In Middlebury .Your stay at this Middlebury vacation home places you within a 10-minute walk of East Park and Memorial Park. Middlebury Public Library and Krider Gardens are also within half a mile (1 km).
Shipshewana Auction and Flea Market - 14 min drive - 8.8 miles
Blue Gate Performing Arts Center - 15 min drive - 10.6 miles
Michiana Event Center - 15 min drive - 11.0 miles
Shipshewana Flea Market - 15 min drive - 8.8 miles
Getting around
Elkhart Station - 22 min drive
Goshen, IN (GSH-Goshen Municipal) - 23 min drive
Restaurants
Das Dutchman Essenhaus - 3 min drive
Wedgewood Brewing Company - 2 min drive
McDonald's - 10 min drive
McDonald's - 2 min drive
Rise'n Roll - 6 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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!
Similar properties
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age: 18
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
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.
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
Events allowed: family gatherings, birthday parties, weddings
Smoking
Smoking is not permitted
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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a private host, not a professional engaged in trade or business. 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. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 25. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.
Frequently asked questions
How close is Charming 3-bedroom house located on Main Street in Downtown Middlebury to the airport?
This vacation home is 16 mi (23-min drive) away from the Goshen, IN (GSH-Goshen Municipal) airport, the closest popular airport to the property.
Does Charming 3-bedroom house located on Main Street in Downtown Middlebury have an airport shuttle?
Airport shuttle services are not available at this vacation home.
Does Charming 3-bedroom house located on Main Street in Downtown Middlebury offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
No, there is no casino at this vacation home.
What time is check-in at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
Check-in begins at 3:00 PM.
Is there free parking at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
Free parking is not available at this vacation home.
Does Charming 3-bedroom house located on Main Street in Downtown Middlebury have a pool?
This vacation home does not have a pool.
Does Charming 3-bedroom house located on Main Street in Downtown Middlebury have a spa?
There are no spa services available at this vacation home.
How close is Charming 3-bedroom house located on Main Street in Downtown Middlebury to downtown Middlebury?
This vacation home is 0.3 mi away from Middlebury.
Reviews
Charming 3-bedroom house located on Main Street in Downtown Middlebury Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
8.0/10
Amenities
10/10
Property conditions & facilities
10/10
Eco-friendliness
Rating 10 - Excellent. 5 out of 5 reviews
10 - Excellent
5
Rating 8 - Good. 0 out of 5 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 5 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 5 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 5 reviews
2 - Terrible
0
Reviews
10/10 Excellent
Allen Y.
Sep 16, 2025
Liked: Cleanliness
Stayed with a group off friends for a night. Everything you need you'll have in this cute place
Allen Y.
Stayed 1 night in Sep 2025
10/10 Excellent
Emily B.
Sep 4, 2025
Liked: Cleanliness
Convenient location and very clean. Worked perfect for our short trip to the area.
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!
Matthew
Stayed 1 night in Aug 2025
10/10 Excellent
Sadie B.
Jul 26, 2025
Liked: Cleanliness
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!!
Sadie B.
Stayed 2 nights in Jul 2025
10/10 Excellent
Holly F.
Jul 23, 2025
Liked: Cleanliness
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.