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Windham, Maine

Wander Windham Retreat

Wander Windham Retreat

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8 guests

5 beds

3 bathrooms

1/51

Hot tubOutdoor poolForest view

8 guests

4 bedrooms

5 beds

3 bathrooms

2389.5858 sq. ft.

Ski Season/Winter Special!

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Check-in & out

Check-in after 4:00pm • Check-out before 11:00amPets not allowed

Easy cancellation

Cancel within 24 hours for a full refund.

Pristine homes, no to-do lists

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About the property

Ski Season/Winter Special! For a limited time, please enjoy discounted rates at this getaway. Welcome to The Windham Mountain House by AvantStay! Tucked into the rolling Catskill Mountains, The Windham Mountain House is a warm and inviting three-story home designed for unforgettable gatherings. Situated just minutes from Windham Mountain Resort—and a short drive to Hunter Mountain—it offers exceptional access to two of the region’s most celebrated ski destinations. With the town’s charming Main Street also close by, this retreat pairs rustic character with all the comforts of modern living—perfect for cozy weekends, ski getaways, and summer escapes alike. Step inside to find sunlit, wood-clad interiors that exude the essence of a true mountain home. The open-concept living area invites connection, with plush seating, a wood-burning stove, and a rocking chair gathered around a large TV—ideal for movie nights after a day on the slopes. A wall of windows frames serene views of the surrounding forest, while a telescope by the windowed lounge offers a closer look at the stars above. The spacious kitchen is fully equipped for group cooking, featuring stainless steel appliances, generous counter space, and an island for casual breakfasts. Just beyond, the dining table for ten sets the scene for laughter-filled dinners that stretch into the evening. Four comfortable bedrooms are spread across the home’s three levels, offering privacy and restful retreats for everyone. The top-floor primary suite includes a queen bed and ensuite bath, while the lower level features two additional queen bedrooms, a cozy bunk room, and a shared full bath. Outside, expansive decks and porches extend the living space into nature. Spend sunny afternoons by the outdoor pool, soak in the bubbling hot tub beneath open skies, gather around the fire pit for s’mores and stories, or fire up the grill for a barbecue feast at the picnic table. With plenty of lounge seating and sweeping mountain views, every moment outdoors feels like a breath of fresh air. Whether you’re here for skiing, hiking, or simply unwinding with loved ones, The Windham Mountain House offers a peaceful yet convenient base in one of the Catskills’ most beloved destinations. AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips. It's no wonder city dwellers flock to upstate New York's Catskill Mountains for a break from the daily grind. Its rural beauty and colorful foliage is a beautiful change of scenery. After all, it was here that inspired an entire artistic movement of Romantic painters to capture the area's rolling hills and pastoral setting. View the landscapes in person by hiking the Catskill Mountains, and then head to the farm to pick seasonal produce. Think apple picking in the fall and strawberries in the summer! Local Attractions: Babblers at Wylder Windham, Mill Rock, Brandywine, Chicken Run, Zicatela’s, The Tap House, Briars & Brambles Bookstore, GardenHeir, Windham Mountain, Tipp’s Tavern, Jimmy O’Connor’s, Windham Diner, The Country Store, Studio Minimale Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet. - A high chair and pack ’n play are available on site, along with children’s safety gates (behind the bench in the mudroom) and a portable crib located in the primary bedroom closet for guest use. - The home is also available for monthly or seasonal rentals. Please contact us for details and availability. - The pool is open seasonally and typically available from May through early fall, weather permitting. Availability and opening dates may vary depending on local conditions. Parking Details: - Parking is available in the driveway for 6 cars. - No parking in the garage. - No street parking. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud.

Hotel-grade amenities

Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.

Common Amenities

  • Free parking
  • Wifi
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit
  • Patio
  • Hot water
  • Fire place
  • Board games
  • Forest view

Pool

  • Outdoor pool
  • Hot tub

Balcony

  • BBQ Area
  • Outdoor seating
  • Outdoor dining area
  • BBQ Utensils

Balcony

  • Outdoor seating

Patio

  • Garden
  • Fire pit
  • Outdoor seating
  • Outdoor dining area
  • Hot tub

Living room

  • Heating
  • Air conditioning
  • TV
  • Ceiling fan

Dining room

  • Dining table
  • Balcony

Kitchen

  • Dishes
  • Dishwasher
  • Kettle
  • Kitchen
  • Stove
  • Microwave
  • Toaster
  • Fridge
  • Coffee maker
  • Cooking basics
  • Oven
  • Freezer
  • Coffee
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies

Bedroom 1

  • Hangers
  • Bed linens
  • Balcony
  • Wardrobe

Bedroom 2

  • Bed linens
  • Air conditioning
  • Balcony

Bedroom 3

  • Bed linens
  • Heating

Bedroom 4

  • Bed linens
  • Heating

Bathroom 1

  • Hair dryer
  • Bath linens
  • Toilet
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Shower
  • Bathtub

Bathroom 2

  • Bathtub
  • Body soap
  • Bath linens
  • Toilet
  • Shower gel
  • Shampoo
  • Conditioner
  • Shower

Half Bath

  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Laundry room

  • Iron
  • Dryer
  • Cleaning supplies
  • Washer

Where you’ll sleep

Bedroom 1

1 queen bed

Bedroom 2

1 queen bed

Bedroom 3

1 queen bed

Bedroom 4

1 full double bed, 1 twin bed

Bedroom 1
1 queen bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 full double bed, 1 twin bed

Where you’ll be

Set in the Catskill Mountains, this home offers exceptional access to the area’s top winter activities—minutes from Windham Mountain Resort and a short drive to Hunter Mountain for skiing and riding. When you’re off the slopes, explore the town’s charming Main Street nearby for local spots and a classic mountain-town vibe.

Windham, Maine, United States
42.3385652-74.24310729999999
Timezone: America/New_York

Restaurants

The Henson

Nestled in the historic Catskills, The Henson's fine-dining restaurant Matilda serves playful, vegetable-forward dishes from NYC star chefs Jeremiah Stone and Fabián von Hauske Valtierra, blending local ingredients with elegant comfort in a stylishly restored inn.[1][2][3]

Restaurant Matilda

Nestled in the Catskills at The Henson, Restaurant Matilda delights with comforting yet challenging dishes made from hyper-local farm ingredients, paired with exquisite wines. Its homey ambiance—deep woods, artsy accents, and natural light—celebrates the region's natural bounty in breathtaking style.

Catskill Mountain Country Store & Restaurant-Windham

The Catskill Mountain Country Store & Restaurant in Windham is a charming combination of gift shop and restaurant serving imaginative all-day breakfast and lunch made with locally sourced, organic ingredients. This family-friendly destination also features a garden center, walking paths, and a farm animal rescue zoo.

Prominence restaurant and bar

Step into Prominence Restaurant in Windham, where authentic Italian and steakhouse cuisine meets fresh seafood and juicy steaks in a warm, inviting atmosphere with impeccable service and a lively bar scene. Buon Appetito!

Millrock Restaurant & Bar Room

Millrock is an intimate Italian restaurant specializing in brick oven pizza, fresh seafood, and hearty pasta dishes, set in a warm, welcoming atmosphere with striking mountain views and an open-air kitchen that brings the cooking experience to life.

The Windham Local Public House

The Windham Local is a vibrant community gathering spot in Windham, NY, serving fresh, house-made comfort food with an eclectic menu featuring Thai dishes, farm-to-table fare, and artisanal coffee, all set in rustic charm with live music on weekend nights.

Prominence restaurant and bar

Step into Prominence Restaurant for authentic Italian and steakhouse delights like fresh seafood linguine and juicy NY strips, paired with a warm, inviting ambiance and impeccable service that makes every meal unforgettable.[1][2][3][4]

The Windham Local Public House

Discover The Windham Local Public House, a cozy community spot in downtown Windham blending fresh local farm ingredients with bold Thai cuisine and handmade dim sum. Enjoy its light, vibrant vibe, live weekend music, and craft beers in a former bank turned lively hangout.

The Henson

Nestled in the Catskills, The Henson's Matilda restaurant delivers fine dining from NYC star chefs Jeremiah Stone and Fabian von Hauske Valtierra, spotlighting vibrant local vegetables, proteins, and natural wines in a stylishly renovated historic space blending comfort and elegance.[1][2][3]

Restaurant Matilda

Discover the Catskills' culinary heart at Restaurant Matilda, where fresh, locally sourced ingredients shine in comforting yet challenging dishes paired with exquisite wines. Nestled in a newly renovated space with homey, wood-accented ambiance inspired by the surrounding mountains.[1][2]

Catskill Mountain Country Store & Restaurant-Windham

Nestled in the Catskill Mountains, Catskill Mountain Country Store & Restaurant serves all-day breakfast and inventive lunches bursting with local, fresh ingredients like organic eggs and imaginative pancakes. Pair your meal with a visit to the charming store, pirate playground, and farm animal zoo for a delightful family escape.[1][2][4][5]

Millrock Restaurant & Bar Room

Nestled in the Catskills, Millrock Restaurant & Bar Room serves intimate Italian fare like hearty pastas, fresh seafood, brick-oven pizza, and savory meats amid a cozy, moody vibe with mountain views and live music on the outdoor deck.[1][3][4]

Attractions

Windham Creamery Pond Park

I don't have information about Windham Creamery Pond Park in the provided search results. The results mention several parks in Windham, Maine (such as Donnabeth Lippman Park and Lowell Preserve) and attractions in Windham, New York, but they don't include details about a Windham Creamery Pond Park. To write an accurate and engaging description, I would need search results that specifically cover this location and its features.

Five State Lookout

Five State Lookout offers a breathtaking panoramic vantage point where visitors can see across five states—New York, Massachusetts, Vermont, New Hampshire, and Connecticut—making it an ideal stop for photographers, nature lovers, and anyone seeking stunning mountain and valley views on clear days.

The Windham Path

The Windham Path is a scenic 1.5-mile family-friendly loop through the Catskills that offers year-round recreation by foot, bike, snowshoe, or cross-country ski, featuring pristine views of the Batavia Kill stream and a picturesque covered bridge. Perfect for all ages and fitness levels, it's an ideal escape for anyone seeking an easy, accessible outdoor adventure in nature.

C D Lane Park

CD Lane Park is a versatile Catskill destination offering something for everyone—from swimming and kayaking on its scenic 26-acre lake to sports fields, hiking trails, and disc golf. Whether you're seeking outdoor recreation, family fun, or a peaceful picnic spot, this beautifully maintained park delivers year-round adventure in the heart of nature.

The Knitting Room Windham

Learn to knit a cozy pompom hat in just three hours at this charming Catskill studio, where beginners and experienced crafters alike can create a wearable masterpiece while enjoying mountain views and hot beverages. Perfect for families, friend groups, or special celebrations seeking a memorable hands-on experience.

Elm Ridge Wild Forest

Elm Ridge Wild Forest offers over 25 miles of scenic trails through pristine Catskill forests, catering to hikers, mountain bikers, and cross-country skiers of all skill levels with year-round activities and stunning panoramic views.

Elm Ridge Wild Forest

Discover Elm Ridge Wild Forest's 25+ miles of trails, from the scenic Escarpment to thrilling mountain bike routes, amid stunning Catskill vistas that shift with the seasons. Hikers, bikers, and nature lovers will revel in this 1,355-acre haven of adventure and serenity.[1][3]

C D Lane Park

CD Lane Park is a scenic 26-acre lakeside destination in the Catskills offering diverse recreational activities from swimming and kayaking to disc golf and hiking, making it perfect for families, outdoor enthusiasts, and anyone seeking a peaceful escape in nature.

The Vineyard At Windham

Nestled in the Catskill Mountains with stunning Windham Mountain views, The Vineyard at Windham offers intimate tastings of top New York State wines, plus beer and snacks in a charming setting. Wine lovers, couples, and friends seeking a relaxed escape will savor this unique Catskills gem.[1][3][6]

Five State Lookout

Discover breathtaking panoramic views of five states—New York, New Jersey, Massachusetts, Connecticut, and Pennsylvania—from this accessible Catskills lookout along Route 23. Nature lovers, families, and photographers will love its serene vistas, perfect for quick stops or sunset gazing.

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Wander Guarantee Badge

Guests love Wander

Wander's average ratings

Cleanliness
4.8
Location
4.8
Check-in
4.8
Value
4.8
Concierge Quality
4.8
Wow Factor
4.9

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24/7 Concierge

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Things to know

Here are some things which you should know before booking Wander Windham Retreat

HOUSE RULES

Check-in: after 4:00 pm

Check-out: before 11:00 am

8 guests maximum

Pets not allowed

No smoking - fees will apply

Events require approval

CANCELLATION POLICY

Cancel within 24 hours for a full refund.

Before you book

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Feb 25, 2026$643Available
Feb 26, 2026$643Available
Feb 27, 2026$755Available
Feb 28, 2026$755Available
Mar 1, 2026$643Available
Mar 2, 2026$643Available
Mar 3, 2026$643Available
Mar 4, 2026$643Available
Mar 5, 2026$643Available
Mar 6, 2026$755Available
Mar 7, 2026$755Available
Mar 8, 2026$643Available
Mar 9, 2026$643Available
Mar 10, 2026$643Available
Mar 11, 2026$643Available
Mar 12, 2026$643Available
Mar 13, 2026$755Available
Mar 14, 2026$755Available
Mar 15, 2026$643Available
Mar 16, 2026$643Available
Mar 17, 2026$643Available
Mar 18, 2026$643Available
Mar 19, 2026$643Available
Mar 20, 2026$755Available
Mar 21, 2026$755Available
Mar 22, 2026$643Available
Mar 23, 2026$643Available
Mar 24, 2026$643Available
Mar 25, 2026$643Available
Mar 26, 2026$643Available
Mar 27, 2026$755Available
Mar 28, 2026$755Available
Mar 29, 2026$643Available
Mar 30, 2026$643Available
Mar 31, 2026$643Available
Apr 1, 2026$475Available
Apr 2, 2026$510Available
Apr 3, 2026$643Available
Apr 4, 2026$643Available
Apr 5, 2026$535Available
Apr 6, 2026$500Available
Apr 7, 2026$475Available
Apr 8, 2026$475Available
Apr 9, 2026$503Available
Apr 10, 2026$643Available
Apr 11, 2026$643Available
Apr 12, 2026$528Available
Apr 13, 2026$475Available
Apr 14, 2026$475Available
Apr 15, 2026$475Available
Apr 16, 2026$496Available
Apr 17, 2026$643Available
Apr 18, 2026$643Available
Apr 19, 2026$525Available
Apr 20, 2026$475Available
Apr 21, 2026$475Available
Apr 22, 2026$475Available
Apr 23, 2026$495Available
Apr 24, 2026$559Available
Apr 25, 2026$559Available
Apr 26, 2026$519Available
Apr 27, 2026$475Available
Apr 28, 2026$475Available
Apr 29, 2026$475Available
Apr 30, 2026$489Available
May 1, 2026$643Available
May 2, 2026$643Available
May 3, 2026$475Available
May 4, 2026$475Available
May 5, 2026$475Available
May 6, 2026$475Available
May 7, 2026$475Available
May 8, 2026$586Available
May 9, 2026$604Available
May 10, 2026$475Available
May 11, 2026$475Available
May 12, 2026$475Available
May 13, 2026$475Available
May 14, 2026$475Available
May 15, 2026$588Available
May 16, 2026$603Available
May 17, 2026$523Available
May 18, 2026$475Available
May 19, 2026$475Available
May 20, 2026$475Available
May 21, 2026$699Available
May 22, 2026$699Available
May 23, 2026$699Available
May 24, 2026$699Available
May 25, 2026$643Available
May 26, 2026$640Available