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Helenville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Helenville vacation rentals

Exterior

1. 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.
$389 nightly
The price is $410
Oct 4 - Oct 5
Total with taxes and fees
Relax & Reboot in this Charming 2-Bedroom Townhome
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

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

Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"."
United States
Rhonda M.
$273 nightly
The price is $309
Oct 25 - Oct 26
Total with taxes and fees
Accessible 2BR Suite w/ Pool, Hot Tub & Breakfast
A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

3. 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.
$309 nightly
The price is $326
Oct 27 - Oct 28
Total with taxes and fees
3BR Home Near Hahns Lake – Newly Updated Kitchen
The Blue Belle

4. 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.
$477 nightly
The price is $539
Oct 4 - Oct 5
Total with taxes and fees
Charming Historic Upper Walk to Downtown & Lakes
A dining area with a table and chairs, a ceiling fan, and a view of the outside through large windows.

5. Delafield Vacation Rental Near Lakes & Parks!

Delafield Vacation Rental Near Lakes & Parks!
3.0 star property
Delafield
$341 nightly
The price is $386
Oct 5 - Oct 6
Total with taxes and fees
Delafield Vacation Rental Near Lakes & Parks!
A two-story house with a balcony, a front porch, and a visible garage.

6. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (30 reviews)
"Nicely remodeled home that was perfect for our trip to Oconomowoc"
United States
Carl G.
$656 nightly
The price is $741
Oct 7 - Oct 8
Total with taxes and fees
Sytlish Retreat Near Wedding Venues & Downtown
A dining area with a table and chairs, a ceiling fan, and a view of the outside through large windows.

7. Delafield Vacation Rental Near Lakes & Parks!

Delafield Vacation Rental Near Lakes & Parks!
Delafield
9.8 out of 10, Exceptional, (6 reviews)
"Great little spot in downtown Delafield. Can walk to everything. Wonderful experience, 5 stars. "
United States
Dan S.
$346 nightly
The price is $391
Oct 5 - Oct 6
Total with taxes and fees
Delafield Vacation Rental Near Lakes & Parks!
A kitchen with white cabinets, a microwave, a dishwasher, and a sink.

8. 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.
$212 nightly
The price is $239
Oct 4 - Oct 5
Total with taxes and fees
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A room with a patterned carpet, a large flat-screen TV mounted on the wall, and several leather recliner chairs arranged in a row.

9. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
$176 nightly
The price is $199
Oct 18 - Oct 19
Total with taxes and fees
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.

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

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
$174 nightly
The price is $196
Oct 18 - Oct 19
Total with taxes and fees
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.

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

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
$176 nightly
The price is $199
Oct 18 - Oct 19
Total with taxes and fees
Accessible 1-BR Suite w/ Two Double Beds
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

12. 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.
$328 nightly
The price is $371
Oct 14 - Oct 15
Total with taxes and fees
Private Hot Tub • Bright Home Near Downtown
A small cabin with a wooden deck and a glass door.

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

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (52 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.
$209 nightly
The price is $221
Oct 5 - Oct 6
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

14. 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.
$283 nightly
The price is $320
Oct 7 - Oct 8
Total with taxes and fees
Historic Downtown- King Bed-St Johns Acad-Shopping
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

15. 2-BR Suite w/ King & Double Beds + Kitchen

2-BR Suite w/ King & Double Beds + Kitchen
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"The two bedroom suite was perfect! The room was spotless and the furnishings were comfortable. They had breakfast and a social hour in the evening. It was very nice. We didn’t use the pool and it was great. Would definitely stay here again."
United States
Sharon J.
$273 nightly
The price is $309
Oct 18 - Oct 19
Total with taxes and fees
2-BR Suite w/ King & Double Beds + Kitchen
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

16. Accessible 2-BR Suite w/ Tub & 2 Bathrooms

Accessible 2-BR Suite w/ Tub & 2 Bathrooms
Oconomowoc
$260 nightly
The price is $294
Oct 18 - Oct 19
Total with taxes and fees
Accessible 2-BR Suite w/ Tub & 2 Bathrooms
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

17. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
$153 nightly
The price is $172
Oct 25 - Oct 26
Total with taxes and fees
Spacious Accessible Studio w/ Walk-In Shower
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

18. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
$153 nightly
The price is $172
Oct 18 - Oct 19
Total with taxes and fees
Queen Studio Suite w/ Kitchenette in Oconomowoc
A bedroom with a large bed, a desk, and a chair. There are windows with curtains, a hanging light fixture, and a framed picture on the wall.

19. Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (8 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
$257 nightly
The price is $290
Oct 4 - Oct 5
Total with taxes and fees
Historic Downtown-Old World Charm-Dining-Coffee
A beach with a view of the water, boats, and a distant shoreline.

20. Spa House by the beach. Pewaukee Lake

Spa House by the beach. Pewaukee Lake
Downtown Pewaukee
9.0 out of 10, Wonderful, (2 reviews)
"Lovely relaxing home. Had a great time. Train traffic can be a bit much especially if you’re a lite sleeper. Overall great experience."
United States
Ryan E.
$434 nightly
The price is $456
Oct 17 - Oct 18
Total with taxes and fees
Spa House by the beach. Pewaukee Lake
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

The Ingleside Hotel

The Ingleside Hotel

10/10 Excellent
"Very quite room."
Randy 1-night trip
Posted 11 hours ago
The Ingleside Hotel

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 $221 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?

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.