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Hebron Vacation Rentals

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Our top choices for Hebron vacation rentals

1. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is CA $138
CA $274 total
includes taxes & fees
Sep 7 - Sep 8
Log Cabin at Lake Koshkonong - “The Overlook”

2. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $154
CA $205 total
includes taxes & fees
Sep 27 - Sep 28
Spacious Accessible Studio w/ Walk-In Shower

3. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (2 reviews)
"Very quiet, clean and lots of amenities! We had a hiccup with the water/shower, and our host not only communicated quickly but had a plumber over to fix it before the day was over!! She went above and beyond to make our stay comfortable!! A very enjoyable stay!"
United States
Rachel
The price is CA $257
CA $665 total
includes taxes & fees
Sep 8 - Sep 9
Dome House on Whitewater Lake

4. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is CA $187
CA $375 total
includes taxes & fees
Sep 7 - Sep 8
Blue Lakeview Home

5. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (37 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is CA $329
CA $976 total
includes taxes & fees
Sep 8 - Sep 9
Waterfront Lake Cottage - Upper Nemahbin Lake

6. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is CA $248
CA $499 total
includes taxes & fees
Sep 9 - Sep 10
Vast Lake Koshkonong Views from Pier, Deck, & Home

7. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
The price is CA $167
CA $396 total
includes taxes & fees
Sep 29 - Sep 30
3BR Home Near Hahns Lake – Newly Updated Kitchen

8. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is CA $224
CA $376 total
includes taxes & fees
Sep 9 - Sep 10
Historic Downtown Luxury-Lake-Coffee-Spa like BA

9. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $154
CA $205 total
includes taxes & fees
Sep 27 - Sep 28
Queen Studio Suite w/ Kitchenette in Oconomowoc

10. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is CA $259
CA $438 total
includes taxes & fees
Sep 8 - Sep 9
Historic Downtown- King Bed-St Johns Acad-Shopping

11. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 reviews)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is CA $265
CA $491 total
includes taxes & fees
Sep 15 - Sep 16
Private Hot Tub • Bright Home Near Downtown

12. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (1 review)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
The price is CA $249
CA $447 total
includes taxes & fees
Sep 13 - Sep 14
Edgewater Escape

13. Chic Retreat Near Wedding Venues + Fire Pit

Chic Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (27 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is CA $412
CA $901 total
includes taxes & fees
Sep 16 - Sep 17
Chic Retreat Near Wedding Venues + Fire Pit

14. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is CA $429
CA $568 total
includes taxes & fees
Sep 11 - Sep 12
Relax & Reboot in this Charming 2-Bedroom Townhome

15. 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
9.6 out of 10, Exceptional, (30 reviews)
"The house was absolutely perfect!!! Thank you for a great relaxing weekend!"
United States
Annika V.
The price is CA $412
CA $1,006 total
includes taxes & fees
Sep 7 - Sep 8
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

16. The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!

The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!
Elkhorn
10.0 out of 10, Exceptional, (23 reviews)
"The five of us had a great time. Very clean place, and extremely responsive host. I'd highly recommend this place!"
United States
Mathew W.
The price is CA $897
CA $1,518 total
includes taxes & fees
Sep 18 - Sep 19
The Red Lodge - Unique Gem Near Lakes with Game Room and Hot Tub!

17. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
The price is CA $300
CA $385 total
includes taxes & fees
Oct 4 - Oct 5
2-BR Suite w/ King & Double Beds + Kitchen

18. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $191
CA $247 total
includes taxes & fees
Sep 8 - Sep 9
Accessible 1-BR Suite w/ Two Double Beds

19. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is CA $181
CA $236 total
includes taxes & fees
Sep 27 - Sep 28
Accessible 1-BR Queen Suite w/ Roll-In Shower

20. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $181
CA $236 total
includes taxes & fees
Sep 27 - Sep 28
Accessible 1BR Suite | Pool & Daily Breakfast
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

Find out more about Hebron

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hebron. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Beautiful Historic Tudor Mansion with sandy Private Beach: 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 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Whitewater Effigy Mounds Preserve. In the larger area, you’ll find University of Wisconsin-Whitewater and Fireside Dinner Theatre.

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.