Holiday rentals in Shipshewana

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Top-rated holiday rentals in Shipshewana

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Top guest favourite
An exterior view of the Wana House showcases the two-story structure, surrounded by green lawns and trees. A spacious yard is visible, with nearby barns and an inviting landscape reflecting a peaceful countryside setting.
Home in Shipshewana
4.97 out of 5 average rating, 158 reviews

The-WANA-House: Shipshe/Amish owned: 6 bed 2 bath

Experience a bit of the Amish lifestyle yet with a few modern touches. Disconnect from the digital world and embrace the joy of conversation, board games, and simply being present in the moment. Surrounded by picturesque fields, you'll wake up to the harmonious sounds of nature and a breathtaking view every morning. Owned by WANA Cabinet & Furniture (next door), the Wana House is a 2-minute drive to Shipshewana’s main strip and the MEC center. It’s a perfect place to visit w/friends and family!

Top guest favourite
The exterior of the cabin features a rustic wooden facade with white horizontal stripes. Green window shutters frame four windows, contributing to a charming and inviting appearance. A covered porch supported by wooden beams offers a welcoming entryway.
Cabin in Shipshewana
4.97 out of 5 average rating, 439 reviews

Log Cabin

Are you looking for a quiet, relaxing and peaceful place to stay? Look no further, this little cabin is all that and more! These pictures do not do the cabin justice, we have heard this from so many guests that have stayed at our cabin! You will not be disappointed with your stay at our cabin. The kitchen is equipped with a stove, microwave, refrigerator and dishwasher. A front and back porch with beautiful views to drink a cup of coffee, read a book or relax! We hope you will come stay soon!

Top guest favourite
A compact kitchen area is visible, featuring wooden cabinetry and a light-colored counter. A dining table with four upholstered chairs sits adjacent. Soft lighting and a decorative clock contribute to the welcoming atmosphere. The flooring is finished in a light wood look, enhancing the space's openness.
Camper van/Motorhome in Middlebury
4.96 out of 5 average rating, 138 reviews

1-bedroom RV, in a quiet spot for couples getaway

Enjoy the sounds of nature when you stay in this unique place. This unit is on the grounds of Teaberry Wood Products... In the heart of Amish country... Rise n Roll bakery is less than a 1/2 mile from our location. The Pumpkine Vine bike trail is about a mile away, the attractions in Shipshewana and Middlebury are within 4 miles. A safe place for your children… If you prefer to stay at one of our local campgrounds, we will set up our unit for $50.00 plus you would need to pay the campground.

Top guest favourite
A spacious living area features comfortable seating arranged around a coffee table. A large television is mounted on the wall, and natural light filters in through the glass doors leading to a patio. Decorative plants add a touch of greenery.
Home in Shipshewana
4.96 out of 5 average rating, 107 reviews

The Frey House

PLEASE READ GUEST ACCESS BEFORE BOOKING..... Bring the whole family to this great place with lots of room for fun. Located just 5 minutes from Blue Gate Theater and the Michiana Event Center. Only 3 minutes to the down town shops which includes the Vanilla Bean Icecream shop. 45 minutes from Notre Dame. With in walking distance to the Pumpkin Vine bike trail. Wake up in the morning and make a fresh cup of coffee as you sit at the kitchen table watching the horse drawn buggies drive past .

Top guest favourite
A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.
Guest suite in Shipshewana
4.97 out of 5 average rating, 586 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Top guest favourite
The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.
Farm stay in Vandalia
5 out of 5 average rating, 279 reviews

Lux, Couples Hideout, Creek, Private Hot Tub,

*Imagine soaking in your private hot tub under the stars while a gentle creek flows just steps away. You are surrounded by trees and natural beauty. *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Guest favourite
A comfortable living room is furnished with a dark sectional sofa and an ottoman. A television is positioned on a wooden stand, with a nearby door leading outside. Natural light filters in through the window, partially covered by sheer curtains. Wood flooring adds warmth to the space.
Flat in Shipshewana
4.83 out of 5 average rating, 383 reviews

Basement Apartment *conveniently near Shipshewana*

Come stay in our private-access, BASEMENT apartment, while you visit our town of Shipshewana. Our home sits in the middle of 7 acres of woods. We love it here, and we hope you do too! Our goal, as your hosts, is to provide you with a reasonably priced, cozy space, where you feel like you are visiting a friend, not staying at a high end hotel. Small touches set us apart like laundry and light breakfast/snacks provided for stays that include Sundays (coffee is ALWAYS on at this house)

Top guest favourite
Tiny home in Shipshewana
4.94 out of 5 average rating, 196 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + couch

Top guest favourite
A cozy studio apartment features a comfortable bed with soft linens, a wooden coffee table, and a light-colored chest of drawers. Natural light filters in through a nearby window, illuminating the space. A green armchair is positioned in one corner, adding to the inviting ambiance.
Loft in Shipshewana
4.96 out of 5 average rating, 352 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is  equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space.  Enjoy some of the most picturesque landscape Northern Indiana has to offer.  We are just a 10 min walk from Stone Lake and have kayak rentals available upon request.  We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Top guest favourite
Home in Shipshewana
4.96 out of 5 average rating, 359 reviews

The Oasis in Shipshewana

Enjoy the benefits of a furnished home during your stay! The perfect spot to enjoy a quiet place yet very close to local attractions in Shipshewana. The Shipshewana Auction & Flea Market is within walking distance. This is an ideal house for families looking for an economical vacation stay. A large deck and backyard for you to enjoy the outdoors. Bring your bicycles and take a ride on the Pumpkinvine Nature hiking and biking trail nearby. No TV but no time to miss it!

Top guest favourite
Guest suite in Middlebury
5 out of 5 average rating, 127 reviews

Mullet's Speed Shop

Refresh and relax at this newly constructed guest suite! Mullet's Speed Shop is conveniently located just 3 minutes from the famous Das Dutchman Essenhaus Restaurant and Bakery, less than 10 miles from the quaint shops of Shipshewana, and an easy 40 minute drive to Notre Dame (for the football fans). Take a bike ride or a peaceful walk on the Pumpkinvine Nature Trail less than 2 miles away. Nestled in the heart of Amish country, enjoy the buggies passing by!

Top guest favourite
A spacious family farmhouse is surrounded by a well-maintained lawn and trees. The house features a mix of brick and siding, and a porch can be seen in front. A gravel driveway leads to the property, with a clear sky above.
Guest house in LaGrange
5 out of 5 average rating, 184 reviews

Bird’s Nest Air BnB

Keeping it simple at this peaceful and centrally-located family farm. Within two miles of the famous Shipshewana Auction & Flea Market, Blue Gate Restaurant and Performing Arts Center. The Michiana Event Center which is also Located in Shipshewana has many attractions. We are located in the middle of a small, quiet farming community with all Amish neighbors, so be ready to listen to the clipclop of horses going by. Enjoy the peaceful country sunsets.

Popular amenities for Shipshewana holiday rentals

When is the best time to visit Shipshewana?

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Avg. price£94£95£93£103£104£123£121£117£120£116£106£100
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Frequently Asked Questions

  • What are the best places to stay in Shipshewana?

    Stay in Shipshewana's town center for easy access to markets, dining, and museums, or opt for countryside homes for a quieter atmosphere. Farm stays and vacation rentals often house larger groups and families.

  • What are the best things to do in Shipshewana with kids?

    Families often explore farm animal petting areas, local ice cream parlors, and hands-on craft activities in Shipshewana. Wagon rides and guided tours of Amish culture are frequently suggested for younger visitors.

  • What are some of the best things to do in Shipshewana?

    Browse the Shipshewana Auction and Flea Market, explore local museums, and take part in craft workshops. The town has carriage rides, culinary tours, and cultural events reflecting Amish traditions.

  • How is the weather in Shipshewana?

    Shipshewana has cold winters with temperatures near 17–36°F (-8–2°C), and warm summers reaching 62–83°F (17–28°C). Spring and fall bring mild weather and regular rainfall, so a rain jacket is helpful.

  • When is the best time to visit Shipshewana?

    Late spring through early fall is often recommended, with milder temperatures and markets in full swing. Winter brings festive events and opportunities to explore Shopshewana's cozy indoor attractions.

  • What are the best places to visit in Shipshewana?

    The Shipshewana Auction and Flea Market is often recommended for antiques and local crafts. The town also has museums interpreting regional history and quilt shops known for artisanal designs.

  • What are some hiking trails in Shipshewana?

    Explore local nature reserves, quiet country paths, and parks around Shipshewana for walking and hiking. The area has gentle trails through woodlands and pasture, with opportunities for birdwatching and seasonal wildflowers.

  • What are some family activities we can do in Shipshewana?

    Families can explore petting zoos, sample homemade treats, and try craft classes in Shipshewana. Guided buggy rides and visits to local farms create hands-on experiences for children and adults.

  • What are some of the best day trip ideas from Shipshewana?

    Explore nearby lakes, nature preserves, and small towns renowned for local art and historic downtowns. Many guests enjoy visiting agricultural markets or scenic farm trails around the region.

  • Are there any pet friendly accommodations available in Shipshewana?

    Many stays in Shipshewana welcome pets, especially around the main town area and countryside properties. Guests traveling with animals often find listings with outdoor space and nearby trails suited for dogs.

  • What are some local tips for visiting Shipshewana?

    Arrive early for market days, and try locally baked goods for an authentic experience. Respect Amish community traditions, and consider joining craft workshops or guided tours for a deeper look into regional culture.

  • What is Shipshewana known for?

    Shipshewana is known for its Amish heritage, bustling antique markets, and locally crafted goods. Visitors come to enjoy traditional foods, handmade quilts, and a community rooted in history and rural culture.

  • What are the best hidden gems to explore in Shipshewana?

    Discover small antique shops, local quilt displays, and lesser-known bakeries tucked throughout Shipshewana. The town has quiet corners for exploring artisan workshops, vintage finds, and family-run farms.

  • What are the best foods to try in Shipshewana?

    Shipshewana has hearty Amish-inspired dishes, including homemade breads, noodles, and traditional pies. Locally sourced cheeses and jams are frequently suggested, and many guests enjoy family-style meals in town restaurants.

  • What should I bring for a trip to Shipshewana?

    Pack layered clothing for fluctuating Midwest temperatures and a waterproof jacket for spring or fall visits. Comfortable walking shoes and a reusable shopping bag are useful for exploring markets and town attractions.

  • What is the nightlife in Shipshewana like?

    Shipshewana has a relaxed nightlife scene with family eateries, live music venues, and occasional folk performances. Evening hours are often spent at local restaurants or community gatherings.

  • What are the most popular events or festivals in Shipshewana?

    Shipshewana has recurring antique markets and craft fairs, often recommended for visitors interested in handmade goods and local traditions. Seasonal festivals in late spring and around the holidays bring live music, food, and regional crafts to the town.

  • Are there family friendly vacation rentals in Shipshewana?

    Shipshewana has many family friendly vacation rentals, especially around the main town and rural outskirts. Listings often include amenities such as kitchens, yards, and access to local attractions.

Quick stats about holiday rentals in Shipshewana

  • Total holiday rentals

    Explore 30 holiday rentals in Shipshewana

  • Nightly prices starting at

    Shipshewana holiday rentals start at £75 per night before taxes and fees

  • Verified guest reviews

    Over 1,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Shipshewana holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Shipshewana rentals

  • 4.8 Average rating

    Shipshewana stays are highly rated by guests – averaging 4.8 out of 5!

  1. Airbnb
  2. United States
  3. Indiana
  4. LaGrange County
  5. Shipshewana