Vacation rentals in Dewey Lake

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Top-rated vacation rentals in Dewey Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Dowagiac
5.0 out of 5 average rating, 8 reviews

Peaceful Cable Lake Getaway w/ Dock & Views

Escape to easygoing lake life at this cozy 2-bedroom, 2-bath cabin on beautiful Cable Lake. Perfect for families or friends, this well-equipped retreat offers peaceful views year-round, plus direct lake access for fishing, boating, or simply relaxing by the water. Spend your mornings on the screened porch, your afternoons on the lake, and your evenings by the fireplace or grill. Local wineries are just a short drive away, and St. Joseph makes a fun day trip. Why you’ll love it: - Private backyard with lake access & stunning views - Open, modern living space with fireplace & lake-facing windows - Fully stocked kitchen + wine/beverage cooler - Deck, patio furniture, Adirondack chairs & life vests - Sleeps up to 6 with a loft for extra space - Easy parking for up to 3 vehicles Whether you’re here to unwind or explore Southwest Michigan, this lakefront cabin is the perfect place to slow down and enjoy it all.

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Guest favorite
Home in Dowagiac
4.9 out of 5 average rating, 10 reviews

Chiper Days on Magician Lake w/Dock and kayaks

Relax & Recharge at Our Updated Lake House Retreat at Sister Lakes with Lake Access . Welcome to your perfect escape! Only 1.5/2 hour drive from Chicagoland. Close to beach towns, breweries, trails, and wineries Relax on the patio, firepit area, built-in beds, open living area, dockside, or on the 500-acre all sports Magician lake. Enjoy swimming, kayaking, boating, fishing, or just taking in the view. Spend your days lounging lakeside and your nights stargazing by the fire pit or playing games.

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Top guest favorite
A yurt is set amidst a green landscape, with a wooden deck leading up to its entrance. A small private outhouse is positioned nearby, adorned with flowers. Overhead, a dramatic sky features varied cloud formations, enhancing the peaceful rural setting.
Yurt in Buchanan
4.97 out of 5 average rating, 227 reviews

Off Grid Yurt Glamping on Permaculture Homestead

Stay in our stylish yurt for a one of a kind "glamping" experience on a 20acre homestead! The perfect location on the Southwest Michigan wine trail and just 15 minutes to Lake Michigan beaches! Awesome ammenities - off grid solar power, private outhouse, outdoor shower, fans, fridge, grill, firepit, and more. Take the tour, meet sheep, horeses, chickens, rabbits and learn permaculture. Order our delicious DIY pancake breakfast featuring homemade maple syrup, our organic eggs and pancake batter.

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Top guest favorite
A spacious outdoor view is presented from a deck, overlooking expansive green fields and wooden fencing. In the distance, a large barn is visible, along with a few horses grazing nearby. A tree branch frames the scene, creating a peaceful country atmosphere.
Guesthouse in Sodus Township
4.83 out of 5 average rating, 369 reviews

Farm Cottage

Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area 14’x15' approx., washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to organic garden, fields, stable and fruit orchards. All utilities, TV and WI-FI included. Well water with new water softener and water heater. Pet friendly; no pet fee. Lots of farm paths to walk your pet. Encourage off leash if trained. Horses have moved to another farm while pasture and stable rehabbed.

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Guest favorite
The exterior of a modern tiny house is seen surrounded by trees. Soft lighting strings hang above a fire pit with four Adirondack chairs arranged around it. Smoke rises from a fire, creating a cozy outdoor space.
Tiny home in Sawyer
4.92 out of 5 average rating, 155 reviews

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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Top guest favorite
A modern cottage exterior is presented with a sloped roof and large windows, surrounded by lush greenery. A wide pathway leads to the entrance, where sunlight filters through the trees, casting delicate shadows on the manicured lawn.
Cottage in Dowagiac
4.97 out of 5 average rating, 31 reviews

Family Lake Getaway • 3BR • Near Beach & Wineries

❄️🐟🎰🍷🍺🏖️☀️ Sister Lakes Escape Gather your people and unwind, to our 3 bedroom retreat. 3 mins walk to Cable Lake and close to wineries, breweries, and charming Dowagiac. Perfect for families, couples, or friend groups looking for an easy getaway with space to relax, explore, and reconnect. Filled with Lakehouse character! ✔ Walk to Cable Lake ✔ Close to wine trail & breweries ✔ Easy drive from Chicago, South Bend & St. Joseph ✔ Sleeps 8 comfortably Book your dates now!

FamilyValueOutdoor spaces

Top guest favorite
Cottage in Eau Claire
5.0 out of 5 average rating, 48 reviews

Channel House on Indian Lake

Welcome to your tranquil retreat nestled along the shores of Indian Lake. This charming lakeside cottage on the Indian Lake Channel, our peaceful cozy retreat offers a private dock, modern amenities, and spacious outdoor space. Enjoy a pontoon ride (Rental), fishing by the pier, a kayak adventure, or retire by the bonfire. This home has a shared private swim area just a short walk down the street. Adjacent to the main cottage, there is a second building featuring two bunk beds.

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Guest favorite
Home in Benton Harbor
4.98 out of 5 average rating, 139 reviews

LakeMichigan•Beach•Hot Tub•Sauna•Amazing Views

Welcome to Spyglass! If you are looking for a perfect place for that a visit to Lake Michigan any time of year, then The Spyglass has you coved. Whether you’re there for couple's retreat, family vacation or girlfriend’s weekend this gorgeous Lake front property with private beach has it all. Being located not too far off the beaten path, only 5 minuets to downtown St. Joseph the Spyglass is a perfect landing zone for all the nearby activities Southwest Michigan has to offer.

LocationFamilyWifi

Top guest favorite
A spacious living area features large windows, allowing natural light to illuminate the room. Comfortable seating is provided by a blue sectional couch, while a wooden dining table accommodates several guests. A stone fireplace adds warmth, and a large television is mounted above the mantel.
Cottage in Dowagiac
4.98 out of 5 average rating, 51 reviews

Lake front 7 bdr w/ Game Room Hot tub Sauna Gym

Expansive 4500 sqft house with 60' of lakefront that includes lakeside bar with large 14x36' deck overlooking Dewey Lake. Relax in the hot tub, gym and sauna or take your chances in the game room all equipped with your favorite air hockey, arcade, dart board and shuffle board. equipped with a 85" TV perfect for all the big games. Sleeps 20! Inquire about our private chefs, boat captains, wine tours, yoga instructor, massage therapist, boat rental and concierge services.

LocationFamilyTV

Top guest favorite
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, 140 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.

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Top guest favorite
A cozy bedroom features a spacious bed adorned with layered textiles and decorative pillows. Large windows provide views of the outdoors, while natural light is enhanced by wooden ceiling beams. A small dining area with chairs and a table is positioned nearby.
Guesthouse in New Buffalo
4.96 out of 5 average rating, 701 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!

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Superhost
Cabin in Watervliet
4.92 out of 5 average rating, 403 reviews

Riverview Cabin

Riverview Cabin is a bright riverfront studio retreat on 150 shared acres, perfect for couples or small families. Sleeps up to 4 with a king bed, futon, full kitchen, Smart TV, Wi-Fi, and a jacuzzi tub with scenic views. Relax on the private deck, gather around the fire pit, or explore 2.3 miles of riverfrontage, wooded trails, fishing ponds, and wildlife. Dog-friendly and just minutes from Lake Michigan beaches, wineries, and local attractions.

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Popular amenities for Dewey Lake vacation rentals