House holiday rentals in Shipshewana

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.

4.97 out of 5 average rating, 148 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!

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.

4.94 out of 5 average rating, 437 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)

The historic Villa Goshen is showcased in a red brick design, framed by lush trees and gardens. The inviting entrance features elegant landscaping leading to a prominent door, with a beautiful view of the waterfront beyond the property.

4.98 out of 5 average rating, 582 reviews

The Villa Goshen (Exclusive Use/All Guest Spaces)

An unforgettable stay awaits! Spectacular waterfront views from the home and guest deck, with outstanding amenities and accommodations, this is The Villa Goshen. Booking allows exclusive use of all guest bedrooms, common spaces on the main & upper floors, and the wooden guest deck area off the kitchen. No parties unless pre-approved. Hosts live on site in a separate basement apartment. Easy access to Notre Dame (45 min), Middlebury (20 min), Nappanee (20 min), and 25 to Shipshewana (25 min).

4.96 out of 5 average rating, 113 reviews

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

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.

4.98 out of 5 average rating, 330 reviews

A spacious living area is featured with a warm-toned sofa and two light gray chairs. Natural light floods in through multiple windows, highlighting the wooden beam ceiling. A small dining table and well-equipped kitchen are visible, creating an inviting atmosphere for relaxation.

Home in Vandalia

Held by Nature, Hot Tub, Recalibrate, Secluded,

Escape to a private Creekside retreat where peace meets connection. Perfect for couples seeking romance and comfort. This cozy getaway offers quiet moments, the soothing sounds of nature--all in a beautifully secluded setting. Relax in the hot tub under a star filled sky, enjoy a meal, book, or game while watching our feathered friends at the bird feeder right outside your door. Unwind, reconnect, and experience the simple luxury of country solitude and beauty all around you. Soul care.

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.

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 .

4.93 out of 5 average rating, 361 reviews

A spacious king bed is adorned with fresh white linens, accented by a decorative brightly colored throw. A decorative pillow adds a touch of pattern. A bedside table with a lamp and a decorative vase is situated nearby, offering both functionality and style.

Home in Constantine

Large Home - King - Sauna - Ski - Amish - Winery

Cozy and full of charm, this "Original Vintage" home offers comfort and convenience in historic downtown Constantine. Relax with a glass of wine in the infrared sauna or drift off in the comfy king bed. Enjoy fishing, kayaking, or a stroll along the St. Joseph River, just a short walk away. Nearby, explore ski resorts, wineries, boat races and Amish country. Spacious parking is ideal for an RV, truck, or boat trailer, making it a great choice for travelers with larger vehicles.

A modern farmhouse exterior is presented, featuring a metal roof and a wooden-paneled garage door. Lush greenery surrounds the structure, complemented by a large tree providing shade. A well-maintained driveway leads to the front entrance, creating a welcoming ambiance.

4.96 out of 5 average rating, 164 reviews

Farmhouse Sleeps 12+ Guests! Starlink Internet!

Book your next stay, and experience Home away from Home at the Farmhouse! Located just 3 Miles East of downtown Goshen. 15 Minutes to Middlebury & 25 Minutes to Shipshewana! Great country setting but close to everything. 2.5 miles from Abshire Park where you can park your vehicle to walk or Bike on the Pumpkinvine Trail. 6 person hot tub for your enjoyment. We live next door on the property as well so if you need anything we will do our best to accommodate your needs.

4.96 out of 5 average rating, 354 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!

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.

4.95 out of 5 average rating, 260 reviews

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!

A large live edge dining table with a natural wood finish is centered in the room. Overhead, modern pendant lights illuminate the space, casting a warm glow. A wall shelf displays curated items, and a rustic sliding door adds character to the room.

4.97 out of 5 average rating, 268 reviews

Ole Tin Rooster Sleeps 12+, Downtown NEW 4 Groups!

NEW! This curated Shipshewana staycation that awaits you! Fabulous farmhouse style including the largest live edge dining room table you’ve ever seen! You’ll be able to see many wonderful curated goods from our little town right here in a industrial farmhouse setting. Pack your bags, bring your family, gather your girlfriends and stay in the newest accommodations located right next to the famous Davis Mercantile.

4.99 out of 5 average rating, 122 reviews

Little House On The River

Escape to the Little House On The River in Elkhart, IN! This cozy 1-bedroom, 1-bath retreat sleeps 4 and offers stunning river views, a private deck, and all the comforts of home. Just 30 minutes from Notre Dame and a short drive to Shipshewana, it’s the perfect spot for game days, Amish country exploring, or simply relaxing by the water. Peaceful, private, and unforgettable—your riverside getaway awaits!

Popular amenities for house rentals in Shipshewana

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 18 reviews

A private in-ground pool is surrounded by a spacious patio area, featuring lounge chairs and an umbrella for shade. The pool is framed by a wooden fence and lush greenery, providing a serene outdoor space for relaxation and enjoyment.

Home in Dowagiac

Home w/ Pool Near Wedding Venues & Several Lakes

Superhost

An aerial view showcases a spacious home surrounded by lush greenery. A rectangular pool is situated in the backyard, accompanied by outdoor seating and a hot tub. Flower planters add to the charm, while a boat docked nearby enhances the lakefront experience.

4.91 out of 5 average rating, 11 reviews

Simonton Lake Vacation Rental

Superhost

Home in Mishawaka

Lake House – Pond & Pool Access

A spacious dining area features a long wooden table surrounded by black chairs. A statement light fixture with multiple bulbs hangs overhead. A brick wall adds texture, while the background reveals the connection to the modern kitchen and living spaces.

4.98 out of 5 average rating, 41 reviews

Whitehouse Retreat! Pool - Hot Tub - 1GB WIFI

4.97 out of 5 average rating, 108 reviews

The heated in-ground pool features a diving board and a slide, surrounded by a spacious deck with lounge chairs and a shaded patio area. The inviting turquoise water reflects the clear sky, creating a relaxing outdoor space for leisure and enjoyment.

Home in Milford

Summer of fun Pool, Hot Tub, Huge Game Room CLEAN

4.83 out of 5 average rating, 40 reviews

An inviting backyard features a sparkling pool with a connected slide, surrounded by a privacy fence. A hot tub is positioned nearby, accented by soft lighting and greenery. This space offers an area for relaxation and fun, perfect for family gatherings or friendly get-togethers.

Home in Mishawaka

Heart of South Bend-Heated Pool-Game Room -2500ft²

5 out of 5 average rating, 5 reviews

Home in Milford

The Pool House

4.95 out of 5 average rating, 19 reviews

An aerial view captures a spacious home with a dark blue exterior and a stylish stone chimney. A large deck surrounds the house, featuring outdoor seating under an umbrella. The surrounding landscape consists of expansive green fields and trees in the distance.

Home in Marcellus

Rocky River Resort

Weekly house rentals

5 out of 5 average rating, 5 reviews

Home in LaGrange

Amish Home to Share near Shipshewana Sleeps 8+

The front view of a single-story home is visible, showcasing a light-colored exterior with a metal roof. A swing is positioned on the porch, complemented by decorative elements on the walls. Lush green grass surrounds the pathway leading to the front door.

4.99 out of 5 average rating, 79 reviews

Lemon Hill Amish Guest House

A functional kitchen features wooden cabinetry and ample counter space. Appliances include a gas stove, microwave, and refrigerator. A round table with red and white polka dot tablecloth provides seating, complemented by a black chair. A window with black curtains allows natural light in.

4.96 out of 5 average rating, 48 reviews

The Red Thread Retreat

4.93 out of 5 average rating, 41 reviews

A warm sitting area is highlighted by an ornate fireplace with a decorative mirror above it. Two wooden doors lead to adjoining rooms, while a striped armchair adds comfort. Colorful vases adorn the mantle, complementing the vintage charm of the space.

Home in LaGrange

Historical Home 10 min from Shipshewana, IN

A log cabin is framed by lush greenery and tall trees under a clear blue sky. The structure features natural wooden siding and a green roof, with windows that complement its rustic charm. A well-maintained lawn surrounds the cabin, enhancing the outdoor ambiance.

4.98 out of 5 average rating, 47 reviews

Log Cabin Haus Pumpkinvine Trail, Shipshewana

4.95 out of 5 average rating, 39 reviews

The exterior of a yellow farmhouse is featured, surrounded by neatly trimmed bushes and a grassy yard. A spacious wooden deck offers seating, with a canopy providing shade. The sky is partly cloudy, adding a serene atmosphere to the peaceful surroundings.

Home in Wolcottville

The Farm House

An open living area showcases comfortable seating arrangements surrounding a white brick fireplace, creating a central gathering space. Large windows enable natural light to fill the room, complemented by a high ceiling and a lofted balcony visible above.

4.94 out of 5 average rating, 32 reviews

Secluded Wooded Retreat Surrounded by Nature

5 out of 5 average rating, 16 reviews

Home in Syracuse

Blue Banana

Private house rentals

5 out of 5 average rating, 31 reviews

A large, two-story house features a blend of brick and timber accents, surrounded by lush greenery. Tall trees create a natural canopy over the property, and a gravel path leads to the house, enhancing the peaceful, wooded setting.

Home in Syracuse

Syracuse, Indiana

4.91 out of 5 average rating, 23 reviews

A vibrant sunset reflects off the calm waters of South Twin Lake, casting shades of orange and pink across the sky. The silhouettes of trees and distant houses can be seen along the shoreline, creating a serene landscape.

Home in Howe

Love Lake Life at Sunset Peak!

5 out of 5 average rating, 31 reviews

"Cozy Arts & Crafts period retreat" comfy!

A light-filled living room features two seating areas, one with a comfortable sofa and another with a blue chair. A coffee table sits atop a patterned rug. Windows with light curtains allow natural light in. An adjacent dining area is visible, with a wooden table and chairs.

4.83 out of 5 average rating, 65 reviews

Cozy 3 bedroom cottage close to everything.

4.87 out of 5 average rating, 52 reviews

The living area features hardwood flooring and neutral gray walls. A dark wooden entertainment console holds a flat-screen television, while a cozy seating arrangement includes a black futon. Decorative items are placed on a coffee table, and a framed picture hangs on the wall.

Home in LaGrange

Emma's Place

A wooden deck is showcased, featuring a large umbrella over a seating area. Lush greenery surrounds the space, with neatly trimmed shrubs and a path of stone pavers leading through the yard. Large windows of the house offer views of the outdoor area.

5 out of 5 average rating, 15 reviews

Beautiful Lakehouse View

The exterior of the house showcases a modern design with a green facade and large windows. A covered porch provides an entrance, flanked by tall trees. The sloped roof and symmetrical architecture enhance the spacious appearance of the home, set against a clear blue sky.

4.97 out of 5 average rating, 37 reviews

Hilltop Retreat

A single-story home with a light-colored exterior and a dark roof is set on a well-manicured lawn. Black shutters frame the windows, and a small garden is visible in the front. An attached garage is positioned to the right of the entrance.