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Hillsdale Valley
Hillsdale, New York

Wander Hillsdale Valley

Wander Hillsdale Valley

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10 guests

6 beds

4 bathrooms

1/94

Guest HouseMountain viewBalcony

10 guests

4 bedrooms

6 beds

4 bathrooms

2500 sq. ft.

Wander Hillsdale Valley is a majestic retreat nestled in the picturesque landscape of the Catskill Mountains and the Berkshires, offering unparalleled luxury and breathtaking views.

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Flexible check-in & out

Check-in after 4:00pm • Check-out before 10:00amNo pets 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

Wander Hillsdale Valley is a majestic retreat nestled in the picturesque landscape of the Catskill Mountains and the Berkshires, offering unparalleled luxury and breathtaking views. One of the highlights of this property is its unique layout: two beautifully designed homes—a spacious Main House and a charming Cottage—are included with every reservation. That means more room to relax, more privacy, and the perfect setup for families or groups traveling together. Wake up to sweeping views of rolling hills and lush forests, all visible right from your bedroom window. Step outside to your private outdoor dining area and enjoy unforgettable meals surrounded by the beauty of the mountains.
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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

  • Balcony
  • Forest view
  • Wifi
  • Mountain view
  • Free parking
  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector
  • Air conditioning
  • Hot water
  • Heating

Balcony

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

Dining Room 1

  • Dining table

Kitchen 1

  • Kitchen
  • Cooking basics
  • Coffee
  • Coffee maker
  • Freezer
  • Fridge
  • Kettle
  • Spices
  • Stove
  • Tea
  • Pots and pans
  • Dishes
  • Dishwasher
  • Silverware
  • Wine glasses

Tv Room

  • TV

Bedroom 1

  • Bed linens
  • Closet
  • Hangers
  • Fire place

Ensuite Bathroom

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

Bedroom 2

  • Bed linens
  • Closet
  • Hangers

Bedroom 3

  • Bed linens
  • Closet
  • Hangers

Bathroom 1

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

Bathroom 2

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

Office 1

  • Desk

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

Guest House

  • Guest House

Living Room 2

  • TV

Dining Room 2

  • Dining table

Kitchen 2

  • Kitchen
  • Cooking basics
  • Coffee
  • Coffee maker
  • Freezer
  • Fridge
  • Kettle
  • Oven
  • Spices
  • Stove
  • Tea
  • Dishes
  • Dishwasher
  • Silverware
  • Wine glasses

Bedroom 4

  • Bed linens
  • Closet
  • Hangers

Bathroom 3

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

Office 2

  • Desk

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 queen bed

Bedroom 3

2 twin bunk beds, 1 twin trundle bed

Office 1

1 full sofa

Bedroom 4

1 queen bed

Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
2 twin bunk beds, 1 twin trundle bed
Office 1
1 full sofa
Bedroom 4
1 queen bed

Where you’ll be

Nestled in the heart of the Hudson Valley, this location offers easy access to a wide range of outdoor and cultural activities. Enjoy scenic hikes and nature walks at Taconic State Park or Bash Bish Falls, just a short drive away.

Hillsdale, New York, United States
42.250076-73.46493869999999
Timezone: America/New_York

Restaurants

Heirloom Lodge

Heirloom Lodge is a seasonal, wine-focused restaurant in the Berkshires, offering a changing menu rich in local produce. Its ambiance combines rustic charm with a sophisticated dining experience.

Attractions

Catamount Aerial Adventure Park

Experience the thrill of Catamount Aerial Adventure Park, featuring nine tree-top courses with ziplines and obstacles perfect for adventure-seekers. This park is ideal for families and groups seeking an exciting outdoor challenge.

Catamount Mountain Resort

Catamount Mountain Resort offers thrilling summer activities, perfect for adventure-seekers and families. Enjoy ziplining, aerial adventures, and scenic chairlift rides amidst beautiful mountain scenery.

Beebe Hill State Forest

Beebe Hill State Forest offers a scenic hike to a historic fire tower with breathtaking views, perfect for nature lovers and families seeking adventure. The picturesque trail and stunning vistas make it an ideal outing for those who appreciate the outdoors.

Guthrie Center

The Guthrie Center offers a unique blend of cultural preservation and community engagement, perfect for those interested in music, spirituality, and social issues. It's ideal for anyone seeking a welcoming space for cultural exchange and community connection.

Roeliff Jansen Park

Roeliff Jansen Park offers a serene escape with trails, picnic areas, and a farmers market, perfect for families and nature lovers. Its unique blend of recreation and community events makes it a special spot for those seeking outdoor fun and local charm.

French Park

French Park offers a fun, family-friendly atmosphere with basketball, tennis, and volleyball courts, plus a playground and barbecue area. It's perfect for families and outdoor enthusiasts looking for a lively community setting.

Circle Museum

The Circle Museum offers a unique experience with whimsical metal sculptures set amidst nature. It's perfect for art enthusiasts and those seeking an offbeat adventure.

Lake Mansfield Beach and Conservation Forest Trails

Lake Mansfield offers a serene escape with its beach, playground, and trails, perfect for families and nature lovers. Enjoy swimming, picnicking, and exploring the forest's diverse wildlife.

Harvey Mountain State Forest

Explore Harvey Mountain State Forest, a haven for nature lovers, offering easy and scenic hikes perfect for families and outdoor enthusiasts. Its trails provide a tranquil escape amidst Columbia County's beautiful landscapes.

Fox Hill Camping Area

Fox Hill Camping Area offers a serene escape with its spacious sites and family-friendly activities like disc golf and playgrounds, perfect for families seeking a relaxing outdoor adventure. It's ideal for those who want to enjoy nature without the hustle of nearby Wisconsin Dells.

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Wander Guarantee Badge

Guests love Wander

Wander's average ratings

Cleanliness
4.4
Location
4.4
Check-in
4.4
Value
4.4
Concierge Quality
4.5
Wow Factor
4.6

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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 Hillsdale Valley

HOUSE RULES

Check-in: after 4:00 pm

Check-out: before 10:00 am

10 guests maximum

No pets 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
Dec 20, 2025$695Available
Dec 21, 2025$695Available
Dec 22, 2025$695Available
Dec 23, 2025$695Available
Dec 24, 2025$695Available
Dec 25, 2025$695Available
Dec 26, 2025$695Available
Dec 27, 2025$695Available
Dec 28, 2025$695Available
Dec 29, 2025$695Available
Dec 30, 2025$695Available
Dec 31, 2025$695Available
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