Book Holiday Homes in Shipshewana

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Featured Holiday Homes in Shipshewana

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

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

Middlebury
With a stay at this vacation home in Middlebury, you'll be within a 10-minute walk of East Park and Memorial Park.
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Lake cottage with a great view. Sylvan Cellars is 10 minutes away.

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

LaGrange
With a stay at this vacation home in LaGrange, you'll be on a lake, just steps from Oliver Lake and a 4-minute drive from Olin Lake.
Lake cottage with a great view. Sylvan Cellars is 10 minutes away.
Newly Remodeled Cabin Steps from Sylvan Lake

Newly Remodeled Cabin Steps from Sylvan Lake

Rome City
With a stay at this vacation home in Rome City, you'll be on the waterfront, just steps from Sylvan Lake and a 2-minute drive from Kerr Island.
Newly Remodeled Cabin Steps from Sylvan Lake
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Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside

Nappanee
Located in Nappanee, this vacation home is in a rural location, within a 15-minute drive of Derksen Farm & Wetlands and Nappanee Dog Park.
Charming farmhouse in peaceful countryside
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
The price is AU$744 per night from 8 Sept to 9 Sept
AU$744
8 Sept - 9 Sept
includes taxes & fees
Located in Milford, this vacation home is a 3-minute drive from Lake Waubee and 10 minutes from Sunny Side Park.
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

Middlebury
The price is AU$347 per night from 14 Sept to 15 Sept
AU$347
14 Sept - 15 Sept
includes taxes & fees
With a stay at this vacation home in Middlebury, you'll be within a 5-minute walk of Memorial Park and Middlebury Public Library.
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Lakefront house on All Sport Palmer Lake with pier to dock your boat/kayak.

Lakefront house on All Sport Palmer Lake with pier to dock your boat/kayak.

Colon
With a stay at this vacation home in Colon, you'll be on the waterfront, just steps from Palmer Lake and a 4-minute drive from Palmer Lake Beach.
Lakefront house on All Sport Palmer Lake with pier to dock your boat/kayak.
Cozy Home Retreat

Cozy Home Retreat

2 out of 5
Shipshewana
The price is AU$559 per night from 14 Sept to 15 Sept
AU$559
14 Sept - 15 Sept
includes taxes & fees
With a stay at this vacation home in Shipshewana, you'll be within a 5-minute drive of Blue Gate Theater and North Park.
Cozy Home Retreat
 Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

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

Shipshewana
With a stay at this vacation home in Shipshewana, you'll be within a 5-minute drive of Blue Gate Theater and North Park.
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
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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.

Shipshewana Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Shipshewana vacation homes are the perfect way for you to wing it.

Holiday houses in Shipshewana let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Shipshewana in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Shipshewana adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Shipshewana with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Shipshewana vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Shipshewana Holiday Homes essential information

Accommodation
204 Holiday Homes
Lowest Price
AU$156
Highest Price
AU$744
Popular accommodation
Charming 3-bedroom house located on Main Street in Downtown Middlebury, Lake cottage with a great view. Sylvan Cellars is 10 minutes away., Newly Remodeled Cabin Steps from Sylvan Lake, Charming farmhouse in peaceful countryside, Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!, HOT TUB|Beauitiful Backyard Oasis|Newly Renovated, Lakefront house on All Sport Palmer Lake with pier to dock your boat/kayak., Cozy Home Retreat, Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

Top trending hotels in Shipshewana

Blue Gate Garden Inn

Blue Gate Garden Inn

2.5 out of 5
800 South Van Buren Street, Shipshewana, IN
Fully refundableReserve now, pay when you stay
Located in Shipshewana, Blue Gate Garden Inn is connected to the convention center, a 3-minute walk from Blue Gate Performing Arts Center and 6 minutes by foot ...
Blue Gate Garden Inn
Van Buren Hotel

Van Buren Hotel

2.5 out of 5
1175 Van Buren Street, Shipshewana, IN
Fully refundableReserve now, pay when you stay
The price is AU$439 per night from 18 Sept to 19 Sept
AU$439
18 Sept - 19 Sept
includes taxes & fees
Located in Shipshewana, Van Buren Hotel is in a shopping district, within a 10-minute drive of Blue Gate Theater and Shipshewana Flea Market.
Van Buren Hotel
Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

2.5 out of 5
370 S Van Buren St, Shipshewana, IN
When you a stay at Farmstead Inn & Conference Center in Shipshewana, you'll be in a shopping district, within a 5-minute walk of Shipshewana Auction and Flea ...
Farmstead Inn & Conference Center
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Super 8 by Wyndham Shipshewana

Super 8 by Wyndham Shipshewana

2 out of 5
740 S Van Buren St, Shipshewana, IN
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 7 Sept to 8 Sept
AU$156
7 Sept - 8 Sept
includes taxes & fees
With a stay at Super 8 by Wyndham Shipshewana in Shipshewana, you'll be within a 5-minute walk of Blue Gate Performing Arts Center and Menno-Hof Museum of ...
Super 8 by Wyndham Shipshewana
Don't see what you're looking for?
See all available properties in Shipshewana
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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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^Subject to availability and chosen travel dates.