Charming 3-bedroom house located on Main Street in Downtown Middlebury

Middlebury, Indiana
$294 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 9

Max Sleeps

Night 2 nights

Min Stay

Nestled in the heart of charming Middlebury, The Cozy Cottage on Main Street is the perfect family-friendly retreat for those looking to relax, explore, and make memories. This unique and welcoming home comfortably sleeps up to 8 guests, offering plenty of space to unwind while keeping you close to everything this beautiful area has to offer. Located downtown, you’ll have easy walking access to local restaurants, the renowned Pumpkinvine Trail, boutique shopping, and small-town charm. For those looking for adventure, we’re just 10 minutes from the famous Shipshewana Flea Market—a must-visit for treasure hunters and antique lovers —and only 40 minutes from the University of Notre Dame, perfect for game day weekends or campus visits. Inside, you’ll find warm, thoughtful touches that make the Cottage feel like home—from cozy living areas to a well-equipped kitchen, and sleeping arrangements suited for families or groups. Whether you’re enjoying a quiet morning coffee on the porch or gathering with loved ones after a day of exploring, this is a space designed for comfort and connection. Book your stay today and experience the perfect blend of relaxation and small-town adventure at the Cozy Cottage on Main Street!

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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

    3 Bedrooms Bed Sheets Provided
  • KITCHEN

    Dishwasher Microwave Oven Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Porch Or Lanai
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Smart TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • 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 : 9

Map Map

School District Rates & Availability

Review Review

  • Matthew

    Submitted Aug 27, 2025

    Stayed Aug 23, 2025

    We enjoyed and appreciated our stay at The Cozy Cottage. Griffon was very nice and allowed us an early check in and welcomed us to stay as long as we wanted on the day of check out. Would definitely recommend and stay again!

  • Bethany P.

    Submitted Jan 2, 2026

    Stayed Dec 26, 2025

    Super adorable house with lots of space! Our kids loved it and we greatly appreciate you sharing your home with our family

  • Tim N.

    Submitted Dec 14, 2025

    Stayed Dec 12, 2025

    Yes fine home will stay there again.

  • Jim V.

    Submitted Dec 7, 2025

    Stayed Dec 4, 2025

    Beautifully decorated property. Nicely equipped and it was perfect for two couples in town for the weekend.

  • Kay K.

    Submitted Nov 16, 2025

    Stayed Nov 14, 2025

    Very cute, comfortable, sparkling clean, well appointed house. Recently updated (great beds) and close to restaurants. We stayed one night to check out Shipshewana Christmas shopping and go to a concert which was 15 min away…this was the perfect location for us.

  • Carrie C.

    Submitted Nov 10, 2025

    Stayed Oct 24, 2025

    The hosts were very kind and gave great local recommendations. The house is spacious and adorable and situated in a picturesque setting. Would definitely recommend.

  • Tiffany E.

    Submitted Oct 16, 2025

    Stayed Oct 11, 2025

    This was such a cute place, and the beds were so comfortable! My family and I loved staying here!

  • Joanne H.

    Submitted Sep 27, 2025

    Stayed Sep 23, 2025

    We are four senior cousins who met for 2 nights at The Cozy Cottage. Access to the home was easy, and the space was exceptionally clean and bright ... with plenty of space to catch up and a large dining room table to play board games. After spending long hours walking around Shipshewana, we so appreciated the comfortable beds at the end of the day. One of the couples needed to park their 30-foot camper during our stay and Griffin was quick to respond with several options in the area for them to check out.Thank you for sharing your home!Joanne, Ernie, Barb and Rich

  • Allen Y.

    Submitted Sep 16, 2025

    Stayed Sep 11, 2025

    Stayed with a group off friends for a night. Everything you need you'll have in this cute place

  • Emily B.

    Submitted Sep 4, 2025

    Stayed Aug 30, 2025

    Convenient location and very clean. Worked perfect for our short trip to the area.

  • Sadie B.

    Submitted Jul 26, 2025

    Stayed Jul 23, 2025

    Beautiful cute cottage.. very clean,everything and anything we could possibly want or need! Plenty of room for our family of 9, and just absolutely perfect and lovely. Great location. Grocery store and cute little ice cream shop within walking distance. Thanks so much!!

  • Holly F.

    Submitted Jul 23, 2025

    Stayed Jul 22, 2025

    This space truly is a cozy cottage. The owner/manager was very thoughtful in the setting up. Everything we needed and MORE! The young adults really loved the bowling/entertainment area in the basement. The beds were very comfortable. We will definitely stay again! The main road provides an opportunity to watch and hear the clacking of the horse and buggies going by. I bet it is beautiful in the fall! You won’t regret staying here.

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Total

Includes taxes and fees
$294+
View details