Vacation rentals in Keeler Township

Fogarty’s Flying Diamond Ranch

A unique and beautiful, newly added bunkhouse on the upper level of a barn on a working cattle ranch! Completely private and peaceful, you'll hear birds chirping and tractors running. Overlook and explore 152 acres of trails, horses, cattle and much more. Guests are encouraged to experience a tour of the ranch with Rancher Tom free of charge! 10 minutes from Silver Beach/Downtown St. Joseph and Hagar Beach, both on the gorgeous Lake Michigan. Bonfires welcome with wood provided & pet friendly!

Cozy Cabin in the Woods

Just under two hours from Chicago and only 1/2 mile from Hagar Beach, this beautifully updated 100-year-old cabin offers a peaceful retreat in the woods. Surrounded by tranquil landscapes and towering trees, you’ll enjoy the perfect blend of rustic charm and modern comfort. Tucked along a quiet dirt road, the cabin is ideally located 15 minutes from South Haven and 10 minutes from St. Joseph making it close enough for dining, shopping, and activities, yet far enough to unwind in nature’s calm.

Lakefront A-Frame - Beach, Fire Pit, SUP/Kayaks

Welcome to Keeler Lake Lodge! A year round lakefront retreat, perfect for making memories with family or friends. This 1960s a-frame sits on 100 ft of sandy beachfront on all sports Keeler Lake. It is thoughtfully updated with modern amenities while retaining it's original character. The home sleeps 10, with 3 bedrooms + a loft & 2 full baths. A grill, fire pit, kayaks, paddle boards, & lawn games make this home the perfect mix of entertainment & relaxation. Pontoon available to rent May-Oct.

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.

Lux, Hot Tub, Restore, Calm, Creekside, Escape

*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

Great Paw Paw Lake Getaway - Close to Beaches!

Beautiful updated home is perfect for families with upstairs and downstairs sleeping space. Upstairs has a spacious master bedroom with 1 king bed and sofa bed and a master bath. Bedroom 2 boasts 2 twin size beds as well as bedroom 3 (2 twin beds). Downstairs has a spacious kitchen & living area with 2 futon beds. Outside a spacious patio with fire pit close by. Home is close to Jollay Orchards & Contessa Wine Cellars. Beautiful St. Joseph and Silver Beach are 20 minutes away.

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.

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.

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!

Cozy & Clean Entire Home in Saint Joseph

Welcome to our clean, cozy living space in Saint Joseph. This 1960s era ranch has been updated with a simple, minimalist design to make this 2-bedroom house a great space to come home to after a day at the beach, wineries, or during a weekend of wedding festivities. Bathroom recently renovated in 2025!

Lincoln house in Saint Joseph

Hello, thanks for checking out our clean, contemporary home in Saint Joseph! We call it the Lincoln House. Renovated exclusively for short term rentals, our 2-bedroom home is the perfect spot to make lasting memories with friends and family. No pets please.