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.

Guest favorite

Apartment in Olivet

4.99 out of 5 average rating, 289 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!”

Aug 20 – 27

$91 per night
Guest favorite

Cottage in Sherwood

4.94 out of 5 average rating, 157 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.

Jan 5 – 12

$106 per night
Superhost

Cottage in Coldwater

4.79 out of 5 average rating, 121 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 bath tub. 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.

Sep 17 – 24

$96 per night

Popular amenities for Hillsdale vacation rentals

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

Home in Munith

4.94 out of 5 average rating, 118 reviews

Schoolhouse on Coonhill Rd

Sep 11 – 18

$99 per night
Superhost

Apartment in Jackson

4.82 out of 5 average rating, 212 reviews

Cozy Garden Apt - Loft Vibes!

May 28 – Jun 4

$77 per night
Guest favorite

Loft in Tecumseh

5.0 out of 5 average rating, 144 reviews

The August Company Suite

Mar 23 – 30

$116 per night
Guest favorite

Apartment in Jackson

4.88 out of 5 average rating, 199 reviews

Modern and spacious apartment close to everything!

Jul 28 – Aug 4

$81 per night
Guest favorite

Treehouse in East Leroy

5.0 out of 5 average rating, 561 reviews

Outpost Treehouse

Sep 13 – 20

$171 per night
Guest favorite

Cottage in Howe

4.96 out of 5 average rating, 515 reviews

The Cozy Nest - with hot tub!

Nov 9 – 16

$188 per night
Guest favorite

Loft in Delta

4.97 out of 5 average rating, 106 reviews

Twenty Two Steps to Flat "212"

May 17 – 24

$73 per night
Guest favorite

Home in Hillsdale

4.9 out of 5 average rating, 40 reviews

Rippon Street Residence | Close to Downtown

Nov 13 – 20

$139 per night
Guest favorite

Guesthouse in Jonesville

5.0 out of 5 average rating, 38 reviews

Loft Apartment

Feb 27 – Mar 6

$104 per night
Guest favorite

Cottage in Hillsdale

4.98 out of 5 average rating, 47 reviews

Bear Lake access/Getaway/family friendly-Bears Den

Aug 19 – 26

$114 per night
Guest favorite

Home in Hillsdale

5.0 out of 5 average rating, 71 reviews

Newly Renovated Home w/Backyard.

Aug 30 – Sep 6

$260 per night
Superhost

Cottage in Osseo

4.87 out of 5 average rating, 93 reviews

Cozy Lake Cottage w/ Great Lake View

Apr 7 – 14

$147 per night

Other great vacation rentals in Hillsdale

Guest favorite

Home in Hillsdale

4.96 out of 5 average rating, 26 reviews

Charger Bungalow Hillsdale College

Apr 28 – May 5

$200 per night
Guest favorite

Apartment in Marshall

4.91 out of 5 average rating, 22 reviews

Lyon Lake Lofts-The Eagles Nest

Oct 15 – 22

$93 per night
Guest favorite

Cottage in Quincy

4.96 out of 5 average rating, 71 reviews

Birdsong Cottage-a short drive from lake access

May 11 – 18

$119 per night
Guest favorite

Apartment in Marshall

4.95 out of 5 average rating, 94 reviews

Stunning Studio

Jan 25 – Feb 1

$92 per night
Guest favorite

Apartment in Hillsdale

5.0 out of 5 average rating, 11 reviews

wildlife sanctuary 3 bed 2 bath Townhouse

Dec 3 – 10

$296 per night
Guest favorite

Home in Coldwater

4.89 out of 5 average rating, 66 reviews

Cozy Lakefront Cottage on Huyck Lake

Dec 8 – 15

$128 per night
Guest favorite

Home in Coldwater

5.0 out of 5 average rating, 17 reviews

Peaceful lake retreat

Dec 8 – 15

$135 per night
Guest favorite

Tiny home in Clayton

5.0 out of 5 average rating, 26 reviews

Songbird Cottage

Sep 21 – 28

$114 per night
Guest favorite

Home in Marshall

4.98 out of 5 average rating, 54 reviews

Relaxing Cottage in Marshall

Nov 22 – 29

$170 per night
Guest favorite

Home in Homer

4.97 out of 5 average rating, 91 reviews

Benham Schoolhouse

Oct 12 – 19

$160 per night
Guest favorite

Home in Coldwater

4.94 out of 5 average rating, 34 reviews

Baughman's Cove

Nov 15 – 22

$132 per night
Guest favorite

Home in Clarklake

4.94 out of 5 average rating, 68 reviews

Beautiful Clarklake home steps away from the lake!

Apr 17 – 24

$125 per night

Quick stats about vacation rentals in Hillsdale

Total rentals

30 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

2K reviews

Nightly prices starting at

$40 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 house rentals in Hillsdale?

    Experience the best of Hillsdale with our house rentals, starting at about $50 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 10 house rentals with wifi in Hillsdale. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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  3. Michigan
  4. Hillsdale County
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