Vacation Rentals By Owner In Windham, NY

Make your next trip to the Catskills one to remember when you stay at this 2-bedroom, 2-bath vacation rental! Located on the 2nd floor and surrounded by the forest, this house offers fantastic views of the mountains from the expansive decks. Though you’ll feel tucked away from it all during your stay, you’ll only be a few minutes from downtown Windham and the Windham Mountain Resort for year-round activities. Return from a day of outdoor adventures and gather with friends by the fire pit!brbr-- THE PROPERTY --brbrOutdoor Dining Area | Free WiFi | Off-Street Parking | Hiking NearbybrbrSpring, summer, fall, or winter, this vacation rental is the perfect home base for families and groups of friends seeking a unique outdoor retreat in the Catskill Mountains. brbrBedroom 1: Queen Bed | Bedroom 2 (Bunk Room): Twin/Full Bunk Bed | Den: Queen Sleeper Sofa brbrINDOOR LIVING: Flat-screen TV, skylights, 2 electric fireplaces, en-suite bathroom, games, Free Wifi, cablebrKITCHEN: Fully equipped, Keurig coffeemaker, coffee provided, cooking essentials, breakfast bar, pub table for 8 brOUTDOOR LIVING: Gas fire pit, outdoor dining table, patio, patio furniture, forest and mountain views, side yard, gas grillbrGENERAL: 1,200 Sq Ft, washer/dryer, linens/towels, ceiling fans, central heating/AC, complimentary toiletries, trash bags, paper towels brPARKING: Driveway (3 vehicles)brbr*NOTE: A long-term renter lives on-site in a separate 1st-floor unit and may be present during your stay*brbr-- THE LOCATION --brbrOUTDOOR RECREATION: Windham Path (1 mile), Escarpment Trailhead (2 miles), Windham Mountain Resort (3 miles), Hunter Mountain Resort (10 miles), Kaaterskill Falls and North/South Lake (16 miles), Platte Clove Preserve (18 miles)brSUMMER ACTIVITIES: Windham Mountain Bike Park (3 miles), New York Zipline Adventures LLC (10 miles), Zoom Flume Water Park (10 miles), Colonial Country Club (13 miles), Thunderhart Golf Course (16 miles), Bailiwick Animal Park and Riding Stables (21 miles)brATTRACTIONS: Five State Lookout (6 miles), Thomas Cole National Historic Site (23 miles), Olana State Historic Site (26 miles), Howe Caverns (40 miles)brDAY TRIPS: Tannersville (13 miles), Village of Catskill (23 miles), Hudson (28 miles), Woodstock (30 miles)brAIRPORT: Albany International Airport (61 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- Quiet hours 11 pm to 8 ambr- No events, parties or large gatheringsbr- *NOTE: A long-term renter lives on-site in a separate 1st-floor unit and may be present during your stay*br- Please note the property is located on the 2nd floor and may not be suitable for elderly guests br- Additional fees and taxes may applybr- Photo ID may be required upon check-in

Catskills Home, 5 Mins to Windham Mtn Resort!

Windham, New York, United States

Bed

Bath

Sleeps

$278.26

Experience year-round adventures at this family-friendly home in the heart of Upstate New York! Boasting 2 bedrooms, 2 baths, and a second-story balcony, this Windham vacation rental is ideal for small families and groups of friends visiting the Catskills Mountains. The private unit is equipped with all the at-home essentials - including free WiFi and work from home space - plus an unbeatable location just minutes from hiking trails, waterfalls, and 4-season fun at Windham Mountain Resort.brbr-- THE PROPERTY --brbrSpacious Deck | Private Entrance | Off-Street Parking | Second-Floor Unit | 1,100 Sq FtbrbrWhether you’re renting out the entire house with your large group or simply seeking a relaxing getaway with your closest loved ones, this apartment makes the ideal resting spot between all your Catskills excursions!brbrBedroom 1: Queen Bed | Bedroom 2: 2 Queen Beds, Twin BedbrbrINDOORS: Open floor plan, 2 flat-screen TVs, dining table, desk area, private second-story balconybrKITCHEN: Fully equipped, cooking essentials, dishware & glassware, drip coffee maker, electric kettle, toaster, dishwasherbrGENERAL: Free WiFi, basic toiletries, linens & towels, air conditioning, keyless entry, stairs requiredbrFAQ: Pet fee (paid pre-trip)brADDT’L ACCOMMODATIONS: An additional 2-bedroom property for 6 guests is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrOUTDOORS: The Windham Path (0.4 miles), Windham Mountain (2.8 miles), Kaaterskill Falls Trail Head (14.1 miles), Kaaterskill Wild Forest (15.4 miles), North/South Lake (15.6 miles), Dutchman’s Landing Park (24.1 miles), Kaaterskill Clove (24.8 miles), Howe Caverns (41.2 miles)brATTRACTIONS: Five State Lookout (5.7 miles), Mountain Top Arboretum (9.4 miles), Zoom Flume Water Park (10.6 miles), Tannersville (13.0 miles), Village of Catskill (23.4 miles), Hudson (27.4 miles), Home of Franklin D. Roosevelt National Historic Site (58.6 miles)brBREWERIES: Hunter Mountain Brewery (9.8 miles), West Kill Brewing (20.9 miles), Rip Van Winkle Brewing Company (22.4 miles), Subversive Malting + Brewing (23.2 miles), Crossroads Brewing Company (26.6 miles), Keegan Ales (42.4 miles)brAIRPORT: Albany International Airport (61.2 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- Pet friendly with $50 fee (+ fees & taxes)br- No events, parties or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: There is another vacation rental unit on-site, and other guests may be present during your staybr- NOTE: The property requires stairs to access and may be difficult for guests with limited mobility

Apartment

Relaxing Catskills Apt < 3 Mi to Windham Mountain!

Windham, New York, United States

Bed

Bath

Sleeps

$264.76

Nestled in the heart of Upstate New York, this 2-bedroom, 2-bath apartment offers easy access to Windham’s best summer and winter attractions! Explore the Catskills Mountains while hiking, biking, skiing, or snowboarding just a short drive away from the vacation rental or grab a beer at one of the nearby breweries. When you aren’t shredding the slopes or sightseeing at Five State Lookout, enjoy the spacious yard, fully equipped kitchen, fireplace, and cozy interior of this home-away-from-home.brbr-- THE PROPERTY --brbr1,100 Sq Ft | Fireplace | Free WiFibrbrPerfectly situated for a peaceful Catskills getaway, this well-appointed apartment offers ideal accommodations for a small family or close group of friends.brbrBedroom 1: Queen Bed | Bedroom 2: 2 Queen BedsbrbrKITCHEN: Fully equipped, drip coffee maker, toaster, knife set, dining table, cooking basicsbrINDOOR LIVING: Smart TV, fireplace, dining table, ceiling fansbrGENERAL: Washer & dryer, towels, linens, complimentary toiletries, air conditioning, keyless entrybrFAQ: Pet fee (paid pre-trip)brADDT’L ACCOMMODATIONS: An additional 2-bedroom property for 7 guests is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrPARKING: Driveway (2 vehicles)brbr-- THE LOCATION --brbrOUTDOORS: The Windham Path (0.4 miles), Windham Mountain (2.8 miles), Kaaterskill Falls Trail Head (14.1 miles), Kaaterskill Wild Forest (15.4 miles), North/South Lake (15.6 miles), Dutchman’s Landing Park (24.1 miles), Kaaterskill Clove (24.8 miles), Howe Caverns (41.2 miles)brATTRACTIONS: Five State Lookout (5.7 miles), Mountain Top Arboretum (9.4 miles), Zoom Flume Water Park (10.6 miles), Tannersville (13.0 miles), Village of Catskill (23.4 miles), Hudson (27.4 miles), Home of Franklin D. Roosevelt National Historic Site (58.6 miles)brBREWERIES: Hunter Mountain Brewery (9.8 miles), West Kill Brewing (20.9 miles), Rip Van Winkle Brewing Company (22.4 miles), Subversive Malting + Brewing (23.2 miles), Crossroads Brewing Company (26.6 miles), Keegan Ales (42.4 miles)brAIRPORT: Albany International Airport (61.2 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 smoking br- Pet friendly with $50 fee (+ fees & taxes)br- No events, parties or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires stairs and may be difficult for guests with limited mobilitybr- NOTE: There are other vacation rental units on-site; other travelers may be present during your stay

Apartment

Spacious Apt w/ Yard: 3 Mi to Windham Mountain

Windham, New York, United States

Bed

Bath

Sleeps

$427.2

Come relax in our secluded 4 bedroom, 2 bathroom contemporary vacation rental LESS THAN 5 mins from Windham Mt and 15 mins from Hunter! Completely set back from the road and neighbors so you can relax outdoors on the deck and grill, count the stars from the hot tub or enjoy roasting marshmallows with friends around the fire pit. Indoors is a cozy oasis where you can entertain in the kitchen or warm up around the wood burning stove. Close to many amazing restaurants, hiking, skiing, & Vineyard!brThe spacebrThis house is a 4 bedroom 2 bathroom. Downstairs has 3 bedrooms , 1 bathroom. Upstairs has 1 bedroom and 1 bathroom.brGuest accessbrGuests have access to all bedrooms except for the garage and the closet in the master bedroom upstairs which will be locked up with owners private belongings.

Mountain Rental w/ Hot Tub 5 Mins from Windham Mt

Windham, New York, United States

Bed

Bath

Sleeps

$685.63

Newly Listed!! Beautiful mountain home located on a quite private road. This is a large 5 bedroom home only a few minutes from downtown Windham/Ski Resort and 20 minutes from Hunter Ski Resort. This property has massive lush green yards, amazing outdoor seating space, Weber BBQ Grill, superfast internet, and 5 minutes from downtown Windham. This property was recently renovated and fitted with all brand new appliances and furniture to provide utmost comfort for our guests.

(New Listing) Beautiful mountain home on private road

Windham, New York, United States

Bed

Bath

Sleeps

$265.63

Discover the charming town of Windham, NY, and stay at this spacious 3-bedroom, 1.5-bath vacation rental. With a cozy fireplace, this home offers a warm ambiance for relaxation after days of exploring nearby attractions. Enjoy skiing at Windham Mountain, hiking through the picturesque Catskill Mountains, or driving 10 miles to Hunter Mountain. Then, return home to unwind and plan your next adventure. Whether you seek outdoor thrills or peaceful tranquility, this lovely abode is the ideal escape!brbr-- THE PROPERTY --brbrMountain Views | Furnished Sunroom | Close to Shopping + Dining | Pet Friendly w/ Fee | July 4th Fireworks Viewable Directly From HomebrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin Bunk Bed w/ Twin Trundle | Lower-Level Living Space: Queen Sleeper Sofa | Additional Sleeping: Pack 'n PlaybrbrMAIN FEATURES: Private yard, Smart TVs, stereo, fireplace, dining table, books, Bluetooth speakerbrKITCHEN: Dishwasher, stove/oven, refrigerator, microwave, Keurig coffee maker, mixer, toaster oven, dishware + flatware, cooking basics, trash bags + paper towels, high chairbrGENERAL: Free WiFi, washer + dryer, iron/board, laundry detergent, central heating & air conditioning (2nd floor), ceiling fans, complimentary toiletries, linens/towels, hangers, hair dryer, keyless entrybrFAQ: 3 exterior security cameras (outward facing, 1 in garage), pet fee (paid pre-trip)brACCESSIBILITY: Multi-story home, exterior + interior stairs to enterbrPARKING: Driveway (4 vehicles), garage (1 vehicle)brbr-- THE LOCATION --brbrSNOWY FUN: Windham Mountain Club (2 miles), Hunter Mountain Resort (10 miles), Belleayre Mountain Ski Center (31 miles), Catamount Mountain Resort (51 miles) brSCENIC SPOTS: The Windham Path (0.7 miles), Kaaterskill Falls Trailhead (13 miles), Dutchman's Landing Park (25 miles), Kaaterskill Wild Forest (30 miles)brMORE TO DO: Five State Lookout (6 miles), Mountain Top Arboretum (10 miles), Zoom Flume Water Park (11 miles), Howe Caverns (39 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- Pet friendly w/ $100 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This multi-story home requires an exterior staircase to enter, and interior stairs are required to access the top and lower levelsbr- NOTE: Your safety matters. The property features 3 exterior security cameras located on the front of the home, the front door facing the driveway, the front entrance as well as inside the garage facing out. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Vacation Rental Home ~ 2 Mi to Windham Mountain!

Windham, New York, United States

Bed

Bath

Sleeps

$830.54

Dingley Dell Estate has a long history starting from the British Era. Dingley Dell Estate was originally founded in South Asia. This property is just minutes away from the Windham Ski Mountain and about 20 minutes from the Hunter Ski Mountain. The house has been tastefully decorated and finished to provide utmost comfort to our guests. This is a large house with huge manicured yards. Six bedrooms, four bathrooms, large kitchen, separate kitchenette and a beautiful deck overseeing the backyard. There are large gardens around the house ideal for ball games, badminton or simple walks. House offers large movie room with 100” QLED TV and enough seating for everyone. Guests can enjoy XL above ground pool from June till September as well as hot tub.

Majestic Villa in Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens

Windham, New York, United States

Bed

Bath

Sleeps

$202.71

Perfectly cozy destination in the mountains for a weekend getaway or a family vacation. This condo has everything that you will need for you and your family to have a memorable trip! Look no further!!

Condo

Windham getaway!

Windham, New York, United States

Bed

Bath

8

Sleeps

$1772.74

Beautiful, newly renovated three bedroom, three bathroom condo right on the slopes at Windham Mountain in New York's Catskill Mountains. The condo is located in the newest luxury building at Windham, with a heated outdoor swimming pool, two hot tubs, gym, a patio with a fire pit and gas grills available for your use, and a ski locker room that opens right out onto the mountain.brbrThis unit features a master bedroom with a king sized bed, a second bedroom with a queen bed, and a third bedroom with two bunk beds. Each of the bedrooms include a full bathroom en suite. The king and queen bed rooms have mounted smart TVs. The fully equipped kitchen includes everything you will need. There is also a dishwasher and washer/ dryer in the unit. There is plenty of room for two families.brbrLiving room features a 65 TV with streaming services available. From the living room, walk out to a large balcony overlooking the beautiful scenery of the Catskill Mountains. On the balcony you will find two comfortable Adirondack chairs, as well as a dining set allowing you to enjoy your meals outside.brbrThe building is located at the base of Windham Mountain, and features ski on/ ski off access to the slopes during the winter or mountain biking in the summer. It is a short drive to the town of Windham, and with nearby access to restaurants, mountain biking, golf, horseback riding, zip lining, vineyards and a water park, among other activities. There is one parking spot in a heated underground garage with elevator right up to the condo.

Condo

Condo on Windham Mountain - Greene County

Windham, New York, United States

Bed

Bath

8

Sleeps

$708.31

Summary:brbrRelax and recharge at Casa Magda—a design-inspiring home on 9 acres in Windham, NY—just 2.5 hrs north of NYC! brbrbrbrFor design lovers and nature seekers, this 1980s gem has been redesigned with modern flair and offers serene solitude. Relax by the hot tub, cozy up by the fireplace with a record and lounge around the campfire to view stellar constellations and the Milky Way.brbrbrbrExplore nearby eateries and hikes. Ski the Windham slopes within a 7 min drive, or head to Hunter in 15 mins.brbrbrbrThe Space:brbrAs featured in Dwell, Escape Brooklyn, Blu Dot, TravelAgents10, and Cabin Addicts.brbrbrbrCasa Magda promises guests the perfect upstate retreat with modern comforts and serene surroundings.brbrbrbrThis exquisite property boasts four bedrooms and two bathrooms, providing ample space for relaxation and rejuvenation. As you step inside, you'll be greeted by a spacious open floor plan, flooded with natural light streaming through tall windows.brbrbrbrThe living room is an inviting space to unwind, complete with a disco ball and neon lights for setting the mood. Enjoy fireside chats or engage in lively board games in this cozy ambiance.brbrbrbrThe newly renovated kitchen is a delight for the home cook, equipped with modern appliances, a breakfast nook for casual dining and a dining table for 10! Enjoy sipping your morning brew on the deck while taking in the sunlight. brbrbrbrThe bedrooms are tastefully furnished, with three queen-size beds ensuring a restful night's sleep, while the master bedroom features a plush king bed and a private ensuite bathroom. The recently renovated bathrooms are thoughtfully designed, equipped with amenities such as ceiling speakers and in-floor heating for added comfort. All beds are outfitted with Helix mattresses, and bedding is provided by Evergreen Stitches.brbrbrbrThe upstairs loft serves as an entertainment haven, featuring wall-to-wall daybeds, a 100 projection screen for movie nights, and a Bose surround system for immersive sound experiences.brbrbrbrStep outside onto our inviting deck, where relaxation and rejuvenation await. Here, you'll find a hot tub perfect for soaking beneath the stars and a propane BBQ ready for outdoor grilling. Gather around the campfire pit for storytelling and stargazing in the tranquil beauty of the natural landscape. The new hot tub, accommodating up to 7 people, provides the ultimate relaxation experience after a day on the slopes. Let the warmth of the water and the glow of the stars melt away the day's adventures—it's the perfect way to unwind amidst the snow-kissed surroundings.brbrbrbrWork comfortably in the mountains and soak up the peacefulness of remote work. Our house offers lightning-fast WiFi, ensuring you stay connected while surrounded by nature's beauty.brbrbrbrGuest Access:brbrWe have a laundry room that guests may use during their stay located in the basement, but the rest of the basement is off limits.brbr brbrThe house has Starlink satellite internet. It’s perfect for working remote and streaming. Starlink internet is not equipped for heavy downloading or gaming.brbrbrbrWe offer Amazon Firestick on the projector so you can stream Netflix, YouTube, Prime, HBO, etc. Please come prepared with your own streaming accounts as there are only Prime, Netflix, and Youtube accounts.brbrbrbrWe ask that guests do not bring gaming consoles or connect any additional electronic device to the projector, sound system, move around furniture, or unplug any wires and cables. This will disrupt the entertainment system for the next guests.brbrbrbrPlease be respectful of our home and our belongings. A lot of love, time, and effort has gone into making this space as comfortable as possible and we hope to share it for a long time.brbrbrbrThe Neighborhood:brbrWindham, the “gem of the Catskills,” is one of the oldest small towns in the Catskills region. Established in 1798, the charming historic Main Street has locally-owned specialty shops, amazing variety of restaurants, and a wide range of outdoor activities like skiing, cross country skiing, mountain biking trails, hiking trails, snow tubing, swimming holes, and star gazing. An escape perfect for families and friends. This charming town will take your breath away.brbrbrbrPopular Nearby Sights:brbr · Windham Ski Mountain: 7 mins · Hunter Ski Mountain: 15 mins · Belleayre Ski Mountain: 40 mins · Plattekill Ski Mountain: 40 mins · North-South Lake: 30 mins · Kaaterskill Falls: 30 mins · Black Dome Mountain: 30 minsbrbrbrbrNeighboring towns:brbr · Hunter: 15 mins · Tannersville: 20 mins · Catskill town: 30 mins · Phoenicia: 30 mins · Woodstock: 45 mins · Roxbury/Margaretville: 45 mins · Kingston: 55 mins · New Paltz: 1 hour · Manhattan: 2.5 hoursbrbrbrbrGetting Around:brbrCasa Magda is just 2.5 hours from New York City, and while having a car for transportation in the area is recommended, you can also take the Adirondack Trailways Charter bus. The bus departs from Port Authority Bus Termina and conveniently drops you off at Valero gas station, a 5-minute drive from the house.brbrIn the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.brbrbrbrOther Things to Note:brbr** Please note that this house has a sensitive septic system. Guests should monitor toilet paper usage to avoid issues. Proper usage should prevent any problems, but should septic issues result directly from overuse, guests may be liable for septic repair and cleanup costs up to $3500.brbrbrbrFor guests who prefer to sleep separately, up to 4 single beds are available upstairs; let us know if you'd like the loft beds made during your stay.brbrbrbrThere is a portable A/C in the living room, and fans are provided for all rooms. There is electric baseboard heating throughout the home including heated floors in the bathroom.brbrbrbrFor safety reasons, it's important to note that our home is not child-proof–we do not supply cribs, highchairs, changing tables, and similar items. We do not advise the accommodation for children below the age of 12. If you intend to bring infants or children, please notify us at the time of booking.

Cabin

Casa Magda - Designer Home near Hiking + Swimming

Windham, New York, United States

4

Bed

Bath

8

Sleeps

$570.24

Escape to this peaceful mountain retreat in the Catskills, the Windham Chalet. Windham is know as the “Gem of the Catskills” and was recently named as a big charm town and perfect for a weekend getaway in New York by World Atlas. Only 5 minutes from Windham Mountain with skiing and snowboarding, hiking, golfing, restaurants and shops. Relax and enjoy with the whole family around the fireplace, game room, or large deck. We believe without a doubt you will love this home as much as we do!brbrThe spacebrThis cozy A-frame Chalet has been newly refurnished with your comfort in mind. Close to the best hiking, skiing, and snowboarding the Catskills has to offer - 5 minutes to Windham, 20 minutes to Hunter, and 40 minutes to Belleayre. Take in the outdoors with the large wraparound deck or small private balcony. Make memories with family and friends in the game room downstairs equipped with a foosball, pool, and air hockey combination table, as well as giant Connect 4 or sit on the couch and enjoy a movie on the projector screen.brbrThe Chalet accommodates 8 people very comfortably and is perfect for families or couples. It's also a short drive to many local destinations.brbrWindham Mountain - 5 minutesbrHunter Mountain - 18 minutesbrKaaterskill Falls - 31 minutesbrPlattekill Mountain - 35 minutesbrBelleayre Mountain - 37 minutesbrbrThe Chalet has 4 bedrooms, 5 beds, 2 full baths, a full kitchen, washer and dryer, and fast Wi-Fi.brbrKITCHENbrFully stocked with everything you need including dishes, glasses, mugs, pots and pans, utensils, cutting boards, Breville Toaster Oven, Keurig K-Duo Plus Single Serve and Carafe Coffee Maker (plus a few k-cups for your enjoyment), Bialetti Moka Express 6 Cup, electric tea kettle, salt and pepper, etc.brbrDINING ROOMbrThe dining table seats 6 and there are 2 bar seats at the kitchen counter adjacent to the table. There is also a child's booster seat in the bedroom closet upstairs.brbrLIVING ROOMbrWarm up by the brick wood burning fireplace with the stacked, chopped and seasoned wood under the deck. Above the fireplace sits a Samsung Frame TV for your entertainment. There are 2 couches and 3 leather chairs offering plenty of seating for all guests.brbrOUTDOOR SPACEbrLarge deck off of the living room with ample seating, a 6-person outdoor table, and a propane grill.brbrBEDROOMSbrBedroom 1 (Main Level): Queen BedbrbrBedroom 2 (Upstairs): Queen Bed, closet, private balconybrbrBedroom 3: (Upstairs): 2 twin bedsbrbrBedroom 4: (Basement/Game Room): Pull-out Queen bedbrbrGAME ROOMbr50 TV with FirestickbrFoosball/Pool/Air Hockey combination tablebrCouchbrJumbo Connect 4brbrBATHROOMSbrMain Level - Full bath with bathtub/showerbrBasement - Full bath with bathtub/showerbrbrGuest accessbrYou will have access to the entire chalet and property during your stay. The PIN for door access by electronic keypad will be provided prior to check-in.

Cabin

Cozy Family-Friendly A-Frame - 5 min to Windham Mt with AC

Windham, New York, United States

Bed

Bath

Sleeps

$264.43

Updated Interior w/ Modern Decor & Appliances | Office w/ Dedicated Workspace & Large Windows | Pet Friendly w/ FeebrbrQuick access to the slopes and all the comforts of home await at this Windham vacation rental. Nestled on a deep lot with mountain views inside and out, this 4-bedroom, 2.5-bath home offers a well-equipped space for the whole crew and your furry friend, too! When you aren’t skiing at Windham Mountain Club or hiking Kaaterskill Falls, kick back on the deck and enjoy the view!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 2 twin bedsbr- Bedroom 4: 2 twin bedsbrbrINDOOR LIVINGbr- Smart TVbr- Office, dedicated workspacebr- Dining tablebr- En-Suite bathroombrbrOUTDOOR LIVINGbr- Private yardbr- Deckbr- Wood-burning fire pitbr- Mountain viewbrbrKITCHENbr- Stove/oven, refrigerator, dishwasher, microwavebr- Dishware/flatware, cooking basicsbr- Keurig coffee maker, electric kettle, air fryer, toasterbr- Trash bags & paper towelsbrbrGENERALbr- Free WiFibr- Central heating (oil), 2 window A/C units, ceiling fansbr- Iron/board, hangersbr- Linens/towels, hair dryerbrbrFAQbr- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- Stairs requiredbr- 2-story homebr- Bedroom/full bathroom on 1st floorbrbrPARKINGbr- Gravel driveway (2 vehicles)brbrADDT’L ACCOMMODATIONSbr- There are 4 additional properties available nearby, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- 2 miles to Windham Mountain Clubbr- 0.5 miles to The Windham Pathbr- 9 miles to Hunter Mountain Resortbr- 15 miles to Kaaterskill Falls Trail Headbr- 10 miles to Mountain Top Arboretumbr- 62 miles to Albany International Airportbrbr-- 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- Pet friendly w/ $50 fee (+ fees & taxes, 1 max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires using an exterior staircase to enter but features a bedroom and full bathroom on the 1st floor

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit!

Windham, New York, United States

Bed

Bath

Sleeps

$1303.86

Canadian Log Home on 14 acres yet only 2 miles to Windham Ski Mountain. The house has 4 bedrooms plus a loft and 3 bathrooms. The kitchen is equipped with high end appliances. Living Room with stone fireplace. Sunroom with beautiful mountain views. At the end of a relaxing or busy day enjoy a soak in the hot tub. Wifi. Country Living at IT'S BEST!!! brbrIn the summer Windham is known for hiking, golfing, mountain biking, fly-fishing, hiking, mountain biking, water parks, antiquing, skiing and sleighing. Of course, in the Fall, the foliage is just spectacular. This is not a party group house, this is a home for families.

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain

Windham, New York, United States

4

Bed

Bath

12

Sleeps

$1002.6

Just 2.5 hours from NYC in the heart of the Catskills. One of a kind entirely renovated townhouse. 3 minutes walking distance to the Windham Mountain magic carpet. Close to town, golfing, biking, hiking, swimming and fishing. Sleep 8. 3 bedrooms, 2 full bathrooms, kitchen fully equipped, living/dining room, wood burning fireplace and deck with charcoal BBQ. Access to the amenities of the Windham Mountain Village: Indoor pool, hot tub, tennis courts and club house deck with gas BBQ and firepit. Hot Tub is closed for Summer and Fall 2025 due to renovations. The pool is open 9:00 am to 9:00 pm everydaybrbrCozy townhouse with unique features in a family-friendly mountain village. Walking distance to the slopes and village amenities. brbrWhat is included:brFresh clean sheets and bathroom towels for all guestsbrPool towels for all guestsbrBathroom (shampoo, conditioner, body wash, hand soap, hand lotion) and kitchen (dish soap, sponge, towels) amenities brCooking utensilsbrWIFIbrWood burning fireplacebrAir Conditioning (Ductless Split A/C Units installed in upstairs bedrooms and living room)brCoffee maker, electric kettle, toaster, blenderbrWasher/dryerbrDeck with outdoor table and chairsbrBBQ Charcoal Grillbr2 parking spacesbrbrWe provide necessary laundry and dishwasher detergent, garbage bags, toilet paper, paper towels, firestarter, matches, charcoal for grill outside on the deck and wood for the fireplace. We also do our best to keep our kitchen stocked with cooking essential such as varied spices, oil/vinegar, sugar/flour.brbrThe spacebrCozy townhouse with unique features in a family-friendly mountain village. Walking distance to the slopes and village amenities.brbrWhat is included:brFresh clean sheets and bathroom towels for all guestsbrPool towels for all guestsbrBathroom (shampoo, conditioner, body wash, hand soap, hand lotion) and kitchen (dish soap, sponge, towels) amenitiesbrCooking utensilsbrWIFIbrWood burning fireplacebrAir Conditioning (Ductless Split A/C Units installed in upstairs bedrooms and living room)brCoffee maker, electric kettle, toaster, blenderbrWasher/dryerbrDeck with outdoor table and chairsbrBBQ Charcoal Grillbr2 parking spacesbrbrWe provide necessary laundry and dishwasher detergent, garbage bags, toilet paper, paper towels, Firestarter, matches, charcoal for grill outside on the deck and wood for the fireplace. We also do our best to keep our kitchen stocked with cooking essential such as varied spices, oil/vinegar, sugar/flour.brGuest accessbrGuests have access to the Windham Mountain Village tennis court, pool, Jacuzzi and deck of the club house including gas firepit and gas BBQ.br2 parking spaces located next to the townhouse.brOther things to notebrGuests have access to the entire condo as well as amenities of the Windham Mountain Village association:br- Clubhouse patio with gas BBQ grill and gas firepit by the pond)br- Pool house (large indoor pool and hot tub)br- Two Tennis Courtsbr- Entire grounds of the Windham Mountain VillagebrbrNote that the pool and hot tub open Thursday - Sunday (9 am to 9 pm) in June, September and October (interseason) - Everyday (9 am to 9 pm) in the summer and during ski season. Pool closure subject to management.

Red Lift Cabin - Close to town, hiking and biking

Windham, New York, United States

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Sleeps

$469.8

Base of Windham, Large 3 bedroom town home.brbrPlease remember to check WindhamMountain.com Ski Season & Bike Park updates . Please check the mountain site prior to booking for Covid Restrictions. brbrAC in main living space and all bedrooms.brbrPool will be open 7 days starting July 1 to Labor Day. brPool will be closed to Thanksgiving. Pool will then reopen for weekends when WM is open.brbr Community indoor pool with hot tub. Pool closure subject to management. brbrThere is plenty of space. In addition to the 6 beds, there is also a pull out couch and small futon if needed on top of stairs on loft. Space is perfect for a family or 2. brbrThe large unit has private parking for 2 cars. There are extra guest spots but not guaranteed. Bring your groceries and cook, or short drive into town for many local favorites. Basic amenities are included. There is an Apple TV to hook your apple product to living room TV. Master. Bedroom and guest suite have firesticks. There are fans. Main living space has fireplace. Gas Grill on private deck. brbrbrPlease email any questions. brWeekly rate discount available.

Windham Townhouse - Base of Mountain

Windham, New York, United States

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Sleeps

$273.42

Let this Magical Home take you away to your special place in the Catskills. Located nearby the town of Windham and less then 3 miles to Windham Ski Mountain this home is nearby all the activites that the Catskills has to offer.

Magical Home Located in Windham and Catskills

Windham, New York, United States

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Sleeps

$3780.0

Copper Ridge Estate | 9BR Luxury Mountain Retreat w/ Theater, Pool, Gym & ConciergebrbrSleeps 18 · 9 Bedrooms · 8+ Baths · Indoor Pool · 2.5 hrs from NYC · Windham, NYbrbr⸻brbrBOOK NOW for the 2025–2026 Ski Season!br2-week stays or full-season (5-month) rentals available.brbr⸻brbrExperience true 5-star mountain living in this 10,000+ sq ft luxury estate perched in the Catskills. Just 2.5 hours from NYC—but a world away from stress—this is your dream winter (or summer) escape.brbrWhether you’re skiing in Windham, hosting a private retreat, or relaxing with family and friends, this home was designed to impress.brbr⸻brbrWhat You’ll Love:brbr9 Spacious Bedrooms (incl. Bunk Room) — Sleeps 18brIndoor Heated PoolbrPrivate 12-Seat TheaterbrFull Gym & Game RoombrExpansive Great Room w/ Wood-Burning Fireplace & Mountain ViewsbrGourmet Kitchen + Breakfast Bar + Multiple Dining AreasbrThoughtful Design Touches & Cozy Lounges Throughoutbrbr⸻brbr Optional Concierge Services (extra fee):br • VIP Ski & Golf Accessbr • Private Instructorsbr • In-Home Spa Servicesbr • Personal Chef, Housekeeping, Serversbr • Restaurant Reservations & Private Eventsbr • Corporate Retreat Planning & MorebrbrLet us customize your luxury mountain getaway.brbrbrPlease note we do have exterior security cameras that are remotely monitored by our alarm company to ensure only registered guests are on the property. Guests are also able to view the same POV from home screen. brWe also have a camera in the pool and the hot tub- for insurance purposes.

EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS

Windham, New York, United States

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Bath

Sleeps

$410.23

This is a townhouse unit located within the Windham Mountain Village Association. It is located at at the base of Windham Mountain resort. This townhome unit is comfortably furnished and includes everything you will need for an enjoyable stay in the Catskills.

Ski on and Off Windham Mountain Village Townhome Unit

Windham, New York, United States

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Bath

Sleeps

$918.0

28 acre semi private lake in the back yard (only 1 other house on the lake). Formerly the White Birches Campsite Lodge. This place is absolutely beautiful. When you walk in, you're met with a gorgeous cabin-style interior. The smell of wood fills the huge, beautiful living/lounge space. Cathedral ceilings with huge barn beams and floor to ceiling fireplace. Multiple glass double doors in the main room leading to the deck allow for a great view of the lake. You would have use of the 325 acres of Department of Environmental Land surrounding the property. brbrThere are many trails for hiking, Cross Country Skiing and Snowshoeing. The previous owner had all 335 acres and sold 10 to me and 325 to Department of Environmental Conservation. Windham mountain is 5 minutes away and Hunter mountain is about 15 minutes away. Large TV and huge fireplace. very large kitchen with granite counters. Groceries are in Hunter or Prattsville both about 15 minutes away. Many great restaurants in the area in Windham, Hunter and Tannersville. We have a grill on the deck with 3 different sections 1 for gas, 1 for coal and 1 for wood. brbrBedroom 1 has a queen bed (sleeps 2).brBedroom 2 has 2 queen beds (sleeps 4).brBedroom 3 has 1 king bed and 1 pull out day bed (sleeps 4)brBedroom 4 has 1 full bed 1 twin bed and twin bunk bed. brOffice has a futon (sleeps 1).brLiving room has 2 couch beds (sleeps 4)brHouse sleeps a total of 15 people comfortably.

Beautiful Lake house on private 28 acre lake

Windham, New York, United States

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