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

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

A house with a white picket fence, a front porch with two rocking chairs, and a brick pathway leading to the door.
A porch with two rocking chairs, a white door, and a window with shutters.
A living room with a fireplace, a ceiling fan, and a flat-screen TV mounted above it.
A living room with a gray sectional sofa, a round wooden coffee table, and a vase with pink flowers.
A dining area with a wooden table, six chairs, a vase with flowers, and a chandelier.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
3 bedrooms2 bathroomsSleeps 9

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Porch or veranda
  • Internet access

Explore the area

View map
Middlebury, IN
  • Place, Memorial Park
    ‪6 min walk‬
  • Place, Middlebury Public Library
    ‪8 min walk‬
  • Place, Middlebury Community Historical
    ‪11 min walk‬
  • Airport, Goshen, IN (GSH-Goshen Municipal)
    ‪21 min drive‬

Rooms & beds

3 bedrooms (sleeps 9)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Double Beds and 2 Single Beds

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 2

Soap · Towels provided · Bathtub · Toilet · Shampoo

Spaces

Porch or lanai
Kitchen

About this property

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!

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

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 to complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items and take out the rubbish
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 # 4676770vb
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 that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Middlebury

Middlebury is home to this holiday 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.
View more Holiday homes in MiddleburyOpens in a new window
Map
Middlebury, IN

What's nearby

  • Memorial Park - 6 min walk - 0.6 km
  • Middlebury Public Library - 8 min walk - 0.7 km
  • Riverbend Park - 8 min walk - 0.7 km
  • Trout Lake - 9 min walk - 0.8 km
  • Middlebury Community Historical - 11 min walk - 1.0 km

Getting around

  • Elkhart Station - 22 min drive
  • Goshen, IN (GSH-Goshen Municipal) - 23 min drive

Restaurants

  • ‪Wedgewood Brewing Company - ‬2 min drive
  • ‪Das Dutchman Essenhaus - ‬3 min drive
  • ‪Bamboo Garden - ‬3 min drive
  • ‪Middlebury Hills - ‬2 min drive
  • ‪McDonald's - ‬10 min drive

Frequently asked questions

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 6 August 2026, prices found for a 1-night stay for 2 adults at Charming 3-bedroom house located on Main Street in Downtown Middlebury on 21 August 2026 start from NZ$1,167, 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 at Charming 3-bedroom house located on Main Street in Downtown Middlebury?

On-site 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?

Checkout is at 11:00 AM.

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

Situated in Middlebury, this holiday 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 labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 19 out of 23 reviews
Rating 8 - Good. 3 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 1 out of 23 reviews

9.6/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Mary W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice clean conveniently located to visit all the area has to offer.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Kim A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice place. Busy street, but fun to sit out front & watch the horse & buggies go by!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Brigid D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home very clean and charming. The host responded promptly to any questions we asked. Our 6 year old grandson enjoyed the bowling game in the basement. We enjoyed our stay.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Tiffany E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was such a cute place, and the beds were so comfortable! My family and I loved staying here!
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Tim N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Yes fine home will stay there again.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Emily D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Undoubtedly the BEST VRBO we’ve ever rented. Absolutely delightful! Never wanted for anything. Beds/pillows/sheets/towels were sooo nice & comfy. Two suggestions - 1) put no-slip strips in the shower tub, and 2) put a no-slip rug inside the front door. Thank you! Good Job!
Stayed 2 nights in Jul 2026
Verified review

8/10 Good

Heather R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay on Main St. The home was cozy, in a walkable neighborhood. We had a glitch at check in, but the hosts were extremely responsive and apologetic, addressing the situation immediately. My son loved playing in the front yard and seeing the horse and buggies pass by. We would happily stay here again.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Jim V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully decorated property. Nicely equipped and it was perfect for two couples in town for the weekend.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Emily B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient location and very clean. Worked perfect for our short trip to the area.
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Traci G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely property, close to plenty of things to do! We enjoyed having 2 full bathrooms and ample bedrooms. We had a very enjoyable stay. Check in and check out couldn't have been easier! The only suggestions I would make would be to add some lamps to the corners of the living room for added ambiance and light, and maybe some fold up luggage racks in the main bedroom and hooks on bathroom/bedroom doors. None of these things affected our stay at all, it's a lovely place and we would gladly go back! Very charming and nicely decorated place. Plenty of linens and extra blankets and pillows, a washer and dryer, dishwasher. It had everything we needed. Thanks so much for the hospitality!!
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Lisa W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a nice stay in Middlebury. We are 3 senior aged ladies. Loved the quaint, freshly remodeled look inside the place. The home was very clean . Great way to enjoy time with friends and be comfortable in a home. Comfortable beds and all rooms have a ceiling fan. Location is perfect to explore Middlebury and Shipshewana. Would definately stay here again. Thanks for sharing your home
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Matthew

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!
Stayed 1 night in Aug 2025
Verified review

10/10 Excellent

Bethany P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super adorable house with lots of space! Our kids loved it and we greatly appreciate you sharing your home with our family
Stayed 7 nights in Dec 2025
Verified review

10/10 Excellent

Carrie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Kay K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Allen Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed with a group off friends for a night. Everything you need you'll have in this cute place
Stayed 1 night in Sep 2025
Verified review

10/10 Excellent

Sadie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Holly F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 1 night in Jul 2025
Response from VrboOwner on 24 July 2025
Thank you, Holly! It was great hosting you! We hope to have you back!
Verified review

10/10 Excellent

Joanne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 2 nights in Sep 2025
Verified review

8/10 Good

Debbie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great and worked out well for what we needed! Our grandkids loved having out in the basement!
Stayed 2 nights in Jul 2026
Verified review

8/10 Good

JoAnn L.

Liked: Check-in, communication, location
There were no outdoor chairs in the backyard. Also there were bugs in the microwave and ants throughout the house. It was a nice house but the cleanliness was not top notch. A suggestion would be if the owners could leave a list of local places to eat and shop plus a place for buying groceries. Thank you.
Stayed 4 nights in Jul 2026
Response from VrboOwner on 20 July 2026
Thank you for your feedback. We take the cleanliness very seriously, we will let our cleaner know about your comment. Also, there is a book provided with restaurant recommendations and local activities, we will make sure future guests are aware of that.
Verified review

10/10 Excellent

Sherri E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My vacation party went from 5 people to 2; so one befroom and the extra living space/ game room was not used! However it was big enough to have a larger party where no one would have felt cramped! Since it was just me and my adult grandsons, we ate out every meal; however all of the utensils, pots and pans, dishes, etc., we're there- along with an ice maker. We did use the washer/dryer which saved me from doing laundry when I got home!The house was furnished well, and very comfortable! I would love to live there! The location was great! It was easy to find, close to everything, and even walking distance to some restaurants. My grandson ordered a pizza from Danny's and then walked down the street to pick it up! Very convenient! I love staying in vacation homes as my grandsons are adults, they dont want to share bedrooms and spaces with grandma! This home allowed us to spread out, be together if we wanted, or apart if we wanted to be alone! We loved our stay here and would love to come back, stay here, and see more of the town. We visited Shipshawana, Elkhart, Goshen, most all of the notable Amish restaurants, and of course the huge flea market and antiques stores. My opinion, skip the flea market and visit the unique stores in Shipshawana and Middlebury instead! I was disappointed in the offerings for antiques at the flea market. If you are an antique hunter, you need to skip the "fleas"- which is mostly Chinese or low grade junk.
Stayed 3 nights in Jun 2026
Verified review

2/10 Terrible

Kathy G.

Stayed 2 nights in Jan 2026
Response from VrboOwner on 28 January 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!

About the host

Hosted by Griffin Borst

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