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

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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 hallway with a bench, a wall-mounted basket, and a door with frosted glass panels.
A dining room with a wooden table, six chairs, a vase with flowers, and a chandelier.
A living room with a gray sectional sofa, a round wooden coffee table, and a vase with pink flowers.
A modern kitchen with a wooden window frame, stainless steel appliances, and a white backsplash.

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available

Explore the area

View in a map
Middlebury, IN
  • Place, Memorial Park
    ‪6 min walk‬
  • Place, Middlebury Public Library
    ‪8 min walk‬
  • Place, Krider Gardens
    ‪9 min walk‬
  • Airport, Goshen, IN (GSH-Goshen Municipal)
    ‪21 min drive‬

Room options

About the neighborhood

Middlebury

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.
View more Vacation Homes in MiddleburyOpens in a new window

What's nearby

  • Memorial Park - 6 min walk - 0.4 miles
  • Middlebury Public Library - 8 min walk - 0.5 miles
  • Riverbend Park - 8 min walk - 0.5 miles
  • Krider Gardens - 9 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

  • ‪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

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

Front of property
Van Buren Hotel
Shipshewana
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
9.2 out of 10, Wonderful, 1,460 reviews
$101 nightly
The price is $116
Aug 9 - Aug 10
Total with taxes and fees
Van Buren Hotel

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Dishwasher
  • Microwave
  • Oven
  • Stovetop

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Safety features

  • 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 Memorial Park, Middlebury Public Library, and East Park. You'll also find Krider Gardens and Middlebury Community Historical less than a mile away.

Will I be able to park at Charming 3-bedroom house located on Main Street in Downtown Middlebury?

No, there isn't parking available at the vacation home.

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.

What will couples enjoy most about a stay at Charming 3-bedroom house located on Main Street in Downtown Middlebury?

Couples will appreciate amenities at this vacation home, including a smart TV and a kitchen in each house and a kitchen 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 Charming 3-bedroom house located on Main Street in Downtown Middlebury?

No, there aren't connecting guestrooms 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).

Can I book a room with a balcony at Charming 3-bedroom house located on Main Street in Downtown Middlebury?

Yes, every house at Charming 3-bedroom house located on Main Street in Downtown Middlebury comes with a porch/lanai.

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

Reviews

9.4

Exceptional

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

Reviews

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

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

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
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

2/10 Terrible

Kathy G.

Stayed 2 nights in Jan 2026