Hebron Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Hebron vacation rentals

Private kitchen
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
Milton
9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is ￥9,676
￥24,182 total
includes taxes & fees
Dec 14 - Dec 15
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior
Studio | Free Breakfast. Pool. Gym

Studio | Free Breakfast. Pool. Gym

Studio | Free Breakfast. Pool. Gym
Oconomowoc
The price is ￥14,679
￥19,814 total
includes taxes & fees
Dec 21 - Dec 22
Studio | Free Breakfast. Pool. Gym
Property grounds
Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is ￥11,686
￥26,301 total
includes taxes & fees
Dec 17 - Dec 18
Log Cabin at Lake Koshkonong - “The Overlook”
Exterior
comfortably sleeps 10 guests

comfortably sleeps 10 guests

comfortably sleeps 10 guests
Elkhorn
10.0 out of 10, Exceptional, (40)
"Great property for our week in Elkhorn! Will definitely book again."
United States
Jon B.
The price is ￥23,372
￥66,859 total
includes taxes & fees
Dec 14 - Dec 15
comfortably sleeps 10 guests
Exterior
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.4 out of 10, Exceptional, (6)
"We were in town for a wedding and this place was perfect. Great location, close to restaurants, shopping and the wedding venue was only 15 minutes away. Unit was very clean and comfortable. It had everything we needed. We loved Angelina's Restaurant which is right around the corner. If you stay here definitely eat at Angelina's."
United States
Christopher M.
The price is ￥19,747
￥35,668 total
includes taxes & fees
Dec 15 - Dec 16
Historic Downtown Luxury-Lake-Coffee-Spa like BA
Microwave, oven, stovetop
Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.6 out of 10, Exceptional, (4)
"Clean place. "
United States
John M.
The price is ￥28,513
￥39,945 total
includes taxes & fees
Dec 29 - Dec 30
Relax & Reboot in this Charming 2-Bedroom Townhome
Interior
Arcade/Fireplace/CoffeeBar The Holidays Start Here

Arcade/Fireplace/CoffeeBar The Holidays Start Here

Arcade/Fireplace/CoffeeBar The Holidays Start Here
Milton
10.0 out of 10, Exceptional, (17)
"We had the best VRBO experience at Harbor House. The hosts are absolutely fabulous. The house was perfect, just as presented online. 6 of us adults and a little French bulldog spent a long weekend there so we could cheer on our son (one of the visitors) as he ran the half Ironman in Madison. He LOVED the hot tub afterward. Great visit. Would definitely stay again if in the area."
United States
Karrie S.
The price is ￥16,659
￥83,662 total
includes taxes & fees
Dec 15 - Dec 16
Arcade/Fireplace/CoffeeBar The Holidays Start Here
Interior
Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.4 out of 10, Exceptional, (6)
"Needed a low cost option for staying downtown for a business meeting. Super convenient and very nice."
United States
Eric B.
The price is ￥27,211
￥47,265 total
includes taxes & fees
Dec 15 - Dec 16
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior
Free Breakfast, Gym, Great for Business Travelers!

Free Breakfast, Gym, Great for Business Travelers!

Free Breakfast, Gym, Great for Business Travelers!
Oconomowoc
The price is ￥17,645
￥23,108 total
includes taxes & fees
Dec 21 - Dec 22
Free Breakfast, Gym, Great for Business Travelers!
Exterior
✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨

✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨

✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨
Oconomowoc
10.0 out of 10, Exceptional, (19)
"Clean, cozy and convenient for walks dowtown! Stayed a week- Loved all of the special touches- including lots of towels, keurig pods and the smores basket! Thank you for a liovely stay in Oconomowoc."
United States
sk k.
The price is ￥31,720
￥75,728 total
includes taxes & fees
Dec 29 - Dec 30
✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨
Smart TV, fireplace, video games, DVD player
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Elkhorn
9.8 out of 10, Exceptional, (19)
"This was an awesome stay and would recommend!"
United States
Carson H.
The price is ￥51,729
￥118,484 total
includes taxes & fees
Dec 22 - Dec 23
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Property grounds
DElafield Rivers Gateway Luxurious Condo

DElafield Rivers Gateway Luxurious Condo

DElafield Rivers Gateway Luxurious Condo
Delafield
The price is ￥31,098
￥89,257 total
includes taxes & fees
Dec 31 - Jan 1, 2026
DElafield Rivers Gateway Luxurious Condo
Exterior
Pool. Gym. Near Aurora Medical Center!

Pool. Gym. Near Aurora Medical Center!

Pool. Gym. Near Aurora Medical Center!
Oconomowoc
The price is ￥14,679
￥19,814 total
includes taxes & fees
Dec 21 - Dec 22
Pool. Gym. Near Aurora Medical Center!
Outdoor spa tub
Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
8.8 out of 10, Excellent, (5)
"Overall a really great place! Lots of space to spread out in the house and lots of fun stuff providing with the paddle boards, kayaks, and games. The back deck is huge, but could use a good cleaning. I would recommend this place. "
United States
Jessica D.
The price is ￥29,760
￥109,053 total
includes taxes & fees
Dec 16 - Dec 17
Waterfront - Hot Tub - Sauna - Game Room - Pets
Exterior
Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (5)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is ￥24,101
￥43,223 total
includes taxes & fees
Dec 17 - Dec 18
Historic Downtown-Old World Charm-Dining-Coffee
Exterior
Free Breakfast. Suite Near Aurora Medical Center!

Free Breakfast. Suite Near Aurora Medical Center!

Free Breakfast. Suite Near Aurora Medical Center!
Oconomowoc
The price is ￥30,099
￥38,340 total
includes taxes & fees
Dec 18 - Dec 19
Free Breakfast. Suite Near Aurora Medical Center!
Exterior
Pool. Gym. Your Next Trip!

Pool. Gym. Your Next Trip!

Pool. Gym. Your Next Trip!
Oconomowoc
The price is ￥29,507
￥37,506 total
includes taxes & fees
Dec 21 - Dec 22
Pool. Gym. Your Next Trip!
Exterior
Free Breakfast | Great for Business Travelers!

Free Breakfast | Great for Business Travelers!

Free Breakfast | Great for Business Travelers!
Oconomowoc
The price is ￥29,507
￥37,506 total
includes taxes & fees
Dec 21 - Dec 22
Free Breakfast | Great for Business Travelers!
Exterior
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
Oconomowoc
4.0 out of 10, (1)
The price is ￥21,351
￥27,220 total
includes taxes & fees
Dec 14 - Dec 15
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
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.
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Top Hebron Hotel Reviews

TownePlace Suites by Marriott Oconomowoc

TownePlace Suites by Marriott Oconomowoc

10/10 Excellent
"Clean room"
Tammy 1-night trip
Posted 2 days ago
TownePlace Suites by Marriott Oconomowoc

Find out more about Hebron

Search for holiday rentals in Hebron on Expedia! You can easily find your home rentals, villas, holiday apartments in Hebron using one of the methods below:

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Look no further and take a look at our great range of rental properties in Hebron!

Frequently asked questions

Can I find vacation rentals in Hebron?

Yes, there are vacation rentals near top local attractions in Hebron, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental that Hebron has to offer?

LAKEFRONT HIDDEN GEM !: Visitors like this Hebron vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Hebron?

While exploring the area, visit family-friendly sights like Kettle Moraine Ranch, or get outside and enjoy nature at Lake Koshkonong. In the larger area, you’ll find University of Wisconsin-Whitewater and Cravath Lakefront Park.

What’s a vacation rental in Hebron like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hebron. Vacation rentals offer extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.