Charming 3-bedroom house located on Main Street in Downtown Middlebury
9.4 / 10
Outstanding(28 Ratings)
$$$$
House in Indiana
9 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Location
Reviews
8 / 10
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.
10 / 10
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.
10 / 10
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.
10 / 10
Very nice place. Busy street, but fun to sit out front & watch the horse & buggies go by!
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.
10 / 10Outstanding·Jul 2026
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.
10 / 10Outstanding·Jun 2026
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.
10 / 10Outstanding·Jun 2026
Very nice place. Busy street, but fun to sit out front & watch the horse & buggies go by!
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!
Amenities
Non-smoking
No pets allowed
Family friendly
FAQs
Is parking included with this house?
Parking is not specified as an available amenity at Charming 3-bedroom house located on Main Street in Downtown Middlebury. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Charming 3-bedroom house located on Main Street in Downtown Middlebury pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Top rated by guests
9.4Outstanding
(28 Ratings)
"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."
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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!
Amenities
Non-smoking
No pets allowed
Family friendly
Map of Indiana
Ratings and reviews
9.4 / 10
Outstanding(28 Ratings)
8 / 10Excellent·Jul 2026
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.
10 / 10Outstanding·Jul 2026
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.
10 / 10Outstanding·Jun 2026
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.
10 / 10Outstanding·Jun 2026
Very nice place. Busy street, but fun to sit out front & watch the horse & buggies go by!
$$$$
Top rated by guests
9.4Outstanding
(28 Ratings)
"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."
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Map of Indiana
About this house rental
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!
Amenities
Non-smoking
No pets allowed
Family friendly
FAQs
Is parking included with this house?
Parking is not specified as an available amenity at Charming 3-bedroom house located on Main Street in Downtown Middlebury. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Charming 3-bedroom house located on Main Street in Downtown Middlebury pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Charming 3-bedroom house located on Main Street in Downtown Middlebury?
We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.
Are you ready to indulge in a relaxing getaway? Our House in Indiana has everything you need for a rejuvenating stay. Treat yourself to Lake House | Shallow Sandy | Kayaks | Family Fun's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.
Looking for the perfect place to call home during your trip to Indiana? This Cabin offers a comfort and style with top-notch amenities, including Free Parking, Non-smoking and Family friendly, and more.
Indulge in a peaceful retreat at Waterfront Family Gem w/ Private Dock in Syracuse, our elegant House in Indiana. Enjoy amenities including Parking Available, Dryer and Cribs or cots available, and more.
Nestled in Indiana, this House is perfect for your next vacation. Enjoy Lake House | Shallow Sandy | Kayaks | Family Fun's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.
Looking to create some memories in Indiana? Look no further than our Cabin, Cozy Amish Country Cabin on Shipshewana Lake!. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.
Looking for a memorable stay in Indiana? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.
Looking for the perfect place to call home during your trip to Indiana? This House offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.
Business stays, family stays, couples stay, getaway vacation, and rental in Indiana at Arrowhead Riverfront! Beautiful, Peaceful, Private for $365 for your next trip.
When traveling to Indiana, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $308 per night.
Experience the best of Indiana with this Cabin available for $354. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.
Business stays, family stays, couples stay, getaway vacation, and rental in Indiana at Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame! for $347 for your next trip.
Business stays, family stays, couples stay, getaway vacation, and rental in Indiana at Private Lake, Sleeps 11, Near Shipshewana, 4 Bedrooms, 2 Baths for $341 for your next trip.
Are you ready to indulge in a relaxing getaway? Our Cottage in Indiana has everything you need for a rejuvenating stay. Treat yourself to Waterfront Family Gem w/ Private Dock in Syracuse's exceptional amenities, such as Non-smoking and No pets allowed.
Looking for a memorable stay in Indiana? Our Cottage might just be what you're looking for. Enjoy amenities including Non-smoking, No pets allowed and Family friendly, and more during your stay.
When traveling to Indiana, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $343 per night.
Looking for the perfect place to call home during your trip to Indiana? This House offers a comfort and style with top-notch amenities, including No pets allowed, Family friendly and Non-smoking, and more.
Are you ready to indulge in a relaxing getaway? Our House in Indiana has everything you need for a rejuvenating stay. Treat yourself to Lake Wawasee, Outdoor TV, Surround Sound, Bikes's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.
Business stays, family stays, couples stay, getaway vacation, and rental in Indiana at Waterfront Syracuse Home: Deck, Fire Pit & Kayaks for $377 for your next trip.