Helenville Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Helenville vacation rentals

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $142
CA $192 total
includes taxes & fees
May 25 - May 26
Queen Studio Suite w/ Kitchenette in Oconomowoc

Spacious 5-bedroom Lake House on Lovely Moose Lake in Lake Country, Wisconsin

Spacious 5-bedroom Lake House on Lovely Moose Lake in Lake Country, Wisconsin
Nashotah
10.0 out of 10, Exceptional, (1 review)
"Had a great stay at this beautiful property. It felt like we were in the Northwoods with the private driveway and wooded area. Large house with lots of communal space in addition to sizeable bedrooms for the family. The outside as well as firepit / beach area is really nice to enjoy the view and the lake. The other great part is the baby items they have including a crib and high chair. I would recommend this to anyone trying to get away for a week with a family as there is a walking trail,...
United States
Ronald P.
The price is CA $2,160
CA $3,428 total
includes taxes & fees
May 19 - May 20
Spacious 5-bedroom Lake House on Lovely Moose Lake in Lake Country, Wisconsin

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (49 reviews)
"Fairly private. "
United States
Cheryl H.
The price is CA $178
CA $317 total
includes taxes & fees
Jun 3 - Jun 4
Log Cabin at Lake Koshkonong - “The Overlook”

Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.6 out of 10, Exceptional, (5 reviews)
"Clean place. "
United States
John M.
The price is CA $265
CA $368 total
includes taxes & fees
May 17 - May 18
Relax & Reboot in this Charming 2-Bedroom Townhome

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (8 reviews)
"The host couldn't have been more helpful especially in light of our last minute changes. The place is just as it looks and is located in darling Delafield. I'll definitely be back."
United States
Nancy N.
The price is CA $174
CA $327 total
includes taxes & fees
May 17 - May 18
Historic Downtown Luxury-Lake-Coffee-Spa like BA

Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is CA $218
CA $460 total
includes taxes & fees
May 18 - May 19
Vast Lake Koshkonong Views from Pier, Deck, & Home

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)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is CA $240
CA $436 total
includes taxes & fees
May 18 - May 19
Historic Downtown- King Bed-St Johns Acad-Shopping

Lakefront Views + Walk to Dining | Kayaks + Firepit

Lakefront Views + Walk to Dining | Kayaks + Firepit
Pewaukee
9.6 out of 10, Exceptional, (17 reviews)
"comfortable with great sunsets"
United States
Richard S.
Lakefront Views + Walk to Dining | Kayaks + Firepit

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (30 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 $364
CA $848 total
includes taxes & fees
Jun 2 - Jun 3
Waterfront Lake Cottage - Upper Nemahbin Lake

Charming Historic Upper • Walk to Downtown, Festivals & Beach

Charming Historic Upper • Walk to Downtown, Festivals & Beach
Oconomowoc
10.0 out of 10, Exceptional, (37 reviews)
"Very cute and clean property. Location was great - walk to coffee, dinner etc."
United States
Stephanie B.
The price is CA $259
CA $645 total
includes taxes & fees
May 18 - May 19
Charming Historic Upper • Walk to Downtown, Festivals & Beach

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

A little home away to decompress, meditate, or get some work done.
Edgerton
The price is CA $62
CA $123 total
includes taxes & fees
May 19 - May 20
A little home away to decompress, meditate, or get some work done.

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
9.4 out of 10, Exceptional, (22 reviews)
"Enjoyed our stay, great location and back yard"
United States
Jon L.
The price is CA $353
CA $930 total
includes taxes & fees
May 26 - May 27
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

BoatHouse ~Rock Lake~HotTub~ Pet-Friendly
Lake Mills
The price is CA $348
CA $664 total
includes taxes & fees
Jun 2 - Jun 3
BoatHouse ~Rock Lake~HotTub~ Pet-Friendly

Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (4 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 $272
CA $501 total
includes taxes & fees
May 27 - May 28
Private Hot Tub • Bright Home Near Downtown

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.
The price is CA $212
CA $396 total
includes taxes & fees
May 17 - May 18
Historic Downtown-Old World Charm-Dining-Coffee

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $178
CA $232 total
includes taxes & fees
May 19 - May 20
Spacious Accessible Studio w/ Walk-In Shower

Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $216
CA $277 total
includes taxes & fees
Jun 10 - Jun 11
Accessible 1-BR Suite w/ Two Double Beds

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
The price is CA $457
CA $588 total
includes taxes & fees
May 29 - May 30
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast

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

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
The price is CA $306
CA $395 total
includes taxes & fees
May 19 - May 20
2-BR Suite w/ King & Double Beds + Kitchen
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Helenville Hotel Reviews

Find out more about Helenville

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 Helenville. 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 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?

A little home away to decompress, meditate, or get some work done.: Visitors like this Helenville vacation home rental. It offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Make the most of the selection of games in this rental home to help you unwind.

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.