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Hillsdale vacation rentals

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Top-rated vacation rentals in Hillsdale

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

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Rental unit in Clarklake

4.92 out of 5 average rating, 348 reviews

Turtle Cove Lakefront, pool, hot tub, Sauna!

Full private apartment lakefront (NOT ENTIRE HOUSE) with many opportunities to relax! Swim in the heated pool (SEASONAL), hot tub (open all year), Sauna, fish, kayak, bonfire, walk or bike the nearby trails, relax under the gazebo by the lake, cook at the outdoor kitchen (Seasonal)/fireplace patio .We accommodate small bachelorette parties, wedding parties and have other properties nearby for additional rentals if needed. We offer professional gift baskets for any occasion, starting at $35.

Home in Homer

4.97 out of 5 average rating, 109 reviews

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.

Cottage in Sherwood

4.93 out of 5 average rating, 189 reviews

Lakefront cottage☀️Amazing views🌅Kayaks🛶relax❤️

Welcome to Reel-Axe-Inn cottage on 525 acre all sports Union Lake. Our cottage is small but functional! We are about 10 min. from Union City & Athens, 25 min from Coldwater. During summer season you can bring a boat or jet ski's to put in at the public dock and enjoy our floating raft. Our dock/seawall area is a great fishing location (bring your own fishing gear), we have 2 kayaks for you to enjoy, fire pit, lots of outdoor seating in both sun and shade. Follow us on Insta at @reelaxeinn.

Cottage in Coldwater

4.79 out of 5 average rating, 158 reviews

Lake Escape Cottage(waterfront, jacuzzi, parking)

Discover the perfect family escape at this cozy lakefront cottage. Start your mornings on the back deck with a cup of coffee, overlooking the tranquil waters. End your days by the firepit, creating cherished memories by the lake. Inside, you'll find a stocked kitchen, two bedrooms, and a luxurious jacuzzi bathtub. Feel at home with the convenience of a washer and dryer. Restaurants and grocery stores are mere minutes away, making this the ideal home away from home for your lake getaway.

Bungalow in Jackson

4.95 out of 5 average rating, 352 reviews

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower only), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Cottage in Fremont

4.96 out of 5 average rating, 137 reviews

The Cottage at The Mill District

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). Sip a coffee and shop in our on-site boutique store (by appointment). Peaceful location located next to clear lake.

Farm stay in Hillsdale

4.99 out of 5 average rating, 314 reviews

Bluebird Trails Bed and Breakfast

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that 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.

Rental unit in Marshall

4.9 out of 5 average rating, 143 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!

Home in Grass Lake Charter Township

4.92 out of 5 average rating, 227 reviews

Couples getaway, Hot Tub included!

Enjoy some rest and relaxation. The two person hot tub will be running all year long and ready to sooth your cares away. Immerse in the quiet canal views from the screened patio with outdoor heater. Many Wineries, walking trails, and museums locally. UM football fans -just 30 miles to the Big House. Complimentary small sailboat, paddle boards, kayaks and pedal boat. Inquire about pontoon availability May-Oct (billed separately).

Rental unit in Hillsdale

4.9 out of 5 average rating, 135 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.

Home in Bronson

4.97 out of 5 average rating, 154 reviews

Water’s Edge-hot tub, pet friendly, fee free!

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Home in Hillsdale

4.89 out of 5 average rating, 263 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.

Vacation rentals for every style

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Hillsdale vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Hillsdale's top sights

Johnny T's Bistro7 locals recommend

Hillsdale College7 locals recommend

Checker Records5 locals recommend

Walmart Supercenter5 locals recommend

Hungry Howie's Pizza4 locals recommend

Jilly Beans Coffee House4 locals recommend

Other great vacation rentals in Hillsdale

Cottage in Quincy

4.94 out of 5 average rating, 83 reviews

Birdsong Cottage-a short drive from lake access

Cabin in Concord

4.97 out of 5 average rating, 30 reviews

Quonset Hut Cottage

Cabin in Albion

5 out of 5 average rating, 15 reviews

Tiny house +workspace + acreage + near lake

Home in Pittsford

5 out of 5 average rating, 32 reviews

R&R friendly House

Home in Hillsdale

5 out of 5 average rating, 23 reviews

Firefly Cottage Lake front home on Baw Beese Lake

Home in Coldwater

4.9 out of 5 average rating, 96 reviews

Cozy Lakefront Cottage on Huyck Lake

Home in Hillsdale

5 out of 5 average rating, 10 reviews

Home on Hillcrest

Home in Jonesville

5 out of 5 average rating, 34 reviews

The Wetmore House

Quick stats about vacation rentals in Hillsdale

Total rentals
40 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

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.
Are there pet-friendly vacation rentals in Hillsdale?
Four-legged friends are welcome in Hillsdale. Choose from more than 10 vacation rentals for guests traveling with pets.
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 $60 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 apartment rentals in Hillsdale have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Hillsdale. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore