Holiday rentals in Bridgman

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Top-rated holiday rentals in Bridgman

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

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Guest favourite

Farm stay in La Porte

4.99 out of 5 average rating, 442 reviews

Cabin on Swede Hill

Welcome to "Cabin on Swede Hill". Our family has farmed this land since 1871. My great grandparents, Swan and Johanna Johnson immigrated to America in the 1860's, found this land which was similar to Sweden. They raised their family here. Approximately 65 Swedish families settled in this community, became to be know as the "Swede Hills". We just received the Hoosier Homestead Award from Indiana celebrating the Sesquicentennial Award. We invite you to come...... and experience country life.

30 Aug – 6 Sep

$191 SGD per night

Guest favourite

Flat in Sawyer

4.97 out of 5 average rating, 270 reviews

Ozzie’s Hideaway-Smack between Three Oaks & Sawyer

This entirely redone, adorable apartment features automotive themed collectibles and vintage finds, black & white photos, car part art & furniture. Custom made pillowcases and duvet covers portray the ultimate road trip. Play the license plate game you played riding in the backseat as a kid, with our collection of license plates. The boomerang countertops welcome you in a fully equipped kitchen, an outdoor patio, grill and fire pit will help you create lasting memories of your next road trip.

30 Jul – 6 Aug

$218 SGD per night

Superhost

Cottage in Bridgman

4.85 out of 5 average rating, 109 reviews

Wineries Breweries Warren Dunes Lake Michigan WOW!

Located just outside of Bridgman, this Lake Township home is clean, quaint and accessible to so many great things that are offered in Southwest Michigan—-15 wineries within a ten mile radius, many breweries including Transient, Tapistry and Haymarket in Bridgman alone, great restaurants, Weko Beach and Warren Dunes State Park! The home offers a perfect place to wind down after a day on the beach or at the wineries—with countless options for amazing food for any meal—or you can cook at home

16–23 Feb

$223 SGD per night

Guest favourite

Barn in Michigan City

4.96 out of 5 average rating, 346 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

16–23 Feb

$172 SGD per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 699 reviews

"Tiny House" Guest House Under the Oak Trees

"Tiny House" guest house located under large oak trees near the beach, and not far from I-94 and the Michigan state line. Vaulted ceiling, open feeling. Light and bright décor. Full bathroom, comfy couch, and other amenities. Polished concrete floor, whitewashed shiplap ceiling, hand-crafted oak furniture, suspended shelving. High ceilings, windows with southern exposure, front porch with siting chairs and a grill. Convenient charger for electric cars. Never a cleaning fee.

7–14 Jun

$183 SGD per night

Guest favourite

Guest house in Sodus Township

4.77 out of 5 average rating, 133 reviews

Farm Cottage

Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area, washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to our organic garden, fields, stable and fruit orchards. All utilities, TV and WI-FI included. Well water with new water softener and water heater. Pet friendly; no pet fee. Lots of farm paths to walk your pet. Encourage off leash if trained. Horses have moved to another farm while pasture is reseeded.

7–14 Apr

$121 SGD per night

Guest favourite

Tiny home in South Bend

4.98 out of 5 average rating, 248 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!

6–13 Dec

$135 SGD per night

Guest favourite

Farm stay in Buchanan

4.92 out of 5 average rating, 358 reviews

Regenerative Farm - Wine, Beach, Cannabis

Regenerative Permaculture Farm at the heart of the Wine Trail and 15 minutes to Lake Michigan beaches! Take a tour to meet our dog, sheep, horses, rabbits, and chickens. Hit the beach, go wine tasting, browse the dispensaries. In the evening dine out or cook a meal in the well stocked kitchen. Ask us about seasonal produce offerings. We live in the second unit on the lower level, and are available to offer any assistance to provide you the best possible stay.

18–25 Jan

$240 SGD per night

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 151 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. 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. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

27 Jul – 3 Aug

$193 SGD per night

Guest favourite

Cottage in Sawyer

4.93 out of 5 average rating, 210 reviews

Northwind Llama retreat “Chicken coop”

Enjoy your farm style experience- Llamas, chicken’s, dog’s and cats! 400 sq. ft. "Efficiency Suite" Revel and Relax . Rest in the queen memory foam bed complete with custom Upstate bedding. The open space living area has ample seating, desk, and full- size fridge for your libation. Private bathroom with stand up shower with exclusive Robert Jeffrey products. Your family pet is welcome! Please add your pet to rsvp !

16–23 Nov

$213 SGD per night

Guest favourite

Guest house in Stevensville

4.99 out of 5 average rating, 181 reviews

The Shire

Nestled on five secluded, tree-lined acres, with a pond, waterfall, fire pit, tree swing, basketball court and walking trails, The Shire feels a million miles away from it all - but isn't! We are only minutes away from wineries, breweries, amazing beaches, restaurants and shopping. (Notre Dame is an easy 30 minute drive). Southwest Michigan is a beautiful place to live! We'd LOVE to share it with you.

26 Nov – 3 Dec

$273 SGD per night

Guest favourite

Guest suite in Benton Harbor

4.98 out of 5 average rating, 197 reviews

The Gingerbread House, respite in the woods.

Spring is here and the daffodils are beautiful! If you are looking for a zen like place to get away for a few days, the Gingerbread House is perfect. Guests have separate and private apartment (with Smart Lock) on bottom floor of home with private patio overlooking huge ravine. Our home is surrounded by over 20 acres of woods, yet we are only minutes from grocery, restaurants, golfing and beaches.

21–28 Jun

$187 SGD per night