Vacation rentals in Kendallville

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Top-rated vacation rentals in Kendallville

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Top guest favorite

A welcoming entry features a set of stairs leading up to the cottage, flanked by white railings. A decorative American flag is displayed on the front porch, surrounded by landscaped areas with pebbled ground and greenery.

Cottage in Rome City

4.97 out of 5 average rating, 234 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, washer and dryer, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill.Wedding, family, golfing or weekend away? Lakeside Sylvan!

Top guest favorite

A light-filled living area showcases a comfortable curved sofa adorned with decorative pillows. Large windows reveal a verdant view of surrounding greenery, enhancing the tranquil atmosphere. A wooden table and floor plant complete the cozy, inviting space.

Tiny home in Fort Wayne

4.97 out of 5 average rating, 689 reviews

The Tiny Shed Glamping-Beautiful Country Escape

Welcome to the prettiest little tiny home in Fort Wayne! Nestled next to the woods, our guests enjoy a quiet, country getaway to escape all the busy of the city life! The stunning 9-foot windows in the bedroom give you the feel of sleeping in the woods, yet you have total privacy! We have recently renovated this sweet little shed, adding on a beautiful bedroom and a private bath just out side the door. SPECIAL NOTE: We were listed as the most unique Airbnb in Indiana by House Beautiful-2022!

Top guest favorite

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

4.98 out of 5 average rating, 502 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 favorite

A modern two-story home is displayed, featuring a light brown exterior with stone accents. The spacious driveway leads to a two-car garage, and a well-maintained front yard is enhanced by greenery, creating a welcoming entrance.

Home in Fort Wayne

4.82 out of 5 average rating, 139 reviews

Cozy✨3Miles To ParkView✨Cheerful 3 bedrooms✨4beds

Have fun with the whole family at this stylish place. ✨Our home located nearby North Parkview Hospital on I-69, Dupont Hospital, Kroger, Walmart…✨3 mins away from Kroger on Dupont Road. Lots of restaurants, shopping centers nearby ✨We have 3 beautiful bedrooms and 2.5 baths that your family & friends will sure enjoy your stays at our home. ✨Especially, the master room is on the main floor and has 2 queen beds with full bath and shower.✨ 4 queen beds 🛏 in total in the house

Top guest favorite

A serene lakeside view is presented at dusk, featuring calm water reflecting soft colors of the sunset. A fire pit is positioned on a grassy area adjacent to the water, while a wooden dock extends into the lake, perfect for leisure activities.

Cottage in Albion

4.96 out of 5 average rating, 127 reviews

Beautiful Skinner Lake View Cottage

Private vacation home with a beautiful view of Lake Skinner. Waterfront access for fishing or taking the paddle boat out (seasonal). This cottage has all the basic amenities to make your stay comfortable. From the warm fire place to the spacious deck and 3 seasons room, you can enjoy this place anytime of the year. The full kitchen makes this place perfect for a week long getaway! A short twenty minute drive to Auburn and under an hour drive to Fort Wayne and Shipshewana.

Top guest favorite

The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.

Cottage in Rome City

4.98 out of 5 average rating, 117 reviews

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

Top guest favorite

A grey house with solar panels is seen alongside a driveway, featuring a parked white SUV. Lush orange flowers bloom prominently in the foreground, while multiple trees provide greenery in the background under a blue sky.

Guesthouse in North Webster

4.98 out of 5 average rating, 249 reviews

Modern Webster Lake cottage

This home has a great floor plan for 2-4 people with a small loft bed for a youngster. It has high end kitchen accessories and in-unit washer and dryer. Water softener for great water, maple hardwood floors and a front deck for outdoor barbecuing. Parking for 3 cars and a shed with lots of amenities including bikes and hammock for recreation and relaxing. New in 2024, new rug, blackout curtains and solar panels! EV charger free for guests!

Top guest favorite

A comfortable living area features two soft sofas positioned around a light area rug. Natural light enters through a large window adorned with patterned curtains. A modern television sits on a wooden stand, and a lamp is placed beside a side table.

Apartment in Howe

4.95 out of 5 average rating, 238 reviews

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.

Top guest favorite

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, 352 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.

Top guest favorite

The interior of the cabin features wooden paneling on the walls, with large windows allowing natural light. A seating area includes a black leather chair and a convertible sofa. A small dining table with chairs is positioned nearby, complemented by a bright red kitchenette adorned with modern appliances.

Cabin in Fort Wayne

4.91 out of 5 average rating, 505 reviews

Beautiful Cabin in Woods - Tiny house experience

The beautiful 'Edgewood Cabin in the Woods' is less than 4 miles from Fort Wayne and provides a wonderful get away from the bustle of the city. With its retro decor and modern furnishings, the Cabin is a great space for a work retreat, a romantic get away, or just for a clean and comfortable overnight stay. Whichever you are looking for you won't be disappointed with your choice to stay at the Edgewood Cabin!

Guest favorite

A small dining area features a black table and chair beside a microwave and mini-fridge against the wall. Natural light filters through a large window, which is dressed with light curtains. A decorative wall piece adds a touch of character to the space.

Apartment in Columbia City

4.83 out of 5 average rating, 109 reviews

The Ruby Slipper Suite C: Historic Downtown Apt

A unique completely remodeled historic 1 bedroom with plenty of character and charm. Located on the corner of Line and Van Buren you can enjoy views of downtown out of the second story windows. The room is conveniently located within walking distance of coffee shops, restaurants, bakeries and a local brewery. The space has a theme of Wizard of Oz and we challenge you to find the hidden gems.

Guest favorite

A modern shipping container home is set amidst a wooded landscape. The structure features large glass windows and a welcoming entryway. A daybed swing is visible on the porch, surrounded by lush green grass and tall trees, creating an inviting outdoor space.

Shipping container in Columbia City

4.96 out of 5 average rating, 135 reviews

The Steel Oasis-Container Home w/ Hot Tub!

Welcome to our modern shipping container home, tucked away in a 3 acre section of woods. This 40 foot high cube has been transformed into the perfect place to allow you to relax and escape reality. This Oasis includes everything from a hot tub, fire pit, and dual sided fireplace. The details are unmatched.