House vacation rentals in Hillsdale County

An outdoor hot tub, accommodating eight, is filled with bubbling water. Surrounding it, vibrant greenery and a blue cottage are visible. Relaxed individuals enjoy the warm environment, while a wooden deck and snacks can be seen in the foreground.

4.97 out of 5 average rating, 32 reviews

Charger Bungalow Hillsdale College

This family home has a welcoming beach cottage feel, just steps from the campus of Hillsdale College, and 400 yards from the football field. Great for weekend games, parent's weekend, Alumni events, or visiting relatives in the area. Over 1800 sq. ft. of indoor living space, plus an 8X10 outdoor hot tub that seats 8 comfortably. Open concept dining/kitchen area. 2 upscale spa bathrooms with jetted tub. Backyard fire pit, hammock and corn-hole make this a perfect retreat. You must be 25 to rent

A softly lit bedroom features a spacious bed with neutral linens and decorative pillows. Natural light filters in through a large window, illuminating the calming space. A simple piece of artwork hangs on the wall, and a neatly designed door is partially visible.

5 out of 5 average rating, 6 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.

5 out of 5 average rating, 25 reviews

The serene shoreline of Berry Lake is visible, featuring well-maintained grassy areas leading to a wooden dock. Several boats are anchored nearby, with calm water reflecting the clear blue sky. Surrounding trees provide a natural backdrop, enhancing a peaceful lakeside environment.

Home in Reading

Lake Berry hideaway

This is a Lake house on Berry Lake. Enjoy the lake sitting on the porch enjoy your drink of choice while watching the ducks and swans swim across the lake. Bring your fishing poles and fish from the dock. You can launch your canoe or kayaks from the community beach area just a short distance from the house. We are close to Hillsdale College, antique shops, other lakes, and Amish stores. Our home is fully stocked with bedding, towels, laundry supplies, kitchen supplies, as well as internet.

5 out of 5 average rating, 37 reviews

A single-story cabin-style home features a brick facade with blue siding. Large front windows allow for natural light, while a white door serves as the main entrance. The surrounding yard, partially landscaped with grass and bare trees, offers a quiet setting.

Home in Pittsford

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,

4.93 out of 5 average rating, 46 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.

The calm lake reflects a sunset, with vibrant oranges and yellows merging with the darkening sky. Surrounding trees and distant houses create a serene backdrop. A private dock is visible on the right, positioned along the water's edge.

5 out of 5 average rating, 16 reviews

Lovely 6Bed 4Bath Lakefront home Game Garage

*New!!! Beach!!! * New!!! Heated Game Garage!! *Lakefront property! * Private All Sports Lake * Private Dock (Memorial Day weekend to Labor Day weekend) *3.9 miles from Hillsdale College! *10 Minutes from downtown Hillsdale, shopping and restaurants! * 10 Minutes from Allen, MI, Antique capital of Michigan! *Mother-in-Law style suite *2 Full Kitchens! *4 Full Bathrooms! *12 Beds! (6 bedrooms) *Access to kayaks, paddle board and pedal boat! (Memorial Day weekend to Labor Day weekend)

5 out of 5 average rating, 13 reviews

A rustic living area features a leather sofa adorned with black and white checkered pillows. Exposed wooden beams and walls create a warm atmosphere, while a wooden staircase with logs leads to the upper level. A soft carpet covers the floor.

Home in Jonesville

Newly Renovated / Bullhead Lake

Enjoy a family-friendly getaway at this newly remodeled lakeside retreat! With rustic charm, modern updates, and new AC, furnace, and appliances, it’s the perfect mix of comfort and style. Located on Bullhead Lake, just 4 miles from Hillsdale College and a half-mile from Walmart, you’ll love the convenience. Relax on the deck and take in stunning sunsets over the lake, or explore the nearby area for plenty of activities. Hot tub available

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.

5 out of 5 average rating, 13 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.

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, 269 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.

5 out of 5 average rating, 32 reviews

The exterior of the house features traditional white siding and a charming sloped roof. A porch with a couple of chairs invites relaxation. The surrounding yard is grassy, dotted with fallen leaves, and framed by a vibrant tree displaying autumn colors.

Home in Jonesville

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.

5 out of 5 average rating, 26 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 seawalled 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.

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.