Family-friendly vacation rentals in Shorewood-Tower Hills-Harbert

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shorewood-Tower Hills-Harbert

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A comfortable living area features a dark gray sectional sofa adorned with yellow and patterned throw pillows. A light wood coffee table sits in front, with a remote control resting upon it. Natural light filters through sheer curtains, illuminating the space adorned with framed artwork.

Home in Sawyer

4.92 out of 5 average rating, 143 reviews

Charming Downtown Sawyer Home Close to the Dunes

Enjoy this charming home in the heart of downtown Sawyer. Venture out on foot, and you're a 2 min walk to Greenbush, Infusco, Section House and more. Hop in the car and be at Warren Dunes or Journeyman Distillery in under 10 mins. Centrally located to be close to everything Harbor Country has to offer. Inside you'll find all the comforts of home, including a full kitchen, plush queen beds, as well as a 55" Smart TV with many apps ready to go on the Apple TV. Kitchen & bathroom basics provided.

Guest favorite

A cozy living area features a vibrant green wall accented by colorful framed artwork. A vintage-style sofa sits opposite a table displaying magazines. Large windows provide natural light, while automotive-themed decorations and memorabilia enhance the unique character of the space.

Apartment in Sawyer

4.96 out of 5 average rating, 314 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.

Top guest favorite

The exterior of the cozy Tree House is highlighted, featuring a spacious deck with rocking chairs. Mature trees surround the cottage, which showcases a warm exterior design. A well-maintained garden with shrubs and decorative plants enhances the inviting atmosphere.

Home in Lakeside

4.99 out of 5 average rating, 139 reviews

Lakeside Retreat Nestled Among the Trees

Please note: Summer stays are 7 night minimums from Friday to Friday. Welcome to our cozy 'Tree House,' nestled among the trees in Lakeside, Michigan! Our renovated cottage is 90 minutes from Chicago in the heart of Harbor Country. Our bright, open home features high end finishes and luxury mattresses. Nature-inspired hues invite you in, making relaxation a top priority! Generous outdoor spaces include a deck with dining area, rocking chairs, and two fire pits for s'mores under the stars.

Guest favorite

A stone pathway leads through lush greenery and colorful flowerbeds toward a light-filled, glass-fronted structure. Towering trees create a natural canopy, enhancing the serene atmosphere of the garden setting.

Home in Three Oaks

4.88 out of 5 average rating, 129 reviews

Harbor Country Charm w Heated Pool & Hot Tub

Important notes: - Home is in HARBERT by the lakefront, NOT in Three Oaks - Hot tub open all year - Pool closes October 10, 2024 through Memorial Day 2025 After a day of exploring the waters of Lake Michigan, Warren Dunes, or nearby wineries, find your sanctuary at Mae's Place. Recharge by soaking in the inviting hot tub, sizzle up a delicious meal on the grill or in the kitchen and end the evening roasting marshmallows around the fire pit or watching an outdoor movie on the pool deck.

Top guest favorite

A modern house is situated amidst lush greenery. A wooden walkway leads to the entrance, framed by trees and underbrush. Large windows reflect natural light, blending the structure harmoniously with its surroundings while offering a glimpse of the cozy interior.

Cabin in Michigan City

4.97 out of 5 average rating, 270 reviews

The Little House at Tryon Farm

The little house is located within a 170-acre modern farm community filled with open meadows, woods and dunes. Minutes to beach, 1 hour to Chicago. Relax and enjoy the property or head out to explore the lakeshore, wineries, and great area restaurants! Two bedrooms, 1.5 baths, a fully appointed kitchen, living area w/fireplace, and a large screened in porch. Large windows flood the house with natural light and will make you feel like you're living in the treetops. A perfect getaway!

Guest favorite

A quaint cottage is nestled among towering pine trees on a spacious, lush lawn. A stone pathway leads to the entrance, framed by a serene natural setting filled with greenery and shaded by the surrounding trees.

Guesthouse in Sawyer

4.89 out of 5 average rating, 134 reviews

Lola's Pine Tree Cottage

Lola's Pine Tree Cottage is a uniquely perfect old-school Michigan Beach cottage, with modern amenities! Enjoy the quiet of 1.5 acre of combined yard and forest (with friendly deer and wills turkeys!); walk to the beach; snuggle in front of the fire! A perfect hideaway, fall, winter, spring, or summer! Close to all the charms and amenities of Sawyer, Three Oaks, Union Pier, New Buffalo, and St. Joes. Excellent writing retreat, we’ve been told, and a sweet spot for a romantic getaway!

Guest favorite

A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.

Cottage in Harbert

4.97 out of 5 average rating, 153 reviews

Hot tub open year round in modern/rustic cottage!

Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Guest favorite

A cozy firepit area is surrounded by five Adirondack chairs arranged on a gravel-strewn surface. Neatly stacked firewood is visible in the background, shaded by lush greenery and trees, creating a peaceful outdoor retreat.

Home in Harbert

4.97 out of 5 average rating, 204 reviews

Family Getaway with Year Round Hot Tub!

Welcome to Harbert in Harbor Country! The House on the Prairie is tucked away in a quiet location in Harbert, yet minutes from the beaches, dunes, breweries, wineries and all the Harbor Country attractions. The house features tons of amenities and is packed full of games, toys, books and activities for all ages. Enjoy the back yard amenities with a hot tub, firepit, hammock & deck! Even includes a tree house, sandpit and trampoline for the kids! Hot Tub open all year round!

Guest favorite

The log cabin features a green metal roof and a welcoming front porch with a wooden railing. The porch is furnished with chairs, and a pathway leads to the entrance. Surrounding greenery enhances the natural setting of the cabin.

Home in Sawyer

4.9 out of 5 average rating, 117 reviews

The Acorn near Warren Dunes Red Arrow Cabins

This warm inviting log cabin is just one mile away from Warren Dunes and one mile away from Greenbush. Private front porch, fire pit, grill, wood burning stove, a/c, heat, and linens. The second story has open lofts connected by a cat walk. King, full, and a twin bed. House shoes are good to bring during the winter months as the main floor, floor can be chilly. This cabin does not have a stove but you are welcome to bring a hot plate. This cabin is part of a five cabin group.

Guest favorite

Two white Adirondack chairs are positioned adjacent to a circular fire pit. The ground is covered with colorful fallen leaves, and trees with yellow foliage provide a natural backdrop. The scene reflects a serene outdoor space ideal for relaxation.

Apartment in Sawyer

4.89 out of 5 average rating, 110 reviews

Morton's Retreat Cozy 1 Bedroom Apartment

Cozy comfort close to Michigan's most popular state park, breweries, wineries, antique malls and farm-to-table restaurants. Morton's Retreat has plenty of room to relax. Charcoal grill and fire pit (shared with Morton’s other retreat) for use in a spacious yard. Private entrance with keyless entry makes check-in a breeze. One other Airbnb located next door in same building. Two complimentary local beers, seltzer water and a snack are provided to help kick off your stay.

Top guest favorite

A charming cabin is nestled among tall trees, with a deck visible on one side. Surrounding areas feature mowed grass and fallen leaves, creating a tranquil rural setting. Additional structures, including a shed, can be seen in the background, adding to the serene atmosphere of the property.

Guesthouse in Sawyer

4.93 out of 5 average rating, 184 reviews

Heron's Rest Hideaway, nature lovers' dream

Privacy on 11 acres of conservancy-protected land including two small lakes, river access , woods. Rowboat available. 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.

Guest favorite

A sunroom is filled with natural light, featuring large picture windows offering leafy views. Two rattan chairs, adorned with cushions, face a wooden table. A decorative lamp stands nearby, with vintage touches enhancing the relaxed ambiance of the space.

Apartment in Sawyer

4.94 out of 5 average rating, 523 reviews

Cozy Chalet by Lake MI&Dunes with Fire Pit

Sawyer Gem: Cozy Vintage Retreat Near Lake & Dunes! Charming vintage chalet sleeps 4 . Sun-drenched sunroom, private fire pit. Walk to restaurants, bars, antiques. Minutes to Lake Michigan & Warren Dunes. Adding to its unique charm, The Cozy Chalet is directly connected to Harbor Country Mission, a wonderful antique shop supporting the local community. You'll enjoy a separate entrance for complete privacy and convenience. Book your stay today!