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, 145 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
Cottage in Middlebury
4.81 out of 5 average rating, 306 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, 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 view shows a charming tiny house with blue siding and a welcoming entrance. Flower beds with various plants frame the path leading to the door, while sunlight illuminates the surroundings and the nearby lake reflects the clear blue sky.
Tiny home in Howe
4.94 out of 5 average rating, 102 reviews

The Cozy Cottage by the Lake

This sweet, unique, tiny house is located on Pigeon Lake, just 15 minutes from Shipshewana and the heart of Amish country, and 55 minutes from Notre Dame! It is beautiful in any season, and offers a quiet retreat for families or friends. Guests have lake access, and the public boat launch nearby. Paddle boat, kayaking, and fishing from the pier at the house are all available from this property. (Fishing gear not provided) After a day in Shipshewana, relax in the outdoor porch and fire pit area!

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, 429 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 spacious living area features an open layout with a dining table, a comfortable sofa, and a white armchair. A wooden coffee table sits on a neutral-toned area rug. The kitchen is visible in the background, showcasing white cabinetry and a dining area with natural lighting.
Flat in Middlebury
4.93 out of 5 average rating, 161 reviews

The Farm Vista

Retreat and unplug in a quite country neighborhood in the heart of Amish country. The covered porch overlooks a farm and you can see a great sunset and often wildlife as well. The apartment itself is a walkout basement with a front entrance and large windows overlooking the farm and field across the road. This apartment offers all the comforts of home with two bedrooms, a pullout sofa bed, large kitchen, living room and bathroom. This retreat provides a chance to unplug and do things together.

Top guest favourite
The bathroom features a modern soaking tub with a unique design, complemented by a calming mural on the wall depicting ocean waves. Natural light enters through two small windows, enhancing the tranquil atmosphere. A woven basket holds bathroom essentials, adding to the organized space.
Home in Howe
4.96 out of 5 average rating, 108 reviews

Lakefront! Girls getaway/Romantic Retreat/Booktok

Welcome to your peaceful escape! Delight in the charm of our cottagecore retreat, offering breathtaking lake views. Relax on the spacious screened porch, enjoying the outdoors without pesky bugs. The cozy bedroom, dining area, and living room all feature stunning lake vistas. Pamper yourself in the bathroom with a luxurious soaking tub and steam shower. The kitchen, fitted with new appliances, makes cooking a breeze. From the living room, step onto the deck and soak in the serene environment.

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 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
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, 312 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.

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, 336 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!

Popular amenities for Shipshewana holiday rentals

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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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