Holiday rentals in Little Crooked Lake

Retro darling in downtown Niles

Super spacious 1 bedroom apartment above a quiet business just east of downtown Niles on Main Street. Great for traveling to Notre Dame, Andrews University, St. Mary's, and beaches in Bridgman and St. Joe. 1/2 mile to the river walk in Niles. This apartment is located above a quiet business that operates Monday through Friday. You have full access to the entire apartment with a kitchen, living room, bedroom and bath. The only shared space is one common door that splits access to the business from the upstairs apartment.

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.

Luxury Country Retreat for Romantic Escape, Creek

*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

Idyllic A-frame in Michigan’s Harbor Wine Country

Follow a wooded path to a secluded mid-century modern cottage constructed of stone and wood reclaimed wood from a historic St Joe's rollercoaster. Retro pink ceramic tiles line an open-plan main floor surrounded by sliding doors. You will be surrounded by the great outdoors while sitting cozy inside by our electric fireplace. Located about 10 minutes south of downtown St. Joe, our Idyllic A-frame is a perfect location for the escape to SW Michigan that you've been dreaming about.

Hot tub! Red Tin Cottage of Harbor Country!

Welcome to The Red Tin Cottage of Harbor Country! Nestled in a quiet, rural setting Red Tin is a character-filled, country-chic escape in beautiful Southwest Michigan. Within minutes of award winning beaches, golf courses, wineries, breweries, and restaurants you can be close to it all and retreat back to peace. Take a dip in the hot tub on a starry night, relax in the claw foot tub after a day of play, or enjoy stories around the firepit with family and friends. Come gather!

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.

Water's Edge Escape

Charming 1940’s lakeside cottage is cozy, updated & bright! Fish, swim, kayak or paddle board in spring fed waters. Our humble home has just enough room for you to steal away with those you love. Relax with two bedrooms and a sleeper sofa. Enjoy your morning coffee on the deck overlooking the lake, you may even catch a glimpse of a swan family or Blue Heron. Enjoy seasonal fruit farms, local wineries/breweries or explore nearby St. Joseph or South Haven!

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.

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.

Van Auken Lake cottage rental

This cottage ambiance is quiet and relaxing. You have the option of relaxing on the deck, kayaking on the lake, or driving a short distance to Lake Michigan. You can sit by the fire and enjoy the night sounds, or relax inside with a book or play a game together. We have quiet when you want to relax and fun towns and beaches when you are ready for exploring. It offers you a comfortable visit to a great area of Michigan.

Sister Lakes - Wonder Woods "Glamping" Cabin #2

Located just 2 hours from Chicago and nestled in the epicenter of Sister Lakes, Michigan, Wonder Woods is a one-of-a-kind hospitality experience. Enjoy exclusive access to this private 4 acre gated campground featuring a game room barn and is also steps from the areas most popular attractions.

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!