Helenville Vacation Rentals

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Our top choices for Helenville vacation rentals

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 ¥19,827
¥35,812 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Historic Downtown Luxury-Lake-Coffee-Spa like BA
The price is ¥15,362
¥36,059 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.
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 ¥27,321
¥47,456 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Historic Downtown- King Bed-St Johns Acad-Shopping
9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is ¥14,827
¥30,211 total
includes taxes & fees
Dec 25 - Dec 26
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
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 ¥24,199
¥43,399 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Historic Downtown-Old World Charm-Dining-Coffee

Vacation Home in Elkhorn

comfortably sleeps 10 guests
10.0 out of 10, Exceptional, (41)
"Great place, great manager "
United States
Chris C.
The price is ¥23,418
¥66,991 total
includes taxes & fees
Dec 25 - Dec 26
comfortably sleeps 10 guests
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."
United States
sk k.
The price is ¥32,008
¥75,884 total
includes taxes & fees
Dec 25 - Dec 26
✨ Stylish Home with Fire Pit: Near Downtown & Weddings Venues ✨
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is ¥13,270
¥28,000 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Log Cabin at Lake Koshkonong - “The Overlook”

Apartment in Oconomowoc

Studio | Free Breakfast. Pool. Gym
The price is ¥15,301
¥20,512 total
includes taxes & fees
Dec 28 - Dec 29
Studio | Free Breakfast. Pool. Gym
The price is ¥18,274
¥23,813 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Free Breakfast, Gym, Great for Business Travelers!
9.8 out of 10, Exceptional, (19)
"This was an awesome stay and would recommend!"
United States
Carson H.
The price is ¥56,515
¥124,811 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
The price is ¥28,242
¥85,812 total
includes taxes & fees
Dec 31 - Jan 1, 2026
DElafield Rivers Gateway Luxurious Condo
The price is ¥15,301
¥20,512 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Pool. Gym. Near Aurora Medical Center!
The price is ¥30,159
¥38,240 total
includes taxes & fees
Dec 29 - Dec 30
Free Breakfast. Suite Near Aurora Medical Center!

Condo in Oconomowoc

Pool. Gym. Your Next Trip!
The price is ¥30,159
¥38,240 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Pool. Gym. Your Next Trip!
The price is ¥30,159
¥38,416 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Free Breakfast | Great for Business Travelers!
4.0 out of 10, (1)
The price is ¥22,136
¥28,276 total
includes taxes & fees
Dec 28 - Dec 29
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 Helenville Hotel Reviews

Find out more about Helenville

Search for holiday rentals in Helenville on Expedia! You can easily find your home rentals, villas, holiday apartments in Helenville 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 Helenville!

Frequently asked questions

Can I find a vacation rental in Helenville?

Yes, we have vacation rentals near well known sights in Helenville, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Helenville has to offer?

LAKEFRONT HIDDEN GEM !: Visitors like this Helenville 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 can I see and do in Helenville?

Explore the area and family-friendly sights such as Fowler Lake Park, or get out into nature at a spot like Glacial Drumlin State Trail West. Jefferson County Fairgrounds and Johnson Creek Premium Outlets are a couple of places you'll find in the larger area.

What’s a vacation rental in Helenville like?

Vacation rentals are privately owned properties you can book for a long or short time in Helenville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family gatherings.