Vintage Schoolhouse Near Wineries, Sleeps 6

Niles, Michigan
$258 avg/night Minimum Stay 1 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 1 nights

Min Stay

Experience a unique blend of historic ambiance and modern comfort in this beautifully restored 2-bedroom, 2-bath vintage schoolhouse located in Niles, Michigan. Perfect for families, couples, or friends, this retreat comfortably accommodates up to 6 guests. Relax in the cozy all-season sunroom, ideal for morning coffee, reading, or evening chats. This unique place has a style all its own. $1,500 in accidental damage protection included for peace of mind.

The space
Welcome to our thoughtfully renovated 2-bedroom, 2-bath schoolhouse, tucked away on a peaceful property in Niles, Michigan. This one-of-a-kind retreat blends vintage character with cozy, updated living—perfect for couples, families, or small groups seeking a relaxing getaway.

Sleeps 6 comfortably with two spacious bedrooms, cozy furnishings, and an inviting living space that nods to its old-school roots.

All-season sunroom is perfect for morning coffee, reading, or winding down after a day exploring Southwest Michigan.

Fully equipped kitchen, fast Wi-Fi, streaming-ready TV, and all the essentials to make your stay easy and enjoyable.

This is a standalone guesthouse on a larger property, offering privacy and a true escape—though it shares a driveway with the main home.

Nearby Attractions:

Downtown Niles Historic District: Explore charming shops, cafes, and the scenic Riverfront Park along the St. Joseph River.

Chapin Mansion & Fort St. Joseph Museum: Dive into local history just minutes away.

Fernwood Botanical Garden: Wander through 105 acres of gardens and nature trails.

Lehman's Orchards: Enjoy fresh produce, wines, and ciders.

Niles Scream Park: Experience thrills at one of the nation's top haunted attractions.

University of Notre Dame: Visit the iconic campus, only 6 miles south

Silver Beach County Park (St. Joseph, MI): A family-friendly beach featuring a wide shoreline, playgrounds, and scenic views of Lake Michigan.

Third Coast Paddling (St. Joseph, MI): Rent kayaks or paddleboards to explore the Paw Paw River or Lake Michigan.

Indiana Dunes National Park (Chesterton, IN): Offers 15 miles of Lake Michigan shoreline, over 50 miles of trails, and diverse ecosystems for hiking, bird watching, and beach activities.

Chicago, IL: Approximately 98 miles away, Chicago offers a plethora of attractions including museums, shopping, dining, and entertainment options.

Dining & Entertainment:

Savor local flavors at Iron Shoe Distillery and Niles Brewing Company.

Catch a movie at Wonderland Cinema
Guest access
Guest has full access to the entire guest house and common area of driveway. NO access to the Main house and amenities on the Main house side of the driveway.

Check - 3PM
Check-out - 11AM

Please be respectful of the check in and out times, we need that time to clean between each guest and ensure retreat is ready for the next guest.
Other things to note
No smoking or vaping, no illegal activity, we will not rent to proms, school groups or functions regardless of chaperone. Tampering with smoke detectors or security system will result in a $250 fine.

Minimum age to book our listing is 24.

No loud parties. No more than 6 guests can stay overnight at any time.

Niles, MI locals are not allowed to place a booking without pre-approval. This is to prevent locals from using our property as a party house.

The premises are equipped with exterior security cameras. Cameras are not monitored for guest safety in any way and should not be relied on by guests for personal security or security of their belongings. Cameras may be used to enforce and verify compliance with rental policies. Any damage caused to cameras by guest may result in guest being fined.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    WiFi Available
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Soap Toilet Paper Towels Provided
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Jennifer W.

    Submitted Sep 21, 2025

    Stayed Sep 19, 2025

    Great property, with lots of nice amenities available! It was really convenient for tailgating at ND, about 15 minutes from campus.

  • Kevin J.

    Submitted Sep 16, 2025

    Stayed Sep 12, 2025

    ABSOLUTELY PERFECT!This is a hidden gem of a house. This quaint little school house, turned 2 bedroom 2 bath house was a joy to stay at. It was so quite and peacefully out there. It's only a 20 minute drive to ND and 4 miles from a grocery store. We loved the nature path walk way, the rustic, yet modern finishes, and all the attention to details. They even had eye masks to sleep with that block out any light!The host was super attentive and checked in on us daily to make sure everything was to our satisfaction. We highly recommend this place to anyone looking for a quite getaway or something different. We loved it.

  • Maria S.

    Submitted Aug 28, 2025

    Stayed Aug 15, 2025

    The property is absolutely beautiful — serene, peaceful, and a perfect place to relax. We did encounter a few minor issues during our stay, but management was very responsive and quick to address them. Overall, it was a wonderful experience and we truly enjoyed our time here.

  • James T.

    Submitted Jul 21, 2025

    Stayed Jul 17, 2025

    Old School Charm is located in a very quiet spot with a large yard. It is close to Three Oaks and South Bend (about 20 mins from each). We had a good time in Three Oaks. Breakfast at Viola was amazing! We toured the Journeyman Distillery and then had dinner at Staymakers sitting outside on the deck. We also made a short day trip to Warren Dunes State Park which was beautiful! The location of this property was convenient and also very private. The house has spacious bedrooms and living room. We stayed with two other adults and having a bathroom for each bedroom was very nice. The decor has all been updated and most things seemed brand new. It appears to be newly renovated. Everything was very clean. There were plenty of supplies (ie coffee and espresso maker, dishwasher, soap/shampoo, etc) to make our stay comfortable and convenient. Communication with the homeowner was easy. We were given the access code for easy entry and locking of the doors. We'd definitely stay here again!

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Total

Includes taxes and fees
$258+
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