Holiday Rentals in Hillsdale

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Hillsdale

Papa's Place

9.4 out of 10, Exceptional, (19)
"Host was very helpful and responsive. Everything was clean and organized. My family was very comfortable and enjoyed our stay. "
Papa's Place

Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!

10.0 out of 10, Exceptional, (60)
"We had a great time at this property. The accomodations were roomy and worked well for for our large family get together. Everyone loved the games and puzzles on a cold, snowy day. "
Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!

Sunrise Pines 3BD 2BA

10.0 out of 10, Exceptional, (78)
"Was staying here for a girls weekend. It was the perfect place. Lots of room. Coty was a great Host. Answered questions quickly and politely. Would love to come back in the fall - it would be beautiful. "
Sunrise Pines 3BD 2BA

The Castle on Lake Montanis - Indoor Pool & Arcade House

10.0 out of 10, Exceptional, (11)
"The host responded quickly to all of our questions. We really enjoyed our stay at this property and made a lot of wonderful memories. Thank you!! "
The Castle on Lake Montanis - Indoor Pool & Arcade House

Poskin Lake Getaway Cabin Lakefront access and beautiful sunrise

9.8 out of 10, Exceptional, (48)
"We had a wonderful stay. Dan and Norah were easy and timely to communicate with. All questions answered quickly and they were very willing to make sure the stay was everything we hoped it would be. The views and privacy are very nice. The home is comfortable - both fireplaces inside work nicely, and furniture is very comfortable. Location is nice - quiet, yet only 15 minutes from multiple towns for food, drinks, activities. We'd definitely go back in the future!"
Poskin Lake Getaway Cabin Lakefront access and beautiful sunrise

Beautiful and Spacious Lake Home. Amazing Panoramic Lake Views.

10.0 out of 10, Exceptional, (11)
"This home is spacious and beautiful. The updates are really nice and clean, the kitchen and baths are fully stocked albeit the bathrooms are small. The location though can not be beaten, gorgeous views in every direction. My family loved our stay! "
Beautiful and Spacious Lake Home. Amazing Panoramic Lake Views.

Cozy cottage with access to Lake Chetek, perfect for relaxing

Cozy cottage with access to Lake Chetek, perfect for relaxing

Cozy Lakefront Cabin w/ canoe, hammock, fire-pit & grill! Perfect group getaway

9.8 out of 10, Exceptional, (107)
"Quiet and peaceful. Eagles to watch. "
Cozy Lakefront Cabin w/ canoe, hammock, fire-pit & grill! Perfect group getaway

Stonehaven Cottages - "The Turtle Cottage"

10.0 out of 10, Exceptional, (75)
"Easy check in and great location for a get away! Quiet and peaceful!"
Stonehaven Cottages - "The Turtle Cottage"

Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

10.0 out of 10, Exceptional, (8)
"It was nice and cozy. Far enough from others and we even went outside and test how loud we could be as we brought a karaoke machine. It was perfect, we couldn't even hear it when we got outside around halfway to the other neighbors. Infinity table was the best thing there with lots of games. Andy was super helpful and got back to me very quickly any time I had questions. Would love to come back next time. 5/5 for sure"
Lakefront, Hot Tub, Golf, Kayaks, ATV, Snowmobile Trails, St.Croix Casino

Spacious Lakefront New Auburn Home w/ Sunroom

10.0 out of 10, Exceptional, (11)
"We had a quick stay at this property over the holidays and found it very spacious, with several gathering areas. The kitchen was well stocked. Although we didn't get to use it, the very large deck leaves plenty of room for outdoor space. Would be great in the summer! If you are an avid pool player, and want to use the table, consider bringing your own short cues as space is quite limited. For a property that sleeps 8 people, a dishwasher would be a nice addition. "
Spacious Lakefront New Auburn Home w/ Sunroom

A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

10.0 out of 10, Exceptional, (60)
"We had a very lovely long weekend stay, three generations of family. Rain was quite prevalent, however the interior of the lake home is spacious and allowed us to play family games at the large table, enjoy meals together, watch the giant TV, take cozy naps, and so on. During the non-rainy portions of our stay, we enjoyed the kayaks, the fire pit, a huge, beautiful deck overlooking the lake and taking walks. The home appears to be recently updated with two bathrooms, lots of beds and a well...
The price is €582
includes taxes & fees
26 Feb - 27 Feb
A chain of lakes cabin for amazing views, remodeled basement, pontoon to rent

Lakefront, The Perfect Stress Relief for Your Busy Life!

10.0 out of 10, Exceptional, (6)
"Quit comfortably Very relaxing stay"
Lakefront, The Perfect Stress Relief for Your Busy Life!

Luxury Lakefront Mansion, EASY access, with Pontoon, Jet Ski and UTV Rentals!

10.0 out of 10, Exceptional, (1)
"An amazing home for our family stay. Several comfortable seating area made it easy for our adult children to spread out. The house is stocked with everything you need to entertain. All the beds are very comfortable. We can definitely see our family making a return visit. Heather was very accommodating."
Luxury Lakefront Mansion, EASY access, with Pontoon, Jet Ski and UTV Rentals!

Lakefront Chetek Haven: Dock, Screened Gazebo

8.8 out of 10, Excellent, (8)
"We were fortunate enough to have a lovely October weekend and enjoyed our stay with yard games and relaxing by the water. The property was well kept and the location was great. With the warm fall there were a lot of Asian beetles that got in at the entry points and we suggested to the owns to add screen doors to help deter so many getting in in the future. We also enjoyed visiting the brewery and other local bars downtown. "
Lakefront Chetek Haven: Dock, Screened Gazebo

Lakefront Family Retreat w/ Private Dock!

9.6 out of 10, Exceptional, (26)
"Booked this place local for our content partners to help us with a photo and video shoot. They really enjoyed the property and place to stay. "
Lakefront Family Retreat w/ Private Dock!

Enjoy a relaxing getaway on Prairie Lake in Cameron, WI

10.0 out of 10, Exceptional, (24)
"Cabin was very clean, and owners were very friendly. Has a little dock for a boat and a fish cleaning station. Perfect place for a couple fisherman to stay!"
Enjoy a relaxing getaway on Prairie Lake in Cameron, WI

Relaxing Lake Home with Private Water Access - Pet Friendly

10.0 out of 10, Exceptional, (19)
"What a fun time! Great stay, perfect amenities and very clean. Would absolutely stay again! "
Relaxing Lake Home with Private Water Access - Pet Friendly

Little Cottage On Prairie - Prairie Lake That Is!!!

10.0 out of 10, Exceptional, (9)
"Cabin is beautiful. First time in Wisconsin and it was a fantastic experience. There was an odor from the basement bathroom that was very noticeable. All in all we loved it. "
Little Cottage On Prairie - Prairie Lake That Is!!!

Lakefront Chetek Vacation Rental w/ Private Dock!

10.0 out of 10, Exceptional, (12)
"Great house very nice location"
Lakefront Chetek Vacation Rental w/ Private Dock!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Hillsdale
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Hillsdale you may be interested in

Northwoods Best Inn -Turtle Lake

2.5 star property
9.4 out of 10, Exceptional, (301)
"Nice holtel!"
The price is €98
includes taxes & fees
2 Mar - 3 Mar
Northwoods Best Inn -Turtle Lake

Holiday Inn Express & Suites Rice Lake by IHG

2.5 star property
9.6 out of 10, Exceptional, (541)
"Love the pool!"
The price is €119
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Express & Suites Rice Lake by IHG

Microtel Inn & Suites by Wyndham Rice Lake

2.0 star property
8.4 out of 10, Very good, (698)
"The room was very nice and clean. As a Wisconsinite I value cleanliness and kindness above all. I received both at this hotel. "
The price is €85
includes taxes & fees
4 Mar - 5 Mar
Microtel Inn & Suites by Wyndham Rice Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find holiday rentals in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsdale has to offer?

Beautiful and Spacious Lake Home! Large Deck Overlooking Lake!: This holiday home rental outside of Hillsdale is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Hillsdale?

While you're exploring the area, City Beach and Lake Chetek are a couple of picturesque spots to get outside and enjoy nature. Barron County Historical Society Pioneer Village Museum and Turtleback Golf Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Hillsdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsdale. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.