Holiday houses in South Milford

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Top-rated holiday rentals in South Milford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A modern, lakeside home is surrounded by lush greenery and offers expansive windows that capture water views. A stone pathway leads to the home, while the serene lake reflects the soft colors of twilight.

Home in Wolcottville

4.98 out of 5 average rating, 57 reviews

Westward House

The "Westward House" on Dallas Lake offers stunning westward sunset views, modern/mid-century/Scandi design, and abundant natural light with water views from nearly every room. Located on the Indian Chain of Lakes, it provides full access to a two-story home with heated floors, a gas fireplace, four bedrooms, and a screened porch. Outdoor amenities include a dock, boat ramp, loungers, and a fire pit. Nearby activities include pontoon rentals, a sandbar and Shipshewana/Amish Country attractions.

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Superhost

A modern kitchen is visible, featuring stainless steel appliances and a spacious island. Adjacent, a cozy seating area is presented with a gray sofa, a light-colored rug, and a small dining table with two chairs. Natural light streams through large windows, enhancing the inviting atmosphere.

Home in Rome City

4.77 out of 5 average rating, 53 reviews

Sylvan Lakeside Retreat

Welcome to Sylvan Lake, Rome City IN! This 3 bed 1 bath home was completely remodeled in 2024 on one of Indiana's favorite all sports lakes. Whether you're in town for a family retreat, celebrating a special occasion, or need a peaceful place to stay while traveling for work, this lakefront home offers the perfect setting to unwind after a day of adventures. Full grocery, lakeside pubs, liquor & bait along with the public boat launch just blocks away. Boat rental also available upon request.

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Top Guest favourite

Sunlight filters through trees, casting gentle shadows across the lush lawn. A serene lake reflects the sky, with a canoe and dock visible in the distance. A swing set and seating area are positioned to enjoy the tranquil views.

Home in Howe

4.96 out of 5 average rating, 779 reviews

Amazing Views Lakehouse with Kayaks

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

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Top Guest favourite

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

4.98 out of 5 average rating, 269 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, laundry, 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!

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Guest favourite

A comfortable living space features a sectional couch with yellow accent pillows, a wall-mounted TV, and a white entertainment unit. Large windows are dressed with sheer and orange curtains, allowing natural light to brighten the room. A patterned chair adds a touch of color.

Home in Angola

4.98 out of 5 average rating, 164 reviews

Fox Lake Road Bungalow (Near Trine University)

This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

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Top Guest favourite

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, 150 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.

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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, 157 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!

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Top Guest favourite

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, 126 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.

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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, 442 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.

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Top Guest favourite

Home in Wawaka

5 out of 5 average rating, 14 reviews

The Cozy Cottage

Escape to a peaceful lakeside retreat on Waldron Lake in Wawaka, Indiana. This cozy and inviting 3-bedroom, 2-bath lake house is the perfect spot to unwind, reconnect, and soak in the natural surroundings. Guests have access to kayaks for exploring the calm waters, making it easy to enjoy both adventure and relaxation at your own pace. Fishing poles and a grill are provided for your lakeside experience.

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Guest favourite

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

4.94 out of 5 average rating, 227 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 porch swing daybed, hot tub, fire pit, and dual sided fireplace. The details are unmatched.

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Guest favourite

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

4.96 out of 5 average rating, 45 reviews

The Farm House

Keep it simple at this peaceful and centrally-located home! Soak in the peace and quiet on the back deck or around the fire pit or enjoy the close-by attractions. Enjoy the local lakes, Sylvan Cellars, Cook’s Bison Ranch, or visit the sights and shops of Shipshewana!

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