Charming 3-bedroom house located on Main Street in Downtown Middlebury
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!
Our prices include all fees. No hidden fees.
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Events allowed: family gatherings, birthday parties, weddings
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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 the dishwasher
Strip any used beds and gather used towels
Remove personal items and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property # 4676770
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 25
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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
Middlebury
Middlebury is home to this vacation home. Karl Chen Memorial Nature Sanctuary and Lieber Nature Preserve reflect the area's natural beauty and area attractions include Deutsch Kase Haus and Dutch Creek Farm Animal Park. Looking to enjoy an event or a game while in town? See what's happening at Michiana Event Center or Mottville Speedway.
Is Charming 3-bedroom house located on Main Street in Downtown Middlebury pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
As of May 12, 2026, prices found for a 1-night stay for 2 adults at Charming 3-bedroom house located on Main Street in Downtown Middlebury on May 26, 2026 start from $296, 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 Charming 3-bedroom house located on Main Street in Downtown Middlebury?
Check-in begins at 3:00 PM.
What time is check-out at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
Check-out is at 11:00 AM.
Where is Charming 3-bedroom house located on Main Street in Downtown Middlebury located?
Situated in Middlebury, this vacation home is within a 10-minute walk of East Park, Memorial Park, and Middlebury Public Library. Krider Gardens and Middlebury Community Historical are also within 15 minutes.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Super adorable house with lots of space! Our kids loved it and we greatly appreciate you sharing your home with our family
Bethany P.
Stayed 7 nights in Dec 2025
Verified
10/10 Excellent
Matthew
Aug 27, 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
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!
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.
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.
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!!
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
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.
Holly F.
Stayed 1 night in Jul 2025
Response from VrboOwner on Jul 24, 2025
Thank you, Holly! It was great hosting you! We hope to have you back!
Verified
2/10 Terrible
Kathy G.
Jan 27, 2026
Kathy G.
Stayed 2 nights in Jan 2026
Response from VrboOwner on Jan 28, 2026
We're sorry you were not satisfied with your stay. We would love to hear what you were dissatisfied with and how we could have fixed it. Thank you!