Vacation rentals in Hillsdale

4.97 out of 5 average rating, 134 reviews

The open floor plan showcases a spacious dining area with a circular table surrounded by upholstered chairs. Natural light enters through multiple windows, illuminating the living space with a sectional sofa and a lamp. A staircase leads to the loft area, where four twin beds are visible.

Home in Homer

Benham Schoolhouse

Take a quiet vacation at this fully renovated historical schoolhouse built in the 1800's. It offers an open floorplan with a loft area where the four twin beds are located *can be made more private by closing the barn doors. There is two full bathrooms, a large kitchen area, living space, dining space, and an open area we can set up to be used for craft activities or other activities upon request. It also has a Halo air purification system, stopping virus particles to travel through the HVAC.

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.

4.96 out of 5 average rating, 101 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.

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.

4.75 out of 5 average rating, 315 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.

4.98 out of 5 average rating, 43 reviews

The exterior of Frogmore Cottage features a welcoming deck with handmade Adirondack chairs overlooking the surrounding greenery. Bright kayaks are stacked beside the cottage, ready for use. The driveway runs alongside, providing parking access. A neatly landscaped area enhances the cottage's inviting exterior.

Cottage in Hillsdale

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!

4.9 out of 5 average rating, 151 reviews

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

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.

5 out of 5 average rating, 6 reviews

Tiny home in Hillsdale

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.

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.

4.89 out of 5 average rating, 285 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.

4.96 out of 5 average rating, 112 reviews

The exterior of a charming white house is framed by vibrant autumn foliage. A mix of orange and red leaves from nearby trees can be seen, along with a green lawn and a white picket fence in the background. An American flag is visible, adding to the inviting atmosphere.

Home in Jonesville

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.

Home in Manitou Beach-Devils Lake

A functional kitchen features wooden cabinets and stainless steel appliances, including a microwave and dishwasher. A window offers natural light above the sink, with a small table and chairs visible in the foreground. The countertop is organized, enhancing the space's usability.

4.9 out of 5 average rating, 137 reviews

Charming Devils Lake Cottage!

Beautifully kept 2 bedroom, 2 bathroom home just steps from Devils and Round Lake. Right across from popular Highland Inn Bar and Restaurant. Close to International Speedway. Limited hotel options in the area make this lake house the perfect getaway to see friends and family! Living quarters are upstairs.

4.95 out of 5 average rating, 436 reviews

A charming white structure with a light grey roof is set against a backdrop of lush green grass and large trees. An American flag is displayed at the entrance, and a decorative stone feature is visible in the background, contributing to the property’s rustic character.

Home in Parma

Stay In An Old Train Depot - Gidley Station!

Be adventurous and stay in rustic old Gidley Station. It was moved to "Trail Acres" in the 1920's and was converted to a house. It has a unique but spacious floor plan, and is on a property that we have been working hard to restore for the last few years. PLEASE READ FULL DESCRIPTION BEFORE BOOKING!

A spacious living room features a large navy sectional sofa, accompanied by a recliner and contemporary side table. Bright overhead lights illuminate the area, while a geometric-patterned rug adds texture. The open layout leads to a modern kitchen with white cabinetry and stainless-steel appliances.

4.98 out of 5 average rating, 41 reviews

Luxurious Lochaven Condo

Nestled in the trees, come and stay in this newly built condo near everything Hillsdale has to offer. Minutes from downtown Hillsdale, Hillsdale College and Baw Beese Lake. Enjoy nature either on the screen porch or walking along the bike path.

4.98 out of 5 average rating, 370 reviews

A scenic view of Lake James is captured from a deck, featuring lush greenery and calm waters. Outdoor seating arrangements include a round table with chairs shaded by a large umbrella, creating a welcoming space to enjoy the surroundings.

Guest suite in Angola

Cozy Kiwi - Best View of Lake James

The Cozy Kiwi is a secluded get-a-way in the heart of 101 Lakes County on Lake James, Angola, IN. Enjoy the million-dollar view from the outside decks while drinking your morning coffee, or the sunset while enjoying a glass of wine.

Popular amenities for Hillsdale vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Hillsdale

4.99 out of 5 average rating, 69 reviews

Home in Marshall

Cottage on Wilder Creek with Hot Tub

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.

4.97 out of 5 average rating, 29 reviews

The LaFayette House (.1 miles from campus)

5 out of 5 average rating, 36 reviews

A tranquil fire pit is surrounded by smooth stones and comfortable seating, set against a scenic lake view. Boats are visible on the calm water, and lush greenery frames the space, creating a peaceful atmosphere for outdoor gatherings.

Home in Clarklake

Lake Front Oasis: Ready for Spring and Summer!

4.95 out of 5 average rating, 95 reviews

A charming cottage features warm orange siding and a welcoming front porch with white railings. Lush green grass surrounds the home, complemented by small flower pots at the base of the porch. A window above the door allows natural light to fill the entryway.

Home in Coldwater

Baughman's Cove

4.93 out of 5 average rating, 46 reviews

A well-lit sleeping area features a queen bed adorned with a floral-patterned quilt. Two large windows provide natural light, while a small desk and stool are arranged nearby. A potted plant adds a touch of greenery, complemented by a cozy area rug.

Apartment in Horton

Tree House Studio

5 out of 5 average rating, 5 reviews

The exterior of the lake cottage features a light-colored facade and a well-maintained front yard with decorative bushes. A screened porch extends across the front with large windows, allowing for natural light. A gravel pathway leads to the entrance, bordered by a low railing.

Guesthouse in Reading

Relaxation Party of 2

4.95 out of 5 average rating, 57 reviews

The cabin's exterior is shown, featuring a rustic wooden structure with a green roof. A screened-in porch is visible, alongside a set of wooden stairs leading to the entrance. Surrounding landscaping includes green shrubbery, under a partly cloudy sky.

Cabin in Cement City

Step Away From The Stress and Enjoy YOU!