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Helenville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Helenville vacation rentals

A small cabin with a wooden deck and a glass door.

1. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is CA $169
CA $309 total
includes taxes & fees
Oct 5 - Oct 6
Log Cabin at Lake Koshkonong - “The Overlook”
A compact kitchenette with a microwave, a small countertop, and a pendant light.

2. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is CA $226
CA $468 total
includes taxes & fees
Sep 29 - Sep 30
3BR Home Near Hahns Lake – Newly Updated Kitchen

3. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is CA $299
CA $761 total
includes taxes & fees
Oct 6 - Oct 7
Charming Historic Upper Walk to Downtown & Lakes
A compact kitchen with a wooden ceiling, a white door, and a window with a view.

4. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is CA $191
CA $334 total
includes taxes & fees
Sep 28 - Sep 29
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A deck with a view of a lake, docked boats, and a covered area with a bench.

5. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (38 reviews)
"The entire process of renting this house was easy and streamlined. The hosts and the property itself were top notch. Highly recommend!"
United States
Payton C.
The price is CA $333
CA $989 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront Lake Cottage - Upper Nemahbin Lake
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

6. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is CA $145
CA $195 total
includes taxes & fees
Oct 11 - Oct 12
Queen Studio Suite w/ Kitchenette in Oconomowoc
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

7. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 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 $251
CA $475 total
includes taxes & fees
Sep 29 - Sep 30
Private Hot Tub • Bright Home Near Downtown

8. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is CA $435
CA $566 total
includes taxes & fees
Sep 25 - Sep 26
Relax & Reboot in this Charming 2-Bedroom Townhome
A two-story house with a balcony, a front porch, and a visible garage.

9. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (28 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is CA $509
CA $1,018 total
includes taxes & fees
Sep 30 - Oct 1
Sytlish Retreat Near Wedding Venues & Downtown

10. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is CA $252
CA $508 total
includes taxes & fees
Sep 30 - Oct 1
Vast Lake Koshkonong Views from Pier, Deck, & Home
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

11. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is CA $189
CA $378 total
includes taxes & fees
Sep 24 - Sep 25
Blue Lakeview Home
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

12. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is CA $263
CA $444 total
includes taxes & fees
Oct 12 - Oct 13
Historic Downtown- King Bed-St Johns Acad-Shopping
A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

13. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (2 reviews)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
The price is CA $253
CA $450 total
includes taxes & fees
Oct 6 - Oct 7
Edgewater Escape
A spacious living area with a high ceiling, wooden beams, and large windows.

14. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (3 reviews)
"Very quiet, clean and lots of amenities! We had a hiccup with the water/shower, and our host not only communicated quickly but had a plumber over to fix it before the day was over!! She went above and beyond to make our stay comfortable!! A very enjoyable stay!"
United States
Rachel
The price is CA $261
CA $634 total
includes taxes & fees
Oct 5 - Oct 6
Dome House on Whitewater Lake
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

15. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (94 reviews)
"This is a beautiful property and it came with everything you need to enjoy your time"
United States
Michael M.
Spacious Edgerton Home w/ Private Beach & Views!
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

16. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is CA $145
CA $196 total
includes taxes & fees
Oct 4 - Oct 5
Spacious Accessible Studio w/ Walk-In Shower
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

17. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
Spacious Edgerton Home w/ Private Beach & Views!
A gym with exercise equipment, a mirror, and a television displaying a sports event.

18. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is CA $173
CA $227 total
includes taxes & fees
Oct 18 - Oct 19
Accessible 1BR Suite | Pool & Daily Breakfast
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

19. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is CA $173
CA $227 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1-BR Queen Suite w/ Roll-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

20. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is CA $173
CA $227 total
includes taxes & fees
Oct 11 - Oct 12
Accessible 1-BR Suite w/ Two Double Beds
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

Quality Inn & Suites East Troy I-43

Quality Inn & Suites East Troy I-43

10/10 Excellent
"Stayed here for a concert at Alpind Valley. Staff was nice and helpful. Room was quiet and nice. Would stay there again. 😀"
jane 1-night trip
Posted 10 hours ago
Quality Inn & Suites East Troy I-43

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Helenville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Helenville vacation rentals we have selected for you start as low as CA $309 per night. Entering your travel dates in the search wizard 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?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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. The Gobbler Theater and Jefferson County Fairgrounds 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.