This vacation home places you within a 10-minute stroll of East Park and Memorial Park. The vacation home includes a kitchen, a microwave, and a Smart TV.
Middlebury Public Library - 8 min walk - 0.5 miles
Riverbend Park - 8 min walk - 0.5 miles
Middlebury Community Historical - 11 min walk - 0.6 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
Subway - 3 min drive
McDonald's - 2 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!
The vacation home is air-conditioned and features a kitchen and 2 bathrooms, and there's space to spread out with 3 bedrooms. The vacation home also includes a washing machine.
Similar properties
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
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
Information provided by the property may be translated using automated translation tools
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
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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
Check-in: 3:00 PM
Check-out: 11:00 AM
Minimum check-in age: 18
We should mention
Details about charges, deposits, or other important information:
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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 25.
Onsite safety features include a carbon monoxide detector and a smoke detector.
Frequently asked questions
What's there to do close to this vacation home?
This vacation home in Middlebury is within a 10-minute walk of East Park and Memorial Park. You'll also find Krider Gardens and Middlebury Community Historical less than a mile away.
Is parking available on site at this vacation home?
No, this vacation home doesn't offer parking.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is Charming 3-bedroom house located on Main Street in Downtown Middlebury a good place to stay for couples?
Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each accommodation and kitchens in some.
Are there hot tubs at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
No, there isn't a spa tub at this vacation home.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
How close is the airport from this vacation home?
The closest major airport to this vacation home is Goshen, IN (GSH-Goshen Municipal), which is 16 mi away (23 minutes by car).
Are there rooms with balconies at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
Yes, every accommodation at Charming 3-bedroom house located on Main Street in Downtown Middlebury comes with a porch.
Charming 3-bedroom house located on Main Street in Downtown Middlebury Reviews
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.
Rating 10 - Excellent. 9 out of 9 reviews
10 - Excellent
9
Rating 8 - Good. 0 out of 9 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 9 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 9 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 9 reviews
2 - Terrible
0
10/10
Cleanliness
8.0/10
Amenities
10/10
Property conditions & facilities
10/10
Eco-friendliness
Reviews
10/10 Excellent
Kay K.
Nov 16, 2025
Liked: Cleanliness
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.
Kay K.
Stayed 1 night in Nov 2025
10/10 Excellent
Carrie C.
Nov 10, 2025
Liked: Cleanliness
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.
Carrie C.
Stayed 2 nights in Oct 2025
10/10 Excellent
Tiffany E.
Oct 16, 2025
Liked: Cleanliness
This was such a cute place, and the beds were so comfortable! My family and I loved staying here!
Tiffany E.
Stayed 1 night in Oct 2025
10/10 Excellent
Joanne H.
Sep 27, 2025
Liked: Cleanliness
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
Joanne H.
Stayed 2 nights in Sep 2025
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.