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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Guest favorite

Apartment in Olivet

4.99 out of 5 average rating, 292 reviews

Cozy B&B Vintage Charm! By Marshall 5 min to I-69

Enjoy the peaceful charm & ambiance of a restored vintage B&B! Perfect for a romantic getaway, personal retreat or family trip, it’s private, quiet, has views of 200 acres of lovely woods & is beautifully decorated with comfy vintage and cottage style furniture. Amenities include wine Welcome Basket, yummy breakfast items, Starbucks coffee, luxury bedding, Premium TV channels & BOSE speaker! 5 min from I-69, come stay & see why guests call The Cottage a cozy, charming “home away from home!”

Nov 3 – 10

R2,012 ZAR per night

Guest favorite

Cottage in Sherwood

4.93 out of 5 average rating, 160 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.

Feb 21 – 28

R2,286 ZAR per night

Guest favorite

Loft in Delta

4.97 out of 5 average rating, 109 reviews

Twenty Two Steps to Flat "212"

In Downtown Delta, Ohio, a small, friendly village a short distance from Toledo and Detroit. TwentyTwo Steps to Flat 212 is perfect for the quick getaway. Visit family, or attend sports, great for history buffs. Enjoy your stay in the newly decorated & unique space. A fully stocked kitchen, wi-fi, rainfall shower, heated floors, even a piano, restaurant, bar, & patio below, Walk through the entrance & feel at home. }FREE FULL BREAKFAST FOR TWO INCLUDED DAILY in the restaurant{

May 6 – 13

R1,638 ZAR per night

Guest favorite

Cottage in Fremont

4.96 out of 5 average rating, 121 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 (open seasonally)! Peaceful location located next to clear lake.

Feb 5 – 12

R2,856 ZAR per night

Guest favorite

Bungalow in Jackson

4.95 out of 5 average rating, 313 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).

Jul 1 – 8

R1,855 ZAR per night

Guest favorite

Farm stay in Hillsdale

4.99 out of 5 average rating, 271 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.

Aug 8 – 15

R2,170 ZAR per night

Guest favorite

Cabin in Archbold

4.96 out of 5 average rating, 181 reviews

20a Cabinn - Private cabin on 10 woodland acres

Relax with the whole family at this peaceful, rustic and freshly remodeled cabin. Located right off the Archbold turnpike exit just miles away from Sauders village. Enjoy staying inside by the cozy fireplace, 10 acres of wooded property along the tiffin river, direct access to fish the river, and enjoy miles of Scenic views with direct access to the Cannon-Wabash Bike and Walking trail! Room for plenty of guests with 3 bedrooms one king, two queens and a pull out couch.

Nov 6 – 13

R3,939 ZAR per night

Guest favorite

Treehouse in East Leroy

5.0 out of 5 average rating, 568 reviews

Outpost Treehouse

Unique treehouse cabin with all amenities inspired by forest ranger lookout. Though not actually attached to a tree, the outpost treehouse sits in a white pine forest in the middle of a 65 acre active farm. The 15 hand crafted windows allow for great views watching out for Michigan wildlife--White tail deer, turkeys, owls, coyote have all been spotted from the elevated wrap around deck. The biggest regret that guests have noted is “we wish we would have stayed longer”!

Dec 10 – 17

R3,539 ZAR per night

Guest favorite

Cottage in Howe

4.96 out of 5 average rating, 528 reviews

The Cozy Nest - with hot tub!

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. There is a private, 4-person hot tub overlooking the lake. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are a couple of bicycles available for exploring the surrounding countryside as well as a canoe and paddle boat to venture out on the water. Shipshewana is a quick 15-mile drive away.

Jan 19 – 26

R3,902 ZAR per night

Guest favorite

Apartment in Hillsdale

4.89 out of 5 average rating, 118 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.

Mar 11 – 18

R2,610 ZAR per night

Guest favorite

Apartment in Manitou Beach-Devils Lake

4.96 out of 5 average rating, 139 reviews

Cozy Lakeside Apartment

1 bedroom studio apartment (hotel room size), across from Round Lake. Clean and modern, with a Queen bed in bedroom. Also has a full size futon in living area separated by sliding barn door. Small kitchenette in living area with refrigerator, coffee maker, toaster, microwave and electric skillet. Studio is attached to our garage. Use of our 2 kayaks, plus a tandem kayak. Close to MIS, walking distance to Highland Inn Restaurant.

May 18 – 25

R2,184 ZAR per night

Guest favorite

Home in Hillsdale

4.88 out of 5 average rating, 249 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.

Jan 30 – Feb 6

R2,621 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Hillsdale vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Hillsdale's top sights

Hillsdale College7 locals recommend

Finish Line Family Restaurant3 locals recommend

El' Cerrito3 locals recommend

Checker Records5 locals recommend

Johnny T's Bistro7 locals recommend

Hunt Club of Hillsdale3 locals recommend

Other great vacation rentals in Hillsdale

Guest favorite

Loft in Tecumseh

5.0 out of 5 average rating, 146 reviews

The August Company Suite

Jan 6 – 13

R2,468 ZAR per night

Guest favorite

Apartment in Tecumseh

4.89 out of 5 average rating, 354 reviews

Downtown Tecumseh Studio; Italian Spring Getaway!

Feb 12 – 19

R1,851 ZAR per night

Guest favorite

Bus in Grass Lake

4.96 out of 5 average rating, 197 reviews

The Feral Skoolie

Oct 14 – 21

R2,155 ZAR per night

Guest favorite

Guesthouse in Eaton Rapids

4.95 out of 5 average rating, 127 reviews

The Carriage House Inn

Jun 30 – Jul 7

R2,168 ZAR per night

Guest favorite

Home in Hillsdale

5.0 out of 5 average rating, 13 reviews

The Homestead (.4 miles from campus)

May 17 – 24

R2,982 ZAR per night

Guest favorite

Cottage in Hillsdale

4.98 out of 5 average rating, 47 reviews

Bear Lake access/Getaway/family friendly-Bears Den

Dec 7 – 14

R2,638 ZAR per night

Guest favorite

Guesthouse in Jonesville

5.0 out of 5 average rating, 42 reviews

Loft Apartment

Jan 22 – 29

R2,199 ZAR per night

Guest favorite

Home in Hillsdale

5.0 out of 5 average rating, 72 reviews

Newly Renovated Home w/Backyard.

Nov 24 – Dec 1

R5,702 ZAR per night

Show all

Other great vacation rentals in Hillsdale

Guest favorite

Home in Hillsdale

5.0 out of 5 average rating, 24 reviews

Stunning, Peaceful Home 1 mi. to Hillsdale College

Mar 28 – Apr 4

R6,595 ZAR per night

Guest favorite

Home in Hillsdale

5.0 out of 5 average rating, 14 reviews

Firefly Cottage Lake front home on Baw Beese Lake

Dec 7 – 14

R7,394 ZAR per night

Guest favorite

Home in Marshall

4.98 out of 5 average rating, 57 reviews

Relaxing Cottage in Marshall

Jan 4 – 11

R3,433 ZAR per night

Guest favorite

Home in Coldwater

4.89 out of 5 average rating, 66 reviews

Cozy Lakefront Cottage on Huyck Lake

Nov 27 – Dec 4

R2,549 ZAR per night

Superhost

Cottage in Osseo

4.87 out of 5 average rating, 93 reviews

Cozy Lake Cottage w/ Great Lake View

Sep 23 – 30

R3,261 ZAR per night

Guest favorite

Apartment in Horton

4.89 out of 5 average rating, 9 reviews

Tree House Studio

Aug 28 – Sep 4

R2,296 ZAR per night

Guest favorite

Apartment in Marshall

4.92 out of 5 average rating, 98 reviews

Stunning Studio

Mar 25 – Apr 1

R1,846 ZAR per night

Guest favorite

Tiny home in Clayton

5.0 out of 5 average rating, 27 reviews

Songbird Cottage

Jul 1 – 8

R2,506 ZAR per night

Show all

Quick stats about vacation rentals in Hillsdale

Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
R768 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Hillsdale?
Yes! Work meets play with ease at over 20 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 house rentals in Hillsdale have air conditioning?
Absolutely! We offer over 10 house 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 10 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 20 house rentals with wifi in Hillsdale. Enjoy a tailored experience with all the comforts you desire.

Hillsdale vacation rentals

Top-rated vacation rentals in Hillsdale

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Hillsdale vacation rentals

Stay near Hillsdale's top sights

Other great vacation rentals in Hillsdale

Loft in Tecumseh

Apartment in Tecumseh

Bus in Grass Lake

Guesthouse in Eaton Rapids

Home in Hillsdale

Cottage in Hillsdale

Guesthouse in Jonesville

Home in Hillsdale

Other great vacation rentals in Hillsdale

Home in Hillsdale

Home in Hillsdale

Home in Marshall

Home in Coldwater

Cottage in Osseo

Apartment in Horton

Apartment in Marshall

Tiny home in Clayton

Quick stats about vacation rentals in Hillsdale

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Hillsdale?

Are there pet-friendly vacation rentals in Hillsdale?

Do house rentals in Hillsdale have air conditioning?

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

Are there family-friendly house rentals in Hillsdale?

Do house rentals in Hillsdale have wifi?

Destinations to explore