Helenville Vacation Rentals

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Our top choices for Helenville vacation rentals

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 reviews)
"Cute! Near winery and a supper club! "
United States
Juanita W.
$166 nightly
The price is $175
Jan 14 - Jan 15
Total with taxes and fees
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.4 out of 10, Exceptional, (6 reviews)
"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.
$202 nightly
The price is $228
Jan 10 - Jan 11
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Studio | Free Breakfast. Pool. Gym

Studio | Free Breakfast. Pool. Gym
Oconomowoc
$114 nightly
The price is $127
Feb 1 - Feb 2
Total with taxes and fees
Studio | Free Breakfast. Pool. Gym

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48 reviews)
"Such a cute cabin across the street from Lake Koshkonong. Our host was very accommodating and quick to respond!"
United States
John & Debbie R.
$154 nightly
The price is $162
Jan 11 - Jan 12
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
2.0 star property
Edgerton
$80 nightly
The price is $84
Jan 10 - Jan 11
Total with taxes and fees
A little home away to decompress, meditate, or get some work done.

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.
2.0 star property
Oconomowoc
$224 nightly
The price is $254
Jan 10 - Jan 11
Total with taxes and fees
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

Free Breakfast, Gym, Great for Business Travelers!

Free Breakfast, Gym, Great for Business Travelers!
Oconomowoc
$133 nightly
The price is $148
Feb 1 - Feb 2
Total with taxes and fees
Free Breakfast, Gym, Great for Business Travelers!

Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!

Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!
Whitewater
9.8 out of 10, Exceptional, (17 reviews)
"Was perfect for our weekend visit. Location was great for UW Whitewater parents weekend. Would definitely stay again!!"
United States
Chad A.
$173 nightly
The price is $196
Jan 26 - Jan 27
Total with taxes and fees
Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!

3-bedroom 2-acre retreat steps from Nagawicka Lake and Park

3-bedroom 2-acre retreat steps from Nagawicka Lake and Park
2.0 star property
Hartland
$321 nightly
The price is $363
Jan 21 - Jan 22
Total with taxes and fees
3-bedroom 2-acre retreat steps from Nagawicka Lake and Park

Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (7 reviews)
"Needed a low cost option for staying downtown for a business meeting. Super convenient and very nice."
United States
Eric B.
$268 nightly
The price is $303
Jan 10 - Jan 11
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping

Pool. Gym. Near Aurora Medical Center!

Pool. Gym. Near Aurora Medical Center!
Oconomowoc
$114 nightly
The price is $127
Feb 1 - Feb 2
Total with taxes and fees
Pool. Gym. Near Aurora Medical Center!

Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (5 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
$246 nightly
The price is $278
Jan 11 - Jan 12
Total with taxes and fees
Historic Downtown-Old World Charm-Dining-Coffee

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 reviews)
"This was an awesome stay and would recommend!"
United States
Carson H.
$717 nightly
The price is $799
Jan 11 - Jan 12
Total with taxes and fees
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Free Breakfast | Great for Business Travelers!

Free Breakfast | Great for Business Travelers!
Oconomowoc
$215 nightly
The price is $240
Feb 1 - Feb 2
Total with taxes and fees
Free Breakfast | Great for Business Travelers!

Free Breakfast. Suite Near Aurora Medical Center!

Free Breakfast. Suite Near Aurora Medical Center!
Oconomowoc
$215 nightly
The price is $240
Feb 1 - Feb 2
Total with taxes and fees
Free Breakfast. Suite Near Aurora Medical Center!

Pool. Gym. Your Next Trip!

Pool. Gym. Your Next Trip!
Oconomowoc
$215 nightly
The price is $240
Feb 1 - Feb 2
Total with taxes and fees
Pool. Gym. Your Next Trip!

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

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
Oconomowoc
4.0 out of 10, (1 review)
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

Everything you need to know about Helenville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Helenville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Helenville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Helenville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Helenville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Helenville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Helenville rentals

At Expedia, we put the best Helenville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Helenville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Helenville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Helenville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

House - 1 minute to Alpine Valley Ski Hill. 5 acres with fireplace: Visitors like this Helenville vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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.