Holiday rentals with outdoor seating in Hillsdale County

Sapphire Shores: Lakefront W/Hot Tub & Fireplace

Welcome to Sapphire Springs, your lakefront retreat on South Sand Lake, MI! Perfect for all seasons, this home offers endless fun indoors and out. Outside, enjoy a sandy beach, kayaks, paddleboards, a grill, fire pit, hot tub, and outdoor games. Indoors, unwind in the game room with a pool table, arcade games, and TV. Relax in the living room, spin some vinyl on the turntable, and cook up a feast in the fully equipped kitchen. The coffee station has an espresso machine, drip, and Chemex.

Lost Nations Cowboy Town Bear Cabin

Take it easy at this unique and tranquil getaway. The bear cabin is a hand crafted one room one pull out double bed, electric with a ceiling fan, small fridge, small coffee pot, table with two chairs, fire ring with grate and wooden bench, seating on the covered porch with deck lights over looking the horse pastures and woods a kitchen for cooking flushing bathroom and out door shower located just a short distance away in cowboy town, lots to explore with a pond for fishing and much more

The Arbor View Hillsdale Stunning, 1 mi to College

This updated, well appointed home is the perfect place to stay for anyone visiting Hillsdale College. The home sits on a quiet, tree lined cul-de-sac, located 1 mile from the college and minutes away from quaint downtown Hillsdale. Guests will enjoy exceptionally clean, beautifully decorated guest rooms and living spaces, overlooking a serene wooded yard. The rental space is the main floor of the house (2,400 sq. ft). Host occupies private lower level of the home.

Bear Lake Cottage ... Pontoon Available for Rent

Quaint and cozy cottage on all-sports Bear Lake in Hillsdale, MI, offering a year-round peaceful and serene getaway. Bring your boats, campers and tents; there’s plenty of room for everyone. The outdoor fire pit is perfect for campfire bonding, and in fall and winter months, enjoy the fire overlooking the lake. Cottage is on a channel to Pike Lake - a calm, private lake. Take the kayaks and SUPs exploring, or enjoy ice skating or fishing when the lake’s frozen.

Farm Cottage with Hot Tub, Sauna, Flowers, Trails

Escape to the Cottage at Northfarthing Farms — a cozy 3BR/1BA retreat surrounded by flower fields on a working farm. Relax by the wood-fired hot tub, outdoor sauna, firepit, wander through seasonal flower fields, or explore the wooded trails right on the property. Inside, enjoy a spacious living room with a 65” Roku TV, Starlink internet, fully equipped kitchen, and 3 comfortable bedrooms. Just minutes 10-15 minutes from Hillsdale, Jonesville, and more.

The Frogmore on Baw Beese Lake!

Welcome to Frogmore Cottage, located on the shoreline of Baw Beese Lake! Newly renovated and stocked with all you'll need, Frogmore is a clean, cozy, bright and airy, two bedroom, one bathroom, 550 square foot cottage. Frogmore is just two miles from downtown Hillsdale and three miles from Hillsdale College. Relax on the deck that overlooks the lake and enjoy the kayaks to explore the shoreline of the largest lake in Hillsdale County!

Charming Tiny Home Retreat

Charming tiny home retreat nestled in the trees near Hillsdale College. Enjoy a peaceful setting with a farm view and local wildlife. Features include a kitchenette, 7.5 cu ft fridge, washer and dryer combo, tub/shower, fire pit, and bistro set. Thoughtful touches like fire starters, snacks, and a semi-stocked fridge make it easy to settle in. Ideal for solo travelers, couples, or anyone craving a quiet, cozy getaway.

Loft Apartment

Welcome to our charming loft apartment, located off of US-12 in Jonesville, just minutes from Hillsdale College. This apartment is perfect for a couple, or young family looking for a comfortable place to stay while they are in the area. The apartment features a living area, an efficiency kitchen, and a full bathroom. We hope you enjoy your stay at our loft apartment, and we look forward to welcoming you to our home!

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.

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.

Firefly Cottage at 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.

Hillsdale’s Hidden Condo Hideaway

This is a newly built, luxurious condo with 3 bedrooms and 2 bathrooms featuring cathedral ceilings, a large kitchen island, and gorgeous master bathroom. It is located in a quiet, rural neighborhood. If you enjoy the outdoors, there is a paved walking path to Baw Beese Lake. This home is 2 miles from Hillsdale College and just minutes from downtown Hillsdale.