Holiday houses in Hillsdale County

The Oakwood

The Oakwood is a cozy 2 bedroom 1.5 bathroom retreat perfect for couples, families, or guests looking for a peaceful and stylish escape. Conveniently located 4 minutes from Hillsdale College and a short walk from Hillsdale’s charming downtown, this thoughtfully-designed home is the perfect balance of comfort and beauty and a home-away-from home. Whether you're gathering with loved ones, attending a college event, or simply in need of a quiet weekend away, The Oakwood is exactly what you need.

Location · Hospitality · Condition

The Lake Cottage

Welcome to your perfect getaway. This quiet and comfortable, two bedroom home offers the ideal balance of relaxation and adventure. The Lake Cottage is located right on Lake Baw Beese and is perfect for families, couples, or friends looking to unwind and explore Hillsdale, Michigan. Whether you’re here to kayak, grill, or just enjoy a mug of coffee and breathe in the fresh air from one of our porches, this home is your base for a peaceful and beautiful day. 3.4 miles from Hillsdale College.

Family · Location · Laundry

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,

Family · Value · Kitchen

Relaxation Party of 2

Escape to your perfect retreat at our charming lake cottage on all-sports Long Lake in Reading MI! This beautifully designed home blends cozy indoor comfort with stunning outdoor beauty, offering an ideal getaway for a weekend or a relaxing week. The modern kitchen is perfect for preparing meals with a view. With an open floorpan and accordion-style doors that seamlessly connect to a screened porch, you can enjoy the gentle lake breeze year-round. This cottage promises a memorable stay!

Value · Location · Amenities

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.

Family · Location · Nearby

Farm Cottage with Hot Tub, Sauna, Flower Fields

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.

Family · Location · View

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!

Family · Location · Hospitality

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.

Location · Value · Getting around

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.

Value · Family · Sleep quality

The Rupp House

Make your Hillsdale County home base in one of the earliest houses in Jonesville, conveniently located 10 minutes from Hillsdale College. The house is a solid preserved house which invites you to kick off your shoes and relax. It has a full kitchen, a large dining table and beds for 6 persons. There is one bathroom which has a shower and plenty of hot water. Full kitchen. Washer and dryer.

Location · Family · Cleanliness

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.

Family · Location · Getting around

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.

Location · Value · Bathroom