Holiday rentals with outdoor seating in Shorewood-Tower Hills-Harbert

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Top-rated rentals with outdoor seating in Shorewood-Tower Hills-Harbert

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Guest favourite

Rental unit in Sawyer

4.97 out of 5 average rating, 275 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.

Guest favourite

Home in Sawyer

4.96 out of 5 average rating, 134 reviews

Darling Home + Hot Tub, Big Yard, by Warren Dunes

Cozy up to this darling get-away just a short walk to Warren Dunes State Park and the shores of Lake Michigan. This family-friendly home is ready for you to explore all the treasures of Southwest MI: biking, hiking, swimming, antiquing, and more. Then come back "home" to this newly remodeled house for cooking, playing games, making s'mores in the firepit, and dipping in the hot tub. 3 bedrooms, + small office, 2 full baths, a great room, eat-in kitchen, and backyard are ready for your memories.

Guest favourite

Guest house in Bridgman

4.92 out of 5 average rating, 106 reviews

The Hideaway Loft, a lovely 1 bedroom apartment.

Get out of town and escape to this unique and tranquil retreat. Juniper's Hideaway Loft is a private 1 bedroom apartment that offers both seclusion and proximity. Just minutes from Weko Beach and Warren Dunes, this is the ideal location for any outdoor enthusiasts. Check out local wineries and breweries, and enjoy the treasures of southwest Michigan from this 9 acre wooded space. The Hideaway Loft in Bridgman offers the perfect weekend getaway, only 90 minutes from Chicago. EV charger onsite!

Guest favourite

Barn in Michigan City

4.96 out of 5 average rating, 360 reviews

The Black Pearl Great Escape Spa & Art Shop

Check out our website! thegreatescapespah.com The Black 🖤 Pearl is perfect for a Special Occasion for the Evening. Book a Couples Massage @ 3p.m. & Check into your Spa Suite @ 4 p.m. Kick your feet Up & Order in.... Or Dine Out~ This quaint property is located in a woodsy setting 5 minutes from Lake Michigan. The keyless entry door to The Black Pearl is located on the East wall of The Great Escape. Upon entry the Black Pearl door will be directly in front of you. Mini Luxury awaits!

Guest favourite

Farm stay in New Carlisle

4.93 out of 5 average rating, 163 reviews

Glamping Off Grid in a Tiny Cabin on a Farm

Experience a serene and relaxing getaway in our off-grid tiny cabin on our farm. Created with the intention of slowing down (no tv, no wifi and no refrigerator), enjoy wandering the fields relaxing in one of the hammocks, cooking on the outdoor fire pit, sipping coffee on the front deck and generally taking a break from modern life. If you'd like to explore the area, we are nearby popular trails and bike routes, U-pick farms, breweries & restaurants and beaches along Lake Michigan.

Guest favourite

Rental unit in Bridgman

4.97 out of 5 average rating, 174 reviews

Beachcomber Suite - Beaches, Dunes, Golf, Wine Tr

The Beachcomber suite has one bedroom with a queen bed and a queen sofa bed. A small dining area is off the kichenette. Kitchen includes a microwave, coffee maker, toaster, and electrical 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.

Guest favourite

Home in Harbert

4.98 out of 5 average rating, 156 reviews

Family Getaway w/ Tree House, Trampoline & 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.

Guest favourite

Bungalow in Sawyer

4.99 out of 5 average rating, 170 reviews

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/bike 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.

Guest favourite

Cabin in Union Pier

4.96 out of 5 average rating, 295 reviews

McComb's Cabin, Union Pier, MI

Giant trees welcome you down the drive back to the secluded cabin in the woods. A contemporary cabin of steel and pine with vaulted ceiling and sky lights. Open living space, inviting queen size bed, luxury rain shower, full kitchen but no stove. A wood burning fireplace- fall through end of March and outside fire pit. Public beach a 5 minute drive away. Couples check out the cabin for anniversaries/ birthdays - Singles, seeking a simple life under the pines.

Guest favourite

Guest house in New Buffalo

4.97 out of 5 average rating, 490 reviews

Rainbows End 🌈 Plensa

Escape to a tranquil countryside cottage on a 20-acre farm. Enjoy breathtaking sunrises from the picture window, relax in lounge chairs, and gather around the fire pit and grill or take a trail walk down to the south branch of the Galien River. Just 10 minutes from Lake Michigan, and within 5 miles of a casino and a golf course, it's the perfect retreat for nature lovers and entertainment seekers. Book now and experience rural bliss with nearby attractions!

Guest favourite

Guest house in Sawyer

4.92 out of 5 average rating, 154 reviews

Heron's Rest hideaway close to beaches, breweries

Privacy on 11 acres of conservancy-protected land including woods, two ponds, and a river. 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. Fish on site. Kayak, bike, hike nearby. Ideal for nature lovers. Separated from our home by breezeway. Private entrance, quiet road, dark nights. Daytime woodworking noise possible.

Guest favourite

Rental unit in Sawyer

4.87 out of 5 average rating, 230 reviews

Cozy Cottage by Lake MI&Dunes w/ private Hot Tub!

The Cozy Cottage is your one-bedroom haven in the heart of Harbor Country, offering all the essentials. Embark on a journey along the scenic Red Arrow corridor, a gateway to breathtaking Lake Michigan beaches, charming breweries, and adorable small towns. After a day of exploration, return to your cozy retreat and unwind in the private hot tub. As you soak under the starry night sky, you’ll find tranquility and relaxation in every bubbling moment.