Holiday houses in New Carlisle

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Top-rated holiday rentals in New Carlisle

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

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Top Guest favourite
Guesthouse in Sawyer
4.93 out of 5 average rating, 194 reviews

Heron's Rest Hideaway, nature lovers' dream

Privacy on 11 acres of conservancy-protected land including two lakes, river access, woods. Rowboat available. Fishing on site. Nature lovers dream! Minutes from Michigan’s most popular beach, breweries, wineries, antique malls, farm-to-table restaurants. Fully equipped kitchen, gas fireplace. Private fire pit, deck, and gas grill. Kayak, bike, hike nearby. Separated from our home by a breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible. Limit of 4 guests.

Top Guest favourite
Home in Three Oaks
4.97 out of 5 average rating, 239 reviews

Casa Gitana - Boutique Style Stay in Three Oaks

Casa Gitana is a Boutique style stay in the quaint town of Three Oaks, MI. Just a short drive to the pristine beaches of Lake Michigan and walking distance to downtown, our home offers an eclectic & contemporary feel that is perfect for a relaxing getaway any time of the year. We personally manage & oversee the home before every stay, & take pride in putting thought & intention into every detail. We want our guests to feel at home, and most importantly enjoy a comfortable and relaxing stay. :)

Guest favourite
A spacious living room is filled with natural light from a large window. A comfortable gray sofa, red armchair, and black accent chair are arranged around a glass coffee table. A fireplace is set against an attractive wall, and a television is mounted above it.
Apartment in Bridgman
4.81 out of 5 average rating, 119 reviews

Relax - SW Mi Getaway/Hot Tub-Beaches & Wine Tours

Welcome to "Lake 2 Grapes" Bridgman is a little gem located between St. Joe and Warren Dunes. Minutes to Lake Mi. beaches, craft breweries, and wine trails. Relax in the upper level of our bi-level vacation home w/private entrance. This 3 bedroom, 2 bath includes a beautiful Master suite! Enjoy the Hot tub and fire pit in the backyard. Wine Tour? Stay with us and you'll receive a discount with "Grape & Grain Tours" plus complimentary pick up and drop off. Must be 25 or older to book.

Top Guest favourite
Guesthouse in Near Northwest
4.96 out of 5 average rating, 325 reviews

South Bend, 1 Bedroom Cottage Built in 1912

South Bend historic cottage in the National Historic District of Chapin Park. Close to Notre Dame. One dog is welcome. No cats. There is a queen sized bed and a sofa, NOT sofa bed in the sitting room. This cottage built in 1912. Private and cozy, the cottage has a big screen TV, wifi and a gourmet kitchen. The owner lives almost directly behind and is available and happy to assist. Chapin Park's tree-lined, brick streets and diverse historic architecture are charming. No smoking.

Top Guest favourite
The cabin exterior features a wooden facade with a sloped roof and a welcoming front porch. A bench sits on the porch, surrounded by potted flowers. Warm light from string lights enhances the inviting entryway, set against a backdrop of open grass and distant trees.
Tiny home in New Carlisle
4.99 out of 5 average rating, 194 reviews

Cozy Cabin 2.0 Mins from Michigan’s Harbor Country

Immerse yourself in nature inside this charming cabin featuring all of the necessary amenities, including a queen-sized bed, kitchen basics, fire pit, grill, and deck. Surrounded by 40 acres of woodlands, this cabin offers a quiet retreat while being only twenty minutes from Michigan's Harbor Country. Relax inside with a book or head out to enjoy golden sand dunes, art and antiques, locally-sourced food, hiking trails, and over twenty wineries along the windy, tree-lined Red Arrow Highway.

Top Guest favourite
A cottage surrounded by lush trees features a spacious wooden deck with a gentle ramp. The structure's sloped roof and various window designs contribute to its unique charm. Grass covers the property, providing a natural, serene setting.
Home in Rolling Prairie
4.96 out of 5 average rating, 210 reviews

Pure Michiana - Rustic & Cozy - near the stateline

NO EVENTS. 10 person max on property at all times. It puts too much wear on the septic/well and deck. Dining table seats 8. 3- block walk to a small shared lake and near a host of lovely spots: Breweries/Wineries, Dunes, Three Oaks, Frisbee Golf, and more. A gas fireplace for cold winter nights, an outdoor firepit, a hammock, grill, and outdoor seating/camping chairs. A short walk to the Nowhere Bar & Grill for great local food! Only 1 hour 15 minutes from Chicago. Sleeps 8 comfortably.

Top Guest favourite
A welcoming entrance is showcased, featuring a wooden door with large glass panels and modern light fixtures. The covered porch offers a spacious wooden deck, surrounded by greenery, providing a serene setting for relaxation.
Home in New Carlisle
5 out of 5 average rating, 33 reviews

The Hudson 14mi to New Buffalo!

Escape to The Hudson—a charming retreat near New Buffalo, MI! Enjoy a huge deck, chef’s kitchen, and 11.5-ft ceilings. Just minutes from New Buffalo Beach, local wineries, breweries, and Warren Dunes. Located in the Lake Hudson community, convenient for relaxing or exploring. Fully renovated and being stylishly furnished by July 2025. Please note: landscaping is still in progress as part of our full renovation—thanks for your understanding. Book now to enjoy this new summer experience!

Guest favourite
A charming tiny cabin is nestled among lush greenery, featuring a front porch with wooden railings. A path covered in mulch leads to the cabin, where a friendly dog explores vibrant wildflowers near the foundation, surrounded by trees that add to the serene setting.
Farm stay in New Carlisle
4.91 out of 5 average rating, 220 reviews

Relaxing Glamping Experience in a Tiny Cabin

Experience a serene and relaxing getaway in our off-grid tiny cabin on our farm. Created with the intention of slowing down (no tv, no wifi and no refrigerator), enjoy wandering the fields relaxing in one of the hammocks, cooking on the outdoor fire pit, sipping coffee on the front deck and generally taking a break from modern life. If you'd like to explore the area, we are nearby popular trails and bike routes, U-pick farms, breweries & restaurants and beaches along Lake Michigan.

Top Guest favourite
An interior view of the studio apartment showcases a small kitchenette with a refrigerator, stove, and sink. A door leads outside, and a window with turquoise curtains allows natural light to enter. A cozy bed with a patterned quilt is positioned nearby, creating a functional yet inviting space.
Apartment in Near Northwest
4.97 out of 5 average rating, 273 reviews

Tiny Retro Studio for One Person

TINY studio for ONE. Non-smoking inside & out. Our typical guest is a busy academic, intern, medical worker or businessperson. This TINY studio is located in an old 4-unit apartment house, so there is some in-house sound transfer. Our neighborhood is usually quiet, but not always. See the LOCATION section under the map to read a description of our neighborhood. *Winter Note: We shovel the walkways at the Airbnb, but not usually until later in the day. So mornings might be snowy.

Top Guest favourite
Home in New Carlisle
4.97 out of 5 average rating, 33 reviews

Millie's Rose Cottage

Welcome to Millie’s Rose Cottage, a quaint two-story home, built in 1880, that is included on the National Historic Register in New Carlisle. An old building it may be, but the home offers modern amenities, including Wi-Fi and high-speed Internet. Simplicity is the name of the game. This charming home offers a family-friendly, comfortable place to stay while you enjoy your time in northern Indiana. We are just a few miles from Lake Michigan and the University of Notre Dame.

Top Guest favourite
A charming cottage is nestled among vibrant flowering plants and lush greenery. The well-maintained garden features various colors, with pathways leading to the inviting entry. A large rock adds a natural touch to the landscaped area, enhancing the cottage's serene outdoor setting.
Tiny home in South Bend
4.97 out of 5 average rating, 372 reviews

The Cottage @ Portage Lion - Treat Yourself!

Cozy cottage fully renovated tucked into a beautiful park-like surrounding. Near to Notre Dame, South Bend, Lake Michigan Beaches, and wine trails. Relax here on your own patio. Luxuriate in the huge new shower. This darling two-room tiny house with a kitchenette has the conveniences and comfort you want for a short stay. The queen bed sleeps two while the couch in the main room is deep and can sleep another. Wifi and Roku enabled. Perfect little getaway!

Guest favourite
A cozy bedroom features a spacious bed adorned with layered textiles and decorative pillows. Large windows provide views of the outdoors, while natural light is enhanced by wooden ceiling beams. A small dining area with chairs and a table is positioned nearby.
Guesthouse in New Buffalo
4.96 out of 5 average rating, 650 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

Popular amenities for New Carlisle holiday rentals