Helenville Holiday Rentals

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Holiday Rentals in Helenville

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (16)
"The house was exactly as listed. We all loved it. Had a fabulous time kayaking. Absolutely stunning. Beds comfortable. Very well stocked. Best stocked kitchen of any rental I’ve gone to. Warning, many stairs to get to the lake, but we didn’t have any problems with that. Was even a deck with sitting area at the lake. Excellent "
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

8.6 out of 10, Excellent, (11)
"Enjoyed the spaces for young adults and parents to hang out together and separately. Had a fantastic time at the cabin and enjoyed the lake access for water sports."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym

Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

9.4 out of 10, Exceptional, (42)
"Communication with Tammy was great from before we booked the lake house until we checked out - very timely, friendly and professional. The house was clean, plenty of room, included everything we needed and had beautiful view. Best of all, we were able to bring our pets! We would love to come back in the summer and take advantage of warmer weather and all the goodies she has for the lake. Thanks for helping us find a great place to stay!"
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

Beautiful Waukesha Home

10.0 out of 10, Exceptional, (24)
"This property has everything a large group would need, is sparkling clean and has some extra special perks like a fireplace and outside seating/fire pit area. Would recommend wholeheartedly!"
Beautiful Waukesha Home

Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

10.0 out of 10, Exceptional, (31)
"We loved our stay here. We wanted a quiet place to stay for an extended weekend and this was the perfect spot. My kids loved the pier, the kayaks, and the bikes. I loved the giant couch and the view! The pictures didn't show off how amazing this house really is so when I walked in I literally said "Wow!". The house had everything you could possibly need. Thank you for letting us stay at your property. We will definitely be back again. "
Family Friendly Sandy Beach Lake Home! Your 3Bed, 2Bath Escape For All Seasons!

🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

9.6 out of 10, Exceptional, (10)
"Lovely unit very clean, and great hosts!"
🌊 Well Appointed Home Steps from Pewaukee Lake + KING Bed 🌊

Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

9.8 out of 10, Exceptional, (92)
"A beautiful and very spacious house. It was wonderful spending Christmas here. Highly recommend!"
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Historic, Vintage, Classy, 11 bed, 5+ bath!

10.0 out of 10, Exceptional, (6)
" We were immediately impressed with the property! It was beautiful and well appointed.The host was responsive."
Historic, Vintage, Classy, 11 bed, 5+ bath!

Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

9.6 out of 10, Exceptional, (75)
"The check in and check out process was very easy! Lots of room for our trip with extended family. We loved the location and the open space with the swings right across the road was perfect for little children."
Waterfront Lake Koshkonong Home w/ Pier & Fire Pit

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

10.0 out of 10, Exceptional, (14)
"Our family had a fun stay at this property. Many amenities and a great location. Thank you!!"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews

Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake

9.8 out of 10, Exceptional, (18)
"Great place had a wedding in area and had time to golf just near by"
Wisconsin Dream! Lakeside Cottage - Sunset Views over Rock Lake

comfortably sleeps 10 guests

10.0 out of 10, Exceptional, (31)
"We had everything we needed and more in a good location. Great host, great communication. "
The price is AU$689
includes taxes & fees
10 Jan - 11 Jan
comfortably sleeps 10 guests

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (147)
"We have been coming here for several years and love it. Super quiet neighborhood, home is clean and well maintained, Tammy is a great host and quick to answer messages. We will be back again next year!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

10.0 out of 10, Exceptional, (11)
"Great location and beautiful home. Super clean, well-stocked and looks so well-cares for!"
✨Chic Retreat near Wedding Venues, Downtown & Lakes with King Bed✨

Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

9.8 out of 10, Exceptional, (11)
"The property is beautiful, the spa hot tub is wonderful! The host is amazing, best communicator I have encountered with Vrbo. Everything was perfect."
The price is AU$1,182
includes taxes & fees
7 Jan - 8 Jan
Spacious 3 Br, swim spa,, kitchen, Gym, near Alpine Valley, Lake Geneva, Delaven

Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

10.0 out of 10, Exceptional, (18)
"Plenty of room for everyone and nice location for our weekend getaway. Far enough from the hustle and bustle but close enough to have things to do! Enjoyed an afternoon of antiquing and exploring Madison which is a short drive. Grocery store and gas station located within minutes of the property. Relaxing lake side location and views. Would definitely recommend!"
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

Lake House with Hot Tub - Birding Paradise

9.0 out of 10, Wonderful, (10)
"A secluded lakefront property on a calm lake great for canoeing and kayaking, with easy access to Delavan and Williams Bay. Plenty of room for our 9-person multi-generational family. Well-outfitted kitchen made for easy meal preparation. Plenty to do in the house and on property as well: games, sports, and puzzles. Will definitely consider staying again."
Lake House with Hot Tub - Birding Paradise

Spacious Pewaukee Lake/ Pier Access Home

8.6 out of 10, Excellent, (11)
"Our company needed to send workers out of town to a job site in the Delafield area. The house was perfect for our needs, close to the job site and enough beds for each person. That is always our struggle, enough beds, they will share a room but not a bed. Our employees enjoyed being able to sit out after a long day and sit around the fire pit and relax. Steve was great to work with, as we needed to book an additional week and despite having availability VRBO site showed it unavailable. We...
Spacious Pewaukee Lake/ Pier Access Home

Welcome to the Treehouse. Our home away from home and hopefully yours too.

10.0 out of 10, Exceptional, (68)
"The treehouse was beautiful! It was close to the lake, central to the wedding events we were attending and very cozy. The host was very communicative and prepared for our group as well. "
Welcome to the Treehouse. Our home away from home and hopefully yours too.

Spacious Edgerton Home w/ Private Beach & Views!

9.8 out of 10, Exceptional, (84)
"We really enjoyed staying at this place, it was very clean and had everything you would need. The view was amazing, and it was a really nice area, close to everything. I would definitely recommend this location and stay there again if I am ever in Edgerton, WI. Thank you for masking our vacation great."
Spacious Edgerton Home w/ Private Beach & Views!
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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Other types of properties in Helenville you may be interested in

The Ingleside Hotel

4.0 star property
8.6 out of 10, Excellent, (586)
"Hotel and room were nice and clean. "
The price is AU$195
includes taxes & fees
19 Jan - 20 Jan
The Ingleside Hotel

Holiday Inn Express & Suites Delafield, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (486)
"Will definitely return."
The price is AU$173
includes taxes & fees
14 Jan - 15 Jan
Holiday Inn Express & Suites Delafield, an IHG Hotel

La Quinta Inn & Suites by Wyndham Milwaukee Delafield

2.5 star property
8.6 out of 10, Excellent, (1001)
"Close to the highway, shopping and restaurants. Enjoyed the pool. Breakfast was nice and especially liked that it stayed open for coffee, hot chocolate, fruit and yogurt. The lounge area was a great option to hang out. Would stay here again. "
The price is AU$142
includes taxes & fees
12 Jan - 13 Jan
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
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.

Frequently asked questions

Can I find a holiday rental in Helenville?

Yes, there are holiday rentals close to the most popular sights in Helenville, or you can select a more secluded option if you're looking for a relaxing stay.

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

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier: This holiday home rental outside of Helenville is located on a lake, and has a balcony, a BBQ and air conditioning 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 that you can cook with friends or family.

What can I see and do in Helenville?

Explore the area and family-friendly sights such as Busy Barns Adventure Farm, or get out into nature at a spot like Aztalan State Park. The Gobbler Theater and Jefferson County Fairgrounds are a couple of places you'll find in the wider area.

What’s a holiday rental in Helenville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Helenville. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.