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Compare 63 Vacation Homes in Arena with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (31)
"We had a fantastic time relaxing around the house and enjoying strolls through the prairie to the tea house to watch sunsets. This is a repeat visit for us and never disappoints. Thanks again."
Elegant country retreat near Spring Green w expansive views of Driftless Region

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

10.0 out of 10, Exceptional, (446)
"We have stayed her several times and always have a hard time leaving. When we step inside any tension just drains away and we feel so at home. You can just spend hours watching all the birds on the large deck as you sit by the large fireplace. We love cooking in the open kitchen with the grill right outside the door on the back deck.Phyllis has supplied this clean cabin with everything you could need. "
Stunning, serene, rustic house in the woods near Spring Green, Wisconsin

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (11)
"First, the owner Michelle was very responsive to every inquiry. The house was clean and comfortable. She even left us snacks and treats and a handwritten note. We had a wonderful stay. "
Paoli Den - Newly Remodeled!

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

9.8 out of 10, Exceptional, (19)
"The cabin was exactly what my husband and I were looking for. It was well appointed, clean, beautifully decorated, and located on a beautiful, serene lake. There was plenty of room for our two dogs to run and explore the property. We look forward to staying again!"
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly

Legacy Guest House , Mount Horeb WI

10.0 out of 10, Exceptional, (53)
"This is a very cute place in a perfect location. We were blocks away from downtown with cute shops and restaurants. The kitchen was stocked with lots of spices and everything we needed to fix amazing meals. "
Legacy Guest House , Mount Horeb WI

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (145)
"We traveled with our teen sons and dog for skiing and a basketball game. The location was convenient for all our plans. We all had plenty of space in this comfortable and clean home. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Okee Bay House on Lake Wisconsin w/ Private Dock!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Property was perfect "
Okee Bay House on Lake Wisconsin w/ Private Dock!

Tranquil Lakefront Retreat with Breathtaking Views and Cozy Firepit

2.0 star property
9.8 out of 10, Exceptional, (16)
"As Advertised, beautiful property, great little beach for kids!"
Tranquil Lakefront Retreat with Breathtaking Views and Cozy Firepit

Conveniently Located just off University Avenue on Madison's West Side

10.0 out of 10, Exceptional, (119)
"Had a family member in the hospital and had to find something spacious for all of us. Richard was a great host and very accommodating. His place is conveniently located near the hospital and was well stocked for our large group. "
Conveniently Located just off University Avenue on Madison's West Side

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

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

Log Cabin Lodge Devil's Lake State Park, Skiing, Cascade Mtn, Dells

10.0 out of 10, Exceptional, (122)
"House was very clean, pictures shown are very accurate and I was impressed of the easy check in process. We will be back next year! "
Log Cabin Lodge Devil's Lake State Park, Skiing, Cascade Mtn, Dells

HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison

9.8 out of 10, Exceptional, (92)
"Great location, amazing view and environment. Will be returning!!"
HugeHome.Hottub 2 Stocked Ponds acres of yard. Riverview trails, 14mi to Madison

Hideout Haven

10.0 out of 10, Exceptional, (63)
"We enjoyed our stay. Close to cascade mountain for skiing (in spite of the lack of “real” snow) and hiking at Devils Lake. Living room seating was great for the gamers in the family and those of us who just wanted to put our feet up kitchen has most everything you need for meal prep!"
Hideout Haven

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

10.0 out of 10, Exceptional, (13)
"Everything is organized perfectly. Much thought has been put into making sure that guests are fully accommodated and comfortable. Beautiful extra touches left that show great consideration from the hosts! "
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

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

9.8 out of 10, Exceptional, (75)
"Four gals taking a weekend getaway found some peace and lots of laughter at this historic home. We loved exploring the home and all of the relics within it. The shed, the firepit and walking trail were lovely additions. We even saw a fox that lives nearby! Would definitely stay again. "
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI

Waterfront Lodi Vacation Rental on Lake Wisconsin!

10.0 out of 10, Exceptional, (6)
"Had a great time and enjoyed the yard with the mature trees, and swimming off the dock. When it was time to go inside, we appreciated the AC and the clean and comfortable cabin."
Waterfront Lodi Vacation Rental on Lake Wisconsin!

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

10.0 out of 10, Exceptional, (10)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Hot-tub/King Bed/Snowmobile Trail @ The Hemlock

The price is AED 771
AED 926 total
includes taxes & fees
11 Mar - 12 Mar
Hot-tub/King Bed/Snowmobile Trail @ The Hemlock

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (55)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!

10.0 out of 10, Exceptional, (83)
"My college friends and I had the most lovely time at this cozy cabin! Everything was as mentioned in the description, the lake and views were stunning. We hiked nearby and happened upon the outdoor market in Baraboo. Saturday night dinner at Fish Tales just down the road was excellent. Highly recommended, will be back next year!"
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!
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 property types in Arena

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

10.0 out of 10, Exceptional, (17)
"Barn was beautiful, clean & fun amenities."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

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

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

Historic Stone House & Adjoining "Summer Kitchen" Bedrooms

9.8 out of 10, Exceptional, (10)
"Brisbane house was the perfect setting for my husband, myself, our 4 children and their partners plus 2 furry friends for our Christmas and New Years celebrations! Beautifully decorated for the holidays along with amazing artwork throughout the house. The layout of the house was perfect for us and the summer kitchen bedroom was bright and beautiful. Excellent communication from the host and beautiful walking/hiking trails throughout the property. Highly recommend!"
Historic Stone House & Adjoining "Summer Kitchen" Bedrooms
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.