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Vacation Homes in Middlebury

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

10.0 out of 10, Exceptional, (5)
"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! "
Charming 3-bedroom house located on Main Street in Downtown Middlebury

Lake cottage with a great view. Sylvan Cellars is 10 minutes away.

10.0 out of 10, Exceptional, (93)
"Really nice place with accomdating hosts."
Lake cottage with a great view. Sylvan Cellars is 10 minutes away.

Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

9.8 out of 10, Exceptional, (30)
"We had a lovely time in Shipshewana. The rental was very nice, and very comfortable. "
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (8)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
The price is AED 422
AED 739 total
includes taxes & fees
8 Oct - 9 Oct
Woodside Retreat in the Heart of Amish Country

Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!

9.2 out of 10, Wonderful, (21)
"Great property for our large group. Plenty to do with an indoor and outdoor pool, an indoor gym with basketball and pickle ball court and a hot tub. Plenty of space with eight queen size beds, two refrigerators and two living rooms with televisions. The group enjoyed the secluded property located in a neighborhood. Also loved the wildlife (rabbits, squirrels, groundhogs and birds) that shared the property."
Sleeps 18 w/ Indoor Basketball Pickleball Court,2-Heated Pools & Hot Tub!

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (157)
"it was a nice place to stay "
Charming farmhouse in peaceful countryside

Newly Remodeled Cabin Steps from Sylvan Lake

10.0 out of 10, Exceptional, (45)
"We have a great stay. House was clean and comfortable. "
Newly Remodeled Cabin Steps from Sylvan Lake

Beautiful Private Setting !!!

10.0 out of 10, Exceptional, (22)
"We had a fabulous time! The home is discuss and great for spending time together. Thanks Linda for a wonderful stay!"
The price is AED 790
AED 1,510 total
includes taxes & fees
8 Oct - 9 Oct
Beautiful Private Setting !!!

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

10.0 out of 10, Exceptional, (27)
"We love this place we were hear last October for sweetest day and came back on memorial day wknd we love the pool ,hot tub and the river in the back it's beautiful and also the game room with the massage chair ."
The price is AED 823
AED 1,761 total
includes taxes & fees
29 Sep - 30 Sep
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Unique barnhouse, newly built, great ND weekend rental, 15 minutes from stadium.

10.0 out of 10, Exceptional, (7)
"The property was in the perfect location/setting for the trip and was in very good order. Everything about the location exceeded expectations. The host communication was prompt and very helpful. I would highly recommend the property for anyone in the South Bend area. "
Unique barnhouse, newly built, great ND weekend rental, 15 minutes from stadium.

Perfect Vacation Home! 2 Master Suites! Game Rm Arcade Fish Kayak 15 Mins to ND

10.0 out of 10, Exceptional, (97)
"This house is fantastic. There’s seemingly almost too much to do and everything is in great condition. The new game room was a blast. "
Perfect Vacation Home! 2 Master Suites! Game Rm Arcade Fish Kayak 15 Mins to ND

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

10.0 out of 10, Exceptional, (24)
"House was nice & clean, enjoyed our stay!"
The price is AED 512
AED 1,201 total
includes taxes & fees
28 Sep - 29 Sep
The Back Porch Haven Stay in Amish Country yet close to Notre Dame

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

9.8 out of 10, Exceptional, (22)
"House was very clean. Great view of lake. "
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Little Luxe Retreat - Tiny Home #7

10.0 out of 10, Exceptional, (1)
"Very enjoyable stay."
Little Luxe Retreat - Tiny Home #7

Peaceful Lakehouse • Crystal Clear Water • Views • Family Fun

10.0 out of 10, Exceptional, (2)
"Great place…we plan on booking again next year…Thanks!!"
Peaceful Lakehouse • Crystal Clear Water • Views • Family Fun

The Gemini

8.6 out of 10, Excellent, (8)
"We have friends that live close. This was the perfect location for a weekend visit."
The price is AED 386
AED 491 total
includes taxes & fees
26 Oct - 27 Oct
The Gemini

| Hot Tub | Amish Farm Country | Pergola | Deck |

10.0 out of 10, Exceptional, (90)
"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."
| Hot Tub | Amish Farm Country | Pergola | Deck |

Simple Serenity Loft - Tiny Home #6

10.0 out of 10, Exceptional, (2)
"Fantastic Accommodations. Lovely place, very clean. "
Simple Serenity Loft - Tiny Home #6

Emma's Place

10.0 out of 10, Exceptional, (54)
"Enjoyed our stay! Would definitely stay here again."
The price is AED 551
AED 1,183 total
includes taxes & fees
1 Oct - 2 Oct
Emma's Place

Beautiful Waterfront Home on Baugo Bay

9.6 out of 10, Exceptional, (34)
"Great stay and great host!"
The price is AED 1,837
AED 2,412 total
includes taxes & fees
29 Sep - 30 Sep
Beautiful Waterfront Home on Baugo Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlebury Hotel Reviews