An industrial area with large warehouses, a parking lot, and a road with vehicles.

Shipshewana Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Shipshewana vacation rentals

A small, single-story house with a dark roof, a front porch with two chairs, and a pathway leading to the entrance.

1. Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
9.8 out of 10, Exceptional, (22 reviews)
"It was quite and peaceful… beautiful setting… loved the tiny house"
United States
Carla
The price is ￥14,585
￥38,375 total
includes taxes & fees
Oct 12 - Oct 13
Natural Nook | Tiny Home #2 in Amish Country!
A house with a porch, a window with a flower box, and a chair outside.

2. Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (325 reviews)
"Great property. Good location. Would stay again."
United States
BigJohnsCards24
The price is ￥23,687
￥34,322 total
includes taxes & fees
Nov 1 - Nov 2
Millie's Cottage
A wooden cabin with a covered porch, a staircase, and string lights.

3. Hot Tub Log Cabin | Shipshewana | Outdoor Living |

Hot Tub Log Cabin | Shipshewana | Outdoor Living |
Shipshewana
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful cabin, so cozy! Host was very attentive and we loved our stay!"
United States
Janie
The price is ￥25,311
￥44,726 total
includes taxes & fees
Oct 21 - Oct 22
Hot Tub Log Cabin | Shipshewana | Outdoor Living |
A kitchenette with a coffee maker, a mug, a bowl, and a shelf with coffee containers.

4. Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath.

Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath.
Shipshewana
9.6 out of 10, Exceptional, (46 reviews)
"I would highly recommend this place to anyone, we will book it for our next trip back to Shipshewana. It is a very quiet location, the beds are super comfy and there is plenty of space."
Canada
Maria
The price is ￥37,095
￥68,618 total
includes taxes & fees
Oct 8 - Oct 9
Songbird Haven, 3 min from town, Pumpkinvine, MEC,concerts. 3 bedroom, 2 bath.
A wooden interior with a staircase, a dining area, and a living room.

5. Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
The price is ￥27,611
￥49,967 total
includes taxes & fees
Oct 21 - Oct 22
Secluded Shipshewana Log Cabin In the Woods
A lakeside seating area with Adirondack chairs and a canoe, surrounded by a grassy area and a large tree.

6. Lake House | Shallow Sandy | Kayaks | Family Fun

Lake House | Shallow Sandy | Kayaks | Family Fun
Middlebury
9.8 out of 10, Exceptional, (13 reviews)
"Great house for a friends getaway. The house is fully equipped to enjoy meals, relax and enjoy the lake. Loved the coffee set up and small extras for guest to enjoy."
United States
Angela D.
The price is ￥25,311
￥56,625 total
includes taxes & fees
Oct 14 - Oct 15
Lake House | Shallow Sandy | Kayaks | Family Fun
A modern building with a sloped roof, a wooden porch, and a small outdoor seating area.

7. Hearthstone Hideaway #5 | Shewana Tiny Home Village

Hearthstone Hideaway #5 | Shewana Tiny Home Village
Shipshewana
9.6 out of 10, Exceptional, (7 reviews)
"We enjoyed staying at the tiny house. Was clean and quiet. Had about everything we needed for are two night stay. Will be back"
United States
Joe R.
The price is ￥14,585
￥33,292 total
includes taxes & fees
Oct 14 - Oct 15
Hearthstone Hideaway #5 | Shewana Tiny Home Village
A two-story building with a wooden facade and a metal roof, featuring a porch with chairs and a small garden area.

8. Serene Sanctuary | Tiny Home #1 in Amish Country!

Serene Sanctuary | Tiny Home #1 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful time!"
United States
Julie G.
The price is ￥14,591
￥38,753 total
includes taxes & fees
Oct 13 - Oct 14
Serene Sanctuary | Tiny Home #1 in Amish Country!
A modern kitchen with a marble countertop, a built-in oven, and a ceiling fan.

9. Whispering Cottage #3 | Shewana Tiny Home Village

Whispering Cottage #3 | Shewana Tiny Home Village
Shipshewana
9.0 out of 10, Wonderful, (9 reviews)
"Very awesome place. A bit overpriced but still a good deal and experience."
United States
Edward D.
The price is ￥14,591
￥33,305 total
includes taxes & fees
Oct 12 - Oct 13
Whispering Cottage #3 | Shewana Tiny Home Village
The bedroom has a queen sized bed, electric fireplace, and TV for cozy, restful evenings

10. Simple Serenity Loft | Tiny Home #6 in Amish Country!

Simple Serenity Loft | Tiny Home #6 in Amish Country!
Shipshewana
9.6 out of 10, Exceptional, (7 reviews)
"This place was amazing! The animals in the back were a bonus. The only thing we could think to make it better was a full length mirror. Would recommend to all our family and friends to stay here!"
United States
Cindy T.
The price is ￥14,591
￥38,390 total
includes taxes & fees
Oct 7 - Oct 8
Simple Serenity Loft | Tiny Home #6 in Amish Country!
A modern two-story house with a dark exterior, a wooden front porch, and a fenced yard.

11. Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 | Tiny Home + Fire Table
Shipshewana
10.0 out of 10, Exceptional, (16 reviews)
"Very enjoyable stay."
United States
June P.
The price is ￥15,504
￥39,622 total
includes taxes & fees
Oct 11 - Oct 12
Little Luxe Retreat #7 | Tiny Home + Fire Table
A small wooden cabin with a pitched roof, a front door, and two chairs outside.

12. Nature's Nest | Tiny Home #4 in Amish Country!

Nature's Nest | Tiny Home #4 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (14 reviews)
"Very clean, quiet and cosy. For being a tiny house we had anything we needed. Location is great.The bed and mattress were very comfortable"
United States
L D.
The price is ￥14,585
￥33,292 total
includes taxes & fees
Oct 8 - Oct 9
Nature's Nest | Tiny Home #4 in Amish Country!
A cozy room with wicker chairs, a rocking chair, a teal rug, and a sign reading "Welcome to our Lake House."

13. Lake Front Cottage | Kayaks | Game Table Fun

Lake Front Cottage | Kayaks | Game Table Fun
Shipshewana
9.4 out of 10, Exceptional, (11 reviews)
"Lake Front Cottage was perfect for our weekend stay in LaGrange County. The host was responsive in communication and provided everything we needed for a pleasant stay."
United States
Andrea S.
The price is ￥14,965
￥33,535 total
includes taxes & fees
Oct 12 - Oct 13
Lake Front Cottage | Kayaks | Game Table Fun
A cozy seating area with wicker chairs and a teal rug, a 'Welcome to our Lake House' sign, and nautical decorations.

14. Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
10.0 out of 10, Exceptional, (1 review)
"Loved the cottage! Everything was as stated in the property description and the cottage is decorated very nicely and very clean. Unfortunately, there was severe weather and we had to delay our trip a day. When I asked if we'd be able to get a refund for one day, I got no response from the property manager. However, we accidentally took a book from the cottage and when we texted Todd, he responded immediately and was very helpful in how to return the book. The weather did not cooperate for...
United States
Ron
The price is ￥16,527
￥38,292 total
includes taxes & fees
Oct 12 - Oct 13
Lake Front Cottage Kayaks Game Table Fun
A spacious living room with a wooden dining table, chairs, a television, and a large window with curtains.

15. Lake House Shallow Sandy Kayaks Family Fun

Lake House Shallow Sandy Kayaks Family Fun
2.0 star property
Shipshewana
The price is ￥28,217
￥64,593 total
includes taxes & fees
Oct 14 - Oct 15
Lake House Shallow Sandy Kayaks Family Fun
A gravel path leading to a white house with a garage, surrounded by grassy fields and trees.

16. Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Middlebury
10.0 out of 10, Exceptional, (72 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is ￥24,467
￥29,727 total
includes taxes & fees
Oct 18 - Oct 19
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
A waterfront view with an American flag, a boat, and a sunset.

17. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Easy 10/10 recommendation Perfect place for peace"
United States
Bonala
The price is ￥15,491
￥18,723 total
includes taxes & fees
Nov 1 - Nov 2
The Wellington Cottage
A covered patio with a table, chairs, a grill, and a view of a lake at sunset.

18. Live & Love Life on the Lake at Sunset Cottage!

Live & Love Life on the Lake at Sunset Cottage!
Howe
9.6 out of 10, Exceptional, (78 reviews)
"Close commute to Shipshewana, beautiful water view,"
United States
Debra
The price is ￥17,339
￥40,823 total
includes taxes & fees
Oct 12 - Oct 13
Live & Love Life on the Lake at Sunset Cottage!
A hot tub on a wooden deck with a chair and a blanket.

19. HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (77 reviews)
"This is a great Property!"
United States
Patrick B.
The price is ￥27,528
￥52,277 total
includes taxes & fees
Oct 22 - Oct 23
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
A porch with a sign reading "EMMAS PLACE" and an American flag.

20. Emma's Place

Emma's Place
LaGrange
9.8 out of 10, Exceptional, (77 reviews)
"Inside very clean. Nice neighborhood. Would stay again"
United States
Kenny M.
The price is ￥22,888
￥54,276 total
includes taxes & fees
Oct 11 - Oct 12
Emma's Place
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 Shipshewana Hotel Reviews

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"It was really good staying there. If I come back. I will stay there again. Great place. It was clean and staff was great and breakfast had what we wanted."
Lynn 1-night trip
Posted 8 hours ago
Van Buren Hotel

Find out more about Shipshewana

Search for holiday rentals in Shipshewana on Expedia! You can easily find your home rentals, villas, holiday apartments in Shipshewana using one of the methods below:

  • View our selection of featured holiday rentals in Shipshewana
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Look no further and take a look at our great range of rental properties in Shipshewana!

Frequently asked questions

Can I find a vacation rental in Shipshewana?

Yes, you can find vacation rentals in Shipshewana near Blue Gate Performing Arts Center, or you can go with a secluded option if you'd like a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in Shipshewana. You can also check out the entertainment venues while you're visiting.

What are some of the best vacation home rentals in Shipshewana?

Millie's Cottage: This Shipshewana vacation home rental is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a private yard and a selection of games. Some other top choices in Shipshewana are Nature's Nest | Tiny Home #4 in Amish Country! and Natural Nook | Tiny Home #2 in Amish Country!.

How many vacation rentals are there in Shipshewana?

Expedia has 24 vacation rentals for your stay in Shipshewana.

What’s there to see and do in Shipshewana?

Shipshewana Lake and Stone Lake are a couple of scenic spots to enjoy the outdoors, whereas Blue Gate Theater is one of the cultural attractions. Shipshewana Auction and Flea Market and Shipshewana Flea Market are other places to visit while you're in town.

What’s a vacation rental in Shipshewana like?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Shipshewana. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.