Helena Vacation Rentals

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Vacation Rentals in Helena

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

Spring Green
10.0 out of 10, Exceptional, (69)
"Wonderful house in a beautiful setting! Highly recommend!"
United States
Malahn D.
Elegant country retreat near Spring Green w expansive views of Driftless Region

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

Avoca
10.0 out of 10, Exceptional, (498)
"Another great stay at this awesome house!"
United States
William J.
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

Arena
9.8 out of 10, Exceptional, (7)
"Perfect spot for a family getaway"
United States
Steve M.
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

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

Arena
9.6 out of 10, Exceptional, (22)
"Barn was beautiful, clean & fun amenities."
United States
Kerry S.
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

Avoca
9.8 out of 10, Exceptional, (45)
"We enjoyed fishing and the kayaks!"
United States
Teala B.
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

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

Mount Horeb
10.0 out of 10, Exceptional, (18)
"We had a nice time here. Easy to get in and out. Very accommodating and clean! Pretty cool place to stay in! "
United States
Kyle H.
$169 nightly
The price is $187
Dec 6 - Dec 7
Total with taxes and fees
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Brigham View

Barneveld
10.0 out of 10, Exceptional, (14)
"Our second stay while in the area with family to attend American Players Theater events. Love the views, amazing accommodations, and extremely responsive owners! "
United States
Sarah D.
Brigham View

Restaurant On-site: North Freedom Apt w/ Yard!

3.0 star property
North Freedom
Restaurant On-site: North Freedom Apt w/ Yard!

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

Lone Rock
9.8 out of 10, Exceptional, (91)
"Beautiful historic house with lots of space. This house is ideal for families celebrating any and every holiday. The decor and furnishings provide a warm nostalgic feeling along with all the comfort one could want."
United States
Violet R.
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

Relax & Recharge: Mid-Century Modern Home with Sauna in Spring Green

Spring Green
10.0 out of 10, Exceptional, (31)
"We just loved being so close to everything! "
United States
Chelsey H.
Relax & Recharge: Mid-Century Modern Home with Sauna in Spring Green

Hot Tub/Golfing/King Bed @ The Hemlock

Spring Green
9.8 out of 10, Exceptional, (21)
"Great house. "
United States
Kathleen B.
$277 nightly
The price is $292
Dec 14 - Dec 15
Total with taxes and fees
Hot Tub/Golfing/King Bed @ The Hemlock

Legacy Guest House , Mount Horeb WI

Mount Horeb
9.8 out of 10, Exceptional, (67)
"We enjoyed our stay at The Legacy Guest House in Mount Horeb.Home was beautiful, clean, and well appointed. I would recommend this home as a wonderful place to stay. Thank you for sharing your home with us."
United States
Linda B.
Legacy Guest House , Mount Horeb WI

Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point

Dodgeville
9.2 out of 10, Wonderful, (13)
"Check in and host were awesome. Very peaceful and relaxing"
United States
Theresa H.
$277 nightly
The price is $292
Dec 31 - Jan 1, 2026
Total with taxes and fees
Aunt Happy’s Hideaway: charming 2 bedroom cabin near Mineral Point

NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville

Dodgeville
9.8 out of 10, Exceptional, (6)
"The location was handy and the property was exceptional. Beds were comfortable and the living room is a great space to gather for games, movies or relax with a book. The kitchen had everything we needed and there is ample dining space for larger groups, inside or on the deck. We made use of the fire pit and very clean grill and watched the fireflies at night. It’s very quiet, private and clean. Towels and linens provided were high quality. The host was very thoughtful and communicative. Our...
United States
Sonja H.
NEW Stunning views atop in the Driftless! 5 bedroom house on 4+ ac in Dodgeville

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

Gotham
10.0 out of 10, Exceptional, (125)
"It was cute and historically decorated!"
United States
Eleanor S.
Unique! A renovated old railroad depot turned into a cozy cottage.

Riverside Chalet, LLC

Muscoda
10.0 out of 10, Exceptional, (57)
"Wonderful cabin. We wanted a weekend getaway to sit and read in a quiet place and we got it! Highly recommend!"
United States
Joseph I.
Riverside Chalet, LLC

Pet-friendly Blue Mounds Vacation Rental w/ Yard!

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

Brisbane House: Restored Historic Stone House in the Country

Arena
10.0 out of 10, Exceptional, (32)
"Wonderful stay - host was accommodating, property clean, nicely decorated and historically significant, beautiful grounds. "
United States
Jane T.
Brisbane House: Restored Historic Stone House in the Country

Luxury Retreat in Prime Downtown Spring Green Location

Spring Green
10.0 out of 10, Exceptional, (58)
"The location was perfect with restaurants and bars right across the street. Farmers market on Saturday morning. Comfortable bed and updated bathroom were appreciated. We will stay there again!"
United States
Michael M.
Luxury Retreat in Prime Downtown Spring Green Location

The Yellow Farm

Spring Green
9.6 out of 10, Exceptional, (19)
"The property was cool and the house was very spacious and clean. And the owners were so great! Wonderful communication and tended to our needs right away!"
United States
Alexander A.
The Yellow Farm
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 Helena Hotel Reviews

Find out more about Helena

Everything you need to know about Helena 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 Helena 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 Helena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Helena vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Helena. 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 Helena 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 $187 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 Helena rentals

At Expedia, we put the best Helena 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 Helena 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 Helena 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 Helena. 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 vacation rentals in Helena?

Yes, we offer vacation rentals near top attractions in Helena, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Helena has to offer?

Elegant country retreat near Spring Green w expansive views of Driftless Region: This vacation home rental near Helena is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Helena?

Explore the area and family-friendly sights such as Spring Green General Store, or get out into nature at a spot like Cave of The Mounds National Natural Landmark. American Players Theatre and The House on the Rock are a couple of places you'll find in the larger area.

What are vacation rentals like in Helena?

Vacation rentals are private accommodations you can book for several days or more in Helena. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for families.