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Holiday homes in Middlebury

Enjoy your stay and find the best Holiday homes in Middlebury at affordable prices

Searching for a holiday home in Middlebury (Indiana)? Explore a great selection of vacation homes in Middlebury to find the one that best fits to your needs, starting from $96.86 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Middlebury and region (40 miles)
Primitive Goshen Pine Lodge with Fireplace! in Goshen, USA

Primitive Goshen Pine Lodge with Firepla...

Holiday home in Goshen near Middlebury, Indiana
Primitive Goshen Pine Lodge with Fireplace! offers accommodation in Goshen, 22 km from Midwest Museum of American Art and 48 km from Bethel College.
  • Parking

no reviews

from $189.00 Show details »

Cozy Amish Country Cabin on Shipshewana Lake! in Shipshewana, USA

Cozy Amish Country Cabin on Shipshewana...

Holiday home in Shipshewana near Middlebury, Indiana
Set in Shipshewana, Cozy Amish Country Cabin on Shipshewana Lake! offers accommodation with a patio and free WiFi.
  • Parking
  • Internet facilities
  • Hot tub
  • Balcony
  • Spa bath

Fabulous 11 Reviews 9.0

from $221.43 Show details »

Charming Dairy Farm Home in Indiana Amish Country in Shipshewana, USA

Charming Dairy Farm Home in Indiana Amis...

Holiday home in Shipshewana near Middlebury, Indiana
Charming Dairy Farm Home in Indiana Amish Country offers accommodation in Shipshewana, 34 km from Midwest Museum of American Art.
  • Parking
  • Iron
  • Refrigerator
  • Toilet
  • Microwave

Superb 12 Reviews 9.5

from $196.29 Show details »

Blue Birds Perch Stunning Home on Private Hilltop in Shipshewana, USA

Blue Birds Perch Stunning Home on Privat...

Holiday home in Shipshewana near Middlebury, Indiana
Blue Birds Perch Stunning Home on Private Hilltop is situated in Shipshewana.
  • Parking

Exceptional 2 Reviews 10.0

from $191.00 Show details »

Waterfront Retreat, 10 Mi to Dtwn Shipshewana in Middlebury, USA

Waterfront Retreat, 10 Mi to Dtwn Shipsh...

Holiday home in Middlebury, Indiana
Set in Middlebury, 38 km from Swiss Valley Ski and Snowboard Area and 38 km from Midwest Museum of American Art, Waterfront Retreat, 10 Mi to Dtwn Shi...
  • Parking

Fabulous 1 Reviews 9.0

from $243.00 Show details »

Shipshewana Guest House with Fire Pit! in Shipshewana, USA

Shipshewana Guest House with Fire Pit!

Holiday home in Shipshewana near Middlebury, Indiana
Shipshewana Guest House with Fire Pit! offers accommodation in Shipshewana, 35 km from Midwest Museum of American Art.
  • Parking

Exceptional 21 Reviews 9.7

from $127.00 Show details »

Cozy Haven of Rest Home with Amish Country Views! in Shipshewana, USA

Cozy Haven of Rest Home with Amish Count...

Holiday home in Shipshewana near Middlebury, Indiana
Located in Shipshewana in the Indiana region, Cozy Haven of Rest Home with Amish Country Views! features a patio.
  • Parking

Exceptional 13 Reviews 9.9

from $194.67 Show details »

Welcoming Sturgis Getaway with Spacious Yard! in Sturgis, USA

Welcoming Sturgis Getaway with Spacious...

Holiday home in Sturgis near Middlebury, Indiana
Welcoming Sturgis Getaway with Spacious Yard! is set in Sturgis.
  • Parking

no reviews

from $96.86 Show details »

Honey House Cabin - A Quiet Countryside Retreat! in Nappanee, USA

Honey House Cabin - A Quiet Countryside...

Holiday home in Nappanee near Middlebury, Indiana
Located in Nappanee, 46 km from Notre Dame Stadium and 24 km from Midwest Museum of American Art, Honey House Cabin - A Quiet Countryside Retreat! off...
  • Parking
  • Shower
  • Air conditioning
  • Hairdryer
  • Iron

Exceptional 11 Reviews 9.7

from $215.00 Show details »

Rise and Shine Farm in Goshen with BBQ and Fire Pit! in Goshen, USA

Rise and Shine Farm in Goshen with BBQ a...

Holiday home in Goshen near Middlebury, Indiana
Situated in Goshen in the Indiana region, Rise and Shine Farm in Goshen with BBQ and Fire Pit! has a patio.
  • Parking
  • Pets allowed
  • Hairdryer
  • Iron
  • Refrigerator

Very good 3 Reviews 8.3

from $273.67 Show details »

Cozy Goshen Farmhouse about 9 Mi to Amish Acres in Goshen, USA

Cozy Goshen Farmhouse about 9 Mi to Amis...

Holiday home in Goshen near Middlebury, Indiana
Located 41 km from Notre Dame Stadium, 21 km from Midwest Museum of American Art and 37 km from Bethel College, Cozy Goshen Farmhouse about 9 Mi to Am...
  • Parking
  • Pets allowed

Very good 6 Reviews 8.5

from $229.67 Show details »

Waterfront Syracuse Home with Patio and Fire Pit! in Syracuse, USA

Waterfront Syracuse Home with Patio and...

Holiday home in Syracuse near Middlebury, Indiana
Boasting a hot tub, Waterfront Syracuse Home with Patio and Fire Pit! is situated in Syracuse.
  • Parking

Exceptional 4 Reviews 10.0

from $329.67 Show details »

Corey Lake Home, 7 Mi to Swiss Valley Ski Resort! in Three Rivers, USA

Corey Lake Home, 7 Mi to Swiss Valley Sk...

Holiday home in Three Rivers near Middlebury, Indiana
Located in Three Rivers, just 16 km from Swiss Valley Ski and Snowboard Area, Lake Home, 7 Mi to Swiss Valley Ski Resort! provides beachfront accommod...
  • Parking

no reviews

from $254.00 Show details »

Spacious Lake Wawasee Home about 1 Mi to Marina! in Syracuse, USA

Spacious Lake Wawasee Home about 1 Mi to...

Holiday home in Syracuse near Middlebury, Indiana
Spacious Lake Wawasee Home about 1 Mi to Marina! is situated in Syracuse.
  • Parking
  • Pets allowed

no reviews

from $306.57 Show details »

Waterfront Vandalia House with Dock on Donnell Lake! in Cassopolis, USA

Waterfront Vandalia House with Dock on D...

Holiday home in Cassopolis near Middlebury, Indiana
Featuring a spa bath, Waterfront Vandalia House with Dock on Donnell Lake! is set in Cassopolis.
  • Parking
  • Internet facilities
  • Hairdryer
  • Iron
  • Spa bath

no reviews

from $312.00 Show details »

Family-Friendly Lake Wawasee Home with Deck in Syracuse, USA

Family-Friendly Lake Wawasee Home with D...

Holiday home in Syracuse near Middlebury, Indiana
Family-Friendly Lake Wawasee Home with Deck offers accommodation in Syracuse, 44 km from Midwest Museum of American Art.
  • Parking

no reviews

from $224.00 Show details »

Spacious Syracuse Getaway with Waterfront Deck! in Syracuse, USA

Spacious Syracuse Getaway with Waterfron...

Holiday home in Syracuse near Middlebury, Indiana
Situated in Syracuse, within 46 km of Midwest Museum of American Art, Spacious Syracuse Getaway with Waterfront Deck! offers accommodation with free W...
  • Parking
  • Pets allowed

no reviews

from $474.33 Show details »

Cassopolis Cabin, Little Fish Lake On-Site! in Cassopolis, USA

Cassopolis Cabin, Little Fish Lake On-Si...

Holiday home in Cassopolis near Middlebury, Indiana
Situated in Cassopolis, within 11 km of Swiss Valley Ski and Snowboard Area, Cassopolis Cabin, Little Fish Lake On-Site! offers accommodation with fre...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Pet-Friendly Cassopolis Escape with Lake Access in Cassopolis, USA

Pet-Friendly Cassopolis Escape with Lake...

Holiday home in Cassopolis near Middlebury, Indiana
Pet-Friendly Cassopolis Escape with Lake Access is situated in Cassopolis.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Cassopolis Cabin Close to Parks and Fishing! in Cassopolis, USA

Cassopolis Cabin Close to Parks and Fish...

Holiday home in Cassopolis near Middlebury, Indiana
Cassopolis Cabin Close to Parks and Fishing! is set in Cassopolis.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Cozy Cabin Community Pool and Lakefront Beach! in Cassopolis, USA

Cozy Cabin Community Pool and Lakefront...

Holiday home in Cassopolis near Middlebury, Indiana
Cozy Cabin Community Pool and Lakefront Beach! is situated in Cassopolis.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Cassopolis Cabin, Private Deck and Lake Access! in Cassopolis, USA

Cassopolis Cabin, Private Deck and Lake...

Holiday home in Cassopolis near Middlebury, Indiana
Cassopolis Cabin, Private Deck and Lake Access! is located in Cassopolis.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Cassopolis Cabin On-Site Boating and Fishing! in Cassopolis, USA

Cassopolis Cabin On-Site Boating and Fis...

Holiday home in Cassopolis near Middlebury, Indiana
Cassopolis Cabin On-Site Boating and Fishing! is set in Cassopolis.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Cozy Cassopolis Retreat on Little Fish Lake! in Cassopolis, USA

Cozy Cassopolis Retreat on Little Fish L...

Holiday home in Cassopolis near Middlebury, Indiana
Cozy Cassopolis Retreat on Little Fish Lake! is set in Cassopolis.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $201.00 Show details »

Pet-Friendly Cassolopis Escape, Near Lake! in Cassopolis, USA

Pet-Friendly Cassolopis Escape, Near Lak...

Holiday home in Cassopolis near Middlebury, Indiana
Pet-Friendly Cassolopis Escape, Near Lake! is located in Cassopolis.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $195.00 Show details »

Number of Holiday homes in Middlebury 43
Number of guest ratings 1172
Average price per night $277.34
Lowest price per night $96.86
Highest price per night $727.00

Most popular Holiday-homes in Middlebury

The most popular Holiday-homes in Middlebury based on average guest rating (Top 10).

Cheapest Holiday-homes in Middlebury

The cheapest Holiday-homes in Middlebury based on room rate per night (Top 10).

Most booked Holiday-homes in Middlebury

The most booked Holiday-homes in Middlebury based on popularity with guests (Top 10).

Holiday homes in Middlebury (Indiana), comfortable and familiar

Staying in a holiday or vacation home in Middlebury can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Middlebury for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Middlebury should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com