House vacation rentals in Hillsdale County

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Top-rated house rentals in Hillsdale County

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Guest favorite

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

4.95 out of 5 average rating, 21 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 favorite

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

5 out of 5 average rating, 52 reviews

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,

Superhost

A living area features comfortable seating arrangements with two armchairs and a sofa. A large television is mounted on a black media console. Natural light enters through a window, complemented by decorative curtains. A coffee table is positioned on a soft area rug, enhancing the space.

Home in Hillsdale

4.79 out of 5 average rating, 19 reviews

Cozy Hillsdale Cottage

Newly renovated home in historic Hillsdale. Perfect for short or extended stay, this house is conveniently located directly across the street from Hillsdale hospital and all attractions in Hillsdale. Whether you are visiting Hillsdale college or rotating through the hospital, you will feel right at home. 5 min walk – Hillsdale Hospital 2 min drive – Downtown 5 min drive – Hillsdale College 7 min drive – Baw Beese Lake 5 min drive – Owens Park 9 min drive – Hillsdale Municipal Airport

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, 13 reviews

Cozy Lakefront Home minutes from Hillsdale College

Welcome to your perfect lakefront getaway! This beautiful lakefront home offers breathtaking views and all the comforts of home. Nestled directly on the water, you will enjoy direct access to the lake for swimming, boating and fishing. Unwind in our new recreational room, featuring a small bar and games, large tv and plenty of comfortable seating. Perfect for family fun, rainy days, and evening gatherings. Free WIFI, air conditioning, laundry, ample parking all available.

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 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

4.85 out of 5 average rating, 20 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 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, 14 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.

Top guest favorite

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, 20 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.

Top 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, 276 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, 58 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, 54 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.