Holiday rentals in Dewey Lake

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Top-rated holiday rentals in Dewey Lake

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Top guest favourite
A charming green cottage is nestled among trees, surrounded by well-kept landscaping and flower pots. A red umbrella shades a picnic table nearby, creating a welcoming outdoor space. The gravel path leads to the cottage entrance, framed by large windows for natural light.
Guest house in Benton Harbor
4.94 out of 5 average rating, 194 reviews

Cozy Green Cottage with Private Beach

Cozy cottage hidden away in a quiet neighborhood 1.5 blocks from Lake Michigan, featuring a screened back porch perfect for morning coffee. Near the Benton Harbor Arts District, downtown St Joe, this cottage is surrounded by local restaurants, breweries, wineries, golf courses and shops. The beach is a year round destination, each season has its own wonders. Note: no TV, and WiFi can be spotty due to hills. Expect 90+ tiered steps to the sandy beach below. AC upstairs, original claw footed tub.

Top guest favourite
Home in Buchanan
4.97 out of 5 average rating, 105 reviews

-The District 5 Schoolhouse-

The District 5 Schoolhouse was historically built "with not a single nail in the structure" in the 1800's. It still stands as a symbol of dedication to craftsmanship and community. Lovingly restored, preserving as much of the original soul as possible, it promises to be a luxury stay in understated sophistication with 100% linen sheets, beautiful kitchen/dining, lovely private outdoor space, tranquil idyllic work/recharge areas, and enough space to make your own history. You won't want to leave.

Superhost
The exterior of a log cabin guesthouse is shown, featuring large front windows beneath a peaked roof. A vibrant patch of purple flowers and various rocks are arranged along a gravel path leading to the entrance. Lush greenery surrounds the house, enhancing its natural setting.
Guest house in Berrien Springs
4.83 out of 5 average rating, 378 reviews

Relax on the shores of Lake Chapin

Beautiful private self-contained Guesthouse on the shore of Lake Chapin all sports lake. Enjoy our kayaks, paddle boat & canoe. Play in the water or relax on a float just steps from the back door. New furniture & Kitchen Remodeling completed. Enjoy the fire pit or relax and watch the beautiful scenery. Enjoy the walk out deck with a wonderful view of the lake. Morning coffee with the wildlife or evening tea watching the sunset. 2022 Brand New Central A/C Installed. Pets welcome for a small fee.

Top guest favourite
An outdoor patio area features a concrete surface with seating arrangements and a large umbrella for shade. A charcoal grill is positioned nearby, surrounded by decorative planters with sunflowers, creating a relaxing space for outdoor enjoyment.
Guest house in Berrien Springs
4.96 out of 5 average rating, 132 reviews

Secluded Country Cabin

Spring is just around the corner, schedule your getaway and start planning for the summer now and enjoy your stay in this 400 sf newly renovated cabin that has knotty pine interior walls throughout along with new carpet and vinyl flooring. Enjoy the peace & quiet as you sit around the fire pit or relax on the outdoor patio that's fully furnished with furniture and a charcoal grill. Come enjoy your stay as you take advantage of the local wine tours, nearby Lake MI. beaches and the county parks.

Top guest favourite
The exterior of a circular, dark-hued building is illuminated by warm string lights during twilight. A private hot tub and a fire pit with chairs are visible, while the surrounding natural landscape emphasizes the peaceful setting.
Farm stay in Vandalia
5 out of 5 average rating, 263 reviews

Luxury Country Escape for 2, Private, Creekside,

*Escape to your private couple’s retreat. *Whether sipping coffee at sunrise or star gazing, The Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug to reconnect

Superhost
An open living area features exposed brick walls, large windows allowing natural light, and a cozy gray sofa facing a low wooden coffee table. A decorative globe and a tall plant add character, while shiny hardwood floors enhance the space.
Loft in Benton Harbor
4.91 out of 5 average rating, 364 reviews

The Candy Loft in Arts District - 1BR/1.5BA Luxury

Welcome to The Candy Loft in Benton Harbor's Arts District! This 1BR/1.5BA condo boasts exposed brick, a king bed, and an oversized river rock shower in a spa-like bathroom illuminated by a skylight. The chef’s kitchen features a luxe Kitchenaid gas range, and an air mattress adds extra sleeping space. Housed in a historic candy factory, with an office in a former elevator shaft, it’s walking distance to restaurants, a brewery, and a coffee shop. Note: on the 2nd floor, stairs required.

Guest favourite
The exterior of Cottage 3 showcases a vintage charm with light blue accents and a decorative screen door. Floral planters are positioned near the entrance, surrounded by lush greenery. A wooden walkway leads to the door, set against a serene lawn and backdrop of trees.
Tiny home in Lake Michigan Beach
4.88 out of 5 average rating, 143 reviews

Sand Castles Cottages #3 Tiny House 1 Mile Lake MI

Welcome to Sand Castles Cottages, Cottage 3. (See all nine at www.airbnb.com/p/scc) We are one mile to two public beaches, located between St. Joseph & South Haven, MI. Our property is unique in that we have 9 vacation rental cottages on one acre. See all nine at www.airbnb.com/p/scc. These little cottages were built between the 1930s-50s and is one of the last properties of this type along Lake Michigan in this area. We have tried to keep the old charm while adding modern amenities.

Guest favourite
A spacious cottage is surrounded by tall trees, offering shade and a relaxing environment. A large deck extends from the back, while a fire pit area with Adirondack chairs sits on the grassy lawn, inviting outdoor gatherings.
Cottage in Dowagiac
4.96 out of 5 average rating, 132 reviews

The Wildwood Cottage, private lake access

New for summer 2023, private lake access across the street on Little Crooked Lake! Peaceful, 2-bedroom cottage in the heart of Sister Lakes, Michigan. Fully renovated in 2021, this cottage features a large deck overlooking trees and a partial view of Little Crooked Lake. Eat-in kitchen, Weber charcoal grill, Adirondack chairs, and patio dining for 6. Walking distance to The Strand and Sister Lakes Brewing Company. 17 miles to Lake Michigan and 30 miles to Notre Dame.

Guest favourite
A wooden pathway leads to a building, bordered by planters with greenery. Tall pine trees and lush grass are visible in the background, creating a natural setting. A sign featuring a horse icon is affixed to a fence post, adding a rustic touch.
Flat in Lawrence
4.79 out of 5 average rating, 102 reviews

Horses..a private lake..what more can you want?

Welcome to Cedar Lodge! We invite you to join us on our 150 acrea horse farm in SW Michigan. We share the grounds with Cedar Lodge Summer camp and Cedar Lodge Stables whose property includes a 12 acrea entirely private lake and miles of trails. Our guest apartment sits safely back off the road and allows you as much privacy as you may wish, or the ability to join in with our staff as they go about their daily routine running a farm of 55 horses.

Top guest favourite
A charming log cabin features a welcoming facade with large windows framed by wooden accents. The entrance is accessed via a stone pathway lined with landscaped garden beds, showcasing lush greenery and colorful plants. Surrounding trees provide a serene, natural setting.
Cabin in Middlebury
4.99 out of 5 average rating, 401 reviews

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

Top guest favourite
A spacious living area is featured, showcasing a modern dark sectional sofa and a unique round chair. A glass coffee table sits at the center, complemented by decorative wall art and mirrors. Natural light fills the room through large windows with blinds.
Apartment in Saint Joseph
4.91 out of 5 average rating, 209 reviews

*Luxury condo on water in St Joseph, 2 queen beds*

Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot. Silver beach/the pier is literally a short walk away!

Top guest favourite
A charming cottage is positioned near the water, with a gentle sunset illuminating the scene. The exterior features light-colored siding and large windows. Adjacent greenery provides a serene backdrop, while the pathway leads toward the lake, enhancing accessibility and scenic views.
Cottage in Coloma
4.95 out of 5 average rating, 210 reviews

Lake View Cottage

Adorable cottage in Coloma with a Lake View of Little Paw Paw Lake, and only 2 houses away from lake access. Public boat launch 2 mins away . Plenty of room in extra lot for your boat/ trailer Cottage comfortably sleeps five adults or 4 adults 2 kids.. Keyless entry for easy access. Coloma is so close to several Lake Michigan beaches /wineries /breweries and you pick farms.

Popular amenities for Dewey Lake holiday rentals