Vacation rentals in Hillsdale

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Hillsdale

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

%{current} / %{total}1 / 1
Top guest favourite
The farmhouse is nestled among greenery, featuring a wraparound porch and a private deck extending from the upper level. The structure showcases a gable roof and a chimney, surrounded by trees and lush grass.
Farm stay in Hillsdale
4.98 out of 5 average rating, 360 reviews

Bluebird Trails

This is a rare opportunity to be the only guests on 220 acres of gentle hills with grasslands interspersed with trees and ponds. You may explore the woodlands and wetlands as well as the sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and across the yard are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

Top guest favourite
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
4.93 out of 5 average rating, 45 reviews

Tree House Studio

TheTree House Studio, across the road from the turquoise water of Round Lake is ideal for lake fun, hiking, fishing, relaxing getaway, writer or artist retreat, or change of pace from a home office Enjoy a private apartment while also having shared use of the large deck, grill, yard, and hot tub (please understand that hot tubs require maintenance and will occasionally be unavailable for a brief time) Round lake park is around the corner 20 min from Jackson, an hour from Lansing/ Ann Arbor

Top guest favourite
A welcoming living room features a comfortable sectional sofa, accompanied by a decorative coffee table. A gas fireplace is seen beneath a mantle, with the word 'Relax' displayed above. Natural light enters through large windows, enhancing the cozy atmosphere.
Cottage in Grass Lake Charter Township
4.94 out of 5 average rating, 208 reviews

Clever Fox Cottage, hot tub and dog friendly

Enjoy our hot tub all year long. Canal views with free access to pedal boat, SUPs, and kayak. Relax by the indoor gas fireplace or fire pit. Guest rave about nearby wineries and walking trails. UM football : 30 miles to the Big House. Equestrians- Waterloo Hunt: 9 miles. We offer dog-friendly accommodations (pet fee required). Want a pontoon to explore the lake? Boat rental within walking distance at the end of our street. We do NOT take responsibility for third-party boat rentals.

Guest favourite
A light-filled living area is presented with a soft gray couch adorned with decorative pillows. Built-in white cabinetry features a television and shelves displaying plants and decorative items. A window provides views of outdoor greenery, enhancing the open and airy feel of the space.
Apartment in Marshall
4.86 out of 5 average rating, 236 reviews

Stunning Studio

Lovely one bedroom studio just a four minute walk from Marshall’s beautiful historic downtown! Shop, eat, and explore this bustling community with a small-town feel! Enjoy our full itinerary of local events, or explore other wonderful local communities. Marshall’s proximity to intersecting state highways I-94, and I-69 offers a perfect spot to access all the bounties the State of Michigan has to offer. Come explore the Great Lake State in comfort and style!

Guest favourite
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 🐎 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 favourite
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.

Top guest favourite
A spacious living area features hardwood floors and warm orange walls. A comfortable sofa sits on a patterned area rug, with a small table and two stools nearby. Bright recessed lighting highlights the room, and two skylights allow natural light to filter in.
Guesthouse in Jonesville
5 out of 5 average rating, 75 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 favourite
The exterior of the cottage features a combination of white siding and natural wood accents. Large floor-to-ceiling windows provide expansive views of the surrounding landscape. A manicured grassy area surrounds the structure, complemented by the presence of mature trees and a nearby black circular building.
Cottage in Fremont
4.97 out of 5 average rating, 188 reviews

Relaxing Cottage Near Clear Lake

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Guest favourite
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, 283 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 favourite
Home in Hillsdale
4.95 out of 5 average rating, 19 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.

Guest favourite
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.
Home in Manitou Beach-Devils Lake
4.9 out of 5 average rating, 136 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.

Top guest favourite
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
4.95 out of 5 average rating, 429 reviews

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!

Popular amenities for Hillsdale vacation rentals

When is the best time to visit Hillsdale?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$283 CAD$282 CAD$286 CAD$247 CAD$309 CAD$276 CAD$252 CAD$240 CAD$233 CAD$288 CAD$264 CAD$285 CAD
Avg. temp-2 °C-1 °C4 °C11 °C17 °C22 °C24 °C23 °C19 °C13 °C6 °C0 °C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Hillsdale?

    Yes! Work meets play with ease at over 30 vacation rentals in Hillsdale featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Hillsdale have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Hillsdale. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Hillsdale?

    Experience the best of Hillsdale with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Hillsdale?

    Hillsdale has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Hillsdale have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Hillsdale. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Hillsdale?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Hillsdale

  • Total vacation rentals

    Explore 40 vacation rentals in Hillsdale

  • Nightly prices starting at

    Hillsdale vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,840 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Hillsdale vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Hillsdale rentals

  • 4.9 Average rating

    Hillsdale stays are highly rated by guests—averaging 4.9 out of 5!

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