Book Holiday Homes in Shipshewana

March 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

April 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Shipshewana

Recently renovated country cottage, 2.5 miles from Shipshewana

Recently renovated country cottage, 2.5 miles from Shipshewana

Shipshewana
The price is AU$321 per night from 31 Mar to 1 Apr
AU$321
includes taxes & fees
31 Mar - 1 Apr
A stay at this vacation home places you in the heart of Shipshewana, within a 5-minute drive of Dutch Creek Farm Animal Park and Blue Gate Theater.
Recently renovated country cottage, 2.5 miles from Shipshewana
Live & Love Life on the Lake at Sunset Peak!

Live & Love Life on the Lake at Sunset Peak!

Howe
The price is AU$461 per night from 1 Apr to 2 Apr
AU$461
includes taxes & fees
1 Apr - 2 Apr
With a stay at this vacation home in Howe, you'll be within a 15-minute drive of Oaklawn Terrace Park and Parkview LaGrange Hospital.
Live & Love Life on the Lake at Sunset Peak!
Lake Retreat With Hot Tub

Lake Retreat With Hot Tub

Howe
The price is AU$309 per night from 2 Apr to 3 Apr
AU$309
includes taxes & fees
2 Apr - 3 Apr
When you stay at this vacation home in Howe, you'll be 8 minutes by car from Cedar Lake Golf Club.
Lake Retreat With Hot Tub
Save an average of 15% on thousands of hotels when you're signed in
Davis Street Shipshewana

Davis Street Shipshewana

Shipshewana
The price is AU$391 per night from 31 Mar to 1 Apr
AU$391
includes taxes & fees
31 Mar - 1 Apr
A stay at this vacation home places you in the heart of Shipshewana, within a 5-minute walk of Shipshewana Flea Market and Shipshewana Auction and Flea ...
Davis Street Shipshewana
Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath

Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath

Shipshewana
The price is AU$423 per night from 31 Mar to 1 Apr
AU$423
includes taxes & fees
31 Mar - 1 Apr
With a stay at this vacation home in Shipshewana, you'll be within a 5-minute drive of Blue Gate Theater and North Park.
Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath
Freedom Farm

Freedom Farm

Middlebury
Located in Middlebury, this vacation home is in a rural location, within a 5-minute drive of Meadow Valley Golf Club and East Park.
Freedom Farm
Spacious House + boat house on clear, sandy-bottom lake. Arcade + Billiards room

Spacious House + boat house on clear, sandy-bottom lake. Arcade + Billiards room

Wolcottville
Located in Wolcottville, this vacation home is within a 15-minute drive of Big Turkey Lake and Adams Lake.
Spacious House + boat house on clear, sandy-bottom lake. Arcade + Billiards room
Kayaks | Relax by River | 10 Min to Shipshewana |

Kayaks | Relax by River | 10 Min to Shipshewana |

Howe
The price is AU$294 per night from 2 Apr to 3 Apr
AU$294
includes taxes & fees
2 Apr - 3 Apr
Located in Howe, this vacation home is on the waterfront, within a 15-minute drive of Dutch Creek Farm Animal Park and Parkview LaGrange Hospital.
Kayaks | Relax by River | 10 Min to Shipshewana |
The Cozy Cottage

The Cozy Cottage

Nappanee
Located in Nappanee, this vacation home is in a rural location, within a 10-minute drive of Derksen Farm & Wetlands and Nappanee Dog Park.
The Cozy Cottage
Don't see what you're looking for?
See all available properties in Shipshewana
View all properties
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
190 Holiday Homes
Lowest Price
AU$141
Highest Price
AU$461
Popular accommodation
Recently renovated country cottage, 2.5 miles from Shipshewana, Live & Love Life on the Lake at Sunset Peak!, Lake Retreat With Hot Tub, Davis Street Shipshewana, Spring Sale ! Songbird Haven, 3 min from town, full house, 3 bedroom, 2 bath, Freedom Farm, Spacious House + boat house on clear, sandy-bottom lake. Arcade + Billiards room, Kayaks | Relax by River | 10 Min to Shipshewana |, The Cozy Cottage

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
The price is AU$205 per night from 6 Apr to 7 Apr
AU$205
includes taxes & fees
6 Apr - 7 Apr
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
Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

2.5 out of 5
370 S Van Buren St, Shipshewana, IN
Fully refundableReserve now, pay when you stay
The price is AU$253 per night from 31 Mar to 1 Apr
AU$253
includes taxes & fees
31 Mar - 1 Apr
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
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$212 per night from 6 Apr to 7 Apr
AU$212
includes taxes & fees
6 Apr - 7 Apr
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
Save an average of 15% on thousands of hotels when you're signed in
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$141 per night from 6 Apr to 7 Apr
AU$141
includes taxes & fees
6 Apr - 7 Apr
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
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.