Holiday rentals in Osseo

5 out of 5 average rating, 60 reviews

A single-story cabin-style home features a brick facade with blue siding. Large front windows allow for natural light, while a white door serves as the main entrance. The surrounding yard, partially landscaped with grass and bare trees, offers a quiet setting.

Home in Pittsford

R&R friendly House

NO PETS.Relax, enjoy, Cabin like cozy feeling! 2 bedrooms, one with a queen size bed, and the other is a double. But there is a self contained air mattress, and a single folding bed, and the sofa that could accommodate a couple of smaller guest. only minutes from 2400 acres of Lost Nations State Game area, open to hunting, hiking, nature sightseeing. 12 miles from Hillsdale College . Short drive to Bundy Hill off road park. Also nearby is Hidden Lake Gardens, Irish Hills , MIS Speedway,

4.97 out of 5 average rating, 303 reviews

A rustic cabin with a log exterior is surrounded by a well-kept lawn. The front porch features decorative planters with greenery and flower beds. Large windows are visible, allowing natural light to illuminate the interior.

Cabin in Archbold

20a Cabinn - Private cabin on 10 woodland acres

Relax with the whole family at this peaceful, rustic and freshly remodeled cabin. Located right off the Archbold turnpike exit just miles away from Sauders village. Enjoy staying inside by the cozy fireplace, 10 acres of wooded property along the tiffin river, direct access to fish the river, and enjoy miles of Scenic views with direct access to the Cannon-Wabash Bike and Walking trail! Room for plenty of guests with 3 bedrooms one king, two queens and a pull out couch.

5 out of 5 average rating, 5 reviews

Cabin in Osseo

Cowboy's Wolf Den

This unique little hand crafted canin is close to everything, making it easy to plan your visit. This is a rustic primitive cabin bring your own beds or there's two cots available This cabin Sits in our Rustic hand crafted Cowboy Town 🐎 complete with horses, pond for fishing or paddling around, river for exploring, lots of hiking and horse trails, close to bathroom and outdoor shower along with the kitchen area lots of wildlife and wilderness to enjoy

4.9 out of 5 average rating, 151 reviews

A serene lakeside scene is depicted at dusk, featuring silhouetted trees against a colorful sky. Four white Adirondack chairs are positioned neatly near the water's edge, inviting a moment of relaxation as vibrant hues reflect on the lake's surface.

Flat in Hillsdale

Come Stay At The Lake!

Enjoy your stay in this very private apartment on beautiful, Baw Beese Lake. If you are seeking a quiet stay where you can sit, relax and read a book at the water's edge, then look no further. There is parking for most any size vehicle from economy size to motor homes. This is a fully furnished apartment with kitchenette. This second story apartment is within 1 mile of downtown Hillsdale and within 2 miles of Hillsdale College.

A modern, single-story home is depicted, featuring a combination of red and gray siding. The structure includes large windows and a welcoming entrance with a sign that reads 'Proctor House.' A landscaped area with stone retaining walls and a grassy lawn is visible in the foreground.

4.89 out of 5 average rating, 283 reviews

Comfy home in recreational town

We renovated the house with a modern kitchen, laundry room, new bathroom with spacious shower, new bedrooms with plenty of closet space, secure parking and new sidewalks. Close to historic weekly country market, Hillsdale College, bike trail, lakes in historic town. The North Country Trail and the Baw Beese Trail are closeby, as is Baw Beese Lake, Lost Nation State Game Area and the St. Joe River.

Superhost

A comfortable seating area features a dark leather couch adorned with decorative yellow pillows. A rustic wooden accent wall adds character, while a small side table and decorative lantern complement the space. Soft lighting is provided by a ceiling fan and wall-mounted fixture.

Flat in Jackson

4.81 out of 5 average rating, 329 reviews

Cozy Garden Apt - Loft Vibes!

Welcome to your home away from home! Historic loft feel in garden level apartment. Spacious, clean and comfortable with lots of little extras. Conveniently located in one of Jackson's main shopping districts, close to downtown, restaurants, and Jackson County parks! Perfect for visiting family, business trips, weddings, area events, wineries, or exploring Jackson and the surrounding communities!

4.98 out of 5 average rating, 108 reviews

The exterior of a charming white house is framed by vibrant autumn foliage. A mix of orange and red leaves from nearby trees can be seen, along with a green lawn and a white picket fence in the background. An American flag is visible, adding to the inviting atmosphere.

Home in Jonesville

The Garden House

Relax with the whole family in this charming old home, with swings on the front porch and an overgrown English cottage garden in back. Less than ten minutes from Hillsdale College with a fully equipped kitchen, this makes a great home base for college families. When we travel, we enjoy places with character, and we have maintained the character of this old fashioned family home.

The lakeside view captures a tranquil sunset over the water, framed by trees. A three-season room with warm lighting is visible, inviting relaxation. The reflection on the lake adds a serene quality to the atmosphere, enhancing the peaceful setting.

5 out of 5 average rating, 36 reviews

Firefly Cottage Lake front home on Baw Beese Lake

Lakeside Family Fun! Lake front house, on the quiet end of Baw Beese Lake. 3 bedroom, 1.5 baths. 45 feet of sea walled lake front, with a 28-foot dock. Yard games. Lake side firepit. 3 season room. Kayaks, canoe, SUPs, and a few floats for your enjoyment. A well-stocked kitchen, and a full-size gas grill for your use. Central air for those hot summer nights.

Home in Grass Lake Charter Township

An inviting living area is bathed in natural light from large glass doors that lead to the outdoor space. A light-colored sofa is positioned with a wooden coffee table at its center, showcasing a few magazines. The open floor plan extends toward the kitchen area and entrance.

4.9 out of 5 average rating, 289 reviews

LIL Carrot- hot tub, pets welcome

Enjoy some rest and relaxation. The two person hot tub will be running all year long and ready to sooth your cares away. Immerse in the quiet canal views from the screened patio with outdoor heater. Many Wineries, walking trails, and museums locally. UM football fans -just 30 miles to the Big House. Complimentary paddle boards, kayaks and pedal boat.

4.89 out of 5 average rating, 18 reviews

A Home in Hillsdale

Relax with the whole family at this peaceful place to stay. Minutes walk to downtown activities, parks, and shopping. 20 minute walk to Hillsdale College. 15 minute walk/ 3 minute drive to Hillsdale Hospital. 10 minute drive to Sandy Beach at Baw Beese Lake. 39 minutes to Michigan International Speedway. Less than an hour to Firekeepers Casino.

4.95 out of 5 average rating, 20 reviews

Reedsong Cottage

Charming 2-bedroom lakeside cottage with a sleeper sofa, 1.5 baths, and stunning waterfront views. Relax on the dock, lounge outdoors, or explore the lake with included kayaks. Enjoy a full kitchen and spacious living room—perfect for up to 6 guests. Conveniently located just 2 miles from downtown Hillsdale and 3 miles from Hillsdale College.

A spacious living room features a large navy sectional sofa, accompanied by a recliner and contemporary side table. Bright overhead lights illuminate the area, while a geometric-patterned rug adds texture. The open layout leads to a modern kitchen with white cabinetry and stainless-steel appliances.