Holiday rentals in Bridgman

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, 40 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.

Superhost

4.81 out of 5 average rating, 125 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!

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, 151 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:)

4.97 out of 5 average rating, 139 reviews

A spacious screened porch features comfortable seating options arranged on a patterned rug. Ambient lighting creates a cozy atmosphere, with views of the surrounding greenery through the large windows. A ceiling fan hangs above, providing a refreshing breeze in this inviting outdoor space.

Cottage in Sawyer

Dune Escape to the Lake Michigan lakeshore!

A beautifully renovated 1920’s farm house located on a quiet dead end street in the heart of southwest Michigan’s wine country and just outside of Warren Dunes State Park. Nearby you will find wineries, microbreweries and restaurants. Warren Dunes State park offers 3 miles of picturesque Lake Michigan beach with 6 miles of hiking trails winding through beautiful dune woodland, located just 2 minutes from the house. Come explore small town charm or have a quiet visit catching up with friends.

4.81 out of 5 average rating, 123 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.

4.96 out of 5 average rating, 102 reviews

Home in Sawyer

Atomic Acres-POOL, Summer 2026 Awaits!

Atomic Acres is a remodeled, 4 bedroom/3,000 sq ft home in the heart of Harbor Country in Sawyer, MI. This home sits on 5 beautiful acres with a fenced in side yard and open back yard with a wandering creek along its border. The amenities are endless: fire pit, seasonal pool & hot tub, patio, ping pong table, pool table, screen porch and more! An aesthetic nod to the mid century era is felt throughout with pieces curated to appeal to the vintage, and all so close to Warren Dunes (1 mile)!

5.0 out of 5 average rating, 150 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.

4.96 out of 5 average rating, 118 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.

4.94 out of 5 average rating, 32 reviews

A bright living area showcases a comfortable blue sofa with decorative pillows and a matching ottoman. Two white armchairs are positioned nearby, with a patterned area rug beneath. The space is infused with natural light from large windows leading to a private patio. An open kitchen area is visible in the background.

Apartment in Bridgman

Premium Dunes Villa: Family Luxury Near Beaches

Experience ultimate comfort in our newly remodeled 2-bedroom Villas. These high-end accommodations sleep eight, featuring a queen bed, two queen beds, and a sleeper sofa. Enjoy the fully equipped kitchen, private patio with a grill, free WiFi, and entertainment options. It's a short Walk to Weko Beach and just minutes from Warren Dunes. Gather around our community fire pit after beach adventures. With elegant décor and contactless check-in, your perfect family getaway awaits!

5.0 out of 5 average rating, 216 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.

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.

4.99 out of 5 average rating, 274 reviews

5.0 out of 5 average rating, 13 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.

Popular amenities for Bridgman holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Bridgman

A dining area features a large wooden table surrounded by eight yellow chairs. Natural light filters through multiple windows, offering views of the surrounding forest. Soft curtains frame the windows, and a flower arrangement adds a touch of color to the center of the table.

4.98 out of 5 average rating, 48 reviews

Woodland Rambler-5 Acre Home by Weko Beach, Dunes

5.0 out of 5 average rating, 37 reviews

Lazy Lake Dayz & Starry Nites - 18 Country Acres

5.0 out of 5 average rating, 53 reviews

An open living space is displayed, featuring a comfortable sectional sofa and a large dining table. Natural light fills the area through windows adorned with soft curtains. A work desk is positioned nearby, and decorative elements add a touch of character to the room.

Flat in Bridgman

Downtown | Close to Beach | Brew and Wine Country

4.98 out of 5 average rating, 98 reviews

Heated Pool | Quiet Area | Huge Fenced Yard

4.91 out of 5 average rating, 46 reviews

A spacious living area is furnished with a mix of leather and fabric sofas, arranged around a central coffee table. A flat-screen television is mounted above a modern electric fireplace, creating a cozy focal point. Natural light filters in through large windows, enhancing the inviting space.

Home in Lake Township

3bd/3ba Hot tub/pool table close to beach & winery

Superhost

The exterior of a modern mid-century home is presented, featuring dark wood siding and large glass windows. Lush green landscaping surrounds the property, with flowering plants and manicured shrubs. A patio area with outdoor seating is visible, complemented by a shaded umbrella, providing a welcoming outdoor space.

Home in Lake Township

Sawyer walk to Warren dunes

4.78 out of 5 average rating, 54 reviews

A patio area is visible, featuring several metal chairs arranged around a circular fire pit. A gravel path leads to an open grassy space with tall trees in the background. The sunset casts a warm glow over the landscape, enhancing the tranquil setting.

4.98 out of 5 average rating, 53 reviews

Hilltop Hideaway - 4 Acres, Sunsets, Hot Tub

Superhost