Vacation Home Rentals By Owner In Windham, NY

Showing 120 Of 214 Vacation Rentals

$268.2

Talley Cabin - Windham NY

Windham, New York, United States

This charming home has 3 bedrooms and 2 full bathrooms. Located about 4 miles from the slopes of Windham Mountain, 3 miles from the Windham Manor wedding venue, this home is perfect for a family vacation or couples getaway! Follow us on Insta: @TalleyCabinbrbrThe spacebrMaster bedroom: King bed and Twin pull-out l Bedroom 2: Queen Bed l Bedroom 3: Twin bunk bed, Porta Crib also available Bathroom 1: Full bathroom with tub and shower l Bathroom 2: Full bathroom with tub and shower. The Master bedroom and Queen bedroom have spacious closets for your use as well as a Roku Smart TV and the Twin Bunk Room has a Fire Stick TV.brbrThis house is set up with everything you need for a comfortable stay including a full kitchen equipped with a drip & pod coffee machine, dishwasher, microwave and toaster. Clean linens and towels provided (located in closets of Master and Queen Rooms), board games and Smart TVs with private WiFi. Cozy up by the wood burning stove or enjoy a cup of coffee or cocktail on the back deck which has a BBQ grill and patio furniture. Relax in an Adirondack chair alongside the firepit in the yard, which has views of the Windham Mountain slopes.brbrGuest accessbrCome enjoy the great outdoors! Year-round activities include hiking the trails of the Catskill Mountains, downhill mountain biking, ziplining, antiquing, sampling local wineries or hitting the slopes, ice skating or snow tubing at Windham Mountain (5 mins) or Hunter Mountain (15 minutes).brbrVisiting us in the summer We are 3 miles from the Windham Manor wedding/event venue and 5 miles from the Zoom Flume water park. Plenty of hiking trails close by such as the Windham Path and the Long Path. Enjoy some mountain biking at Windham Mountain or play a round of golf or head to a local lake and cool off! Our guest information book at the cabin has lots of information about the great restaurants and other local spots to check out!

Bed

Bath

Sleeps

$1188.0

/ Nightly

Private Vacation Home

Brand NEW MINT Windham 5BR/4.5BA home on 5 acre, wooded hilltop.

Windham, New York, United States

MINT 5BR, 4.5BA, brand new home. Full modern furnishing complete 5/1. Panoramic views from 5 acre hilltop with forest backdrop & rushing seasonal stream. Great room w/16-ft vaulted ceiling, exposed beams, 2-sided fireplace. 8-ft glass doors open to elevated covered porch w/outdoor seating and comfort stove. Primary suite and second en suite located on the main floor. brLower level: Third en suite, fourth bedroom and bunkroom, entertainment/TV space, wet bar; sliding glass doors open to patio.

Bed

Bath

Sleeps

$627.36

/ Nightly

Cabin

Catskills Retreat w/ Hot Tub, Swimming, Hiking

Windham, New York, United States

Summary:brbrRelax and recharge at Casa Magda, a design-forward retreat on 9 private acres in Windham, NY, just 2.5 hours from NYC.brbrbrbrBuilt in the 1980s and reimagined for modern living, this four-bedroom home is the rare kind of place that looks as good on Instagram as it feels to be in. Soak under the stars in the cedar hot tub, gather around the campfire, spin records by the fireplace, and wake up to mountain air with nowhere to be.brbrbrbrWindham is 7 mins away. Hunter is 15. The Milky Way is right overhead.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:brbrAs featured in Dwell, Escape Brooklyn, Blu Dot, and Cabin Addicts.brbrbrbrStep inside to a sun-drenched open floor plan with tall windows, a disco ball, neon mood lighting, and a living room built for good nights. The kitchen is fully renovated and seriously equipped — think modern appliances, a breakfast nook, and a dining table that seats 10.brbrbrbrFour bedrooms sleep up to 8 comfortably: three rooms with queen beds and a king master suite with a private ensuite. Every bed is a Helix mattress with Evergreen Stitches linens. Both bathrooms are newly renovated with ceiling speakers and heated floors.brbrbrbrHead upstairs to the loft — wall-to-wall daybeds, a 100 projection screen, and a Bose surround system. Movie nights up here are not optional. Starlink satellite WiFi keeps you connected without sacrificing the mountain escape. Fast enough for video calls and streaming — not designed for heavy downloads or gaming.brbrbrbrOutside: a cedar hot tub for 7, a propane BBQ, a campfire pit, and enough sky to make you forget your phone exists.brbrbrbrThe Neighborhood:brbrWindham is the quiet gem of the Catskills — historic Main Street, locally-owned restaurants, and year-round outdoor adventure. Ski, hike, swim, stargaze. Everything you need is within 40 minutes.brbrbrbrWindham ski — 7 min brbrHunter ski — 15 min brbrBelleayre — 40 min brbrKaaterskill Falls — 30 min brbrNorth-South Lake — 30 min brbrManhattan — 2.5 hrsbrbrbrbrGetting 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:brbrSeptic system: This is a mountain home with a sensitive septic system. Please use toilet paper conservatively. Septic issues caused by overuse may result in repair costs up to $3,500 — we mention this upfront so it's never a surprise.brbrbrbrChildren: The home is not childproofed and we don't provide cribs, highchairs, or changing tables. We recommend guests be 12 and older. If you're bringing younger children, please let us know at booking.brbrbrbrEntertainment system: Please don't connect gaming consoles, external devices, or rearrange the AV setup — it disrupts the experience for future guests. Amazon Firestick is available on the projector; bring your own Netflix and HBO logins.brbrbrbrLoft beds: The loft has wall-to-wall daybeds that can be configured as up to 4 single beds. Just let us know before your stay if you'd like them made up.brbrbrbrBasement:The laundry room is available for guest use. The rest of the basement is off limits.brbrbrbrGetting here: A car is recommended — and 4WD in winter. The Adirondack Trailways bus from Port Authority drops off at Valero gas station, a 5-minute drive from the house.

Bed

Bath

Sleeps

Exceptional(1)

$1738.8

/ Nightly

Chalet

7 Bedroom Luxurious Chalet In Windham, NY

Windham, New York, United States

Welcome to our Catskill getaway located in the town of Windham sitting on 7.5 acres. Our 7 bedroom house is all about slowing down and relaxing with the whole family and friends. Group-friendly amenities include a hot tub, ping pong & pool table, and outdoor area with tons of seating.brbrThe house is about a 5 minute drive from Windham Mountain where you can ski, snowboard & snow-tube! On a nicer day, there's hiking trails, restaurants and a local farm to visit.

Bed

Bath

Sleeps

Exceptional(2)

$270.0

/ Nightly

Condo

All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish

Windham, New York, United States

Unwind in this serene, inviting condo, a haven for year-round relaxation. Experience the natural splendor of the Catskills region, renowned for its laid-back, trendy small-town vibe and abundant recreational offerings. This recently revitalized residence, adorned with cheerful decor, is conveniently located mere minutes from Windham Mountain and steps away from the enchanting Windham Path. Immerse yourself in nature's beauty, captivating vistas, adventures and the charming town.

Bed

Bath

Sleeps

Exceptional(1)

$608.0

/ Nightly

Private Vacation Home

Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

Windham, New York, United States

Consider this townhome your home away from home while you visit Windham. This excellent property features 2 bedrooms, including 1 twin bed and 1 queen bed, ensuring a comfortable stay for all guests. With amenities like a hair dryer, AC, and heating, your needs are well taken care of. The 2 bathrooms provide convenience, and the additional living room space with a sofa bed offers a pleasant area to relax. We look forward to welcoming you to our place.

Bed

Bath

Sleeps

$1002.6

/ Nightly

Private Vacation Home

Red Lift Cabin - Close to town, hiking and biking

Windham, New York, United States

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.

Bed

Bath

Sleeps

Exceptional(107)

$202.5

/ Nightly

Apartment

Cozy Caboose in the city

Windham, New York, United States

Cozy, restored 1922 Caboose for rent in the center of downtown Windham...walking distance to restaurants, bars, shops, bus station...1/2 mile to Windham Ski Mountain...located on property of Triplex Movie theatre, Subway & Carvel shops, Game Room, Laundromat..caboose has queen size bed, TV, Wifi, Microwave, refrigerator, air conditioning, ample parking...A unique, historical overnight experience!!

Bed

Bath

Sleeps

Exceptional(17)

$279.72

/ Nightly

Private Vacation Home

Magical Home Located in Windham and Catskills

Windham, New York, United States

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.

Bed

Bath

Sleeps

Exceptional(6)

$487.8

/ Nightly

Private Vacation Home

Ski on and Off Windham Mountain Village Townhome Unit

Windham, New York, United States

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.

Bed

Bath

Sleeps

Exceptional(8)

$516.09

/ Nightly

Condo

Luxury Windham Mtn Slope Side 3 BDRM Condo

Windham, New York, United States

brAll three bedrooms have on-suite bathrooms. (1King, 1 Queen, Bunkbeds (sleeps 4)brbrThe property features a heated pool and two hot tubs. There is a fire pit and plenty of outdoor seating as well as BBQs.brbrThere is a state of the art fitness room as well as a dedicated equipment storage room (private locker for unit) for skis/snow boards with boot warmers.brbrThere is a 3,000 sq ft club room with 3 TVs, 2 fireplaces and lots of table seating on 1st floor.brbrThere is indoor heated parking in reserved spot.brbrAmenities:brbrDigital locks brbrHigh speed wifibrbrCable tvbrbrX-boxbrbrHigh-end dishwasherbrbrState-of-the-art washer/dryer in standalone laundry roombrbrGas fire placebrbrKitchen is fully equipped and includes blender, toaster, drip coffee machine; refrigerator has ice maker and filtered water.brbrAll bed linens, bathroom towels, blow dryer and pool towels are included.

Bed

Bath

Sleeps

Exceptional(13)

$696.09

/ Nightly

Private Vacation Home

NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!

Windham, New York, United States

Unit 2: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. Since every bedroom has its own bathroom (4 of which are en-suite) everyone will have their own space! During the winter you can walk to skiing and the adventure park. But if warmer weather is for you then ride your mountain bike right out of your front door or drive a mile to the golf course. You can enjoy 365 day views of the ski area from 1000 square feet of outdoor decks. Although the spacious kitchen/dining/living area can accommodate large families or groups if you want to give everyone a break from cooking and cleaning you can enjoy all that Main Street has to offer less then a half mile away. Personal door code will be provided upon booking.

Bed

Bath

Sleeps

Exceptional(66)

$508.66

/ Nightly

Private Vacation Home

Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!

Windham, New York, United States

Our charming timber frame home offers a unique aesthetic appeal - a harmonious combination of rustic warmth and modern function. This mountain retreat offers flowing open spaces throughout. Vaulted pine tongue & groove ceilings, exposed wood beams, and a blue stone fireplace that compliments the home's rustic elements and wood floors. Skylights allow for bright-inviting spaces. The home is set on a private 2.5 acre lot surrounded by trees, while offering the convenience of town only several minutes down the road.brbrOur home has 4 bedrooms and 3 full bathrooms. The upper level of the home has an open concept layout with an updated kitchen, dining area with seating for 8 (plus 3 counter stools), living room with fireplace, and master bedroom with full bath (shower/tub). There is a mudroom as you enter for shoes, equipment, etc. The deck is located off the main living area and includes a grill and an outdoor dining table with views of the mountain. Firewood is available for use in the wood shed on the side of the house.brbrThe lower level features a family room with wood pellet stove, a 2nd master bedroom with full bath (shower/tub), and 2 additional bedrooms that share a 3rd full bathroom (shower with bench). There is also a beautiful sunroom off the 2nd master, with high ceilings and tons of light, that leads out to the large private backyard (and fire pit!). The laundry room is on the lower level as well. We have board games, puzzles, and a small air hockey table for those days you want to stay in and relax. This is a great home for 2 families and we also welcome dogs!brbrPlease note we have our well water tested annually through Adirondack Environmental Services located in Albany to ensure the drinking water is potable.brbrYour destination awaits and is just minutes away from:brbr- 3 to 4 mins away from Town and restaurantsbr- 5 mins away from the Windham Mountain Resortbr- 15 to 20 mins away from the Hunter Mountain Resortbr- 20 mins to Colgate Lake State parkbr- 25 to 30 mins away from Kaaterskill Falls & TrailsbrbrMust be at least 26 years of age to rent this property.brAdditional $200 cleaning fee (per stay).brPets are welcome - additional $50 fee (per stay).brbr** Please note - we ask that Guests: br- Clean the fireplace (if used) prior to checkoutbr- Clean all dirty dishes prior to checkoutbr- Remove all garbage & recycling (there is no garbage pick up so all garbage needs to be brought to the Windham Transfer station 3 minutes from the house)br- Leave the house in good conditionbrbrIn addition:br1. The home must be left in the condition you found it. Please do not move any of the furniture. We understand that accidents happen so please let us know if something is broken. It is only fair that we have ample time to replace something before the next guests arrive.br2. NO Smoking inside the house. If Smoking outside, please dispose of cigarette butts appropriately (do not throw anywhere on the property or in the house garbage pail).br3. No fires inside or out are to be left unattended. Please make sure that all embers in the fireplace are completely out before closing the flue and retiring for the evening.br4. Our cleaners are there to do the laundry, dust and clean the kitchen and baths (not clean up large messes left by disrespectful guests!)br5. Do not flush anything other than toilet paper. Do not flush wipes of any kind. No feminine products should be flushed at anytime.br6. The house is located in the woods. Although we perform regular pest control on the house, we cannot guarantee it to be pest free of all bugs and pests. We cannot compensate for the presence of pests, insects and animals. Although food is biodegradable it is not safe or recommended to dispose any food items or trash in the woods for it attracts insects and animals.br7. Please be aware that we have 3 outdoor cameras installed for security purposes. Once you arrive at the house, all cameras are disarmed for the remainder of your stay. No cameras are located inside the house.brbrFor your convenience, the home is maintained by compassionate hosts with a dedicated caretaker, happy to address any questions or concerns that you and your guests may have.

Bed

Bath

Sleeps

Exceptional(6)

$217.54

/ Nightly

Private Vacation Home

Seasonal rental: Pet friendly home near Windham and Hunter Ski Resorts

Windham, New York, United States

New, three bedroom, two bath home on three acres, conveniently located a 10 minute/5 mile drive from Windham Ski Mountain and a 20 minute/12 mile drive from Hunter Ski Mountain. The home is also near numerous hiking trails, local attractions, and cuisine. The property is just off the beaten path, yet conveniently located near Route 23, nestled along the Batavia Kill with a view of the Blackhead Mountain range. Enjoy coffee or drinks at the pub table on the front deck overlooking the stream. Or sit in the back yard having a meal at the dining table or reading on the glider chair. Bird lover Bring your binoculars!brbrThe large main bedroom has a balcony overlooking the Batavia Kill with a queen size bed, a walk-in closet, and a very large bathroom with double vanity and double-head shower. The second bedroom (10 x 8 ) has a full-sized bed while the third bedroom (also 10 x 8 ) contains two twin beds. brbrThe open concept living room (with a queen-sized sofa sleeper), dining room and kitchen with brand new appliances, is a comfortably large gathering space that connects to a large front deck via French Doors, expanding the space on days with nice weather.brbrWinter seasonal rental.

Bed

Bath

Sleeps

Exceptional(10)

$226.14

/ Nightly

Private Vacation Home

Fantastic 2 family vacation home with EV charger

Windham, New York, United States

The perfect luxury vacation gettaway! Fully equipped with everything you need to relax after a day out. Minutes from Windham’s fantastic restaurants and entertainment. Heated ski storage, EV charger, heated floors and a wine fridge!

Bed

Bath

Sleeps

Exceptional(28)

$2,016

/ Nightly

Private Vacation Home

Windham Private heated indoor pool.

Windham, New York, United States

Escape the big city and visit our newly renovated and furnished Catskill Mountain retreat! Enjoy all the comforts of home with stunning views of the mountains. Yes you can see the ski slopes from our dining room, decks and master bedroom. . Surrounded by 5 acres of lush forests and wildlife, we are minutes away from Windham shopping area, ski slopes, hiking trails, lakes, and waterfalls. Heated indoor saltwater swimming pool, multiple fireplaces, 200 MB Wi-Fi, and state-of-the-art surround sound provide the ultimate comfort.br5 bedrooms, 2.5 bathsbrSleeps 12 guestsbrbrThe spacebrStep inside to discover a stylishly decorated space with warm wood and stone accents, and enough room for your entire group to spread out and relax! This 2600 sq ft home offers spacious accommodations making this the perfect choice for several families or groups of friends traveling to the Catskill Mountains. The living room couch invites you to kick back and unwind, with a glass of wine in front of the wood burning fireplace. Wake early to enjoy your morning coffee out on the deck overlooking 5 acres of land and the ski slopes at Windham, less then 3 miles away. Start the barbecue and get those steaks ready for dinner, or play some bocce with your friends. Adventure on the nearby nature trails for a hike through the scenic Catskill mountains.brAfter a long day shredding the fresh powder at nearby Windham (7 minute drive) or Hunter ( 18 minutes) come home and relax in your own heated Swimming Pool, shoot some darts, or challenge your friends to a game of billiard .brbrThe aspiring chef of your group will love preparing tasty recipes in our fully equipped kitchen with professional appliances, before sitting down to enjoy the feast at our large dining room. In the warmer months, head out to the breezy deck to enjoy a juicy steak or burger from the propane grill and calming wooded views. Feel for a camp out Sit around the fire pit with your friends, tell stories, enjoy the night under the stars, and roast some marshmallows.brbrSo many options – indoors and outdoors – for the quiet weekenders to the adventure seekers. Something for everyone!brbrFeatured Amenities:brbr•Huge, heated in-ground saltwater pool.br• Sound system.br•Flat screen TV in almost every room.br•Multiple Furnished decks with seating area.br•2 Propane Stoves and 1 wood burning fire place, 2 propane fireplaces.br•Fully equipped kitchen.br•Oversized dining table that can seat up to 12 plus breakfast nook that can seat up to 8 more people.br•Five bedrooms with new furnishings.br•2.5 newly renovated bathrooms.br•Fire pit with Adirondack chairs.br•Wireless internet access 200 MB download speed.br•In-unit laundry machine.brbrbrPlease note that we have surveillance cameras, by the entrance of the house and deck.brbrOther things to notebrGuests are required to fill out Rental Agreement and Waiver prior to check in.brbrAttic bedroom does not have a bathroom.

Bed

Bath

Sleeps

$552.96

/ Nightly

Chalet

Ski Chalet In Windham

Windham, New York, United States

Our beautiful mountain retreat awaits you! Located 2 miles from The Windham Mountain Resort, and less than two hours from NYC, making this the perfect weekend getaway. Calming earth tones and wood accents throughout the home make the perfect rustic/modern marriage. Nestled on 1 acre, this home offers both comfort and convenience. brbrA well-equipped kitchen with a suite of new stainless-steel appliances, direct access to two expansive decks, a comfortable dining area, a sunken great room with a deep comfortable couch, beautiful fireplace and vaulted ceilings round out the perfect visit. brbrThe home offers three comfortable bedrooms, all of which feature soft and cozy sheets, feather down comforters, memory foam pillows, and side tables equipped with usb charging stations. Two tastefully tiled full bathrooms with towel service, soaps, conditioners and shampoos help .br brThe finished basement/ game room doubles as a family room or rec room. With a big screen TV, Fooseball table, karaoke machine, and a number of popular board games no one will ever be bored.

Bed

Bath

Sleeps

$397.17

/ Nightly

Country House

Charming 3-bedroom farmhouse with hot tub in the Catskills

Windham, New York, United States

Escape to this serene 3-bedroom, 2-bathroom home nestled in the heart of Windham, NY! Perfect for a relaxing family getaway, this charming retreat offers breathtaking mountain views, a private hot tub, and even a tennis court for some friendly competition. Our home is just 8 minutes from Windham Mountain and the picturesque town with lots of dining & shops.brbrNewly renovated chef’s kitchen pictures coming soon!brbrBook your stay today and experience the best of the Catskills!

Bed

Bath

Sleeps

Exceptional(1)

$270.0

/ Nightly

Chalet

5 Minutes from Windham Mountain

Windham, New York, United States

Chalet Chickadee is a beautiful European style 2 bedroom apartment in a duplex chalet style home with Windham Mountain views. Located 1 mile to Windham Mountain, and 1/4 mile to the center of town. The chalet has a fully equipped kitchen, one bathroom, Flat screen TV, WiFi and Cable TV, Roku, and DVD player, stereo. Each room is tastefully furnished, and 100% cotton linens, towels, and bedding. We have a pond, sleds, toboggans, and hills to to have fun on.

Bed

Bath

Sleeps

Exceptional(169)

$551.88

/ Nightly

Cabin

DREAM LOG CABIN 110 Acres/Hot Tub/ 5 Minutes to the slopes/pond/river/internet

Windham, New York, United States

Tucked away on 110 acres of stunning Catskill Mountain landscape, this charming log cabin awaits any family looking for a mountain getaway. A beautiful and private spring-fed pond lies directly on the property where you can take the row boat out, jump right in for a swim, or ice skate during the winter. Ease your ski-sore muscles in the outdoor hot tub by the gas-barbecue, wood stove, and fire pit. Let the naturalist in you come out as you explore the river that borders the property or hike one of the several trails, all of which are private and lead straight back to the main property. brbrMust be 25 years of age to rent this property.brbrbrAlso with children's tree house next to home. New additions to the property include: newly renovated wrap around patio, air conditioning, expanded hot tub area, and new sun deck. brbrNOW CONNECTED TO HIGH SPEED INTERNETbr3 weekdays minimum br7 days minimum Jul-Augbr ABSOLUTELY brNO fIREARMS NO HUNTING NO ATVsbrNO ATV’s brThis property is a animal retreat

Bed

Bath

Sleeps

Rent a place that suits your needs

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Windham, NY

$268.2

$1188.0

$627.36

$1738.8

$270.0

$608.0

$1002.6

$202.5

$279.72

$487.8

$516.09

$696.09

$508.66

$217.54

$226.14

$2,016

$552.96

$397.17

$270.0

$551.88

Rent a place that suits your needs

Most popular vacation rentals in Windham

$1341.00

$4142.57

$3844.80

$3371.14

$3365.28

$1690.20

$1656.00

$1560.27

$1478.51

$1364.79

Most Popular Cities in New York