Vacation Rentals By Owner In Windham, NY

$740.34

Carrotflower Farmhouse: Ski Views | Walk to Town

Windham, New York, United States

Summary:brbrCarrotflower Farmhouse is a 5 bed, 4.5 bath farmhouse with a separate guest cottage just 2.5 hrs to NYC & a 15min walk to shops & dining in Windham village. This home features a hot tub, stone patio and views of Windham Mountain right from the living room, 2 rocking chair porches, and a peaceful setting with its own walking paths. Ski, relax, or enjoy world class hiking at this historic Catskills gem.brbrbrbrNearby towns:Windham (5mins), Hunter (20mins), Plattekill (35mins), Belleayre (45mins)brbrbrbrThe Space:brbrCarrotflower Farmhouse is a historic Catskills retreat that combines vintage character with every modern comfort. Built in the 1830s by Windham's founding family, the home is one of the town’s earliest landmarks and still one of its most special, retaining original details you won’t find anywhere else, amidst a stylish renovation throughout. brbrbrbrStart your day with a cup of coffee on the covered front porch, taking in the peaceful view of Windham Mountain and the valley below. Inside, the home features an 1880s great room with a brick hearth, vintage décor curated from Catskills and Hudson Valley antique shops, large windows, comfortable seating and an indoor dining area. The kitchen is professionally outfitted with all the tools you might need for a special meal with your group, and features a circular breakfast table. The cozy media room off the great room offers a tv and tons of games and puzzles to pass the time on a snowy night or summer evening. brbrbrbrOn the main floor, the primary bedroom features a king size bed and an ensuite bathroom with a shower/tub combo. Also on this floor is a guest bedroom offering a queen bed and an ensuite bathroom with a walk-in shower. This suite has its own private entrance if you desire, through a cozy office space that adjoins the bedroom. Upstairs there are two additional guest rooms, one with two double beds and one with a queen, sharing a bathroom with a walk-in shower.brbrbrbrA charming self-contained guest cottage sits steps from the farmhouse featuring a queen bed, full bathroom with a walk-in shower, kitchenette and a rocking-chair porch with private mountain views. Ideal for grandparents, couples, or anyone craving extra privacy.brbrbrbrOutdoors, sweeping mountain views set the stage for immersion in nature. The stone patio is hidden behind the home, creating a private outdoor escape that features a dining table and a 7-person hot tub and fire pit. Beyond the patio area, guests can wander the back fields, nap in hammocks, or enjoy Adirondack chairs at the hilltop overlook or on the front lawn. brbrbrbrWalkable to Windham’s best restaurants and shops, and just minutes from Windham Mountain Club, it’s the perfect mountain getaway. Families and friends seeking fresh air, skiing, hiking forest trails, antiquing in nearby hamlets, and relaxation will find no shortage of activities here, with a luxurious launching pad to explore the area. Carrotflower Farmhouse is more than a getaway, it’s a place to make memories that last.brbrbrbrThe property is equipped with a full house generator to ensure uninterrupted comfort during your stay plus WiFi controlled locks and thermostats. There is also a mudroom with ski racks.brbrbrbrThe Neighborhood:brbrCarrotflower Farmhouse places you right in the heart of Windham, steps from the town’s best offerings. Start your day with brunch at Babblers or a stroll to nearby Wylder Hotel, Eastwind, or Union + Post for a drink or cozy atmosphere.brbrbrbrOutdoor lovers can hike the trails at Elm Ridge Wild Forest or gear up at Windham Mountain Outfitters before hitting the slopes at Windham Mountain Club.brbrbrbrArt and culture thrive here, explore local talent at Windham Fine Arts, then browse the shelves at Briars & Brambles Books or pick up luxury clothing and home goods at Gardenheir.brbrbrbrFor relaxation, unwind at The Windham Spa, and when evening rolls around, enjoy wood-fired dishes at Millrock Restaurant or live music at The Windham Local.brbrbrbrWhether you're here to adventure, relax, or simply take in the charm of Windham, Carrotflower Farmhouse is your perfect base.brbrbrbrGetting Around:brbrCarrotflower Farmhouse is just 2.5 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 Taconic State Pkwy. We strongly recommend a 4x4 or a car with four-wheel drive, especially in winter, to handle snow and gravel roads.

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$402.29

/ Nightly

Private Vacation Home

2 Min Walk to Windham Town | Hot Tub | Fire Pit

Windham, New York, United States

Escape to Windham in this beautifully designed, pet-friendly home—just a 2-minute walk to the village’s charming shops, farmers market, scenic creek, and fun family spots like the movie theater, mini golf, and arcade. Only a 2-minute drive to Windham Ski Resort. With a private hot tub, indoor fireplace, and a perfect mix of vintage character and modern style, this cozy mountain retreat is ideal for families, friends, and creatives seeking a memorable getaway!brThe spacebr- 2-Minute walk to townbr- Outdoor Fire Pitbr- 7 Person Hot Tubbr- 2 Car Private Parking (Street Parking Available)br- Fully Equipped Kitchenbr- Outdoor Seatingbr- Sun Roombr- Smart TVs, Hi-Speed WiFibr- Board Gamesbr- Large Garage Space for Gamesbr- Cornhole Set, Ping Pong Table, Arcade Basketballbr- Pet Friendlybr- Indoor Fire Placebr- 2-Minute Drive to Windham Mountain Clubbr- 16-Minute Drive to Hunter Mountainbr- Right next to Carvel, Mini Golf, Arcade, Windham Movie TheatrebrbrFIRST LEVELbrbr- Living Room:brbrWhen you walk in, you’ll be greeted by a serene, cozy gathering space with plenty of comfy seating. Sink into the plush couch or spin around in our fun swivel chair (bonus: it hides extra throws!). It's the perfect spot to curl up with a book or kick back and watch a movie by the warmth of the indoor fireplace.brbr- Kitchen & Dining:brbrFully equipped kitchen with every item of cookware, silverware, and much more. Coffee machine, toaster, blender and tea kettle are all available for your stay.brbrThere is a washer and dryer located in the kitchen.brbr- Bedroom #1brbr1 king bed, a dresser, and a closet with hangers and extra linens.brbr- Bedroom #4brbr2 bunk beds. It has 2 large pullout drawers for storage.brbrSECOND LEVELbrbr- Bedroom #2brbr1 king bed, a dresser with a TV, and closet with hangers and extra linens.brbr- Bedroom #3brbr2 full beds, a pullout couch (full size)brbr- Full bathroombrbrEach floor has one full bathroom. Both are walk-in-showers (no tubs).brbr- Outdoor SpacebrbrUnwind in the hot tub under cozy string lights. There is an umbrella to shield you from the sun or rain. The fire pit area has four Adirondack chairs with extendable leg rests, adjustable angles, and handy trays for your drinks or phone. The fire pit doubles as a grill—or pop the lid on and it becomes a table!brGuest accessbrGuests have access to the entire home. Please be respectful of the neighbors at all times.brOther things to notebrWe have below available upon request:br- Pack & Play (Travel Crib)br- Bassinetbr- Highchairbr- WagonbrbrDog Policy:brDogs are not allowed on furniture or beds.brExtra fees will incur if hair is found on furniture or bedding.brDO NOT leave dogs unattended under any circumstances.brbrPlease be considerate of the neighbors at all times.

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$558.0

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Cottage

A-Frame 4-bedroom cottage with AC in charming Windham

Windham, New York, United States

Your Windham adventure begins at this wonderful 4-bedroom cottage. Inside, guests find a cozy mix of beds including a king, queen, twin, and full, plus a living room with an extra queen bed for added comfort. Three bathrooms with refreshing showers make getting ready a breeze. The space stays pleasant year-round with heating and AC. Whether you’re gathering in the living room or unwinding in your private bedroom, this cottage offers an amazing retreat. Kick back, relax, and enjoy everything Windham and our Aframe has to offer.

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$1183.74

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Chalet

Windham, New York, United States

About this spacebrbrNestled in the heart of the Catskills, this Windham retreat offers both adventure and serenity, just 5 minutes away from Windham Mountain ski resort! brbrWake up to breathtaking views of Windham Mountain, with skiing, hiking, biking, and more just minutes away. After exploring, unwind in the hot tub, rejuvenate in the sauna, walk around the 1.4-acre property, or gather around the fire pit. brbrWith a game room for fun and cozy spaces to relax, our mountain escape invites unforgettable memories.brbrbr★★PROPERTY HIGHLIGHTS★★brbr✹ Prime location, just 5 minutes from Windham Mountain and close to major outdoor activitiesbr✹ Game room featuring foosball, skeeball, and classic arcade games, karaoke with an IG-worthy muralbr✹ Cozy living room with retro decor, a stone-surrounded wood-burning fireplace, and a large sectional couch with greenery viewbr✹ Private hot tub and sauna, perfect for relaxation after a day of adventurebr✹ Spacious deck with outdoor dining, BBQ grillbr✹ Multiple outdoor activities including Giant Four in a Row, Cornhole, and Jegnabr✹ Fire pit area with 8 comfortable seating and string lights creating a warm ambiancebr✹ High-speed WiFi throughoutbr✹ Ample parking for up to 5 cars with easy access to all the Windham has to offerbr✹ Pet-friendly, so your pets can be part of the fun (Up to 2)br✹ Ideal for families, with a standard size crib perfect for your little onesbr✹ Launched and redecorated on August 30, 2024.brbr*** If you plan to bring pets please let us know in advance, pet fee required.br*** We recommend 4-wheel drive cars during snowy weather.brbr★★ LIVING ROOM ★★brbrRelax in the inviting living room, a perfect blend of vintage charm and modern comfort. Whether you`re unwinding after a day of mountain adventures or enjoying a cozy night in, this space offers a warm and welcoming atmosphere.brbr✔ Stone-surrounded wood-burning fireplace for added warmth and ambiancebr✔ Comfortable double-sided sectional couch seating up to 10 to enjoy the indoor/outdoor entertainmentbr✔ Disco ball light feature for a fun, retro atmospherebr✔ Breakfast table with mountain views for a serene morning experiencebr✔ Large 65” smart TV for entertainmentbrbr★★ KITCHEN & DINING ★★brbrChannel your inner chef in the fully equipped kitchen, where stainless steel appliances and granite countertops make meal prep a joy. Gather around the large dining table for memorable meals shared with loved ones.brbr✔ Fully equipped kitchen with modern stainless steel appliancesbr✔ Granite countertops and essential cookwarebr✔ Large dining table seats 8, with additional seating for 3 at the kitchen islandbr✔ Coffee/Tea bar with a Keurig K-Cafe, French press, espresso maker, and morebrbr★★ DECK (MAIN LEVEL) OUTDOOR DINING ★★brbrDine outdoors on the spacious deck, where a dining table and BBQ grill invite you to enjoy meals surrounded by nature. The deck is perfect for both casual gatherings and special occasions.brbr✔ Dining table with seating for 10br✔ Countertop bar table and stools for 4br✔ Modern 3-burner BBQ gas grillbrbr★★ GAME ROOM ★★brbrDiscover endless fun in the game room, designed for both relaxation and entertainment. Whether it`s foosball classic arcade games, or a round of karaoke, there`s something for everyone.brbr✔ Foosball and skeeballbr✔ Classic arcade games and board gamesbr✔ Karaoke setup for sing-along fun with an IG-worthy muralbr✔ Sitting area with a large TV and mini-fridge for refreshmentsbrbr★★ FIRE PIT ★★brbrEnd your evening around the fire pit, where the soft glow of string lights creates a magical atmosphere. Make some s’mores memories! The comfortable seating makes it easy to relax and enjoy the cool mountain evenings.brbr✔ Adirondack chairs for 8 peoplebr✔ String lights adding a warm, inviting ambiance to the outdoor spacebrbr★★ OUTDOOR HOT TUB & SAUNA AREA ★★brbrRejuvenate in the outdoor hot tub or cedar barrel sauna, perfect for relaxation after a day of exploring. This serene space is designed to help you unwind and enjoy the peaceful surroundings.brbr✔ 5-person outdoor hot tubbr✔ Cedar barrel sauna with seating up to 4br✔ Decorated with solar lanterns and string lightsbr✔ Yoga mat and foam massage roller for added relaxation availablebrbr★★ BEDROOMS ★★brbrRest and recharge in beautifully appointed bedrooms, each offering comfort and style. With ample space and thoughtful touches, these rooms provide the perfect retreat after a day of adventure.brbr✔ Bedroom 1 (Main Level): King bed with adjacent full bathroom, accent chairs, workspace, and TVbr✔ Bedroom 2 (Lower Level): King bed with TVbr✔ Bedroom 3 (Lower Level): Two twin xl over-queen bunk beds with dedicated kids playroom, and TVbr✔ Bedroom 4: Two queen beds with workspace and TV with its own private bathroom adjacent to the roombr✔ Bedroom 5: King bed with private balcony, ensuite bathroom, getting ready area, private deck with warm lighting, and a cribbrbr★★ KIDS PLAY AREA (Bedroom 3, Lower Level) ★★brbrA delightful play area designed to entertain the little ones. With interactive toys and comfortable spaces, it`s a perfect spot for kids to explore and play. Key features like magna tiles and giant Legos make this area a favorite for creative and imaginative play.brbr✔ Extra-large busy board for toddler sensory playbr✔ Playful rugs and kid`s play couchbr✔ Toy and books organizer and magnetic wall for magna tiles creative playbr✔ Magna tiles and giant Legos for imaginative building and playbrbr★★PETS POLICY★★brbrWe’re happy to welcome house-trained pets! There’s a $150 fee per pet (up to 2). if you plan to bring pets please make sure to let us know in advance.brGuest accessbrYou will have the whole house and 1.4 acres of land to yourself to enjoybrbrJust the utility room with all the mechanicals is not accessible to guests. (Lower level by the stairs)brbrOther things to notebrbr★★OTHER THINGS TO NOTE★★brbrThe pet fee is a one-time, non-refundable fee that covers a cleaning post-checkout to prevent any allergy-related illness in the cabin. Pet-related damages or the need for excessive cleaning will be debited from the guest.brbrPrior to check-in, you will be asked to sign a rental agreement. There is a $500 additional cleaning charge if there is any smell or evidence of smoking. Anyone found breaking these rules will be asked to leave without a refund.brbrWe provide a starter set of household supplies -dishwasher tablets, dishwasher soap, paper towels, toilet paper, shampoo, body soap, hand soap, and laundry tabs.brbrAdditional supplies can be purchased at:brbr-Hannaford Supermarket (Very large supermarket for everything, recommend pick up groceries on the way to the house, 20 mins from house)brbr- Hickory Hill Market in Windham (small specialty grocery shops for a nice selectiion ingredients, to-go sandwiches, and pizza. 5 mins from house. Also has EV chargers)brbr★★FUN FALL ACTIVITES★★brbr* Windham Mountain - Enjoy the beautiful fall foliagebr* Hull-O farms - Corn mazebr* Boehm Farm - Apple picking and Cider donutsbr* Blackthorn - Haunted housebr* Vidbels Farm - Goats, camel, llamas on nice daysbr* Kaaterskill Waterfalls - Viewing Platformbr* Windham Fall Festival Columbus Day Weekendbr* Minature put-put and Movie Nightbr* Hunter Mountain Oktoberfestbr* Windham Autumn Affair Weekendbr* Mountain Brook Farm - Horseback ridingbr* Driving range at Christman`s, Windham Country Club, or ColonialbrbrPlease always call to check for times and dates as subject to weather and availability. These activites are meant to showcase the many activites and events that happen in the area.brHi. Please agree to the following rules. brbrI understand there is no smoking allowed in the apartment. There is a fine if there is any smell or evidence of smoking including vaping, tobacco, and water pipes inside the cabin. brbrI understand furniture should not be moved. brbrI understand there are no parties or events allowed. All visitors must be disclosed and approved by the host before the check in date.

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$200.5

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Private Vacation Home

Windham Home Near Mountain Biking & Hiking Trails!

Windham, New York, United States

This 2-bed, 2-bath vacation rental in Windham is perfect for a small group of friends or family looking to unplug, unwind, and embark on outdoor adventures in the Catskills! This vintage-style home has been fully renovated to preserve many of its original features and add charming touches, like kitchen counters made from repurposed bowling alley wood. With a stock of board games and a cozy fireplace, this is the ideal base for relaxing after a day on the trails or the slopes of Hunter Mountain!brbr-- THE PROPERTY --brbrWalk to Main Street | Outdoor Picnic Table | Mountain Views | 1 Mi to Windham Mountain Ski Resort brbrBedroom 1: Queen Bed | Bedroom 2: Queen BedbrbrMAIN FEATURES: Flat-screen TV, gas fireplace, board games & books, ping pong table, heated bathroom floors, original wood floors (bedrooms & living room), ceiling fans, covered patio, grillbrKITCHEN: Dishwasher, refrigerator, stove/oven, microwave, toaster, coffee maker, cooking basics, dishware & flatware, trash bags & paper towelsbrGENERAL: Free WiFi, towels & linens, washer & dryer, solar panels, central heatingbrFAQ: No A/CbrACCESSIBILITY: 2-story home, stairs to enter, bedrooms & bathrooms on main levelbrPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrMAIN STREET (~0.5 miles): Tap House Grille, Catskill Mountain Country Store, Windham Theatre, Windham Diner, Ze Windham Wine Bar, Bistro Brie & Bordeaux, Millrock Restaurant, Windham Fine Arts, CarvelbrTRAILS & OUTDOORS: The Windham Path (2 miles), Escarpment Trailhead (4 miles), Five State Lookout (8 miles), Mountain Top Arboretum (11 miles), Kaaterskill Falls Trail Head (15 miles), hiking, mountain bikingbrSKI & BOARD: Windham Mountain Ski Resort (1 mile), Hunter Mountain Resort (10 miles)brAIRPORT: Albany International Airport (63 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property is not equipped with air conditioningbr- NOTE: This 2-story home requires stairs to enter. All bedrooms and bathrooms are located on the main level

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$373.52

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Private Vacation Home

*GUT RENO 4 Season Nirvana*Hot Tub*WiFi*Fire Pit*Fireplace*Windhm Mtn View*2BBQs

Windham, New York, United States

Featured in New York Magazine and Awarded as a Top Choice Getaway in Windham, NY the Gem of the Catkills, Upstate New York!brbrWELCOME HOME TO YOUR OASIS AWAY FROM IT ALL & experience first hand why we have had countless FIVE STAR ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ REVIEWS everywhere & have been regularly rated as a PREMIER HOST, a SUPERHOST & have won the top rated review travel site’s AWARD OF EXCELLENCE a multitude of times over the past 10 years & counting! brbrLe Chalet Montreuil has been NEWLY GUT RENOVATED w/beautiful real KNOTTY PINE walls & HARDWOOD WIDE PLANK FLOORING throughout the entire home & is set up as a TRUE SECOND HOME FURNISHED w/all that you need/want for the entire length of your stay in this 4 SEASON NIRVANA. There is no reason to ever leave the COMFORTS & CONVENIENCES of Le Chalet if you so desired to stay on the private property w/all of the MODERN AMENITIES & SMART TECHNOLOGY you need indoors at your fingertips & have all of the NATURE & WILDERNESS outdoors at your feet! brbrLe Chalet Montreuil is a 4 BED 2 BATH 2028SF home, set on 2.2 ACRES w/a small WALKING PATH on the property from late Spring to early Fall, w/the most beautiful direct SUNSHINE coming in all day from the crack of dawn until the last glow of sundown, from all 27 WINDOWS AND DOORS from all directions; the wonderful MOUNTAIN BREEZE swirls through Le Chalet from every angle cooling it down on summer nights w/the help of the brand new insulated roof to keep it fresh & crisp - there is also a 3 zone BRAND NEW LG MINI SPLIT system to help cool down the dog days of summer & you can enjoy the cool airy mountain breezes at night! It also acts as additional heat in the winter months while you have a ROARING WOOD BURNING FIRE going & enjoying a hot beverage with friends & family. brbrAn OPEN CONCEPT BRAND NEW CUSTOM DESIGNED MODERN FARMHOUSE KITCHEN w/CAESARSTONE COUNTERS & extra deep FARM SINK has its new CUSTOM WOOD CABINETS stocked from salt & pepper to pots & pans as well as a Keurig, 2 coffee makers, a STARBUCKS ESPRESSO/CAPPUCCINO machine, 2 toasters & all the tools you’ll need to make a delicious meal in this NEW GOURMET COUNTRY KITCHEN w/all NEW matching GE SLATE APPLIANCES to include a NEW FRIDGE w/Icemaker & Water Dispenser, a NEW STOVE w/Air Fry & SABBATH MODE too, a sleek NEW MICROWAVE, an ultra quiet NEW DISHWASHER & even a large capacity WINE FRIDGE in the open floor plan ENTERTAINING/DINING AREA that seats 8 & a LIVING AREA w/a WOOD BURNING FIREPLACE, a 42 inch FLAT SCREEN HDTV, Sony Blu Ray HOME THEATER system w/surround sound, Apple TV, +, Disney+, & Netflix, UNLIMITED HIGH SPEED WIFI & a land line CABLE PHONE w/unlimited North America & Puerto Rico calling, all beauty & comforts of the new reimagined Le Chalet to be enjoyed while being enveloped by vaulted 18 FOOT KNOTTY PINE CATHEDRAL CEILINGS & 13 OVERSIZED WINDOWS facing East, South & West for a PANORAMIC VIEW of breathtaking WINDHAM MOUNTAIN, all day SUN & an all night MOUNTAIN BREEZE. brbrLe Chalet has 4 SPACIOUS BEDROOMS complete w/BEDDING & extra linens, each room has its own SMART TV, there are 2 FULLY RENOVATED NEW BATHROOMS w/shower bath combo in one w/VAULTED CEILINGS & a roomy shower stall in the other w/TOWELS & TOILETRIES, a FAMILY ROOM w/60” TV, 2 GAMING CONSOLES & a plethora of BOARD GAMES to keep the whole group entertained as well as a designated HOME OFFICE area to have QUIET & PRIVACY TO WFH & overflowing bookcases filled with BOOKS & CDs & a LAUNDRY ROOM w/a full range of household products should the need arise. brbrPlus there's an IMMENSE SOUTH FACING 25’ x 12’ 300SF WOOD DECK in the back of Le Chalet that faces the sprawling WINDHAM MOUNTAIN VIEWS & has a very LARGE WOOD PATIO TABLE that seats 8 comfortably, both a WEBER GAS & WEBER CHARCOAL GRILL to meet your fancy, an 8 SEATER HOT TUB w/50 JETS & a FIRE PIT on the tended grounds below the deck w/8 ADIRONDACK CHAIRS for relaxing by the fire day or night or just plain enjoying the serenity, tranquility & the colorful birds & friendly animals that frequent our property! *Outdoor furniture avail in late spring/summer/early fall monthsbrbrThe picturesque Town of Windham is a mere 2 miles down the mountain from Le Chalet Montreuil & has all the best quaint shops to roam around in to collect souvenirs/memories, trendy bars to frequent, a wide range of tasty restaurants from family style places to fine dining, all to rival the city restos & you can find any the conveniences needed such as a Bank for an ATM, a Movie Theater for rainy days, as well as a Day Spa for whenever and always! There's also Windham Vineyard & Winery just less than 10 minutes away from Le Chalet not to be missed! brbrWindham Mountain is 4 miles from Le Chalet & Hunter Mountain is 13 miles away. Both offer many Indoor & Outdoor Activities in All 4 Seasons, such as Wine & Beer Festivals, Concerts, Fairs, Races, Zip-Lining & a Bike Park at the Windham Resort, Zoom Flume the nearby Water Park, as well as a multitude of Winter Sports such as Skiing, Snowboarding, Skating & Tubing to just to name a few. brbrWindham NY in Greene County is “The Land in the Sky” & is part of the Great Northern Catskills. Here, you will be able to go Horseback Riding, Hiking, Biking, Camping, Hunting, Fishing, White Water Rafting, Skiing, Skating, Snowboarding, Cross Country Ski, have a Fine Dining experience, go Antiquing, Shopping, visit Wineries & the list goes on & on & is really endless w/the possibilities of being in “The Gem of the Catskills” throughout the year. Neighboring towns of Maplecrest, Hensonville, Prattsville, Lexington, Hunter, Jewett, Ashland are just 3-13 miles away from Le Chalet Montreuil & are all worth exploring as well!brbrWe now have a new vacation rental! Le Beach House Montreuil is a new property to the ever expanding Montreuil network of properties. Please visit our other vacation rental down the shore in Beach Haven, LBI, NJ for the same hospitality you have come to know and love! https://www.vrbo.com/1304938

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$518.4

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Private Vacation Home

Beautifully Restored 6BR in the heart of Windham

Windham, New York, United States

Enjoy our lovingly restored home in the heart of Windham. Built in 1902, Windham Walk has just finished a complete renovation, with a restoration of many of its charming original features. This beautiful home features 6 BR and can accommodate 13 guests. It also features 3 full baths, full DR, a fully equipped EIK, a large family room, and washer/dryer. Conveniently located less than a mile to Windham mountain & within walking distance to wine bars, coffee houses & restaurants along Main Street.

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$298.08

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Private Vacation Home

Windham Chalet+Gorgeous View

Windham, New York, United States

We refer to the property and the Winter Palace due to its homeliness and European chalet charm. If you have visited the Swiss or Austrian Alps you will feel right at home.brbrCome sit by the fireplace or sit on the deck and watch the sunset over the mountains. Skiing, biking, hiking, hunting, golfing, swimming, fishing, movies, festivals, minature golf, canoeing, river rafting and antiquing all nearby!!!brbrFive bedrooms accommodate up to 12 guests (four queens, two twin beds). Newly updated and renovated kitchen and appliances, dining room, living room, two fireplaces and phenomenal deck with barbecue complete the house. Look out 50 miles and watch the sunset over the mountains – breathtaking!!!brbrSit back in club chairs and watch TV on our two 50 inch HD TV’s. Great for sports lovers. And yes we have super fast Wi-Fi !!!!brbrHouse situated on top of mountain nestled in woods and what a view!! The property filled with mushrooms, berries, diverse trees and plant life, and a matching community of birds and animals. Deer prance regularly through property.brbrNearby in heavenly Windham take advantage of spas, walking trails, Brasserie, Antique stores, steak restaurants, movies and coffee bars. brEndless trails and roads for mountain/road biking, zip lines, golf, Walking Trails, and cross country skiing. If you enjoy swimming in clear blue lakes surrounded by mountains than come on down!!!brbrFor downhill skiers, Windham is a 5 minute drive, and Hunter Mountain is a 15 minute drive. brbrWindham Mountain and Hunter in the summer offer festivals, concerts, flea markets, zip lines and chair lift rides. brbrYou are less than 15 minutes to shopping in Round Tree and close to delicious dinners at Prime Steak House and Point Lookout. You’re 2 hours from the George Washington Bridge or 1.5 from Tappen Zee.brbrOut of respect for the environmental, we emphasize recycling and use low-impact products (ideally scent-free) and smoke free.brbrYou will have the house and property to yourselves. (Though someone may come to mow the lawn.) Two wood fireplaces, outdoor gas grill, washer and dryer, hose for washing down your bike or your dog, a long driveway for parking. Cell service is good at the house. Two large screen TVs. Bedrooms have summer breezes and a view of the stars. The kitchen updated last year to granite countertops, new microwave, toaster oven and al the basics for cooking (pots, pans, rolling pin, lasagna pans, etc..) included.brbrYou will have the house and property to yourselves. (Though someone may come to mow the lawn.) We have Wi-Fi, two wood fireplaces, outdoor gas grill, washer and dryer, hose for washing down your bike or your dog, a long driveway for parking. Cell service is good at the house. Two large screen TVs and two TV in bedrooms (4 total). Bedrooms have summer breezes and a view of the stars. The kitchen updated last year to granite countertops and all has all the basics for cooking (pots, pans, rolling pin, lasagna pans, etc..) included.brbrSleep like royalty w/ new mattresses, quality cotton linens, comforters, plush pillows & towels!brbrWe want you to enjoy the house. If you have any questions, we are a phone call or text away. If you are staying with us for an extended period, we will make arrangements to refresh the rooms and linens each week.brbrIf you scramble down to Catskill Creek, you can go fishing in a pristine trout stream. A permit is required. brbrCome tired leave rested!!brbrChalet is smoke free and accepts only small pets.brbrbr

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$284.53

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Private Vacation Home

Redwood Retreat in Windham - Pool! Tennis!

Windham, New York, United States

True mountain getaway, just 2.5 hours from NYC!! brModern and clean 2 bedroom 2 bathroom townhouse minutes to Windham Mountain. Enjoy beautiful wood-burning fireplace, Roku TV and high speed Wi-Fi perfect for remote work. Amenities include outdoor pool (open from Memorial through Labor Day), pickleball, basketball and tennis courts, as well as a fire pit with Adirondack chairs. Very close to town and the amazing escarpment hiking and Elm Ridge mountain bike trails. NOW OPEN FOR 2024/25 SKI SEASON!!brbrThe spacebrbrThis is a spacious two bedroom, two bathroom condo, with a fully-stocked kitchen and a living room with fireplace. Full kitchen, oven & stove-top, fridge, microwave, coffee maker and dishwasher. There is a large private back deck to enjoy the outdoors.brThe spacious master bedroom has a comfortable queen size bed. The second bedroom has twin over full bunk beds and a separate twin bed. There are two full baths, one on each floor.brRelax in our living room on the new comfy couch which faces the wood-burning fireplace. The living room also features a flat screen TV with Roku and Wi-Fi. A roaring fire will keep you warm even on the coldest nights. brbrThe condo has A/C for the summer months. There is also a tower fan in each bedroom.brbrThe condo comes fully stocked with all the essentials you need to have your ultimate mountain escape! Towels, linens and toiletries are provided. Ideal for 6 people to enjoy.brbrGuest accessbrbrYou will have access to the whole condo including all of the complex amenities: laundry in complex (different building), outdoor pool and two tennis courts.brbrInteraction with guestsbrbrWe will be available via phone/text in case you run into any problems during your stay. There is a property manager on site in the event there s a problem.brbrOther things to notebrbrEarly bird check-in (9 am) and Twilight check-out (5 pm) are available for a fee. Subject to availability.brbrBring your firewood with you or pick it up in Hickory Hill Market down the road or gas station nearby.brbrThere are security cameras located above the front door overlooking the parking lot to ensure safety of our guests. It does not look into any interior spaces.

2

Bed

2

Bath

6

Sleeps

$513.0

/ Nightly

Cottage

Charming Cottage w/Mountain Views,2 Acres, Family & Dog Friendly,Spa Soaking Tub

Windham, New York, United States

The Maeve House blends 1800s farmhouse charm with modern comfort, offering panoramic Catskill views on 2 private acres. Just 3 minutes to Windham and 15 to Hunter, it’s ideal for ski trips, cozy getaways, and family retreats. Enjoy a spa-style soaking tub, wraparound deck, sunroom, fireplace, fast WiFi, and easy access to hiking, dining, and shops. Dog-friendly and perfect for couples, families, and small groups.

Bed

Bath

Sleeps

$572.4

/ Nightly

Country House

Farmhouse Chic with Mountain and Lake Views

Windham, New York, United States

Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a freshwater wetland lake, this home is the perfect spot to reconnect with nature and enjoy quality time with loved ones. Just 6 mins from Windham mountain, you'll be in proximity to all the best of the Catskills: skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Amenities include business Wifi, gourmet kitchen, washer/dryer, deck w/ bbq grill, outdoor fire pit, badminton, and more.brbrTHE SPACEbrThe home was recently renovated by an interior designer and features bright finishes that give the home a modern farmhouse style.brbrThe primary master bedroom is on the first floor and features a king size bed, flat screen TV, and an en-suite bathroom. The second master bedroom is located upstairs and also features a flat screen TV and an en-suite bathroom. There are two other bedrooms upstairs, each with queen size bed, and a shared bathroom is accessed from the hallway. There is also a half bath on the first floor by the living room.brbrThe living room has a large comfortable couch and two side chairs. Perfect spot to snuggle up by the wood burning fireplace or watch your favorite movie on the smart flat screen TV.brbrThe kitchen features panoramic views of the mountain and lake, a large island with quartz countertop, and a pantry with wine fridge. All cooking and baking essentials are provided for the inner chefs, along with basic spices, salt, sugar, oil, coffee and tea. Plenty of dinnerware as well to enjoy those good meals.brbrThe dining room includes a rustic table for eight and faces the outdoor deck accessed through sliding doors.brbrThe outdoor deck has a dining table, bbq grill, and a lounging area. Directly facing the mountains and lake, this is the best spot to relax with a cup of coffee or a glass of wine, and to watch the breathtaking sunset.brbrA few steps from the deck is a fire pit with Adirondack chairs, surrounded by a vast grass area. Walk further and you'll reach the freshwater wetland lake where you can be sure to catch a paddling of ducks.brbrGUEST ACCESSbrYou will have access to the entire house (other than unfinished basement) and the 8 acre property including the yard.brbrThe lake is part of a government designated wetlands and therefore must be respected as a natural resource and important part of Windham's ecosystem. In other words, don't boat or swim in it, but do enjoy the view!brbrPETSbrPets are permitted with advance notice. Please let us know if you'll be bringing a pet so we can manage the cleaning schedule and avoid potential allergy issues for future guests.brbrSMOKINGbrThere is no smoking or vaping allowed inside the home.brbrTRASHbrWe provide trash bags and trash pickup. We do ask that you use the properly designated cans for waste and recycling, and that full bags be taken to a shed outside where there are large sealed bins available. We also ask that you take all leftover food and opened beverages with you.

Bed

Bath

Sleeps

$313.2

/ Nightly

Private Vacation Home

Pines Vignette • Modern 3BR Home in Windham

Windham, New York, United States

Welcome to Pines Vignette, a bright, modern home designed for comfort, light, and connection to its natural surroundings. The perfect combination of private retreat and easy access to hiking, skiing, and the best restaurants and shops on Main Street. Nestled on five secluded acres of pine woods, relax in this elegant three-bedroom house with vaulted ceilings, skylights, hardwood floors, spacious porches, and a wood-burning stove. Enjoy unparalleled tranquility with no road noise while being 3 miles to town, 6 miles to Windham, 10 miles to Hunter, 30 miles to Belleayre, near Catskill Park trails and the Wylder Hotel.brbrThe main living space centers around a wood-burning stove and large windows that bring the forest indoors. With three thoughtfully arranged bedrooms, multiple outdoor spaces, and a dedicated work area, the layout offers flexibility for families, couples, creatives, and longer stays.brbrTop Highlightsbrbr• Five private acres of quiet pine forestbr• Vaulted, skylit living room with wood-burning stovebr• Two spacious decks with dining and seatingbr• Three comfortable bedrooms, including a king suitebr• Fully equipped kitchen with stainless steel appliancesbr• Bright interiors with forest views throughoutbr• Fast Wi-Fi and dedicated workspacebr• Easy access to Windham, Hunter, and Belleayrebr• Peaceful setting with no road noisebrbrLiving Room — Airy & Light-Filledbrbr• Vaulted ceiling with pine panelingbr• Skylights with abundant natural lightbr• Large sectional seatingbr• Wood-burning stovebr• Sliding glass doors to the deckbr• Smart TV for streamingbrbrKitchen & Diningbrbr• Stainless steel appliancesbr• Farmhouse sinkbr• Open shelving with dishes and cookwarebr• Coffee maker and cooking essentialsbr• Dining table seating up to 8br• Large window overlooking the woodsbrbrOutdoor Livingbrbr• Two spacious decks (front and back)br• Outdoor dining area with umbrellabr• Lounge seatingbr• Views of sunlit lawn and tall pinesbr• Private balcony off the upstairs bedroombrbrSeparate Writing Room / Office (Converted Shed)brbr• Detached workspace just steps from the housebr• Cedar-lined interior with a calm, focused feelbr• Desk, ergonomic chair, and monitorbr• Quiet, private setting surrounded by treesbr• Ideal for writing, reading, calls, or remote workbr• Portable heater availablebrbrBedroomsbrbrBedroom 1 — King Suite (Main Level)br• King bedbr• Calm, neutral décorbr• Close to main bathroombr• Quiet and privatebrbrBedroom 2 — Full Bedroom + Workspace (Upper Level)br• Full bedbr• Private porch off bedroombr• Dedicated desk and ergonomic chairbr• Bright natural lightbr• Ideal for remote workbrbrBedroom 3 — Twin Bedroom (Upper Level)br• Two twin bedsbr• Upper-level locationbr• Suitable for kids or additional guestsbrbrBathroomsbrbr• Two full bathrooms (one on each floor)br• Clean and functionalbr• Strong water pressurebrbrLower Level (Additional Space)brbr• Unfinished lower-level spacebr• Stationary bike availablebr• Not heated and partially finishedbr• Suitable for light use or storagebrbrLocation & Nearbybrbr• 3 miles to Main Street Windhambr• 6 miles to Windham Mountainbr• 10 miles to Hunter Mountainbr• 30 miles to Belleayre Mountainbr• Minutes to Catskill Park hiking trailsbr• Close to the Wylder Hotel, golf, breweries, and farm stands

Bed

Bath

Sleeps

$913.18

/ Nightly

Private Vacation Home

Amazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game Rm

Windham, New York, United States

The highest Mountain View’s with Ski Windham as well as Hunter Mountain ski slope views and Valley Views . A breathtaking environment with 3 outdoor fire-pits and lake views as well as town views. 5 ⭐️ The property is 5 acres of tranquility, with walking paths through beautiful gardens with a ski chair lift in front of one firepit and 4 Adirondack chairs in front of another. The best is a Japanese style garden with serenity and lake views with the entire landscape of mountains in your view. Every room in the home has the Mountain View’s as well as both ski slope views. You can enjoy walking out under a covered porch to the hot tub that also shares the same views , or to the outdoor bbq grill while taking in the beautiful mountain range and town of Windham. The interior of the home has a comfortable environment with two warm gas fireplaces. One in Living room as well as one in the dining room/ kitchen area with tvs above each one. The lower level living room has a large 72” tv with two comfortable couches and a full oak bar in the adjoining room with a pool table as well as foosball and ms Pac-Man game.

5

Bed

3

Bath

10

Sleeps

$451.4

/ Nightly

Private Vacation Home

Fabulous house with AC in charming Windham-located right by Windham Mountain

Windham, New York, United States

Located in Windham, this house is a dream. With 4 bathrooms equipped with amenities like a bathtub and hair dryer, guests can enjoy a marvelous stay. The pleasant atmosphere of the property, along with essential features like heating and AC, ensures a terrific experience. Experience the magic of Windham at our house. Fire pit.

Bed

Bath

Sleeps

$299.95

/ Nightly

Private Vacation Home

Red Fox Townhouse miniature golf & spa hot tub, corn hole, fire pit & BBQ grill

Windham, New York, United States

Red Fox Townhouse is located in Windham! Alpine Spa Hot Tub - spa robes & slippers are provided brOn site miniature golf course - clubs and balls are provided. Beautiful 3 bedroom & 2 bath townhouse with kitchen, dining room, living roombrCovered deck with spa hot tubbrElectric fireplace and large comfortable sofa in the living room. smart TV for all streaming needs + free Alexa music systembrbrOutside fire pit firewood & marshmallow sticks are providedbrCorn hole game is provided brConvenient location - walking distance to town & Chicken Run bar & restaurantbrMinutes away from the ski slope and snow tubing park

Bed

Bath

Sleeps

$423.0

/ Nightly

Private Vacation Home

The Ultimate Windham Getaway With Hot Tub & Sauna

Windham, New York, United States

Ready for the season, this retreat is perfectly situated in the town of Windham, New York. Whether it’s hike, bike, or ski there’s plenty to offer year round! Consisting of 4 private bedrooms, 2 bathrooms and plenty of open floor space bring the whole family and feel right at home with this beautiful modern mountain getaway. Spend time enjoying the privacy from the decks, soaking in the hot tub or relaxing in the sauna.

4

Bed

2

Bath

9

Sleeps

$247.94

/ Nightly

Condo

Cozy Boutique Suite · 2 Full Beds · Spa Bathroom · 3 Min to Windham Mtn

Windham, New York, United States

Our most accessible price point with no compromise on finish. A 450 sq ft boutique suite with two full beds dressed in Parachute linens, a spa-style ensuite bathroom, and a leather seating area. Designed for friends ski-tripping, families with kids, or anyone who wants the Haus Windham experience without paying for square footage they won't use.brbrYou can also add an attached ancillary room (1 full bed + 1 bunk with 2 twins) at checkout, subject to availability — useful for larger families.brbrWHAT'S IN THE SUITEbr• 2 Full beds with Parachute linens, duvets, and pillowsbr• Spa-style ensuite bathroombr• Genuine leather couchbr• Outdoor deck accessbr• Samsung Smart TVbr• Amazon Echo Show 5br• Air conditioning and heatingbr• High-speed Wi-Fibr• Optional add-on: attached ancillary room with 1 full bed + 1 bunk bed (2 twins), subject to availabilitybrbrON-SITE AT HAUS WINDHAMbr22 private acres · Daily housekeeping · Keyless entry · Fitness center · Infrared sauna · Outdoor sauna · Movie theatre · Billiards room · Propane fire pits · On-property hiking trails · Free parking · Tesla Destination ChargingbrbrLOCATIONbr3 minutes to Windham Mountain · Walking distance to the Windham Path · Minutes to Windham Country Club · ~2.5 hours from NYC

Bed

Bath

Sleeps

$367.95

/ Nightly

Private Vacation Home

Stylish 3BR Getaway – 3 Minutes to Windham Mountain Resort, AC & WiFi Included!

Windham, New York, United States

Located in Windham, enjoy what this 3-bedroom house has to offer. With 2 king beds and 1 full bed, guests can relax in the amazing bedrooms. The 2 bathrooms are equipped with a shower, bidet, and hair dryer for added convenience. This delightful property also features WiFi, AC, and a fitness room. We're happy to assist with any questions while you stay at our house.

Bed

Bath

Sleeps

$1053.0

/ Nightly

Country House

Windham Farmhouse Escape w/hot tub

Windham, New York, United States

Set on 8+ acres, this former dairy farm is a breath of fresh air. The farmhouse, built in 1838, maintains its original charm with the benefits of a recently updated kitchen, outdoor shower, outdoor barn movie screen, and hot tub. Amazing for cozy wintertime stays (wood burning stove, stone fireplace, hot tub, 7 minutes from the ski resort) and relaxed summer getaways (2 ponds not for swimming & a seasonal creek, AC window units, pond-side fire pit, wraparound porch, 5 minutes to Windham center).

Bed

Bath

Sleeps

$1,759

/ Nightly

Private Vacation Home

Catskills Retreat with Theater, Hot Tub and Games

Windham, New York, United States

Bring everyone together at Bella Vista — an entertainment-focused Catskills retreat designed for large groups, multiple families, ski weekends, reunions, and memorable getaways near Windham.brbrSet on 5+ private acres directly across from Vineyard at Windham and just 7 minutes from Windham Mountain, this spacious retreat gives your group plenty of room to spread out, relax, and reconnect without ever feeling crowded.brbrWhether you're planning a ski trip, family gathering, girls’ weekend, birthday celebration, or mountain escape, Bella Vista was built for shared experiences and group fun year-round.brbrWhy Guests Love Bella Vistabrbr* Private movie theater with popcorn machinebr* Game room with pool table, skee-ball & Nintendo Switchbr* Year-round hot tub + fire pitbr* 7 minutes to Windham Mountainbr* Walk to Vineyard at Windhambr* 5+ peaceful private acres with pondbr* Multiple hangout spaces for adults & kidsbr* Rainy-day entertainment for all agesbr* Pet friendly — all pets welcomebrbrPerfect for Large Groups & Familiesbrbr* Comfortably hosts 16+ guestsbr* Ideal setup for 3–5 families or large group tripsbr* Multiple living areas so kids and adults can spread outbr* Great for ski weekends, reunions & retreatsbr* Spacious layout designed for group meals, game nights & time togetherbrbrUnlike many large group rentals, Bella Vista was designed so everyone can gather together while still having space to unwind separately.brbrSleeping ArrangementsbrbrSecond FloorbrbrBedroom 1br* King bedbr* Ensuite bathroombr* Connects to Bedroom 8brbrBedroom 2br* King bedbrbrBedroom 4br* King bedbrbrBedroom 5br* Twin-over-twin bunk bedbrbrBedroom 8br* Twin-over-twin bunk bedbr* Accessed through Bedroom 1br* Best suited for kids/familiesbrbrFirst FloorbrbrBedroom 3br* Double bed + twin bedbrbrBedroom 6br* Two twin-over-twin bunk bedsbrbrBedroom 7br* Queen bedbrbrLoftbr* Sleeper sofabr* Limited privacybr* Ideal for overflow sleepingbrbrEntertainment & AmenitiesbrbrRain or shine, there’s always something to do:brbr* Private movie theaterbr* Popcorn machinebr* Pool tablebr* Skee-ballbr* Nintendo Wii Ubr* Board gamesbr* Smart TVsbr* Fast WiFibr* Central AC & heatingbrbrOutdoor ExperiencebrbrEnjoy peaceful mountain surroundings with:brbr* Private hot tub open year-roundbr* Fire pit for evenings under the starsbr* Gas grill + outdoor diningbr* Volleyball & open yardbr* Private pond & wooded settingbr* Vineyard & mountain viewsbrbrKitchen & DiningbrbrFully stocked for large-group meals:brbr* Large dining areabr* Nespresso + drip coffee makerbr* Cooking essentialsbr* Blender, toaster & bakewarebr* Wine glasses & serving piecesbr* Plenty of prep spacebrbrFamily-Friendly Featuresbrbr* Pack ’n Playbr* High chairbr* Multiple family hangout areasbr* Room-darkening shadesbr* Entertainment spaces kids lovebrbrGood to Knowbrbr* Bedroom 8 is accessed through Bedroom 1br* Loft sleeper sofa has limited privacybr* Mountain WiFi supports streaming and casual work but may slow with many devices connected simultaneouslybr* Exterior Ring cameras monitor entry points for guest safety (no indoor cameras)br* Starter supplies provided for large groupsbr* All pets welcome ($100 per pet)brbrBella Vista is the kind of place where families reconnect, friends gather, kids stay entertained, and everyone leaves with lasting Catskills memories.

8

Bed

3

Bath

22

Sleeps

Vacation Rentals By Owner In Windham, NY

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$913.18

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$299.95

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$367.95

$1053.0

$1,759

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