Overlook Hill Guest House - Madison, MS

This Madison/Ridgeland, MS vacation rental is walking/cycling distance to Natchez Trace Trails and the Ross Barnett Reservoir.

The spacious, traditional home sits on a hill, known as "Tavern Hill" because there was a tavern here that served travelers along the Old Natchez Trace 200 years ago. Today, the quiet residential neighborhood of about 40 homes is nestled between the Natchez Trace Parkway and the Ross Barnett Reservoir.

Overlook Hill is two miles via bicycle from the Natchez Trace. Cyclists can bike off the parkway onto the Chisha-Foka Multi-Use Trail (paved walking/biking path) and bike to Overlook Hill's neighborhood. Motorists and those riding motorcycles can exit the parkway at milepost 103 onto Old Canton Road.

Breakfast is not provided, but your hosts provide snacks and Keurig coffee. For dinner, Uber services the area, although you could easily bike or drive to a few places to eat (Cock of the Walk, Shucker's, Bulldog Burger, Pelican Cove...to name a few).

The two guest rooms at Overlook Hill are rented to only one party (1 to 4 people) at a time. The Master King Suite features a king size bed, sitting area and in-suite bathroom. The second bedroom has a queen size bed and a full bathroom off the hallway. Living space also includes WiFi, washer/dryer, kitchen, dining/living area, TVs in both bedrooms with YoutubeTV & Netflix and a fabulous deck to enjoy the beautiful scenery during all four seasons.

Overlook Hill is ideal for anyone coming to town for a wedding at any of the area venues (Lake House, Jackson Yacht Club, Jackson Country Club and the Mississippi Craft Center, to name just a few.). If you want privacy but don't really want to come home to an empty house each night...Overlook Hill may be just right for you. Your hosts like to give guests their space - but, they are only a text or phone call away.

  • $94 plus service fees and taxes (click here for guest room pictures, info and guest rates)
  • Breakfast is not provided, but snacks and Keurig coffee are available. Guests also have access to a fully equipped kitchen (you can bring food to prepare for breakfast). For dinner, Uber provides service in the area, although you could easily bike to a few places to eat.
  • No pets. Hosts have an indoor/outdoor, well behaved dog and an outdoor only, friendly cat.
  • Bicycle Amenities and Map/Directions from the Natchez Trace ...click here
  • There is a parking pad (not the driveway, but a separate area near the front door walkway) with two spaces for guests.
    Hosts live in the home.
    No smoking on the property.
    No parties or events. Quiet hours are from 10:00 PM until 6:30 AM on weekdays.

Contact Overlook Hill Guest House

  • Hosts - Patrick & Jen Lovitt
  • Phone - 601.421.9304 (for quickest response please send txt message)
  • Email - jenlovitt@gmail.com
Overlook Hill Guest House
116 Carriage Lane
Madison, Mississippi 39110 (click to view a map)

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