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Overlook Legacy - Historic 1907 Home on the Milton Square

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Exterior
Room
Room
Private kitchen
Interior
3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Gym

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Double Beds

Bedroom 3

1 Queen Bed

Living Room 1

1 Queen Sofa Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Gym

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    House Rules

    Check in after 4:00 PM
    Minimum age to rent: 18
    Check out before 11:00 AM
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    Children

    Children allowed: ages 0-17
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    Events

    No events allowed
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    Pets

    No pets allowed
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    Smoking

    Smoking is not permitted

    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
    Failure to complete these may result in a negative review from the host.

    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

    About the neighborhood

    Milton

    Located in Milton, this vacation home is in the city center. Rock County Historical Society Museum and Janesville Performing Arts Center are cultural highlights, and some of the area's activities can be experienced at Northleaf Winery and Bonny Meade Driving Range. Looking to enjoy an event or a game while in town? See what's happening at Palmer Park Tennis Center or Perkins Stadium. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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    Map
    Milton, WI

    What's nearby

    • Tails n Trails Dog Park - 14 min walk - 1.2 km
    • Milton House Museum - 2 min drive - 2.6 km
    • Alliant Energy Center - 34 min drive - 64.8 km
    • Camp Randall Stadium - 39 min drive - 69.4 km
    • Geneva Lake - 43 min drive - 58.5 km

    Restaurants

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

    Frequently asked questions

    Is Overlook Legacy - Historic 1907 Home on the Milton Square pet-friendly?

    No, pets are not allowed at this property.

    How much does it cost to stay at Overlook Legacy - Historic 1907 Home on the Milton Square?

    As of Apr 9, 2026, prices found for a 1-night stay for 2 adults at Overlook Legacy - Historic 1907 Home on the Milton Square on Apr 30, 2026 start from $276, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

    How much is parking?

    Onsite parking is available at the property.

    What time is check-in at Overlook Legacy - Historic 1907 Home on the Milton Square?

    Check-in begins at 4:00 PM.

    What time is check-out at Overlook Legacy - Historic 1907 Home on the Milton Square?

    Check-out is at 11:00 AM.

    Where is Overlook Legacy - Historic 1907 Home on the Milton Square located?

    Located in the heart of Milton, this vacation home is 0.6 mi (1 km) from Tails n Trails Dog Park and within 3 mi (5 km) of Milton House Museum and Northleaf Winery. Bonny Meade Driving Range is 2.4 mi (3.8 km) away.

    About the host

    Hosted by Jamie Scholl

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