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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
1/93
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 10:00amPets 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

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.

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.

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
4.9
based on 32 reviews
AI Summary

Guests love the outdoor deck, BBQ and stunning forest and mountain views, the secluded but convenient location near ski areas and nearby towns, the immaculate clean and tasteful interiors, and the hosts' fast responsive service that makes stays family friendly.

5
4
3
2
1
Cleanliness
4.9
Location
4.9
Check-in
4.9
Value
4.9
Concierge Quality
4.9
Wow Factor
4.9

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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
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
Nov 26, 2025$536Not Available
Nov 27, 2025$536Not Available
Nov 28, 2025$536Not Available
Nov 29, 2025$472Not Available
Nov 30, 2025$437Not Available
Dec 1, 2025$417Available
Dec 2, 2025$417Available
Dec 3, 2025$417Available
Dec 4, 2025$418Available
Dec 5, 2025$419Available
Dec 6, 2025$420Available
Dec 7, 2025$419Available
Dec 8, 2025$418Available
Dec 9, 2025$419Available
Dec 10, 2025$419Available
Dec 11, 2025$430Available
Dec 12, 2025$440Available
Dec 13, 2025$442Available
Dec 14, 2025$440Available
Dec 15, 2025$433Available
Dec 16, 2025$427Available
Dec 17, 2025$426Available
Dec 18, 2025$426Available
Dec 19, 2025$431Available
Dec 20, 2025$434Available
Dec 21, 2025$485Available
Dec 22, 2025$434Not Available
Dec 23, 2025$536Not Available
Dec 24, 2025$536Not Available
Dec 25, 2025$536Not Available
Dec 26, 2025$536Not Available
Dec 27, 2025$536Not Available
Dec 28, 2025$536Not Available
Dec 29, 2025$536Not Available
Dec 30, 2025$536Not Available
Dec 31, 2025$536Not Available
Jan 1, 2026$536Not Available
Jan 2, 2026$536Not Available
Jan 3, 2026$536Not Available
Jan 4, 2026$536Not Available
Jan 5, 2026$381Not Available
Jan 6, 2026$398Not Available
Jan 7, 2026$398Not Available
Jan 8, 2026$398Not Available
Jan 9, 2026$398Not Available
Jan 10, 2026$536Not Available
Jan 11, 2026$407Not Available
Jan 12, 2026$422Not Available
Jan 13, 2026$422Not Available
Jan 14, 2026$422Not Available
Jan 15, 2026$463Not Available
Jan 16, 2026$471Not Available
Jan 17, 2026$536Not Available
Jan 18, 2026$536Not Available
Jan 19, 2026$570Not Available
Jan 20, 2026$570Not Available
Jan 21, 2026$570Not Available
Jan 22, 2026$536Not Available
Jan 23, 2026$536Not Available
Jan 24, 2026$536Not Available
Jan 25, 2026$411Not Available
Jan 26, 2026$412Available
Jan 27, 2026$431Available
Jan 28, 2026$445Available
Jan 29, 2026$447Available
Jan 30, 2026$459Not Available
Jan 31, 2026$459Not Available
Feb 1, 2026$463Not Available
Feb 2, 2026$459Available
Feb 3, 2026$459Available
Feb 4, 2026$448Not Available
Feb 5, 2026$536Not Available
Feb 6, 2026$536Not Available
Feb 7, 2026$536Not Available
Feb 8, 2026$419Available
Feb 9, 2026$424Available
Feb 10, 2026$426Available
Feb 11, 2026$426Available
Feb 12, 2026$424Available
Feb 13, 2026$424Not Available
Feb 14, 2026$536Not Available
Feb 15, 2026$536Not Available
Feb 16, 2026$547Not Available
Feb 17, 2026$547Available
Feb 18, 2026$507Available
Feb 19, 2026$507Available
Feb 20, 2026$504Not Available
Feb 21, 2026$536Not Available
Feb 22, 2026$438Not Available
Feb 23, 2026$438Available
Feb 24, 2026$459Available
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