Vacation rentals in Little Crooked Lake

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Top-rated vacation rentals in Little Crooked Lake

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Top guest favorite

The unique grain bin structure is showcased beside a gently flowing creek, with warm light glowing from the windows. Outdoor seating is visible near the water, and the space is accented by string lights illuminating the evening sky.

Farm stay in Vandalia

5 out of 5 average rating, 204 reviews

One of a kind Grain Binn | Hot Tub | Creek View

*Escape the ordinary and experience rural country luxury *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 and un

Superhost

An outdoor fire pit, surrounded by logs, features a glowing flame. The cabin is visible in the background, nestled among the trees. Sunlight filters through the foliage, creating a serene atmosphere in the natural setting.

Cabin in Watervliet

4.92 out of 5 average rating, 331 reviews

Riverview Cabin on 150 Acres of Nature

We deep clean and sanitize after every guest. We welcome dogs. This Riverview Cabin is on 150 acres with nature trails, catch & release ponds and more. It sits along 2.3 miles of river frontage. Perfect for kayaking, canoeing and fishing. There's a full kitchen stocked with dinnerware and cookware. There’s a smart tv, dvd player, board games and an outdoor fire pit. Plenty on site to keep you busy, but there’s a lot to do nearby too: casino, beaches, wineries, golfing, kayak rentals, etc. We ar

Top guest favorite

Cabin in Hartford

4.97 out of 5 average rating, 324 reviews

Secluded Log Home - Private Lake!

Very secluded custom log home tucked away on a remote lake, deep in the woods. 3 bedrooms (one is a 2nd story loft with king-size bed), sleeps 6, two full bathrooms, 2nd-story deck, great for barbecuing or relaxing overlooking the lake. $55 dog fee. One dog allowed. Must notify if bringing a dog and type. Brown Lake is very private, and offers great fishing (Bluegill, Crappie, Bass)Don't forget to bring your fishing poles. Most local gas stations and stores sell bait. Water shoes recommended.

Guest favorite

An outdoor wooden outhouse is shown, featuring a hinged door slightly ajar. The interior includes a toilet paper holder, with wooden flooring visible. Various license plates are displayed on the exterior wall, and a small plant is positioned nearby.

Yurt in Buchanan

4.97 out of 5 average rating, 158 reviews

Off Grid Yurt Glamping on Permaculture Homestead

Enjoy an elevated camping experience in our yurt, located on our 20 acre permaculture farm! This is a "glamping" experience, with a private outhouse and outdoor shower. The yurt is located in the heart of the Southwest Michigan wine trail and just 15 minutes to Lake Michigan beaches! Take a tour with Karl to meet our sheep, horses, rabbits, and chickens. Cook a simple meal in the yurt using the indoor propane burner or outdoor grill, then finish off the evening by relaxing around the fire pit.

Guest favorite

A vibrant field filled with tall sunflowers stands under a blue sky dotted with clouds. The bright yellow blooms create a striking contrast against the lush green leaves, creating an inviting atmosphere typical of a summer day on the farm.

Guesthouse in Sodus Township

4.78 out of 5 average rating, 259 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.

Top guest favorite

A charming houseboat is illuminated as dusk falls, reflecting warm light on the calm waters of Big Fish Lake. A wooden dock leads to the entrance, while two small boats rest nearby, enhancing the peaceful lakeside setting.

Houseboat in Marcellus

4.97 out of 5 average rating, 155 reviews

Romantic Houseboat for Guests Over 21

All guests must be 21 or older! Beautifully appointed craftsmanship makes for a luxurious vibe in our houseboat named "RowShell". Clean and pristine, she's perfect for a solo traveler or a couple. Enjoy breathtaking sunsets and morning coffee from the deck. Spring-fed, super clean Big Fish Lake is excellent for swimming and fishing. Rowshell stays docked. 5G WiFi, TV, Netflix, AC, free use of 2 kayaks, firewood, and many other creature comforts. We can't host dogs - no exceptions.

Guest favorite

Newly constructed wooden stairs lead down through a natural setting of trees towards Little Crooked Lake. Sunlight filters through the leaves, creating a serene atmosphere while providing direct access to the water's edge.

Cottage in Dowagiac

4.96 out of 5 average rating, 119 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 favorite

A quaint cottage is surrounded by a lush landscape, with sunlight filtering through a large tree. A stone patio features lounge chairs and vibrant plants, inviting relaxation in a serene outdoor setting. The soft morning light enhances the peaceful ambiance of the countryside.

Guesthouse in New Buffalo

4.97 out of 5 average rating, 598 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!

Top guest favorite

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, 336 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 favorite

A spacious living area features a cozy seating arrangement with a built-in couch adorned with patterned cushions. Natural light filters through large windows, illuminating the warm color palette of earthy tones. Decorative elements include a vase with branches and unique coffee tables with a modern design.

Home in Galesburg

4.96 out of 5 average rating, 419 reviews

Frank Lloyd Wright’s Eppstein House

PLEASE NOTE: there are several opportunities in July for a one-night stay. Please enquire. Designed by Frank Lloyd Wright. The Eppstein House is a rare architectural gem situated in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the lovely beach town of South Haven. A unique opportunity to call this amazing home your own for a couple of days!

Top guest favorite

Guest suite in Benton Harbor

4.97 out of 5 average rating, 262 reviews

The Gingerbread House, respite in the woods.

If you are looking for a zen like place to get away for a few days, the Gingerbread House is perfect. Guests have separate and private apartment (with Smart Lock) on bottom floor of (occupied) home with private patio overlooking huge ravine. Our home is surrounded by over 20 acres of woods, yet we are only minutes from grocery, restaurants, golfing and beaches.

Top guest favorite

A private outdoor space features a fire pit surrounded by white adirondack chairs. A hot tub is located nearby, while the sandy beach and calm lake are visible in the background. Lush greenery and autumn foliage add color to the serene setting, with a dock extending into the water.

Home in Dowagiac

5 out of 5 average rating, 13 reviews

New Beach front 5bd in Sister Lakes w/ Hot tub

Enjoy with family and friends. Inquire about our private chefs, boat captains, wine tours, yoga instructor, massage therapist, boat rental and concierge services. We will help you make a fun, memorable and enjoyable trip. from a Family trip to your bachelorette party. book today!