Holiday rentals in Bridgman

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Top-rated holiday rentals in Bridgman

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Guest favourite

Guest suite in Berrien Springs

4.98 out of 5 average rating, 259 reviews

BrightWood House

We offer a private and comfortable unit in lovely south west Michigan. Location convenient to the heart of Michigan wine country, and several beaches and only 3 miles to Andrews University. Also 20-25 minute drive from the South Bend. The 900 s.f. downstairs apt. is completely separated (by locked doors) from the rest of the house and comes with a full bath and kitchen. Enjoy the peaceful forest views. We didn’t need a pandemic to do full disinfecting between guests. Always have. :)

20–27 Sep

$209 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.

27 Sep – 4 Oct

$213 SGD per night

Guest favourite

Guest house in Bridgman

4.92 out of 5 average rating, 95 reviews

The Hideaway Loft, a lovely 1 bedroom apartment.

Get out of town and escape to this unique and tranquil retreat. Juniper's Hideaway Loft is a private 1 bedroom apartment that offers both seclusion and proximity. Just minutes from Weko Beach and Warren Dunes, this is the ideal location for any outdoor enthusiasts. Check out local wineries and breweries, and enjoy the treasures of southwest Michigan from this 9 acre wooded space. The Hideaway Loft in Bridgman offers the perfect weekend getaway, only 90 minutes from Chicago. EV charger onsite!

14–21 Apr

$197 SGD per night

Guest favourite

Barn in Michigan City

4.96 out of 5 average rating, 343 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!

23 Feb – 2 Mar

$169 SGD per night

Superhost

Flat in Bridgman

4.84 out of 5 average rating, 92 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.

$146 SGD per night

Guest favourite

Guest house in New Buffalo

4.98 out of 5 average rating, 695 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.

21–28 May

$184 SGD per night

Guest favourite

Guest house in New Buffalo

4.96 out of 5 average rating, 471 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!

23–30 Jan

$196 SGD per night

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 150 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.

30 May – 6 Jun

$149 SGD per night

Guest favourite

Cottage in Sawyer

4.93 out of 5 average rating, 208 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 !

19–26 Mar

$188 SGD per night

Guest favourite

Guest suite in Benton Harbor

4.98 out of 5 average rating, 196 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.

16–23 Jun

$158 SGD per night

Guest favourite

Farm stay in Sawyer

4.98 out of 5 average rating, 339 reviews

Your SW Michigan Modern Farmhouse Cottage Awaits

Located in Sawyer, you can bike or drive to countless beaches, breweries, wineries, distilleries, and outdoor adventures. Afterward come home to this stylish modern farmhouse cottage that looks out onto 14 acres of scenic barn, pasture. and woods. Your home away from home has a well appointed kitchen for foodies who like to cook or great local dining options for those who don't.

18–25 Sep

$272 SGD per night

Guest favourite

Flat in Bridgman

4.93 out of 5 average rating, 193 reviews

Lake Breeze Suite - Beaches, Dunes, Golf, Wine Tr

Private 1 bedroom UPSTAIRS suite. Kitchenette, private bathroom, dinette, queen bed and twin bed in bedroom. Parking available on site. Near beaches, golfing, breweries and wine trail. Older home but the units have all been updated. No pets allowed, no exceptions. Lake Breeze Suite is one of three Suites at this location Beachcomber Suite Chandelier Suite

22–29 Sep

$138 SGD per night