie nights with loved ones. Plus, there’s a dedicated fuse ball table room for friendly competitions, with an additional wood stove to keep things warm and inviting during your indoor activities.brbrOutdoor Oasis:brStep outside and unwind in your private oasis. Enjoy meals on the back patio or gather around the firepit to make s’mores and enjoy the starry skies. The heated pool is perfect for relaxing swims, and the serene creek offers a tranquil setting for outdoor enjoyment. Spend your afternoons lounging by the pool or playing a game of ping pong. Wash off the day in the outdoor shower and take a peaceful stroll to relax by the creek or explore the natural beauty of the surrounding area.brbrGuests can access the entire home and property.brbrWe are just a phone call or text message away and can provide recommendations or help if needed. Our management team is available 24/7.brbrThe Pool is open May through October. Children 12 and under require supervision at all times. Pool area is fully fenced in with child proof gates. brbrThere are security cameras outside the front door.

Bed

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Sleeps

$254.24

/ Nightly

Apartment

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Woodstock, New York, United States

Welcome To Your Colorful Modern Hideaway In The Heart Of Downtown WoodstockbrbrPart of a fully renovated property, this brand-new unit is full of personality, style, and modern comfort.brbrStep outside and you’re instantly connected to the town’s best shops, restaurants, and galleries.brbrInside, enjoy a sleek kitchen, bold decor, and spa-like bath.brbrThis thoughtfully designed hideaway offers comfort and character in a walkable, artsy town you’ll love discovering.

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Sleeps

$164.0

/ Nightly

Private Vacation Home

Modern House In The Woods, Yet Close To Downtown Woodstock

Woodstock, New York, United States

This is a three bedroom modern home sitting on a small hill. The location is perfect, private yet convenient. It is walking distance to downtown Woodstock, easy access to the community swimming holes, town events, galleries, shops & restaurants. You can enjoy the peace and quiet in the woods, and only 10 minutes walking, you are in the center of the town. brbrFeaturing unique architectural style, the house has a working brick fireplace, and open floor plan. There are two queen size bedrooms with large closets, both with views to the green woods. The bathroom is conveniently situated between the bedrooms. The living room couch is a full size futon if needed. Full size kitchen with wooden countertop. There is a small deck equipped with a grill set, for all the BBQ lovers and furnitureshabby to just sit and lounge in the evenings. Perfect for a couple with kids or two couples without kids. brbrThis is a perfect place for weekend getaways, whether to explore Woodstock and its vicintiy or simply sit back and relax and enjoy the peace and quietness it has to offer.brbrbrWe provide flat screen TV, wireless internet, all kinds of wooden toys and board games. brThere are plenty of outdoor activities in and around Woodstock all year round. Hiking, Skiing, music festival, film festival, farmer's market, you name it. brbrFor guests who are coming from Manhattan by bus, Trailway will take you to Woodstock downtown from Port Authority. It is about 10 minutes walk to the house. br

3

Bed

6

Sleeps

Exceptional(1)

$597.0

/ Nightly

Private Vacation Home

Woodstock Secluded Close to Town

Woodstock, New York, United States

About this space:brOur beautiful family vacation home is a 1/2 mile to town and sits on a 3 acre parcel with a stunning Mountain View. It is situated amongst the trees, on a private road nestled in the woods. Amazing location 1/4 of a to the Millstream.brSit on our large fenced in deck and listen to the birds, soak in the hot tub, enjoy the outdoor fire place and have a peaceful getaway.brbrThe space:brOur open floor plan with a fully stocked chefs kitchen, dining and living area provides a wonderful entertaining and relaxing atmosphere.brWindows abound and bring the outdoors in, complimented by an adjacent multi level deck.brMaster bedroom suite on main floor and 2 bedrooms upstairs provide spacious accommodations with 2 full baths and powder room.brThe home and property provides great interaction with nature. Watch the deer graze, the turkeys trot and hear the birds sing. Take a hike through the woods and explore blue stone mountain.brbrOwners are available to answer all questions by phone and address your needs.brbrWoodstock is a quaint and quirky artists colony with multiple music and theatrical venues, galleries and wonderful dining options.brWalk into town or swim in the Millstream.brHike Overlook Mountain or take a scenic drive through the Catskills and explore the small hamlets nearby.brbrSituated 10 minutes off of exit 19 on the NYS Thruway or take the Adirondack Trailway bus to the center of town. Albany or Stewart Airport is about an hour away. Kingston is the commercial and shopping hub 10 minutes by car.brbrThe Hudson Valley abounds with historical landmarks, mansions, museums, cultural destinations such as Roosevelt Presidential Library and home, Vanderbilt Estate, and Culinary Institute.brbrGuest access:brSoak in our hot tub and enjoy our large deck with outdoor fireplace. The home and property provides interaction with nature. Watch the deer graze, the turkeys trot and hear the birds sing. Take a hike through the woods and explore bluestone mountain.brbrOther things to note:brThe house's open floor plan is perfect for gathering with friends and family. Our well stocked kitchen and deck BBQ is great for creating that perfect meal. Enjoy our indoor and outdoor fireplaces’s in the winter and our full house AC cooling in the summer along with multiple ceiling fans throughout.brSoak in the hot tub on our multi level deck and hike in the surrounding woods.brKids will enjoy the great outdoors and the play set.brbrAdditional rules:br3 night minimum, but inquire about 2 nights please.brCheck-in time 3PMbrInternet, multi room cable, child and dog friendly eclectic furnishings allow for casual easy care smoke free living. Pet friendly (dogs only)

3

Bed

2

Bath

7

Sleeps

$1096.43

/ Nightly

Private Vacation Home

Woodstock Luxury Home- heated pool, hot tub, 9 beds

Woodstock, New York, United States

This home has been on that other place for 9+ years with over 100+ reviews :) Heated pool is open! I will work with you on pricing. There are 6 bedrooms with 9 total beds- 5 full, 2 queen, 1 king, 1 single and full baby room. Heated pool 4/28-10/16/26 open. Year-round hot tub.brbrYou’ll love my 5 acre, 3500 sq ft + spacious home and 1500 sq ft game room basement! The location is only 1.7 miles from Woodstock's Main Street- Tinker. Basement has ping pong, arcade games, pool and air hockey.

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Sleeps

$337.87

/ Nightly

Cabin

Log Cabin/screened porch, 9 Acres/ Mountain views

Woodstock, New York, United States

10 years new Log cabin, hand built by Amishcraftsman, located in the Catskill Recreation Park, with preserved land in the immediate area. There is a large lawn and a screened in porch overlooking Mount Tremper. 2 bedroom/ 1 bath, with an open kitchen, dining and living areas. French doors accent the view!brHike Mount Tremper or Overlook, walk the fabulous Rail trail. Fish in Esopus of Rt 28. Tour the Hamlet of Woodstock and Phoenicia. Many music and theater events in the area. Little further is Historic Kingston. Visit Kenneth Wilson State Park, Massage at the Emerson, Visit a Monastery or just relax!brWe love feeling secluded at the cabin but having so much available within 15 minute drive.

2

Bed

1

Bath

4

Sleeps

$833.58

/ Nightly

Private Vacation Home

Woodstock Family Home w/ Tree House + Heated Pool

Woodstock, New York, United States

Summary:brTown of Woodstock Special Use (aka STR) Permit #23-0683.brbrFeatured in Hudson Valley Style Magazine, this fully updated modern farmhouse is ready to host. Radiant-heated full baths, whole-house generator, PRIVATE heated saltwater pool (schedule/weather permitting), four-season porch, indoor fireplace, fully equipped kitchen, outdoor grill, etc. Basement includes ping pong and pool tables. All bedrooms and full baths upstairs. Half bath on the main floor.brbrThe Space:brTotally renovated with great attention to high end details, this is not your typical rental!brbrGuest Access:brEntire house & propertybrbrThe Neighborhood:brFabulous, quiet family neighborhood with privacy for everyone-the best of all worlds!brbrGetting Around:brA quick 5-minute drive to the town of Woodstock. The NYC bus stops in the center of town!brbrOther Things to Note:brWe do not allow pets. No smoking.brbrWe kindly ask that guests limit the amount of garbage to one bag per night.brbrInteraction with Guests:brWe have a local host who grew up in Woodstock -- the local knowledge and the owner's support of the community shines through!

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Sleeps

$672.33

/ Nightly

Private Vacation Home

Woodstock walk to town, entire home and property to yourself, mountain views.

Woodstock, New York, United States

Broadview Retreat House is located in Woodstock NY. The house is a 10 minute walk to Tinker Street, the center of town. Enjoy the peaceful mountain views from the comfort of the warm indoors. Make a fire and watch the wildlife on the property. 4 large bedrooms and 2 full bathrooms. Large stocked kitchen. Over and acre and a half to roam.brContactless check in. Entire property to yourself; no other tenants or owners on site.brbrThe home has central air and 5G fast WiFi. Brand new whole house generator to ensure the electricity is always on. We provide EV tesla charger. There is a stocked kitchen with a Keurig and anything you can possibly need during your stay. We have multiple outdoor seating areas including 2 decks, fire pit and mountain views and a bluestone patio with a gas fire table. For the kids we provide board games, yard games including Kan Jam, badminton, cornhole and giant Jenga. In the home we have toys, books, high chair, pack and play, and more.brbrThere is a driveway large enough for 6 cars, maybe a trailer if needed.brbrNo need to bring anything, we provide wood for the fireplace, k cups, paper products and a stocked kitchen with spices and most condiments. A stocked cabinet of cleaning supplies is left for guest use as well.brbrAt this time the house is not allowing pets. No Smoking.brAlso, no parties, this is a quiet neighborhood and observes quiet after 10pm.brbrWe take cleaning very seriously and have professional cleaning crew between each guest. We also have an air purifier in the home for you to use at your discretion. brbrWe have many recommendations of what to do in the area and look forward to sharing our love of Woodstock with you.brbrCheck in 3pm check out 11ambr*STR permit #21N-142

Bed

Bath

Sleeps

$242.98

/ Nightly

Cabin

Adorable Red Cottage, walking distance to Woodstock

Woodstock, New York, United States

We invite you to enjoy your time upstate in our Cozy Red Woodstock Cottage! This adorable, thoughtfully renovated 2 BR cottage was originally built in 1935 is only a short 12 min walk to the heart of Woodstock Village. Walk into a light and spacious open plan dining/living room with dark wood beams and accents, skylights and large windows allowing the nature outside to surround you while you relax. Outfitted with large antique dining table that seats 4 as well as a 60” TV and Sonos sound system for nights and days in. Large, separate eat-inkitchen w/ breakfast bar and paned windows that open to the screened-in porch and brand new stainless steel appliances. Treat yourself to your own spa experience by taking a bath in the newly refinished antique deep claw foot tub. The second floor has a cozy TV room, loft work space with reading nook. Enjoy morning coffee or evening cocktails with friends on the screened porch or from the outdoor seating area on the wood deck. Candles and LED solar string lights give you a soft glow at night. Take a nap in the hammock and watch the deer graze on the adjacent field. Private and quiet oasis surrounded by green yet only minutes to the heart of Woodstock, great restaurants, shops and the activities of our quaint, historic town at the gateway of the Catskills. Come and experience it with us!

Bed

Bath

Sleeps

$318.57

/ Nightly

Private Vacation Home

HUGE KITCHEN 4 Private Acres, 7 Min to Town, AC, Fireplace - Opt. Studio addl.

Woodstock, New York, United States

Summer at the Red Cottage! Relax by the hand-built stone fireplace, watch the birds and wildlife from outside on the patio and bar-b-que. Complete privacy at this vintage cottage on 4 private acres. Enjoy a great cooking experience in the HUGE kitchen/ dining room addition, surrounded by windows so you can watch the wildlife roam and play outside. (Optional, separate Studio space available at $35/night + tax and $15 cleaning fee.)brbrTake your shoes off and get comfortable! The Red Cottage is a kick-back-and-relax kind of home. Simple but with special touches; cozy but accorded common spaces that invite friendly get-togethers; private but not isolated. This warm and welcoming Woodstocky home is situated on 4 acres, just 7 minutes from town.brbrThere are two cozy bedrooms, each with queen-size beds; one bath with a tub and shower combination; a large living room that boasts a vaulted ceiling, a hand-built stone fireplace, and a quiet nook for reading. There is a flat-screen TV , and we do have good internet and WiFi. Air conditioning units for the warmest days. And this is a house with a sense of humor, as evidenced by the art you will find sprinkled throughout the home by the well-known artist-owners.brbrThe cottage is original Woodstock, tastefully updated to maintain its quirky nature without sacrificing modern convenience. The large cook’s kitchen with dining area is stocked with plenty of cookware and utensils, a 4-burner gas stovetop, separate large electric oven, and windows that wrap around the vaulted room on 3 sides for beautiful views of the outdoors every season of the year.brbrFor outdoor enjoyment, we’ve provided a charcoal grill, an outdoor eating area, and a fire pit for enjoying convivial evenings. You’ll find special little spots all over the property for sitting, contemplating, or for playing outdoor games. This is a great house for families and close friends.brbrDogs are welcome for a one-time $35 pet fee. brbrOptional separate studio building available at $35/day for private workspace if needed.brbrFor your comfort and convenience, we supply:brKitchen:br4-burner gas stovetopbrElectric ovenbrDrip coffee potbrSmart convection ovenbrDishware and glassesbrPaper towelsbrPaper napkinsbrDish soapbrNew, individually wrapped dishwashing spongebrOlive oilbrSalt & pepper, basic spices and herbsbrbrBath:brBath towelsbrHair dryerbrBath soapbrShampoobrConditionerbrBathroom tissuebrbrBedroom:brAll bed linensbrbrTech:brWiFibrSmart TV – Basic cablebrCell phone servicebrbrOther:brAC unitsbrWood for the wood-burning fireplace and fire pitbrCharcoalbrLighter fluid and matchesbrTrash pick-upbrbr*Property manager available to answer any questions or solve any problems*brbr**For your own peace of mind, please purchase Trip Insurance.**

Bed

Bath

Sleeps

$615.8

/ Nightly

Private Vacation Home

'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub

Woodstock, New York, United States

Welcome to 'Casa Reál,' an exquisite 4-bedroom, 4-bathroom ranch vacation rental in the iconic upstate town of Woodstock. This wonderful mid-century home is situated on a semi-private lot with scenic tree views and a hot tub, mere minutes from town, surrounded by towering pines and beautiful landscaping. Inside, find a bright living space, custom drapery, contemporary furnishings, and a gourmet kitchen. Dine al fresco on the oversized screen porch and end the night gathered around the fire pit!brbr-- THE PROPERTY --brbrFire Pit w/ Adirondack Chairs | Newly Renovated Kitchen, Bathrooms, & Outdoor Spaces | Baby Grand PianobrbrThis unique Woodstock home is a perfect home base for those looking to get outdoors with nearby hiking trails, skiing areas, and local attractions, all located within a day trip of NYC. brbrBedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: King Bed | Bedroom 4: Queen BedbrbrOUTDOOR LIVING: Private hot tub, new screened-in porch & skylights, 2-acre lot, Weber gas + charcoal barbecue grills, massive lawnbrINDOOR LIVING: Mid-century modern furnishings, sunken living room, wood-burning fireplace, formal dining room, all new hardwood floors, white baby grand piano, custom window treatmentsbrCHEF'S KITCHEN: Fully equipped & newly renovated (over $70,000) w/ quartz countertops, V-Line 6-burner gas range stove, new wet bar, ice maker & wine cooler, stainless steel appliances, 2 dishwashers, refrigerator w/ icemaker, juicerbrGENERAL: Washer/dryer, air conditioning, linens/towels, suitable for children, suitable for elderly, pet fee (paid pre-trip)brbr-- THE LOCATION --brbrSKIING AREAS: Windham Mountain (30 miles), Belleayre Mountain Ski Center (31 miles), Mohawk Mountain Ski Area (58 miles), Thunder Ridge Ski Area (60 miles)brOUTDOOR RECREATION: Woodstock Waterfall Park (3 miles), Ashokan Reservoir (6 miles), Overlook Mountain Wild Forest (10 miles), Falling Waters Preserve (12 miles), Minnewaska State Park Preserve (32 miles), fishing, hikingbrTHINGS TO DO: Woodstock Playhouse (2 miles), Stockade District (9 miles), Rondout Lighthouse (12 miles), Vanderbilt Mansion National Historic Site (26 miles), New York City (112 miles)brAIRPORT: New York Stewart International Airport (47 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- Dog friendly with $150 fee (+ fees & taxes, maximum 2 allowed)br- No cats allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may apply

Bed

Bath

Sleeps

$380.8

/ Nightly

Cottage

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

Woodstock, New York, United States

Creek Cottage was built in 1939. A charming 2 bedroom, 2 bath home that has been updated with the aim of keeping the original farmhouse touches that make it very special. The photographs express it best. About .7 miles—or 14 uptown blocks— from the center of Woodstock, it’s an easy walk for city dwellers. But if you want to drive, it will take you about 3 minutes.brbrThe cottage is truly cozy, but not because it’s tiny because it isn’t. It is just warm and welcoming, and it will bring a smile to your face as soon as you walk through the front door. The wide plank floors, beamed ceiling, and fireplace with original wood framing are striking. This is clearly a house where you can kick your shoes off and relax.brbrThe kitchen is vintage in style but has modern appliances (no dishwasher, though). The large farm table can easily seat 6, and you’ll enjoy the views into the woods through the huge windows on two sides. On this main floor, there is a bathroom with shower, and you’ll find the washer/dryer here as well. brbrBoth bedrooms are upstairs. One has a king-size bed, and the other has two twin-size beds. The bathroom has a tub and shower combination. In addition, there is a sitting area with a comfy couch and 43” flat-screen television, utilizing Sling TV. Of course, we have WiFi, too, so if you must engage with the 21st century on your vacation, you can!brbrOutside is a wooden deck with table and chairs. In summer, fresh herbs grow in the flowerpots, ready for you to pick fresh to use for your culinary endeavors. There is also a gas barbecue grill for your enjoyment, and we will supply the gas. Enjoy your meal looking right into the woods, and listen—much of the time you can hear the creek for which the cottage is named.brbrWe supply many amenities for your stay:brBed & bath:brAll linens and towels for bed and bathbrPaper goods for the bathroombrShampoobrConditionerbrBath soapbrHair dryerbrKitchen:brDishwashing soapbrBrand new spongebrPaper napkinsbrCoffee potbrMicrowavebrSalt & pepperbrOlive oilbrOther:brWood for the fireplacebrGas for the grillbrA property manager on call should you have any questions or issues during your stay.br

Bed

Bath

Sleeps

$924.73

/ Nightly

Private Vacation Home

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, pool & porch for bird watching. brbrSleeps 10 guests with 5 bedrooms, 3 baths, kitchen, dining, and fireplace.brbrPlease note that this property is not suitable for parties and is intended solely for peaceful relaxation. brbrSurrounded by hiking & ski trails in the Catskills and Hunter Mountain, it's perfect for those looking for a quiet retreat while still being close to outdoor activities.brThe spacebrExperience the perfect blend of luxury and seclusion in this spacious 5-bedroom, 3-bathroom home. Equipped with all the necessary amenities such as a fireplace, study, formal dining room, and a fully-stocked kitchen, this home is perfect for a relaxing getaway. Whether you're looking for a place to crash or a weekend home, this property is sure to meet your needs.brbrTake a dip in the private pool or gather around the fire pit for a fun evening with friends and family. This 1970s home has retained its original charm while being upgraded for modern comfort.brbrSituated on a quiet cul-de-sac, this property is close to town but still offers a sense of seclusion. It is within walking distance to Shakti Yoga and Woodstock Tennis Club and just a short drive from Saugerties and Kingston.brbrExplore the nearby attractions such as Woodstock Animal Sanctuary, H.I.T.S, Opus 40, Hunter, Windham, Belleayre Mountain, and Kaaterskill Falls during your stay.brGuest accessbrSwimming pool ( not heated)br-Pool opens after Memorial day. br-Pool closes end of September. brbrFirepitbrbrProperty grounds br(Please stay within the treeline)brbrParking on driveway br(No more then 5 cars parked on the driveway)brbrPlease do not park any vehicles on the street. brbrFor your safety, basement and garage are off limits.brOther things to notebrChlorine Pool (Not heated)br- Pool opens after Memorial Daybr- Pool closed end of September. brbrOnly park on the driveway. No more then 5 cars total. Please do not park on the street. brbr(Outdoor quiet hours after 10pm.)brIt's a quite neighborhood. So please be respectful to our neighbors who are full time residents.brbrBathrooms are on the second floor. You will need to walk up stairs. brbrNo cable TV. But you can stream content on Netflix and Hulu using your account. brbrThere are Ring camera devices to monitor the perimeter of our property. It's Motion activated and records video and audio.br- We do not have any cameras installed in the house.

Bed

Bath

Sleeps

$1370.55

/ Nightly

Private Vacation Home

Woodstock Ridge / Hot Tub, Pool & Fire Pit

Woodstock, New York, United States

Wander Woodstock Ridge is an exquisite escape designed for rejuvenation and luxury. This stunning property offers an exclusive gym for invigorating workouts, a tranquil sauna for ultimate relaxation, and a bubbling hot tub perfect for unwinding under the stars. Experience unparalleled comfort and sophisticated amenities in this serene retreat, ensuring a truly indulgent and memorable stay.brbrNestled in the heart of the Catskill Mountains, Woodstock offers a rich tapestry of activities for visitors. Outdoor enthusiasts can explore the extensive trails of Catskill Park, providing opportunities for hiking, bird-watching, and immersing oneself in nature. The town's vibrant arts scene is showcased through numerous galleries and studios, reflecting its longstanding artistic heritage. Music lovers can enjoy live performances at local venues, continuing Woodstock's storied musical tradition. For a leisurely experience, strolling along Tinker Street reveals an array of unique shops, cafes, and restaurants, capturing the town's eclectic charm.brbrACCESSIBILITYbrThis home contains features that may be difficult for mobility-challenged guests, including climbing stairs to navigate the property.brbrPOOL HEATbrThe pool is available from May to near the end of October. There is an additional fee of $150 per day for pool heating at this home. Please let us know at least 72 hours before your arrival if you would like the pool heated during your stay.brbrPET POLICYbrOur pet fee is $350/stay charged at check-out. The fee goes to the cleaner for the extra work required after a pet stays. Pets are strictly prohibited in beds, indoor or outdoor furniture, or spa facilities.brbrOCCUPANCY NOTICEbrThis home follows a strict maximum occupancy rule of 8 people. Children 12 years old and under are not counted toward the guest limit. However, all other guests must be included in the total occupancy count. Reservations that exceed the permitted occupancy may not be approved, so please ensure your guest count complies with these requirements prior to booking.brbrNO SMOKINGbrSmoking is strictly prohibited both inside and outside the home. A fine of $1,000 will be applied to any guest found violating this policy.brbrPARTIES AND EVENTSbrSmall gatherings that do not exceed the home’s maximum occupancy and that remain respectful of neighboring properties and local noise ordinances may be permitted with prior approval. Please notify the Concierge in advance if you would like to host an event during your stay.brbrSECURITYbrFor security, there is a ring camera on the exterior of the front door and cameras facing the driveway area at this Wander. There are no other cameras inside your Wander home.

Bed

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Sleeps

$333.33

/ Nightly

Private Vacation Home

Renovated home seconds from town

Woodstock, New York, United States

Welcome to this newly renovated Woodstock Home (3BR/2.5 BA/1,595 sq ft). A dream getaway for those looking to fall in love with the Catskills or just escape from the city for a while! Brand new appliances and furnishings. Located on Tinker Street - steps from the center of town where you will find your pick of restaurants, shopping, coffee shops, galleries and more. Outdoor activities like skiing, kayaking, hiking, biking, and golf are only a short drive away! Min 30 days. Tinker House awaits!brbrWelcome to Tinker House!brThis newly renovated home with charm has been a dream come true for our family. Steps from everything you could ever need but beautiful enough for you to escape from the world if you need to. brbrKitchenbrBRAND NEW kitchen appliances including induction cooktop and stove. Brand new fridge, dishwasher and microwave. All the cookware and kitchen tools you will ever need including a crock pot, blender, Kitchenaid Mixer, immersion blender, pots, pans, bakeware, cookie sheets, etc. Coffee bean grinder, french press, coffee maker, nespresso machine (pods included!), milk frother, electric kettle, grill tools and outdoor plates and flatware. Amazon alexa located in the kitchen. brbrDining RoombrExpandable table that seats up to 10. Banquette with serve ware, stocked with glasses to enjoy cocktails and wine. brbrLiving RoombrCouch, swivel chairs, and other seating options, FRAME tv (cable included), record player, loads of board games, puzzles, and books for your enjoyment. Enjoy a bin of toys for the kids as well!brbrHalf Bath located on first floorbrbrBedroom #1 with ensuite bathbrQueen bed with Nectar mattress and mid-century modern designed bed and side tables. Filled with beautiful light and a full closet so you can unpack and relax with ease. Beautiful accent chair to enjoy your book or a latte made fresh from the kitchen. Courant chargers and additional power outlets for all your electronics. Ensuite bathroom includes a beautiful shower with a glass door, all the bathroom supplies you will need to feel right at home including a fresh citrus shower spray to brighten your experience. A steamer (to get those wrinkles out!), hair dryer, and makeup removing towels are included along with extra supplies just in case your left something at home. Makeup removing towels and other items are available for your convenience. brbrBedroom #2brThe second bedroom includes a bunk bed with a Full bed on the bottom and a twin bed on the top. A closet and dresser to make your stay feel like home. Courant chargers and additional outlets are available throughout the room along with some children's books to make bedtime more fun for the kids. brbrBedroom #3/OfficebrThis bedroom has a full desk, monitor, and the supplies you may need if you have a remote work day. Additionally, it has a Crate & Barrel pull out twin couch that is brand new! The closet has enough space for you to hang your items. It also has a yoga mat, yoga blocks and adjustable weights should you have the desire to get a workout in. Amazon alexa located in the office/bedroom. brbrFull Bath #2brThe second full bath in the upstairs hallway includes a bathtub/shower combination and all the supplies you will need to stay fresh!brbrLaundry RoombrThere is a washer and dryer in the basement. CAVEAT: The basement ceiling is low (this is an older home) so doing laundry must be done with careful steps to ensure your safety and the safety of other guests.brbrOutdoor spacesbrThere is a fenced in backyard right behind the home that includes a brand new grill, fire pit, and patio for your enjoyment. Exclusive parking is available right behind the fence with a convenient walkway through the backyard leading you to the back door. Beyond the fence and the parking spot, there is a peaceful creek where you will find adult size and kids size picnic tables for you to enjoy an outdoor meal or just relax.brbrRemote access will be available on your mobile device (both front and back doors) and via keypad on the front door.brbrWe want you to have the best experience imaginable while you stay at Tinker House. We will be available via cell at any time should you need us!

Bed

Bath

Sleeps

$987.67

/ Nightly

Private Vacation Home

Heated Saltwater Pool • 4 Min to Woodstock • Private Deck & Fire Pit

Woodstock, New York, United States

The pool is open from May 25, 2026 through October 5, 2026.brbrPrivate Woodstock Retreat with Heated Saltwater Pool – 4 Minutes to TownbrbrWelcome to your private Woodstock retreat — a bright and inviting four-bedroom home just four minutes from the village, designed for relaxed Catskills living.brbrSpend your days by the heated salt-water pool, grill and dine on the expansive 2,000-square-foot deck, or gather around the fire pit beneath the pines. With multiple living areas, two fireplaces, and a large garden surrounded by trees, the home offers the perfect balance of privacy, comfort, and connection.brbrWhether you're visiting for summer pool days, fall foliage, or cozy winter weekends, this home is an ideal base for exploring Woodstock and the Catskills.brbrTHE HOME:brThis ranch-style house has a thoughtful layout with bedrooms on one side of the home and entertainment spaces on the other, allowing for both comfort and privacy.brbrThe living room features a large sectional sofa, vaulted ceilings, and a wood-burning fireplace. A cozy den offers additional lounging space and includes a convertible sofa bed.brbrThe fully equipped kitchen opens to the dining area, which comfortably seats six or more guests.brbrOUTDOOR LIVING:brThe outdoor spaces are designed for gathering and relaxing in nature.brbrGuests enjoy:br• Heated salt-water swimming poolbr• Expansive 2,000 sq ft deckbr• Outdoor dining and grillbr• Fire pit for evening gatheringsbr• Large private garden surrounded by treesbrbrThe property also features a basketball court and ample outdoor space to explore.brbrBEDROOM & SLEEPING ARRANGEMENTS: brThe home comfortably accommodates families or groups.brbrPrimary BedroombrKing bed with ensuite bathroom.brbrSecond BedroombrTwin Trundle bed and twin bed brbrThird BedroombrQueen bed.brbrFourth BedroombrQueen bed.brbrEach bedroom includes closet space for your belongings.brbrFAMILY FRIENDLY:brFamilies with children are welcome. We offer optional kid-friendly wooden dining benches and chairs as an alternative to the upholstered velvet dining chairs.brbrPlease note that while the home is kid-friendly, it is not fully childproof.brbrLOCATION: brThe home is located just four minutes from Woodstock Village, making it easy to enjoy everything the town has to offer.brbrNearby attractions include:brbr• Overlook Mountain and Slide Mountain hikingbr• Kaaterskill and Bastion waterfallsbr• Scenic swimming holes and nature trailsbr• Woodstock Film Festival (September/October)br• Local vineyards and Hudson Valley toursbrbrWinter guests can enjoy skiing and snow sports at:brbr• Hunter Mountainbr• Belleayre Ski Centerbr• Windham Mountainbr• Mountain Trails Cross CountrybrbrSome of our favorite local spots include Oriole 9, Shindig, Cucina, Bread Alone, and Catskill Mountain Pizza.brbrPOOL INFORMATION: brThe pool is open from May 25, 2026 through October 5, 2026.brbrThe pool is heated with propane. We provide 50 gallons of gas per week for pool heating, which is typically sufficient with moderate use. Usage is monitored daily and guests are responsible for propane overage if additional heating is required.brbrFor energy conservation, the pool heater operates between 8:00 AM and 6:00 PM. Guests are asked to turn the heater on only when needed.brbrThe pool area is fenced for child safety. All members of the guest party must sign a pool waiver.brbrHOUSE ESSENTIALS:brThe home includes:brbr• Fresh towels and linensbr• Shampoo and body washbr• Fully equipped kitchenbr• Central heating and coolingbr• Fire pit and outdoor seatingbrbrBabysitting services may be available upon request.brbrWe are also happy to discuss pricing for longer stays.brbrGUEST POLICIESbr• Maximum occupancy appliesbr• Additional guest fee: $25 per guest per night for groups over six guestsbr• No smoking inside the homebr• Smoking outside only (please dispose of cigarette butts properly)br• Quiet hours after 10PM to respect neighborsbr• Sorry, no pets due to allergiesbrbrFireplaces are closed during summer months.brbrSEPTIC SYSTEM: brThe home operates on a septic system. Please dispose of wipes, sanitary products, paper towels, and food scraps in the garbage rather than the toilets.brbrPROPERTY CARE:brGuests are asked to treat the home with care and respect.brbrPlease report any damages within two hours of arrival. Unreported damages may be assumed to have occurred during the reservation.brbrFurniture, electronics, and artwork should not be moved.brbrCHECK IN NOTES:brEarly check-in or late check-out may sometimes be available upon request depending on the cleaning schedule.

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Bath

Sleeps

$746.67

/ Nightly

Private Vacation Home

Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

Woodstock, New York, United States

Experience Woodstock, NY and the Catskill Mountains while staying at our lovely four-bedroom home. Located on nearly three-acres, Our Woodstock House offers both privacy and convenience. The Woodstock Green is just 2.5 miles away, yet from our home you'll hear the sound of the Sawkill River and the stream that bisects our land. Our Woodstock House can be a great spot for exploring the area -- nearby options include river tubing, hiking, skiing, shopping and wonderful dining, but you can also have a great time just relaxing at our home. You can swim in the pool (in season), soak in the hot tub, cook meals with friends, watch movies, listen to music, explore the outdoors or just enjoy the fresh air, all without leaving the property. Our home is designed to accommodate families -- we've got a stash of toys and games for kids, and you won't have to worry about lugging all the accessories that they require: we have a high chair, gate, pack 'n play and more available.brbrWe bought our home in Woodstock, NY after attending Levon Helm's Midnight Ramble several years in a row and falling in love with the area. Our Woodstock House is not just a vacation rental -- it's our family's retreat and we have set it up to be comfortable for our family and yours. The well-stocked kitchen is a joy to cook in, and the space is perfect for sharing with others. The kitchen table seats 8 adults easily, and we have a folding table and chairs for 6 more if you're hosting a crowd. There are two separate sitting areas, with comfortable couches for relaxing with friends. All beds are comfortable and in good condition and we provide all required linens and towels.brbrHot tub is available for guests year-round. Pool is open seasonally from Memorial Day to Labor Day it is heated to 78.brbrBedroom Setup:br- Master Bedroom has a king bedbr- Second upstairs bedroom has a twin bed and a full-sized bedbr- Downstairs bedroom has a queen sized bedbr- Second downstairs bedroom has a queen sized bedbrbrWoodstock STR Permit: SUP #23-0678

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Sleeps

$602.4

/ Nightly

Private Vacation Home

Woodstock Sanctuary Spa Retreat - walk to town!

Woodstock, New York, United States

Mountain Views | Cedar Hot Tub & Cold Plunge | Wood Stove | Walk to Town | PrivatebrbrSurrounded by towering pines and mountain views, a peaceful and rejuvenating retreat awaits with a stay at this Woodstock home situated at the end of a private road, tucked away down a winding driveway. Featuring a fully equipped kitchen, abundant light & spacious living room, homey decor, private yard with a deck and cedar hot tub & cold plunge and Catskill Mountain views, you’ll never want to leave this cozy retreat. The location offers a wonderful sense of peacefulness surrounded by nature, yet conveniently nestled within walking distance of Tinker Street, you’ll be able to easily immerse yourself in the best dining, shopping, arts, and vibrant culture that the quaint village of Woodstock has to offer.brbrLIVING AREAS: Wood-burning stove, ceiling fans, Smart TVs, Bose home theater system, yoga mats, cushions and yoga swing, sound healing & massage room available for booked sessionsbrbrKITCHEN: Fully equipped, coffee maker, coffee grinder, cooking utensils, crock-pot, cookware, dishware & flatware, hot water pot, juicer, ice maker, toaster, water filter, microwave, dishwasher, organic coffee/tea, breakfast bar w/ seatingbrbrOUTDOOR AREAS: Cedar hot tub & cold plunge tub (additional fee of $150/night), outdoor shower, deck w/ outdoor seating, outdoor dining area, private yard, garden, hammocks, fire pit (wood available upon request)brbrHOME OFFICE: 250mbps+ high speed WiFi, 27” 4k monitor, desk, ergonomic office chair and laptop standbrbrGENERAL: Keyless entry, central air conditioning & heating, complimentary toiletries, hair dryer, hangers, linens/towels, trash bags/paper towels, in-unit laundry machines (long term stays only), bicycles (available upon request), parking in driveway, exterior security camera (facing driveway); steps required for 2nd bedroom, fire pit, & deck from backyard

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Bath

Sleeps

$396.57

/ Nightly

Private Vacation Home

NEW! Woodstock-Private-Exquisite-Modern A-Frame-Minimum Stays are Monthly!

Woodstock, New York, United States

Style meets convenience for a relaxing and peaceful stay. brPlan your MONTH-LONG visit to the Hudson Valley and use Woodstock as your home base. There is something here for everyone. Share the space with other groups, family or friends, overlapping your stays or keeping your time private.brOur property is available for a minimum of MONTH long stays. The published nightly rental rate pricing is already discounted. Please inquire for accurate pricing for your stay. brbrLarge seating areas, spacious counter centric chef's kitchen, coffee/espresso bar, second floor entertainment kitchen with multi temperature wine fridge, projection screen TV, hot tub, in-ground pool, 60'x120' tennis court w basketball and pickle ball courts, outdoor fire pit, gazebo and two 'frog prince' ponds. Neighborhood turkeys and wildlife will come for a visit and fawn will grace you with their presence. This will be a truly memorable stay!brbrOur home has four floors of interest: brThe main floor offers generous dimensions in our fully stocked kitchen-stainless appliances and anything you'll need to prepare delicious meals. The great room and dining space offer ample seating and the right ambience for enjoying your meals and your company. brThe primary bedroom with a king size bed has an en suite bathroom and views of the gardens and pond in the back. The cozy guest bedroom has a queen bed and the main bathroom offers a fully tiled wet room shower. The outdoor deck leads to fresh air seating and our 6 person hot tub and will lead you on a path to the in-ground pool, tennis court and outdoor gazebo.brbrThe second floor has a large tiled TV/gathering space for comfortable lounging, endless movie streaming on our projector/screen TV and plenty of seating for instruction or even workshops. A wet bar with wine fridge and refrigerator are also within this same space. A few steps down brings you to the loft seating area with counter/desk, bar stools, a sleeping sofa and a charging station for all your conveniences. A full tiled bathroom with lots of storage is available on this floor. There is an outside entrance from this level that will take you to the 2nd floor wrap around deck and outdoor seating area. View the pool, tennis court and gardens from this vantage point.brbrA second interior staircase brings you to the third floor which has an open loft, overlooking the floor below and a full wall of picture windows with a broad view of the gardens on the property. There is a desk with it's own charging station and seating on a couch sleeper. On this floor there are two bedrooms, each with a queen bed...they are private and cozy, with generous closet storage space. There is a couch sleeper in one of these bedrooms. brbrThe lower floor is accessed from a set of stairs off the kitchen and also has outside access thru a downstairs door. There is another bedroom with two full/double beds, and a big screen TV, perfect for the children. Playstation and large HD television will capture the little one's attention. The laundry room is available on the lower level, with a high efficiency washer and dryer and a generous folding station and storage area for your personal belongings. The garage under the house is accessed from this bedroom and is available for storage of luggage and ski equipment during your stay.brbrCentral air conditioning and heat, mini split units and free-standing A/C units are available for comfortable temperature control throughout the house, any time of year. brbrOur home is situated on just over 2 acres of developed spaces, and provides something for everyone. Do you play tennis, basketball or pickle ball Do you want to read a book in a chaise lounge chair poolside Have a relaxing soak in the hot tub, grill a delicious meal for the family, or just take in the sights and sounds of nature...birdsong...or the ever present sound of silence. And it is just perfect as a home base for film and production crew who need to relax and unwind at the end of the day.brbrWe have recently rented the property for a Masterclass shoot, featuring author Neil Gaiman discussing how Tolkien had been a powerful influence on his work. The property lends itself to photography and can be the perfect setting for such creative work.brbrMature Pawpaw trees on our property provide shade and an end of season harvest...they are delicious. They are exotic-tasting fruit, across between banana, mango and a hint of tangy passion fruit, though native to North America, they are unusual to see in such size. We hope you'll enjoy them!brbrWe are a short walk and even shorter drive into the village of Woodstock. Visit the local Hannaford grocery store, the closest health food store with local produce and delicious prepared foods is Sunflower Market. Adam's Fairacre Farms is in Kingston and is a must to shop for meats, seafood, cheeses, local produce, baked goods and so many already prepared foods. Also, one of our favorites is Mother Earth Storehouse in Kingston...such a healthy salad bar and prepared lunch and dinner options, you'll certainly want to stock up for your stay. Our House Manual will have many good recommendations for you, this is just a short list to get you started. brbrNight life in Woodstock will be memorable with live music and theatrical productions. Don't miss Levon Helm Studios, the Colony Ballroom, Maverick Concerts, Station Bar & Curio, and Bearsville Theatre. With so many great restaurants and things to do in the area, you'll be planning your whole month in advance! Whether it's spring, summer, fall or winter...there is so much to experience in the Hudson Valley. Belleayre, Hunter and Windham Mountains are all within a 30 min drive from the house so plan a winter visit for lots of skiing too! Let us know what you love to do and we can be your local resource and help guide you to some of the best our area has to offer!brbrIf you're in the mood for golf, we are fortunate to be very close to the Woodstock Golf Course. This historic property has a 'jewel' of a course, streamside dining and a professional pro shop. They offer an opportunity to play their course for only an out of town driver's license and a receipt from a local vacation rental or hotel booking. Please check that out!brbrWe look forward to hosting your stay!

5

Bed

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15

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