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

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Exterior
Smart TV
Microwave, oven, stovetop, dishwasher
3 bedrooms, WiFi, bed sheets
Smart TV

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms

Popular amenities

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

Explore the area

View in a map
Middlebury, IN
  • Place, East Park
    ‪6 min walk‬
  • Place, Memorial Park
    ‪6 min walk‬
  • Place, Middlebury Community Historical
    ‪11 min walk‬
  • Airport, Goshen, IN (GSH-Goshen Municipal)
    ‪22 min drive‬

Room options

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Property grounds
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
  • Kitchen
  • Air conditioning
  • Outdoor space
  • Parking available
4.9 out of 5, Exceptional, 32 reviews
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

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!
During your stay at this holiday home, you're just a quick walk from East Park. Laundry facilities are available. Enjoy your stay with amenities like a kitchen and 2 bathrooms in the holiday home.
  • Air-conditioned home with kitchen, washing machine and 2 bathrooms
  • Amenities include laundry facilities
  • Within a 10-minute walk of East Park and Memorial Park
Charming 3-bedroom house located on Main Street in Downtown Middlebury offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Dishwasher
  • Hob
  • Microwave
  • Oven

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

  • Smoke-free property

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 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.

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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Reviews

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

10

Exceptional

10/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness
Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

Reviews

10/10 Excellent

Kay K.

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.
Stayed 1 night in Nov 2025

10/10 Excellent

Carrie C.

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.
Stayed 2 nights in Oct 2025

10/10 Excellent

Tiffany E.

Liked: Cleanliness
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

10/10 Excellent

Joanne H.

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
Stayed 2 nights in Sep 2025

10/10 Excellent

Allen Y.

Liked: Cleanliness
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

10/10 Excellent

Emily B.

Liked: Cleanliness
Convenient location and very clean. Worked perfect for our short trip to the area.
Stayed 2 nights in Aug 2025

10/10 Excellent

Matthew

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
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

10/10 Excellent

Sadie B.

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!!
Stayed 2 nights in Jul 2025

10/10 Excellent

Holly F.

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.
Stayed 1 night in Jul 2025