Shipshewana Vacation Rentals from CA $87: Short-Term Rentals for 2026

Q: 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! .

Check prices for these dates

In two weeks

In two months

In three months

In four months

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!

Shipshewana

Carla

CA $348 total

includes taxes & fees

Oct 5 - Oct 6

A house with a porch, a window with a flower box, and a chair outside.

2. Millie's Cottage

Shipshewana

BigJohnsCards24

CA $297 total

includes taxes & fees

Oct 5 - Oct 6

A kitchenette with a coffee maker, a mug, a bowl, and a shelf with coffee containers.

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

Shipshewana

Maria

CA $628 total

includes taxes & fees

Oct 5 - Oct 6

A wooden interior with a staircase, a dining area, and a living room.

4. Secluded Shipshewana Log Cabin In the Woods

Shipshewana

CA $468 total

includes taxes & fees

Oct 21 - Oct 22

A modern building with a sloped roof, a wooden porch, and a small outdoor seating area.

5. Hearthstone Hideaway #5 | Shewana Tiny Home Village

Shipshewana

Joe R.

CA $302 total

includes taxes & fees

Oct 14 - Oct 15

A two-story building with a wooden facade and a metal roof, featuring a porch with chairs and a small garden area.

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

Shipshewana

Julie G.

CA $348 total

includes taxes & fees

Oct 13 - Oct 14

A modern two-story house with a dark exterior, a wooden front porch, and a fenced yard.

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

Shipshewana

June P.

CA $348 total

includes taxes & fees

Oct 5 - Oct 6

The bedroom has a queen sized bed, electric fireplace, and TV for cozy, restful evenings

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

Shipshewana

Cindy T.

CA $348 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with a marble countertop, a built-in oven, and a ceiling fan.

9. Whispering Cottage #3 | Shewana Tiny Home Village

Shipshewana

Edward D.

CA $302 total

includes taxes & fees

Oct 5 - Oct 6

A lakeside seating area with Adirondack chairs and a canoe, surrounded by a grassy area and a large tree.

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

Middlebury

Angela D.

CA $488 total

includes taxes & fees

Oct 6 - Oct 7

A small wooden cabin with a pitched roof, a front door, and two chairs outside.

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

Shipshewana

L D.

CA $302 total

includes taxes & fees

Oct 5 - Oct 6

A cozy room with wicker chairs, a rocking chair, a teal rug, and a sign reading "Welcome to our Lake House."

12. Lake Front Cottage | Kayaks | Game Table Fun

Shipshewana

Andrea S.

CA $336 total

includes taxes & fees

Oct 5 - Oct 6

A cozy seating area with wicker chairs and a teal rug, a 'Welcome to our Lake House' sign, and nautical decorations.

13. Lake Front Cottage Kayaks Game Table Fun

Shipshewana

"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...

Ron

CA $375 total

includes taxes & fees

Oct 5 - Oct 6

A spacious living room with a wooden dining table, chairs, a television, and a large window with curtains.

14. Lake House Shallow Sandy Kayaks Family Fun

Shipshewana

CA $547 total

includes taxes & fees

Oct 6 - Oct 7

A gravel path leading to a white house with a garage, surrounded by grassy fields and trees.

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

Middlebury

Cara B.

CA $268 total

includes taxes & fees

Oct 11 - Oct 12

A waterfront view with an American flag, a boat, and a sunset.

16. The Wellington Cottage

Middlebury

Bonala

CA $169 total

includes taxes & fees

Nov 1 - Nov 2

A covered patio with a table, chairs, a grill, and a view of a lake at sunset.

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

Howe

Debra

CA $367 total

includes taxes & fees

Oct 5 - Oct 6

A hot tub on a wooden deck with a chair and a blanket.

18. HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Middlebury

Patrick B.

CA $443 total

includes taxes & fees

Oct 8 - Oct 9

A covered porch with two chairs and a table, a brick wall, and string lights.

19. Superb 5-bedroom farmhouse in Goshen with WiFi, AC

Goshen

Sally F.

CA $413 total

includes taxes & fees

Nov 1 - Nov 2

A view from a balcony overlooking a frozen lake with bare trees and a clear sky.

20. Live & Love Life on the Lake at Sunset Peak!

Howe

Ron O.

CA $478 total

includes taxes & fees

Oct 5 - Oct 6

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Top Shipshewana Hotel Reviews

Van Buren Hotel

10/10 Excellent

"Our key card didn’t work for the gym but it worked for the pool as well as our room. Staff was extremely helpful and kind. Breakfast was top 10 for hotels we’ve stayed at in the past. Mostly amish town, very quiet and peaceful and only a 10 min drive to the Michigan boarder."

Super 8 by Wyndham Shipshewana

8/10 Good

"It is a no-frills hotel, but the room was clean and the bed was comfortable. It was also within walking distance to the performing arts center so that we could walk to and from the concert that we were in town for. I have a dairy allergy so breakfast was really not available for me other than a basic bagel. Although it is not necessarily walking distance to downtown, it is very convenient to drive to and from."

Lake House | Shallow Sandy | Kayaks | Family Fun

10/10 Excellent

"The lake house was perfect for our needs on this trip. Clean, well stocked, and relaxing. The kitchen had all the necessary equipment and more. The beds were comfortable and the living room gave us room to read and enjoy a movie. The back deck has a beautiful view of the lake, though it was too cold to get on the water. The location was great for shopping and dining. The host was courteous and available, though we had no need to contact him during our stay. I highly recommend this rental if you are looking for a relaxing time away."

Find out more about Shipshewana

Everything you need to know about Shipshewana vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shipshewana vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shipshewana vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shipshewana vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shipshewana. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shipshewana vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shipshewana vacation rentals we have selected for you start as low as CA $87 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shipshewana rentals

At Expedia, we put the best Shipshewana vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shipshewana rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shipshewana vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shipshewana. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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Check prices for these dates

Our top choices for Shipshewana vacation rentals

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

2. Millie's Cottage

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

4. Secluded Shipshewana Log Cabin In the Woods

5. Hearthstone Hideaway #5 | Shewana Tiny Home Village

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

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

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

9. Whispering Cottage #3 | Shewana Tiny Home Village

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

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

12. Lake Front Cottage | Kayaks | Game Table Fun

13. Lake Front Cottage Kayaks Game Table Fun

14. Lake House Shallow Sandy Kayaks Family Fun

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

16. The Wellington Cottage

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

18. HOT TUB | Beautiful Backyard Oasis|Newly Renovated

19. Superb 5-bedroom farmhouse in Goshen with WiFi, AC

20. Live & Love Life on the Lake at Sunset Peak!

Find vacation rentals that suit your style

Top Shipshewana Hotel Reviews

Van Buren Hotel

Farmstead Inn & Conference Center

Super 8 by Wyndham Shipshewana

Lake House | Shallow Sandy | Kayaks | Family Fun

Natural Nook | Tiny Home #2 in Amish Country!

Woodspring Suites Elkhart

Der Ruhe Blatz Motel

Millie's Cottage

Water’s Edge Retreat, Charming 2-bedroom Lake House, marvelous Shipshewana

Find out more about Shipshewana

Frequently asked questions

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