
Family-friendly vacation rentals in Shorewood-Tower Hills-Harbert
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Top-rated family-friendly rentals in Shorewood-Tower Hills-Harbert
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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!
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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.
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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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Lola's Pine Tree Cottage
Lola's is a uniquely perfect old-school Michigan Beach cottage, with a brand new, updated kitchenette & shower! Enjoy the quiet of 1.5 acre of yard & forest (with friendly deer and wild turkeys!); walk to the beach; snuggle in front of the fire and under historic pines! Perfect hideaway all year round! 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!
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Modern Minimalist Tiny House | Firepit | Nature
Welcome to our modern minimalist tiny house located a half mile from Warren Dunes State Park beach and 1.5 miles from all that Sawyer Michigan area has to offer. Tiny is the second dwelling on this property and is technically a mobile tiny house. While we do have electricity and water, much like an RV the drains run to holding tanks. This means VERY LIMITED WATER USE for showers and toilet flushing. It features a fully stocked kitchen, bathroom, and a queen bed in the small loft.
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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!
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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!
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The Harbert Bungalow-Hot Tub-Walk to Beach
Welcome to the Harbert Bungalow! Our newly renovated private guest house is located along the Red Arrow Bike path; just a 1 mile walk to Harbert Beach and directly across the street from the Harbert Community Park. Enjoy all Harbor Country has to offer while staying in your own cozy bungalow with a tropical-inspired interior and private luxury outdoor space. Guest will have access to a private gated patio and parking right in front of the house for two vehicles.
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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.
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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.
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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.
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Newly Available September Dates at Sawyer Cottage
Doze off in a rainbow hammock in a breezy screened porch. There's a timeless cottage feel among the timber floors, whitewashed rafters, and homespun throws. Books and music galore, including a record collection and vintage Dylan poster. ALSO: please see Cottage Coronavirus Protocol for guest peace of mind. AND: 300 mbps WIFI.
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Popular amenities for Shorewood-Tower Hills-Harbert family-friendly rentals
Family-friendly home rentals with a hot tub

Darling Home + Hot Tub by Warren Dunes + Wine Bar
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Atomic Acres-POOL, Summer 2026 Awaits!
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Charming Cottage w/ Hot Tub
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Harbert Home & Guest House
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Lakeside Dome Retreat w Hot Tub Near Indiana Dunes
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UncleLarrysLakePlace HotTubKayaksPingPong
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Designer Cottage Relax Pool Beach & Spa—Windjammer
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Hot Tub | Fire Pit | Foosball | Playground
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Family- and pet-friendly home rentals

Idyllic A-frame in Michigan’s Harbor Wine Country
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The Blue Barn - A cozy country getaway!
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Dog Friendly Downtown Three Oaks Cottage! Fenced!
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Cabin in the Woods - Trails & Pet Friendly!
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Casa Gitana - Boutique Style Stay in Three Oaks
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-The District 5 Schoolhouse-
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Rainbows End 🌈 Puryear
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Perfect for the dunes! Summer dates available now
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Family-friendly home rentals with a pool

Private Cottage in Gated Nudist Community
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Cabin with POOL in family resort!
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Summer of Fun - Luxury Home, Pool, Hot Tub, Arcade
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Cozy Cabin
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New Hot tub Heated Pool Union Pier
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Private! Cherry Beach Pool House
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Pool, Hot tub, Kayaks, Waterfront, SW Michigan
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4 Bedroom home w/pool in St. Joseph
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Destinations to explore
- Chicago Vacation rentals
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- Cincinnati Vacation rentals
- Detroit Vacation rentals
- Milwaukee Vacation rentals
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- London Vacation rentals
- Apartment rentals Shorewood-Tower Hills-Harbert
- Rentals with a patio Shorewood-Tower Hills-Harbert
- Rentals with lake access Shorewood-Tower Hills-Harbert
- House rentals Shorewood-Tower Hills-Harbert
- Rentals with pools Shorewood-Tower Hills-Harbert
- Rentals with a hot tub Shorewood-Tower Hills-Harbert
- Rentals with a fire pit Shorewood-Tower Hills-Harbert
- Cottage rentals Shorewood-Tower Hills-Harbert
- Pet-friendly rentals Shorewood-Tower Hills-Harbert
- Rentals with beach access Shorewood-Tower Hills-Harbert
- Family-friendly rentals Berrien County
- Family-friendly rentals Michigan
- Family-friendly rentals United States
- Warren Dunes State Park
- Indiana Dunes State Park
- University of Notre Dame
- Beachwalk Vacation Rentals
- Washington Park Zoo
- Silver Beach Carousel
- Potato Creek State Park
- New Buffalo Public Beach
- South Beach
- 12 Corners Vineyards
- Grand Mere State Park
- Van Buren State Park
- Shady Creek Winery
- Weko Beach
- Woodlands Course at Whittaker
- Jean Klock Park
- Silver Beach Park
- Four Winds Casino
- Four Winds Casino
- Dablon Winery and Vineyards
- Studebaker National Museum
- Potawatomi Zoo
- Four Winds Field
- Howard Park





