Hebron Holiday Rentals

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Holiday Rentals in Hebron

Log home Lake Koshkonong and Rock River !

10.0 out of 10, Exceptional, (25)
"Very relaxing and peaceful!! Home was very spacious!!"
Log home Lake Koshkonong and Rock River !

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

10.0 out of 10, Exceptional, (5)
"Beautiful home and property, lots of space to spread out and have privacy. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.8 out of 10, Exceptional, (90)
"Relaxing weekend with a mom and daughter, and daughter-in-law. We were looking for a relaxing weekend with reading, good eating and drinking and nearby small town shops. And we got it all. 1bedroom downstairs, large Master on the main floor. A lot of spaces to relax, the property is gorgeous. The kitchen is impressive. Communication was easy, quick and helpful."
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Eagle's Landing on the Rock River, Pontoon available for additional fee

10.0 out of 10, Exceptional, (10)
"Great property! Want to return next summer for a family vacation."
Eagle's Landing on the Rock River, Pontoon available for additional fee

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (145)
"Cute house with all the amenities you need for a great getaway!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Book Xmas & Winter Now! Fireplace/Arcade/PingPong

10.0 out of 10, Exceptional, (13)
"Cool place with nice amenities. Only complaint is the fan needs to be repaired in the front bedroom. But everything was great. "
Book Xmas & Winter Now! Fireplace/Arcade/PingPong

Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

10.0 out of 10, Exceptional, (31)
"We loved our stay here. We wanted a quiet place to stay for an extended weekend and this was the perfect spot. My kids loved the pier, the kayaks, and the bikes. I loved the giant couch and the view! The pictures didn't show off how amazing this house really is so when I walked in I literally said "Wow!". The house had everything you could possibly need. Thank you for letting us stay at your property. We will definitely be back again. "
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

Historic, Vintage, Classy, 11 bed, 5+ bath!

10.0 out of 10, Exceptional, (6)
" We were immediately impressed with the property! It was beautiful and well appointed.The host was responsive."
Historic, Vintage, Classy, 11 bed, 5+ bath!

Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

9.6 out of 10, Exceptional, (75)
"The check in and check out process was very easy! Lots of room for our trip with extended family. We loved the location and the open space with the swings right across the road was perfect for little children."
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

The Starlight Tower Manor, River, Arcades, Observatory, Theater by RedAwning

10.0 out of 10, Exceptional, (3)
"Very nice accommodations for sleeping all 18 (8 adults, 10 kids) of us comfortably. Good communication from manager. Would recommend!"
The Starlight Tower Manor, River, Arcades, Observatory, Theater by RedAwning

comfortably sleeps 10 guests

10.0 out of 10, Exceptional, (31)
"We had everything we needed and more in a good location. Great host, great communication. "
The price is AU$659
includes taxes & fees
1 Dec - 2 Dec
comfortably sleeps 10 guests

'Rock River Retreat' w/ Dock & Private Backyard!

10.0 out of 10, Exceptional, (12)
"House was great for our group. 4 kiddos and 5 adults. Lots of nice extras at house. Pool was great for the kiddos. Beds very comfy! Big bedroom great for a family with kiddos that can sleep safely in bunks. Other bedroom attached directly to it for parents and kiddos in pack n play but could prove awkward for groups not wanting others traipsing through the attached bedrooms to go outside to pool or use the second bathroom. House was clean and well equipped . Would def go back.bedrooms "
'Rock River Retreat' w/ Dock & Private Backyard!

Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

9.6 out of 10, Exceptional, (9)
"We enjoyed our stay. Nice quiet neighborhood and the home is walking distance to Sunset Park. Comfy beds and smart tvs in every room. Lots of towels and supplies. Very clean and tidy. space. Super clean home."
The price is AU$1,091
includes taxes & fees
11 Dec - 12 Dec
Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

10.0 out of 10, Exceptional, (7)
"Great property right on Lauderdale Lakes and next door to Lauderdale landing. House was new, clean, and great for entertaining a large group. Briana was a fantastic host with lightning-quick responses. Couldn't recommend this property enough for larger groups looking to spend a few days on the lake."
Newly remodeled Lauderdale Lakes waterfront home-hot tub, sauna, pickleball!

Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

10.0 out of 10, Exceptional, (18)
"Plenty of room for everyone and nice location for our weekend getaway. Far enough from the hustle and bustle but close enough to have things to do! Enjoyed an afternoon of antiquing and exploring Madison which is a short drive. Grocery store and gas station located within minutes of the property. Relaxing lake side location and views. Would definitely recommend!"
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

Lake House with Hot Tub - Birding Paradise

9.0 out of 10, Wonderful, (10)
"A secluded lakefront property on a calm lake great for canoeing and kayaking, with easy access to Delavan and Williams Bay. Plenty of room for our 9-person multi-generational family. Well-outfitted kitchen made for easy meal preparation. Plenty to do in the house and on property as well: games, sports, and puzzles. Will definitely consider staying again."
Lake House with Hot Tub - Birding Paradise

Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

9.4 out of 10, Exceptional, (41)
"Communication with Tammy was great from before we booked the lake house until we checked out - very timely, friendly and professional. The house was clean, plenty of room, included everything we needed and had beautiful view. Best of all, we were able to bring our pets! We would love to come back in the summer and take advantage of warmer weather and all the goodies she has for the lake. Thanks for helping us find a great place to stay!"
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

Welcome to the Treehouse. Our home away from home and hopefully yours too.

10.0 out of 10, Exceptional, (66)
"The treehouse was beautiful! It was close to the lake, central to the wedding events we were attending and very cozy. The host was very communicative and prepared for our group as well. "
Welcome to the Treehouse. Our home away from home and hopefully yours too.
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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Other types of properties in Hebron you may be interested in

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

2.5 star property
8.6 out of 10, Excellent, (1028)
"We loved our stay! "
The price is AU$135
includes taxes & fees
16 Dec - 17 Dec
La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Days Inn by Wyndham Johnson Creek

2.0 star property
7.4 out of 10, Good, (717)
"Our stay here went well. "
The price is AU$111
includes taxes & fees
25 Dec - 26 Dec
Days Inn by Wyndham Johnson Creek

AmericInn by Wyndham Fort Atkinson

2.5 star property
8.2 out of 10, Very good, (542)
"Steps are not my friend "
The price is AU$108
includes taxes & fees
1 Dec - 2 Dec
AmericInn by Wyndham Fort Atkinson
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Hebron?

Yes, there are holiday rentals close to the most popular sights in Hebron, 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 Hebron has to offer?

Log home Lake Koshkonong and Rock River !: This holiday home rental outside of Hebron offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and an arcade/games room.

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 wider area, you’ll find University of Wisconsin-Whitewater and Fireside Dinner Theatre.

What’s a holiday rental in Hebron like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hebron. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family getaway.