Wander Windham Retreat
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8 guests
5 beds
2.5 bathrooms
Forest view•Outdoor pool•Hot tub
8 guests
4 bedrooms
5 beds
2.5 bathrooms
1714 sq. ft.
Wander Windham Retreat getaway is made for group escapes in every season.
The Wander Guarantee
Book with confidence. Read more.
Check-in & out
Check-in after 4:00pm • Check-out before 10:00am • Pets 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
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
- Wifi
- Free parking
- Forest view
- Hot water
- Fire extinguisher
- Carbon monoxide detector
- Smoke detector
- First aid kit
- Patio
- Fire place
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
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
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]
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.
Attractions
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.
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.
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Things to know
Here are some things which you should know before booking Wander Windham Retreat
Check-in: after 4:00 pm
Check-out: before 10:00 am
8 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
8 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Before you book
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 18, 2026 | $755 | Not Available |
| Feb 19, 2026 | $851 | Not Available |
| Feb 20, 2026 | $776 | Not Available |
| Feb 21, 2026 | $802 | Not Available |
| Feb 22, 2026 | $643 | Available |
| Feb 23, 2026 | $643 | Available |
| Feb 24, 2026 | $643 | Available |
| Feb 25, 2026 | $643 | Available |
| Feb 26, 2026 | $643 | Available |
| Feb 27, 2026 | $755 | Available |
| Feb 28, 2026 | $755 | Available |
| Mar 1, 2026 | $643 | Available |
| Mar 2, 2026 | $643 | Available |
| Mar 3, 2026 | $643 | Available |
| Mar 4, 2026 | $643 | Available |
| Mar 5, 2026 | $643 | Available |
| Mar 6, 2026 | $810 | Available |
| Mar 7, 2026 | $857 | Available |
| Mar 8, 2026 | $643 | Available |
| Mar 9, 2026 | $643 | Available |
| Mar 10, 2026 | $643 | Available |
| Mar 11, 2026 | $643 | Available |
| Mar 12, 2026 | $643 | Available |
| Mar 13, 2026 | $755 | Available |
| Mar 14, 2026 | $766 | Available |
| Mar 15, 2026 | $643 | Available |
| Mar 16, 2026 | $643 | Available |
| Mar 17, 2026 | $643 | Available |
| Mar 18, 2026 | $643 | Available |
| Mar 19, 2026 | $643 | Available |
| Mar 20, 2026 | $755 | Available |
| Mar 21, 2026 | $759 | Available |
| Mar 22, 2026 | $643 | Available |
| Mar 23, 2026 | $643 | Available |
| Mar 24, 2026 | $643 | Available |
| Mar 25, 2026 | $643 | Available |
| Mar 26, 2026 | $643 | Available |
| Mar 27, 2026 | $755 | Available |
| Mar 28, 2026 | $755 | Available |
| Mar 29, 2026 | $643 | Available |
| Mar 30, 2026 | $643 | Available |
| Mar 31, 2026 | $643 | Available |
| Apr 1, 2026 | $482 | Available |
| Apr 2, 2026 | $616 | Available |
| Apr 3, 2026 | $643 | Available |
| Apr 4, 2026 | $643 | Available |
| Apr 5, 2026 | $610 | Available |
| Apr 6, 2026 | $610 | Available |
| Apr 7, 2026 | $476 | Available |
| Apr 8, 2026 | $475 | Available |
| Apr 9, 2026 | $544 | Available |
| Apr 10, 2026 | $643 | Available |
| Apr 11, 2026 | $643 | Available |
| Apr 12, 2026 | $598 | Available |
| Apr 13, 2026 | $475 | Available |
| Apr 14, 2026 | $475 | Available |
| Apr 15, 2026 | $475 | Available |
| Apr 16, 2026 | $541 | Available |
| Apr 17, 2026 | $643 | Available |
| Apr 18, 2026 | $643 | Available |
| Apr 19, 2026 | $559 | Available |
| Apr 20, 2026 | $475 | Available |
| Apr 21, 2026 | $475 | Available |
| Apr 22, 2026 | $475 | Available |
| Apr 23, 2026 | $540 | Available |
| Apr 24, 2026 | $559 | Available |
| Apr 25, 2026 | $559 | Available |
| Apr 26, 2026 | $559 | Available |
| Apr 27, 2026 | $475 | Available |
| Apr 28, 2026 | $475 | Available |
| Apr 29, 2026 | $475 | Available |
| Apr 30, 2026 | $540 | Available |
| May 1, 2026 | $643 | Available |
| May 2, 2026 | $643 | Available |
| May 3, 2026 | $540 | Available |
| May 4, 2026 | $475 | Available |
| May 5, 2026 | $475 | Available |
| May 6, 2026 | $475 | Available |
| May 7, 2026 | $492 | Available |
| May 8, 2026 | $643 | Available |
| May 9, 2026 | $643 | Available |
| May 10, 2026 | $543 | Available |
| May 11, 2026 | $475 | Available |
| May 12, 2026 | $475 | Available |
| May 13, 2026 | $475 | Available |
| May 14, 2026 | $496 | Available |
| May 15, 2026 | $643 | Available |
| May 16, 2026 | $643 | Available |
| May 17, 2026 | $608 | Available |
| May 18, 2026 | $479 | Available |
| May 19, 2026 | $479 | Available |