Vacation rentals in Hillsdale County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Hillsdale County

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

%{current} / %{total}1 / 1
Top guest favorite
A cozy living room features a dark sofa with decorative pillows alongside two armchairs—one gray and one patterned—accompanied by a coffee table. Soft lighting from floor lamps enhances the warm ambiance, while a television is mounted on the wall across from the seating area.
Loft in Hillsdale
5 out of 5 average rating, 57 reviews

The Lofty Owl - 3 bedroom new downtown apartment

12 Minute walk to Hillsdale College! Right across from the town square, enjoy this two-story 1700 sq. foot apartment. Twelve foot ceilings and oodles of natural light will welcome you, as you watch the downtown activity at the local farmer's market on Saturday mornings. With a restaurant on each side, a gift store, and a coffee shop in the same block, all your needs are met! Get your steps in and enjoy small town life. Completely updated apartment is on floor 2 and 3 with a private entrance.

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, 313 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.

Guest favorite
Cabin in Osseo
5 out of 5 average rating, 5 reviews

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 šŸŽ 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

Guest favorite
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.
Apartment in Hillsdale
4.9 out of 5 average rating, 151 reviews

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.

Guest favorite
Guest suite in Hillsdale
4.94 out of 5 average rating, 17 reviews

Lakeside private suite in Hillsdale

Welcome to your cozy lakeside retreat! Enjoy a 1BR, 1BA unit with a full kitchen, private entrance, and access to our kayaks, paddleboard and pedalboat. Nestled on a small private Lake, relax with stunning views. Only 10 minutes from downtown Hillsdale, Hillsdale College and, a little further down the road, Michigan's antique shopping hub, Allen. Book now for a perfect blend of lakeside serenity and local attractions!

Top guest favorite
Guesthouse in Jonesville
5 out of 5 average rating, 79 reviews

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!

Top guest favorite
The exterior of the house features a red faƧade with contrasting grey stone accents. Large windows allow natural light to enter, and a front porch is accessible through a white door. Surrounding greenery includes a small landscaped area with gravel and shrubs.
Home in Hillsdale
4.89 out of 5 average rating, 284 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 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, 16 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. ā€¼ļøThe third floor of this home contains another queen bed and two twins. It can be booked for an additional fee.

Top guest favorite
A covered front porch is presented, featuring two rocking chairs positioned on a gray floor. Decorative tree-shaped wall art is affixed to the white walls, and lush greenery and vibrant fall foliage are visible in the garden beyond the railing.
Home in Jonesville
4.98 out of 5 average rating, 108 reviews

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.

Top guest favorite
Home in Hillsdale
4.98 out of 5 average rating, 62 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.

Top 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
4.91 out of 5 average rating, 23 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
Home in Hillsdale
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.

Popular amenities for Hillsdale County vacation rentals

  1. Airbnb
  2. United States
  3. Michigan
  4. Hillsdale County