Holiday rentals in Lake Charter Township

A private hot tub bubbles gently on a wooden deck, inviting relaxation. Nearby, stylish outdoor seating is arranged for dining or lounging. The exterior of the home features light gray siding and large glass doors that open to the backyard, framed by lush trees.

4.98 out of 5 average rating, 41 reviews

Weko Beach Retreat | Hot Tub, Near Lake Michigan!

5 mins. to Weko Beach (2.1 Miles) 7 mins. to Warren Dunes State Park 15 mins. to New Buffalo 15 mins. to St. Joesph 10 mins. to Three Oaks Escape to this charming retreat just moments from the shores of Weko Beach, award-winning wineries, cideries, distilleries, craft breweries, and only 15 mins. from lively New Buffalo. Whether you're planning a family vacation, a girls weekend, or a golf getaway, this location puts you in the heart of it all — including the prestigious Lost Dunes Golf Club.

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Superhost

4.81 out of 5 average rating, 126 reviews

Cozy Lake Escape-Walk to beach and downtown!

Welcome to "Cozy Cottage! 3 bedroom completely renovated home less than a mile from Weko Beach on Lake Michigan. Great restaurants, walk to breweries and 5 miles from fantastic wineries. Equipped with beach chairs, toys, kayaks, swim mat and bikes to take a ride to the beautiful Weko Beach. Grill out and Relax out back around the fire pit during the summer or cooler evenings. Beautiful beaches, kayaking, hiking and amazing sunsets. Turn key and enjoy. Book your stay today in Pure Michigan!

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The kitchen features white cabinets and modern appliances, including a microwave and stove. Sturdy wooden chairs sit outside the window, providing a comfortable spot for relaxation. The three-season porch showcases a cozy couch, a vibrant accent piece, and a convenient hot tub in the corner.

4.84 out of 5 average rating, 152 reviews

Charming Cottage w/ Hot Tub

This delightful cottage boasts a bright "eclectic" vibe, perfect for a cozy retreat near Warren Dunes State Park (Lake Michigan). Unwind in the 3-season porch, soaking in stunning nature views, or relax in the bubbling hot tub after a day at the beach. Located centrally between two of Michigan's cutest 1 street beach towns: Sawyer & Bridgman. Within in minutes of the world class wineries and breweries that occupy southwest Michigan's wine country- This is a must visit! Book your stay today:)

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A charming ranch-style house is situated on a spacious green lawn, surrounded by mature trees. The front features a welcoming porch with seating, and a driveway leads to an attached garage on the right. Lush landscaping enhances the tranquil setting.

4.98 out of 5 average rating, 100 reviews

Cozy Ranch | Huge Fenced Yard| Fall Fun

Escape to a peaceful area of SW Michigan, while being close to everything. Minutes from Warren Dunes and Weko beach, this 3 bedroom ranch home is the perfect fall getaway. Outside, enjoy a large fenced yard, with picnic table, fire pit, lounge chairs, and plenty of space to spend time together. Behind the property, two acres of woods offer a quiet backdrop and a beautiful place to experience the colors of fall. Located near lots of dining, breweries, wineries, orchards, and local farms.

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4.81 out of 5 average rating, 124 reviews

An inviting backyard features a central fire pit surrounded by several metal chairs. The bi-level house is visible in the background, with large windows reflecting the evening light. A hot tub is seen nearby, framed by trees and a spacious lawn.

Flat in Bridgman

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.

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5.0 out of 5 average rating, 153 reviews

A bright living area features a comfortable gray sofa adorned with decorative pillows, paired with a light brown armchair. Large windows provide views of lush greenery, while a striped rug anchors the space. A coffee table with a bowl sits at the center, enhancing the cozy atmosphere.

Home in Sawyer

The treehouse at Warren Dunes

Looking for the perfect Harbor Country getaway? We've got you covered! Just 90 miles from Chicago and adjacent to Warren Dunes State Park, this beautifully remodeled home hidden in the trees is the perfect escape. With accommodations up to 6 on four levels of living space, you'll enjoy an indoor/outdoor living experience like no other. Conveniently just 200 yards from the beach with walking path access at the end of the street and easy access to all the activities this area has to offer.

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4.97 out of 5 average rating, 220 reviews

A minimalist corner of the suite features a black sofa against a light-colored wall. Natural light streams in from a nearby window, adorned with sheer curtains. An artwork depicting floral designs is displayed on the wall, adding a subtle decorative touch to the space.

Flat in Bridgman

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

The Beachcomber suite upstairs is a one bedroom/livingroom with a queen bed. A small dining area is off the kichenette. Kitchen includes a microwave, coffee maker, toaster, and electric griddle. Full size refrigerator. Bathroom has a full size bathtub and shower. Unit has been completely remodeled and updated with new furniture, fixtures, and appliances. This is a SECOND FLOOR suite accessed from the front entryway of the home. Owners live on the main floor. No pets allowed.

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4.96 out of 5 average rating, 121 reviews

The A-frame cottage is nestled among tall trees, featuring a blend of stone and wood in its design. Large glass windows create a connection with nature, inviting natural light into the living spaces. A pathway leads toward the entrance, surrounded by lush greenery.

Cabin in Stevensville

Idyllic A-frame in Michigan’s Harbor Wine Country

Follow a wooded path to a secluded mid-century modern cottage constructed of stone and wood reclaimed wood from a historic St Joe's rollercoaster. Retro pink ceramic tiles line an open-plan main floor surrounded by sliding doors. You will be surrounded by the great outdoors while sitting cozy inside by our electric fireplace. Located about 10 minutes south of downtown St. Joe, our Idyllic A-frame is a perfect location for the escape to SW Michigan that you've been dreaming about.

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5.0 out of 5 average rating, 220 reviews

Barn in Stevensville

The Blue Barn - A cozy country getaway!

Welcome to “Blue Barn” vacation home, a country retreat located between beautiful St. Joseph beaches and several Baroda wineries. A welcoming, open floor plan makes it easy for your group to spend time together. Enjoy the crisp white bedding, fully stocked coffee and wine bar, and private fire pit to unwind with friends and family. Grand Mere State Park, Weko Beach, and several local breweries are all just a short drive from this ideally located property.

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Guest house in Stevensville

An inviting kitchen features wooden cabinetry and granite countertops. A black 'welcome' sign is placed on the countertop next to a vase of fresh flowers. Kitchen appliances, including a coffee maker, are neatly arranged, creating a functional and welcoming space.

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.

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4.99 out of 5 average rating, 279 reviews

5.0 out of 5 average rating, 21 reviews

Hotel room in Bridgman

Studio King - Freshwater Inn - Bridgman, MI

Freshwater Inn offers a modern, boutique stay in walkable downtown Bridgman. Formerly The Monogram and now under new ownership, the property has been refreshed with clean, coastal design and updated suites. Walk to restaurants, breweries, shops, and even Weko Beach. A perfect home base for beach days, wine country trips, Warren Dunes adventures, and relaxed lakeshore getaways year-round.

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A bright and spacious backyard features a private pool surrounded by a wooden deck. Comfortable lounge chairs are arranged poolside, with a three-season porch visible in the background. Green grass frames the pool area, enhancing the outdoor relaxation space.