Holiday houses in Keeler Township

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Top-rated holiday rentals in Keeler Township

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

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Superhost
Home in Dowagiac
5 out of 5 average rating, 3 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.

Top Guest favourite
Farm stay in Benton Harbor
4.96 out of 5 average rating, 78 reviews

Spacious 2Bd Apt short drive to many beaches

Enjoy two cozy bedrooms, a full kitchen, and a gas fireplace in the living space. Outside there is a private patio with grill, a fire pit for starlit evenings, and scenic walking trails to explore. Eclectic Sanctuary is a gateway to both adventure and relaxation being just 10-20 minutes.s from towns, beaches, lakes, casinos and more. Whether you're planning a romantic getaway, a family retreat, or a special celebration, our homestead provides a perfect backdrop for creating lasting memories.

Guest favourite
A two-story blue house is positioned near the water, featuring a white deck on the upper level and an inviting staircase. A yellow boat lift is visible at the water's edge, along with a small beach area and lush greenery surrounding the property.
Home in Dowagiac
4.92 out of 5 average rating, 12 reviews

Grecian Getaway

We welcome you to our lakeside home in SW Michigan, on Big Crooked Lake. Enjoy summer lake activities, winter snowmobiling or local wine tastings. Come for weddings, ND football or graduations. Walking distance to a brewery, several restaurants/bars, a coffee shop/ice cream shop & grocery store. Our home sleeps 15 people on beds & pull outs PLUS there is a crib & pack-n-play. 20 minutes east of St. Joseph & Lake Michigan, it is a 30-minute drive to South Haven, MI & 45 minutes to Notre Dame!

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, 281 reviews

Best Couples Vacation, Private, Hot Tub, Creek,

*Imagine soaking in your private hot tub under the stars while a gentle creek flows just steps away. You are surrounded by trees and natural beauty. *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

Top Guest favourite
A charming lakeside house is set against a backdrop of lush greenery, featuring large windows that invite natural light. A private dock extends into the water, accompanied by four kayaks neatly arranged beside it. Lounge chairs are positioned around a fire pit on the lawn.
Home in Dowagiac
5 out of 5 average rating, 42 reviews

Magician Lakehouse Escape

This Magical Lakeside Escape offers a perfect blend of luxury and comfort, making it an ideal destination for relaxation. Take a stroll on the private dock, swim in the sandy bottom waters, or kayak the shoreline. The spacious living area offers panoramic views, with breath taking sunsets. Enjoy cozy evenings by an indoor or outdoor fire. Spend the day on a (rentable) pontoon. Experience the magic of lakeside living at the newly updated Magician Lakehouse and create unforgettable memories.

Superhost
The lodge features a spacious lakefront view with multiple decks and patio seating for outdoor relaxation. A sandy beach is visible in front, leading to calm waters. Surrounding greenery adds to the serene environment, while nearby recreational equipment hints at available activities.
Cottage in Decatur
4.86 out of 5 average rating, 100 reviews

Sister Lakes A-Frame: Private Beach, Dock & Kayaks

Welcome to Keeler Lake Lodge! This classic 1960s A-frame sits on 100 ft of private sandy beach on all-sports Keeler Lake - just 2 hours from Chicago. Sleeps 10 across 3 bedrooms, a loft & sleeper sofa. Floor-to-ceiling lake views, a private dock, kayaks, paddleboards, fire pit, grill & pontoon rental available May–Oct. Updated with modern comfort while keeping the charm that makes a cabin feel like a cabin, this is the kind of place people come back to year after year.

Top 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, 133 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.

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, 426 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.

Guest favourite
A welcoming living area features a comfortable gray sectional sofa adorned with colorful throw pillows. Natural light is filtered through sheer white curtains at two windows, and a ceiling fan is centered above. An inviting yellow door connects the space to the outside.
Home in Benton Harbor
4.92 out of 5 average rating, 236 reviews

The QT

Cozy country retreat. Whether you are visiting to explore Lake Michigan beaches (15 minutes away), the Lake Michigan Shore Wine Trail, the Makers Trail, or if you are invited to a wedding at the Blue Dress Barn (5 minute walk) or Sundance Studios (1 mile) this is the place for you! Fall asleep under the stars (skylight) in our brand new king size bed and wake up to a cup of coffee in a cheerful kitchen.

Guest favourite
Cottage in Dowagiac
4.83 out of 5 average rating, 77 reviews

Home Away From Home

Home across from Round Lake, in the heart of Sister Lakes. Walking distance to two breweries, multiple restaurants, roller rink, public beach, shopping and public boat launch. Plenty of room in the driveway for boat and trailer. In close proximity to many other breweries and South West Michigan Wine Trail. Located on the snowmobile trail. Perfect for all ages and all seasons get away!

Guest favourite
The living area features a cozy sofa and a light-colored area rug on a hardwood floor. A round dining table is visible in the background, surrounded by wooden chairs. The space is illuminated by natural light, offering a warm ambiance.
Home in Dowagiac
5 out of 5 average rating, 19 reviews

Magician Lake Retreat- Perfect for all Seasons!

Relax with the whole family and enjoy all-sport Magician Lake. Located in desirable Sister Lakes, this home is newly remodeled, cozy and clean! Can sleep up to 11. A block away from the low traffic, quiet public access boat launch which also has a grassy area to spend the day while enjoying the sandy waters.

Top Guest favourite
Farm stay in Cassopolis
5 out of 5 average rating, 209 reviews

The Sanctuary at Eby Farms

The Sanctuary is located in a wonderful blend of farm and nature for a peaceful getaway. It was designed and handcrafted by your hosts to reflect the peacefulness of a simple farm life while giving you the amenities of modern life.

Popular amenities for Keeler Township holiday rentals