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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

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

Arrive to five star cleaning • No chores at checkout • Just lock up and go

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 late June through Labor Day Weekend, weather permitting. Availability and opening dates may vary depending on local conditions. The pool does not have a heater but is equipped with a solar cover. 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.

Hot tub

Outdoor pool

Forest view

Free parking

Wifi

Fire pit

Balcony

Dishes

Bed linens

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.

Restaurants

The Henson

Restaurant Matilda

Catskill Mountain Country Store & Restaurant-Windham

Attractions

Windham Creamery Pond Park

Five State Lookout

The Windham Path

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Wander Guarantee Badge

Guests love Wander

Wander's average ratings

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

Have a question?

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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