Holiday Homes in Middlebury

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Middlebury holiday homes

Smart TV, DVD player

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Goshen
10.0 out of 10, Exceptional, (10 reviews)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
The price is AU$328
includes taxes & fees
19 Jan - 20 Jan
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Outdoor spa tub

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

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (93 reviews)
"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."
United States
Joel J N.
The price is AU$315
includes taxes & fees
19 Jan - 20 Jan
| Hot Tub | Amish Farm Country | Pergola | Deck |
House

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is AU$339
includes taxes & fees
19 Jan - 20 Jan
Farm Country Amish Country Newly Renovated
Smart TV, books

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

The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Middlebury
10.0 out of 10, Exceptional, (26 reviews)
"Came up for a wedding and had a wonderful time with my friends. Thank you for being such great hosts! "
United States
Thomas B.
The price is AU$499
includes taxes & fees
17 Jan - 18 Jan
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Exterior

Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 | Tiny Home + Fire Table
2.0 star property
Shipshewana
10.0 out of 10, Exceptional, (2 reviews)
"Very enjoyable stay."
United States
June P.
The price is AU$359
includes taxes & fees
27 Jan - 28 Jan
Little Luxe Retreat #7 | Tiny Home + Fire Table
Property grounds

Lake House | Kayaks | Patio/Deck | Private Pier

Lake House | Kayaks | Patio/Deck | Private Pier
2.0 star property
Rome City
9.8 out of 10, Exceptional, (16 reviews)
"We enjoyed our time away"
United States
lori b.
Lake House | Kayaks | Patio/Deck | Private Pier
Property grounds

Lake House | Shallow Sandy | Kayaks | Family Fun

Lake House | Shallow Sandy | Kayaks | Family Fun
Middlebury
10.0 out of 10, Exceptional, (4 reviews)
"Incredible stay. They’ve thought of everything you would need for an enjoyable and relaxing vacation. A dream cottage. "
United States
Larry
The price is AU$362
includes taxes & fees
20 Jan - 21 Jan
Lake House | Shallow Sandy | Kayaks | Family Fun
Living area

The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (13 reviews)
"We have friends that live close. This was the perfect location for a weekend visit."
United States
Rhonda R.
The price is AU$220
includes taxes & fees
27 Jan - 28 Jan
The Gemini
Outdoor dining

Cozy Lake House On The Channel With Access To 5 Lakes!

Cozy Lake House On The Channel With Access To 5 Lakes!
Wolcottville
9.6 out of 10, Exceptional, (41 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is AU$407
includes taxes & fees
29 Jan - 30 Jan
Cozy Lake House On The Channel With Access To 5 Lakes!
Property grounds

Cottages on Sand Lake - The Cozy Cottage

Cottages on Sand Lake - The Cozy Cottage
Sturgis
9.2 out of 10, Wonderful, (23 reviews)
"Nice little spot with great views of the lake. Kept us warm when the weather was stormy, and the kayaks were fun to take out when the sun came out."
United States
Marissa T.
The price is AU$370
includes taxes & fees
27 Jan - 28 Jan
Cottages on Sand Lake - The Cozy Cottage
Interior

Woodside Retreat in the Heart of Amish Country

Woodside Retreat in the Heart of Amish Country
Nappanee
10.0 out of 10, Exceptional, (11 reviews)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
United States
VICKI
The price is AU$280
includes taxes & fees
27 Jan - 28 Jan
Woodside Retreat in the Heart of Amish Country
Smart TV, fireplace, books

Couples Hideaway, Romantic, Country, Shipshewana close, Nature, Trails, Wildlife

Couples Hideaway, Romantic, Country, Shipshewana close, Nature, Trails, Wildlife
Vandalia
10.0 out of 10, Exceptional, (29 reviews)
"This stay was all we could ask for plus more ! Communication was perfect with the owner, and the house was just amazing. Absolutely recommend staying here."
United States
Adrian L.
The price is AU$306
includes taxes & fees
26 Jan - 27 Jan
Couples Hideaway, Romantic, Country, Shipshewana close, Nature, Trails, Wildlife
Property grounds

Live & Love Life on the Lake at Sunset Peak!

Live & Love Life on the Lake at Sunset Peak!
Howe
9.8 out of 10, Exceptional, (27 reviews)
"Quiet, calm, and plenty of room. "
United States
Aaron H.
The price is AU$453
includes taxes & fees
18 Jan - 19 Jan
Live & Love Life on the Lake at Sunset Peak!
Terrace/patio

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

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Milford
10.0 out of 10, Exceptional, (29 reviews)
"We very much enjoyed our stay. The pool and hot tub were amazing and the home was thoughtfully prepared. We would definitely love to stay here again. "
United States
Mariah C.
The price is AU$520
includes taxes & fees
17 Jan - 18 Jan
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Fridge, microwave, oven, stovetop

Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside
Nappanee
10.0 out of 10, Exceptional, (166 reviews)
"It was a clean nice place to stay. We loved the ping pong table. "
United States
Tracy M.
The price is AU$225
includes taxes & fees
27 Jan - 28 Jan
Charming farmhouse in peaceful countryside
Interior

Lake Wawasee FROG House, Surround Sound & Bikes

Lake Wawasee FROG House, Surround Sound & Bikes
2.0 star property
Syracuse
10.0 out of 10, Exceptional, (7 reviews)
"It was a fantastic comfortable house to continue a long standing tradition if visitong Lake Wawasee. Nice being so close to the Frog Tavern."
United States
Mike H.
The price is AU$369
includes taxes & fees
19 Jan - 20 Jan
Lake Wawasee FROG House, Surround Sound & Bikes
Exterior detail

Emma's Place

Emma's Place
LaGrange
9.8 out of 10, Exceptional, (59 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is AU$505
includes taxes & fees
29 Jan - 30 Jan
Emma's Place
Interior

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
Goshen
10.0 out of 10, Exceptional, (10 reviews)
"Great place to relax, children loved the pool!"
United States
Delmer Y.
The price is AU$488
includes taxes & fees
27 Jan - 28 Jan
CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
Exterior

Restored historic home near ND and Amish Country

Restored historic home near ND and Amish Country
Edwardsburg
10.0 out of 10, Exceptional, (6 reviews)
"Excellent communication from booking through check-in. Great outdoor seating areas to relax in the evenings. We enjoyed the homemade cinnamon rolls that Mary dropped off on the weekend. "
United States
John R.
The price is AU$509
includes taxes & fees
18 Jan - 19 Jan
Restored historic home near ND and Amish Country
Interior

The Storybook Church. Beautiful vintage brick church built in 1878.

The Storybook Church. Beautiful vintage brick church built in 1878.
Three Rivers
10.0 out of 10, Exceptional, (1 review)
"Wonderful place, met or exceeded expectations! Even got to ring the church bells!"
United States
Joel M.
The price is AU$539
includes taxes & fees
20 Jan - 21 Jan
The Storybook Church. Beautiful vintage brick church built in 1878.
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

Comfort Suites Elkhart South

Comfort Suites Elkhart South

10/10 Excellent
"It was awesome "
Rudy 1-night trip
Posted 2 days ago
Comfort Suites Elkhart South

Find out more about Middlebury

Middlebury Holiday Homes information

Number of reviews
567
Accommodation
224 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$539