Family-friendly holiday rentals in Shipshewana

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shipshewana

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

1 of 1 pages1 / 1
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, 165 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
A modern bar area features a wooden countertop with seating for four. A smart TV is mounted on the wall, surrounded by shelves. Soft lighting is provided by pendant lamps. A cozy seating arrangement is visible in the background, enhancing the inviting space.
Guest suite in Shipshewana
4.99 out of 5 average rating, 161 reviews

Cozy Industrial Farmhouse Walkout Basement

A newly renovated basement guest suite in the heart of Amish Country. Enjoy playing pool and a 60"TV during your stay. 1 mile from town and 34 miles from Notre Dame stadium. Enjoy a morning walk around the block and campfire in the evening. Playset and in-ground trampoline. Private entrance. One queen bed with futon and/or air mattress. Living room with smart TV, WiFi, cozy elec. fireplace, AC, elec. heat. Kitchenette with fridge, microwave, coffee maker /griddle /toaster oven. (No kitchen sink)

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, 442 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, 446 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 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, 597 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 cabin is constructed of warm wood, surrounded by lush greenery and tall pine trees. A welcoming front porch features two chairs and flower beds, inviting relaxation. Large glass doors provide views of the outdoor space, enhancing the connection with nature.
Cabin in Goshen
4.96 out of 5 average rating, 334 reviews

Tiny home log cabin at the pines

Nurture your most important relationships at this peaceful authentic log cabin, built in 2022, set halfway in the long lane of our 18 acre property. Enjoy privacy with the massive pine trees behind you. Relax on the front porch and watch the sunset beyond the horse pasture and cornfields. The cabin boasts Wi-Fi, TV screen w options,a soaker tub, queen bed, recliners with heating feature, a full kitchen stocked with pots and pans, a washer and dryer. Everything you need for a longer stay.

Guest favourite
Tiny home in Shipshewana
4.93 out of 5 average rating, 200 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, 365 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, 363 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, 141 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 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, 269 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!

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 429 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Popular amenities for Shipshewana family-friendly rentals

When is the best time to visit Shipshewana?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£98£98£105£106£109£123£126£120£127£120£120£109
Avg. temp-4°C-3°C3°C9°C15°C20°C22°C22°C18°C11°C4°C-1°C

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 £90 per night before taxes and fees

  • Verified guest reviews

    Over 1,790 verified reviews to help you choose

  • Wifi availability

    10 of Shipshewana holiday rentals include wifi 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!