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Overlook Legacy - Historic 1907 Home on the Milton Square

Photo gallery for Overlook Legacy - Historic 1907 Home on the Milton Square

Exterior
3 bedrooms, desk, free WiFi, bed sheets
Dining
Shower, hair dryer, towels, soap
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Gym

Explore the area

View map
Milton, WI
  • Place, Tails n Trails Dog Park
    ‪14 min walk‬
  • Place, Alliant Energy Center
    ‪33 min drive‬
  • Place, Camp Randall Stadium
    ‪41 min drive‬

Room options

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About the area

Milton

A stay at this vacation home places you in the heart of Milton, within a 5-minute drive of Tails n Trails Dog Park and Milton House Museum. .This vacation home is 1.7 mi (2.8 km) from Northleaf Winery and 2.3 mi (3.8 km) from Bonny Meade Driving Range.
View more Holiday homes in MiltonOpens in a new window

What's nearby

  • Tails n Trails Dog Park - 14 min walk - 1.2 km
  • Alliant Energy Center - 33 min drive - 66.5 km
  • Capitol Square - 39 min drive - 69.3 km
  • Camp Randall Stadium - 41 min drive - 70.4 km
  • Lake Como - 41 min drive - 64.7 km

Restaurants

  • ‪Kwik Trip - ‬4 min drive
  • ‪Dairy Queen Grill & Chill - ‬5 min drive
  • ‪Casey's - ‬16 min walk
  • ‪Lucy's Hideaway - ‬8 min drive
  • ‪Northleaf Bistro - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Overlook Legacy - Historic 1907 Home on the Milton Square

Discover Overlook Legacy: a charming 1907 historic three-bedroom home in Milton, WI, part of our beloved Overlook collection near Lake Koshkonong. Sleeps 7-8 with timeless elegance—original hardwood floors, high ceilings, fireplace, full kitchen, and modern amenities like Wi-Fi & laundry. Steps from the local town square; just minutes to the lake. Perfect for families, getaways, or mid-term stays. Experience historic charm with exceptional hospitality!
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Enjoy recreation amenities such as a fitness center or take in the view from a garden. Additional amenities at this vacation home include barbecue grills and bike storage.
Breakfast is available for a fee.
Guests will find features like onsite parking.

Property amenities

Ski

  • Cross-country skiing nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Breakfast available for a fee
  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 15 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No lift (single-level property)
  • Tile flooring in public areas
  • Smoke-free property

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request

Location highlights

  • In the city centre
  • Near a health/beauty spa

Things to do

  • Bicycle parking
  • Bicycle storage
  • Gym
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Bicycle parking
  • Bicycle storage
  • Energy-saving switches in guestrooms
  • Garden
  • No plastic coffee stirrers
  • No plastic drinking straws
  • No plastic soft drink bottles
  • No plastic water bottles
  • Recycling
  • Reusable coffee/tea filters
  • Reusable cups
  • Reusable tableware
  • Towels (changed on request)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys

Pets

Pets not allowed

Children and extra beds

Children are welcome

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Overlook Legacy - Historic 1907 Home on the Milton Square Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Nick H.

Liked: Cleanliness
It was exactly what we needed. Spacious with plenty of beds and nicely updated.
Stayed 2 nights in Apr 2026