
Vacation rentals in Hillsdale
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Top-rated vacation rentals in Hillsdale
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

Bear Lake access/Getaway/family friendly-Bears Den
Bear Lake welcomes you. Relax with friends/family at this peaceful and sometimes spirited getaway steps away from ALL SPORT Bear Lake. Shared dock where you can swim, Kayak, fish, or merely float. A Public access launch is just yards away for personal watercraft. Evenings sprinkle the sky with plenty of stars to gaze at. Fishing, boating, kayaking, or just relaxing are all at your finger tips. Golfing, restaurants, shopping, and walking/ biking trails nearby. Pontoon/Kayak rentals available.

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.

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!

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.

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.

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.

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.

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.

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!

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
Other great vacation rentals in Hillsdale

Helen's Lakeview Cottage

Firefly Cottage Lake front home on Baw Beese Lake

Cozy 3BR Hillsdale Haven

Private home near Hillsdale Hospital

Bear Lake Cottage ... Pontoon Available for Rent

Grams Place

Tree House Studio

Sapphire Shores: Lakefront W/Hot Tub & Fireplace
When is the best time to visit Hillsdale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 173 | € 172 | € 175 | € 151 | € 189 | € 169 | € 154 | € 146 | € 142 | € 176 | € 161 | € 174 |
| Avg. temp | -2°C | -1°C | 4°C | 11°C | 17°C | 22°C | 24°C | 23°C | 19°C | 13°C | 6°C | 0°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 € 43 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 & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Hillsdale vacation rentals include wi-fi 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!
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