House vacation 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
Top guest favorite
A spacious living area features a comfortable gray sofa facing a TV mounted on the wall. A dining table with white chairs is visible in the background, alongside a set of round tables with upholstered chairs. Natural light filters through vertical blinds on the windows.
Home in Osseo
5 out of 5 average rating, 19 reviews

Cozy Lakefront Home minutes from Hillsdale College

Wake up to breathtaking water views and step right outside to enjoy direct access to the lake for swimming, boating, or casting a line. Whether you’re here for adventure or relaxation, this home offers the best of both worlds. Inside, you’ll find a brand-new recreational room with a cozy bar, games, a large TV, and plenty of comfortable seating—ideal for family fun, rainy-day entertainment, or winding down together in the evenings. Come make some memories at the lake!

Top guest favorite
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, 37 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.

Guest favorite
A charming one-level cottage is positioned near Bear Lake, featuring a large concrete patio with patio furniture. A sandy area leads to the water, showcasing a private dock. The landscape includes green trees and grassy areas, contributing to a serene environment.
Home in Hillsdale
4.75 out of 5 average rating, 307 reviews

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.

Superhost
A well-maintained home is featured, showcasing a welcoming front porch with white railings and an American flag. Lush greenery surrounds the entrance, and a pathway leads to a stone-lined garden. The exterior reflects a traditional aesthetic against a clear blue sky.
Home in Hillsdale
4.71 out of 5 average rating, 24 reviews

Private home near Hillsdale Hospital

Keep life simple at this peaceful and centrally-located home. This home is walking distance to Hillsdale Hospital, minutes from the fairgrounds, and a short drive to Hillsdale College. Make yourself at home with this family friendly retreat. This listing is for access to a private residence featuring three bedrooms, one and a half baths, as well as indoor and outdoor living, office, and kitchen spaces.

Top guest favorite
A historic home is framed by vibrant autumn trees, showcasing hues of red, orange, and yellow. A wide front porch invites relaxation, and an American flag adds a touch of character. The surrounding walkways are lined with fallen leaves, creating a welcoming outdoor space.
Home in Hillsdale
5 out of 5 average rating, 15 reviews

Hillsdale Haven

Welcome to Hillsdale Haven, a beautiful historic home located along one of the nicest streets of downtown Hillsdale, Michigan. This cozy, three bedroom, two bathroom home is 2 blocks from Hillsdale Hospital, 4 blocks from the commercial district, and a short drive (1 mile) from Hillsdale College. Loaded with charm, the Hillsdale Haven has everything you need for a restful stay in Hillsdale, Michigan.

Guest favorite
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, 279 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 favorite
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, 67 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 favorite
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.
Home in Hillsdale
5 out of 5 average rating, 34 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.

Top guest favorite
A modern kitchen and dining area are featured, highlighted by a large kitchen island with seating for five. Natural light fills the space through sliding glass doors, which lead to a patio. Light wood flooring extends throughout the room, complementing the white cabinetry.
Home in Hillsdale
4.98 out of 5 average rating, 57 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 favorite
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, 20 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.

Guest favorite
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
4.9 out of 5 average rating, 10 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.

Guest favorite
Home in Hillsdale
4.93 out of 5 average rating, 14 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.

Popular amenities for Hillsdale County house rentals