Family-friendly holiday 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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Top Guest favourite

A large screened front porch is furnished with several wooden rocking chairs and a wicker seating area. Natural light filters through the screens, showcasing the surrounding greenery. A small table sits centrally, creating an inviting space for relaxation and conversation.

Cabin in Three Oaks

Cabin with POOL in family resort!

Nestled within a gated 67-acre resort and just minutes from the shores of Lake Michigan, this charming cabin offers a peaceful retreat ideal for couples, families, or solo travelers, blending rustic décor with modern comforts. Guests can spend their days exploring nearby nature trails, lounging by the pool, paddling across the lake, or unwinding on the porch. The perfect vacation for exploring nearby orchards and countryside, catching live music or theater, or just slowing down and recharging!

FamilyKitchenBathroom

4.85 out of 5 average rating, 125 reviews

Guest favourite

A spacious living area features large French doors that open to a deck. A neutral-toned sofa is adorned with decorative pillows, while a wooden coffee table sits in front. An inviting armchair and framed artwork complement the warm, natural lighting filtering in.

Cottage in Three Oaks

The Cottage of Harbor Country - Close to it all!

Welcome to your very own Cottage in Harbor Country! The perfect weekend getaway from Chicago, our cottage is close to Warren Dunes and just a 15-20 minute walk to Lake Michigan. Renovated and beautifully appointed, it blends vintage charm with modern updates! Enjoy morning coffee on the new deck or screened-in porch, take a dip in the new hot tub, or cozy up next to the wood-burning fireplace. Enjoy the perfect place to relax, hike, go antiquing, wine-tasting, and make memories with loved ones!

KitchenFamilyBiking

4.97 out of 5 average rating, 144 reviews

Top Guest favourite

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

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.

KitchenIndoor spacesView

4.99 out of 5 average rating, 168 reviews

Top Guest favourite

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.

FamilyKitchenSleep quality

5.0 out of 5 average rating, 153 reviews

Top Guest favourite

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

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 3 bikes! So close to boutiques, coffee shops and cute restaurants!

FamilyIndoor spacesNearby

4.97 out of 5 average rating, 198 reviews

Guest favourite

Bungalow in Harbert

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!

FamilyKitchenCleanliness

4.97 out of 5 average rating, 234 reviews

Top Guest favourite

A spacious wooden deck includes a hot tub surrounded by lush greenery, providing a serene outdoor setting. A white dining table with chairs allows for meals outside, while a large blue umbrella offers shade. The scene is complemented by a simple decorative plant centerpiece.

Cottage in Sawyer

The Dacha • Hot Tub, Family-and-Dog-Friendly House

A four-minute walk to town and a quick drive to everything Harbor Country has to offer! "Dacha" is the Ukrainian word for a country house where the whole family gathers. Relax in a hot tub facing the woods, watch your kids play from the deck, enjoy coffee and sunrise on the front porch, have a glass of wine on the screened-in back porch, roast s’mores at the fire pit, read quietly in one of our reading nooks - these are only some of your options when you stay at The Dacha.

KitchenIndoor spacesCheckout

4.99 out of 5 average rating, 132 reviews

Top Guest favourite

An open living space is presented, featuring a light grey sectional sofa adorned with blue accent pillows. A round coffee table sits at the center, while a small dining area with two chairs is visible. The modern kitchen showcases white cabinetry and stainless steel appliances.

Cottage in Sawyer

Tiny Cottage | Beach | Hike | Grill | Firepit

Tucked back in the woods, at the end of a dead-end road, you’ll find this newly rehabbed tiny cottage. 5-minutes from Lake Michigan beaches and right outside Warren Dune State Park, this tiny house is central to all that Harbor Country has to offer. Enjoy relaxing on the rear deck or spending afternoons at the lake, breweries or wineries just minutes away. A small but mighty 400 square feet of perfect city getaway. Ideal for 2 guests comfortable in cozy quarters.

FamilyKitchenCheckout

4.95 out of 5 average rating, 112 reviews

Top Guest favourite

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

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 seltzer waters and snacks are provided to help kick off your stay.

FamilyKitchenDecor

4.9 out of 5 average rating, 134 reviews

Guest favourite

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

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!

FamilyIndoor spacesHiking

4.94 out of 5 average rating, 591 reviews

Top Guest favourite

A screened-in porch features a spacious seating area with a sectional sofa adorned in various cushions. A dining table occupies the center, surrounded by a pleasant view of the landscaped yard, including wildflowers and trees in the background.

Cottage in Sawyer

Sunflower Cottage: Relax near Warren Dunes

Stylishly renovated, this quiet cottage is located 1.5 miles from the entry to Warren Dunes State Park and minutes to restaurants and shops. Sunflower Cottage offers a place to unwind while having modern amenities like a fully equipped kitchen, high-speed WiFi, Smart TV, keyless entry, free laundry, outdoor shower and modern furnishings. Sunflower Cottage occupancy is limited to 4 including infants.

FamilyIndoor spacesCheckout

4.99 out of 5 average rating, 105 reviews

Top Guest favourite

A light-filled living area features a cozy sofa with decorative pillows, two comfortable armchairs, and a stone fireplace. A flat-screen television is mounted on the wall, and a small table holds decorative plants. Natural light enters through multiple windows.

Home in Three Oaks

Harbert Woods - 5 min walk to beach!

2 bed, 1 bath, 3 minute walk to private beach and Lake Michigan, this charming getaway is located in the gorgeous, secluded, Harbert Woods neighborhood. Home includes well stocked kitchen, new appliances, new beds & furniture, gas grill, fire table, wood fireplace, 20 x 30 foot deck. Streaming TV, WiFi, W&D, central AC/heat, turntable with records, bluetooth music & Alexa. 2 night minimum.

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 126 reviews