House holiday rentals in Hillsdale County

Find and book unique houses on Airbnb

Top-rated house rentals in Hillsdale County

Guests agree: these houses are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
The exterior of the LaFayette House is highlighted by a welcoming front porch, adorned with flower boxes. A flag is displayed prominently. Natural light filters through large windows, creating a bright and inviting atmosphere against the backdrop of seasonal foliage.
Home in Hillsdale
4.96 out of 5 average rating, 24 reviews

The LaFayette House (.1 miles from campus)

The LaFayette House is a recently renovated, historic home directly across the street from Hillsdale College. Including four queen bedrooms and two full bathrooms, this classically elegant home has everything you need for a luxurious stay in Hillsdale. The features of our home include a spacious back deck, original hardwood flooring and clawfoot soaking tub, brand-new HVAC system and appliances, a fully-stocked kitchen with premium coffee, & all natural-fiber linens. Welcome to the LaFayette.

Top guest favourite
A hot tub is positioned under a wooden pergola, surrounded by lush greenery. The lake reflects a colorful sunset sky, and a well-maintained outdoor area features seating and a shed, creating a serene space for relaxation and enjoyment.
Home in Hillsdale
4.95 out of 5 average rating, 81 reviews

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.

Top guest favourite
A single-story home is set on a well-maintained lawn, surrounded by lush greenery. A welcoming pathway leads to the entrance, with rocking chairs placed on the covered porch. Soft light filters through the trees, providing a serene atmosphere.
Home in Hillsdale
5 out of 5 average rating, 38 reviews

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.

Superhost
A charming cottage exterior is framed by a large tree, showcasing a dark blue facade with wooden accents. Two windows provide natural light, while a front porch with a welcoming entrance is visible. The nearby lake glimmers in the background under clear skies.
Home in Reading
4.7 out of 5 average rating, 30 reviews

Cozy Cottage on All-Sports Lake

Kick back at this cozy 2-bedroom cottage on an all-sports lake—perfect for relaxing or having fun on the water. The backyard has awesome lake views, a private dock, and space to hang out by the shore. Bring your boat and use the public launch just 4 lots away, or take out the two kayaks or paddle boat provided. Whether you're paddling, floating, or just enjoying the view, this spot is great for a laid-back lake getaway.

Top guest favourite
Two black adirondack chairs are positioned on a patio overlooking a lush green lawn. A peaceful view of colorful autumn foliage and a serene lake is visible in the background, creating a tranquil outdoor setting.
Home in Hillsdale
5 out of 5 average rating, 22 reviews

Home on Hillcrest

Conveniently located just one mile from Hillsdale College campus and within the city limits of Hillsdale, this home on Hillcrest Drive offers a scenic retreat with panoramic views overlooking Winona Lake and ever-changing wildlife. A unique mid-century ranch, it has been carefully maintained, refreshed and is ready to welcome you. You'll enjoy accommodations that are spacious, serene and inviting.

Guest favourite
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.
Home in Hillsdale
4.89 out of 5 average rating, 282 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.

Top guest favourite
A charming white house is framed by vibrant autumn leaves falling to the ground. The front porch features two rocking chairs, and a red door creates a warm focal point. A pathway leads to the entrance, surrounded by a carpet of colorful leaves.
Home in Jonesville
5 out of 5 average rating, 74 reviews

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.

Top guest favourite
A well-equipped kitchen is observed with modern appliances and ample counter space. Open shelving displays colorful dishware above a stainless steel sink, while a bowl of fruit is placed on the countertop. Natural light pours in through the windows, illuminating the space.
Home in Hillsdale
5 out of 5 average rating, 11 reviews

The Farmhouse

Retreat to the timeless elegance of this newly renovated 1908 home. Complete with 3 bedrooms, 2 full bathrooms, a cozy living area with a flat screen TV, and a spacious, farm-style kitchen, this Michigan vacation rental is a short walk to Hillsdale’s charming downtown. ‼️The third floor of this home contains another queen bed and two twins. It can be booked for an additional fee.

Top guest favourite
A cozy living area features a mix of seating options, including a plush gray sofa and a light-colored accent chair. A wooden coffee table rests on a neutral rug, while a television is mounted on the wall. Natural light enters through a window adorned with sheer curtains.
Home in Hillsdale
5 out of 5 average rating, 25 reviews

Hillsdale Cottage | Whole House

This recently renovated home offers the perfect blend of historic charm and modern comfort, with original architecture, cozy interiors, and a welcoming porch. Ideal for both short- and long-term stays, with a fully stocked kitchen and four comfortable beds. Walking distance from Hillsdale College and directly across from Handmade sandwich shop. No campus construction noise!

Top guest favourite
Home in Hillsdale
4.98 out of 5 average rating, 59 reviews

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.

Guest favourite
A charming cabin is positioned amidst lush greenery, featuring a prominent stone chimney. A paved walkway leads to the inviting entrance, framed by well-maintained lawns and tall trees under a clear blue sky.
Home in Hillsdale
4.9 out of 5 average rating, 21 reviews

Cozy Cottage Near Campus

What a perfect location! This cabin is a short walk down the sidewalk to Hillsdale College campus and steps away from Hayden Park with its new track stadium, sand volleyball, and running trails. You'll enjoy relaxing in this cozy cabin or watching wildlife in the spacious backyard. You're also just minutes from downtown Hillsdale, shops, and restaurants.

Superhost
A welcoming living area is centered around a glass-top coffee table placed on an orange area rug. Comfortable seating includes a dark leather sofa and two armchairs. Natural light enters through the windows, and a ceiling fan is mounted above.
Home in Hillsdale
4.83 out of 5 average rating, 12 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.

Popular amenities for house rentals in Hillsdale County