Helena Holiday Rentals

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Holiday Rentals in Helena

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

10.0 out of 10, Exceptional, (436)
"My partner and I were looking for a place to spend a weekend away, and we are so glad we booked this property. The communication from the host after booking was immediate and thorough. The property was a dream come true for Frank Lloyd Wright fans. Comfortable beds, tons of natural light, a beautiful kitchen, and alls surrounded by tranquil woods filled with wildlife. We can’t wait to stay here again next year!"
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

10.0 out of 10, Exceptional, (11)
"This was a perfect spot for our small family wedding. Our entire group loved this place. We were a little concerned if the traffic noise would be a problem, but we didn't even notice it. There were so many entertainment amenities, no one was without something to do during our stay."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

Legacy Guest House , Mount Horeb WI

10.0 out of 10, Exceptional, (51)
"The property was as advertised. It was cute and made good use of the space available. Not overly spacious but we were comfortable with four adults. The “rules” were very clearly posted and were more than reasonable. The only feedback I would give is that it didn’t appear to have the floors well swept and countertops wiped, nor the toilets cleaned. However, they weren’t filthy by any means. Just needed to have a quick cleanup. The linens were all nice and easily accessible. We would stay again. "
Legacy Guest House , Mount Horeb WI

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (106)
"We spent a week at the Depot while touring Wisconsin chasing the fall colours. We loved the decor of the cottage, the beds were comfortable & we enjoyed the country vibes. As the Depot is in quite an isolated position you need to consider bringing basic supplies with you. E.g milk etc. we only found out about the lack of onsite shopping when we arrived late at night. We found out where a supermarket was, once we arrived & read the information sheet. Richlands Center was a valuable resource...
Unique! A renovated old railroad depot turned into a cozy cottage.

Enjoy peaceful surroundings

10.0 out of 10, Exceptional, (31)
"We had a wonderful stay at this lovely home, which was not only clean but also incredibly spacious, providing us with plenty of room to relax and unwind. The thoughtful details throughout the house made it feel welcoming and comfortable, and it was fully equipped with everything we could possibly need during our visit. The surroundings were absolutely picturesque, with beautiful scenery that enhanced our overall experience. We truly enjoyed exploring the area and appreciate the thoughtfulness...
Enjoy peaceful surroundings

Suite in the heart of the center of spring green

9.8 out of 10, Exceptional, (76)
"We were riding a motorcycle and visiting Spring Green. Great location, cute, clean and convenient. More restaurants open Wednesday thru Saturday "
Suite in the heart of the center of spring green

Elegant country retreat near Spring Green w expansive views of Driftless Region

10.0 out of 10, Exceptional, (27)
"Spring Green was a great halfway point for meeting up with friends. Three couples shared this beautiful house for a low key weekend. This unique property had everything we were looking for. The house is well-maintained, was fully stocked (especially the kitchen), and offers a spacious layout. The setting is beautiful. Barbara was a wonderful host."
Elegant country retreat near Spring Green w expansive views of Driftless Region

Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River

10.0 out of 10, Exceptional, (97)
"The house was awesome! We had so much fun hanging out at the house. We enjoyed checking out cave of the mounds and then a birthday celebration for my 6 year old at the house. We fed the birds, took a walk, watched football, and drank plenty of apple cider. My sister from S.C. stayed with us and we enjoyed all the Frank loyd Wright books, area architecture. It was perfect!"
Picturesque Golf Course Home Near American Players Theatre, Taliesin & WI River

MCM Influenced Home-*Sauna*

10.0 out of 10, Exceptional, (25)
"Hannah’s house was perfect for our stay. The beds were comfy, the living room just right for conversation and the outside view through the expansive glass windows so restful. We can hardly wait to revisit this sweet home! Thank you Hannah! "
MCM Influenced Home-*Sauna*

Private Ridge top Cabin/House

10.0 out of 10, Exceptional, (4)
"excellent experience with this property"
Private Ridge top Cabin/House

Social Distance in Our Gorgeous, Private Retreat in the Woods

9.4 out of 10, Exceptional, (54)
"Unique rustic cabin. We enjoyed the space, solitude, and beautiful countryside."
Social Distance in Our Gorgeous, Private Retreat in the Woods

The Hemlock/Hot Tub/Private Backyard/Golfing

9.8 out of 10, Exceptional, (9)
"Great location and wonderful home! Very convenient and comfortable!"
The price is AU$503
includes taxes & fees
5 Dec - 6 Dec
The Hemlock/Hot Tub/Private Backyard/Golfing

Double Full Room at The Little Village

9.6 out of 10, Exceptional, (15)
"Our stay was quite pleasant. There was an issue with our thermostat when we first arrived. We texted the number provided and within thirty minutes someone had arrived to resolve the issue. Very happy with the service. "
The price is AU$185
includes taxes & fees
1 Dec - 2 Dec
Double Full Room at The Little Village

Pet-friendly Blue Mounds Vacation Rental w/ Yard!

3.0 star property
Pet-friendly Blue Mounds Vacation Rental w/ Yard!

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (9)
"My friend and I have known each other since we were 17 years old. We're now senior citizens and meet up at least once a year. We had a delightful weekend!"
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Countainer House near Wisconsin River

9.8 out of 10, Exceptional, (86)
"You'd never guess you're staying in shipping containers! Very cute decor and extremely clean. This property is perfect for two couples with two identical bed/bath combos. It's very close to downtown Spring Green-quick and easy to get everywhere in the area. My husband and I walked along the DNR trails on the land right next to the property. Just a great place to stay!"
Countainer House near Wisconsin River

The Yellow Farm

9.4 out of 10, Exceptional, (13)
"We enjoyed our stay at the Farm House. It was clean and very comfortable to stay at. The location was perfect for us, attractions and restaurants within 20 minute drive."
The Yellow Farm

150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

9.8 out of 10, Exceptional, (74)
"Don’t plan on walking into town for shopping or lunch,etc. Driving to any destination is required. That issue was fine with our group. sitting on the deck with our morning coffee , or cocktail hour was great. Amazing antiques throughout the house "
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

Historic Wisconsin Retreat on 26-Acre Property!

9.0 out of 10, Wonderful, (4)
"Thank you for sharing your lovely home with us! Our family (three generations) made some wonderful memories in the pool, by the campfire, playing games, and hiking the beautiful trails. The property was absolutely beautiful all around and perfect for a peaceful family retreat in the countryside. Jamie was extremely responsive and helpful with anything we needed. We would highly recommend staying at this property!"
Historic Wisconsin Retreat on 26-Acre Property!

Brigham View

10.0 out of 10, Exceptional, (4)
"Our extended family (6 adults and 5 kids) booked Brigham View so we could spend time together and visit House on the Rock. The spacious layout of the house accommodated our large group. We enjoyed making our own meals in the kitchen and we had plenty of seating for family style meals. The kids loved sharing the extra large bedroom and spread out over several beds. The two wings of the house allowed our two families to have some privacy, especially with separate bathrooms. The country setting...
Brigham View
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 Helena you may be interested in

Don Q Inn

2.5 star property
8.0 out of 10, Very good, (920)
"Nice friendly staff. Breakfast was good and the room was clean."
The price is AU$97
includes taxes & fees
2 Dec - 3 Dec
Don Q Inn

Deer Valley Lodge & Golf

2.5 star property
8.8 out of 10, Excellent, (555)
"This place is comfortable, clean and has friendly staff, and the pool and hot tub are fantastic."
The price is AU$144
includes taxes & fees
1 Dec - 2 Dec
Deer Valley Lodge & Golf

Holiday Inn Express & Suites Sauk City, an IHG Hotel

2.5 star property
9.4 out of 10, Exceptional, (191)
"Will gladly stay here again; staff was excellent checking in and dealing with our family emergency as we checked out earlier than anticipated Love the firepit outside area, made some new friends, had lots of fun using the tables and comfy chairs in the lobby area to play games."
The price is AU$155
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express & Suites Sauk City, an IHG Hotel
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Helena?

Yes, there are holiday rentals close to the most popular sights in Helena, 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 Helena has to offer?

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin: This holiday home rental outside of Helena is located on a river, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in Helena?

Explore the area and family-friendly sights such as Buckeridge's Home and Gallery, or get out into nature at a spot like Governor Dodge State Park. American Players Theatre and The House on the Rock are a couple of places you'll find in the wider area.

What are holiday rentals like in Helena?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Helena. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.