Holiday rentals in Shipshewana

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Top-rated holiday rentals in Shipshewana

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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, 146 reviews

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

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, 156 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, 436 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, 430 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, 134 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, 102 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, 566 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
A serene pond is visible surrounded by lush greenery and trees. Soft ripples are seen on the water's surface, reflecting the natural surroundings. A gravel pathway leads towards the water's edge, enhancing the peaceful ambiance of the setting.
Guest house in Topeka
4.96 out of 5 average rating, 112 reviews

Serenity Cove Peaceful Setting

Serenity Cove is located in the heart of Amish Country in a peaceful pond setting, surrounded by fields of corn and beans. This single wide mobile home has all the amenities of home. Sit on the front porch and enjoy the sounds of nature. Just a short drive to the town of Shipshewana where you can enjoy the MidWest's largest flea market and the MEC Center which hosts concerts and other events. College Sports fans you are just a short 50 minute drive to the Notre Dame Campus.

Top guest favourite
Tiny home in Shipshewana
4.94 out of 5 average rating, 187 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, 338 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, 352 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, 117 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!

Popular amenities for Shipshewana holiday rentals

When is the best time to visit Shipshewana?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Shipshewana?

    Yes! Work meets play with ease at over 10 vacation rentals in Shipshewana featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Shipshewana?

    Experience the best of Shipshewana with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Shipshewana have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Shipshewana. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Shipshewana?

    Shipshewana has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Shipshewana

  • Total holiday rentals

    Explore 20 holiday rentals in Shipshewana

  • Nightly prices starting at

    Shipshewana holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 1,880 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!

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