Helenville Vacation Rentals
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Our top choices for Helenville vacation rentals
Apartment in Delafield
Historic Downtown Luxury-Lake-Coffee-Spa like BA9.4 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."
Christopher M.
The price is ￥19,827
￥35,812 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Vacation Home in Oconomowoc
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.The price is ￥15,362
￥36,059 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Apartment in Delafield
Historic Downtown- King Bed-St Johns Acad-Shopping9.4 out of 10, Exceptional, (6)
"Needed a low cost option for staying downtown for a business meeting. Super convenient and very nice."
Eric B.
The price is ￥27,321
￥47,456 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cottage in Milton
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
Juanita W.
The price is ￥14,827
￥30,211 total
includes taxes & fees
Dec 25 - Dec 26
Apartment in Delafield
Historic Downtown-Old World Charm-Dining-Coffee10.0 out of 10, Exceptional, (5)
"Great place to rest and relax on a fun weekend getaway. "
Jeffrey C.
The price is ￥24,199
￥43,399 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Vacation Home in Elkhorn
comfortably sleeps 10 guests10.0 out of 10, Exceptional, (41)
"Great place, great manager "
Chris C.
The price is ￥23,418
￥66,991 total
includes taxes & fees
Dec 25 - Dec 26
Vacation Home in Oconomowoc
✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨10.0 out of 10, Exceptional, (20)
"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."
sk k.
The price is ￥32,008
￥75,884 total
includes taxes & fees
Dec 25 - Dec 26
Cabin in Edgerton
Log Cabin at Lake Koshkonong - “The Overlook”9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
Nicholas R.
The price is ￥13,270
￥28,000 total
includes taxes & fees
Jan 6 - Jan 7, 2026
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 Helenville Hotel Reviews
Fairfield Inn & Suites by Marriott Whitewater
10/10 Excellent
Find out more about Helenville
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