Family-friendly holiday rentals in Shipshewana

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Shipshewana

  • Total holiday rentals

    Explore 20 holiday rentals in Shipshewana

  • Nightly prices starting at

    Shipshewana holiday rentals start at $186 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,930 verified reviews to help you choose

  • Wi-Fi availability

    10 of Shipshewana holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Shipshewana rentals

  • 4.9 Average rating

    Shipshewana stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Shipshewana

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in Middlebury
4.83 out of 5 average rating, 335 reviews

Stone Lake Cottage Middlebury IN Boat Fish getaway

Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Bedding, towels, and personals/toiletries are provided. 2 queens, 1 twin, 2 double beds. Includes 3 BR/4 baths (detached 3rd BR CLOSED in winter), room for 6-8, AC, Smart TV, streaming services , WiFi, fireplace, lake, pier, kayak, paddle boat, grill, fire pit, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21. Motel hotel

Top Guest favourite
A single-story house is set on a green lawn, with a well-maintained front garden featuring pink flowering shrubs. The brick exterior complements the surrounding foliage, and a pathway leads to the front door, framed by a modest porch.
Home in Shipshewana
4.94 out of 5 average rating, 444 reviews

Davis Street in Shipshewana

Davis Street in Shipshewana, located in the heart of Shipshewana Indiana's Amish country. Very close to the Auction & Flea Market, and within walking distance to local theatre, shops and restaurants. We offer cozy and friendly accommodations for the perfect country getaway. A perfect place to relax and enjoy partaking of the local small town pleasures. Access to the Pumpkinvine Nature Hiking/Biking trail is just 1 mile. And just 40 miles from Notre Dame/South Bend. (for the Irish football fans)

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, 451 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.
Campervan/RV in Middlebury
4.96 out of 5 average rating, 144 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 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, 610 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.

Guest favourite
A charming two-story house is situated on a spacious lawn, surrounded by trees displaying autumn foliage. An attached garage with a stone facade complements the home. The driveway leads up to the entrance, inviting guests to explore the peaceful surroundings.
Home in Middlebury
4.95 out of 5 average rating, 100 reviews

Home with loft, Shipshewana, Elkhart, Notre Dame

Whether you are on a weekend getaway, wanting to explore the lovely towns of Shipshewana & Middlebury, or in the area to enjoy a Notre Dame game the Back Porch is the perfect place for you. At the Back Porch, guests enjoy a dreamy interior with live plants and the peaceful nature out back. Guests can easily observe Amish country, the Shipshewana flea market (16 min), stroll through the beautiful quilt gardens of Middlebury (15 min), or cheer on a Notre Dame football game (40 min).

Guest favourite
Tiny home in Shipshewana
4.93 out of 5 average rating, 210 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, 376 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, 372 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
A modern kitchen area is highlighted by a large central island with a white countertop. Exposed brick walls add character, while vintage signage provides a nostalgic touch. A cozy seating arrangement features a small chair and a fireplace TV setup against the wall.
Guest suite in Middlebury
5 out of 5 average rating, 150 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.
Guesthouse in LaGrange
5 out of 5 average rating, 194 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.

Top Guest favourite
A hot tub is situated under a wooden pergola, with an expansive view of rolling pastureland and an open sky. Sunlight filters through fluffy clouds, creating a relaxing atmosphere for guests to unwind and enjoy nature.
Home in Middlebury
4.96 out of 5 average rating, 276 reviews

| Hot Tub | Amish Farm Country | Pergola | Deck |

Backyard country living at its absolute finest!! Hot tub, back deck, patio, pergola, grill, pastureland, fire pit, open space – Welcome to your Home Away From Home! This newly/fully renovated 3 bed/2 bath ranch house in the heart of Amish country is ready for you to explore the abundant activities. Located right next door to a real working farm makes it ideal for your country getaway, and not to disappoint, Amish buggies pass by often!

Popular amenities for Shipshewana family-friendly rentals

When is the best time to visit Shipshewana?

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