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Compare 76 Vacation Homes in Iola with updated reviews, rates, and availability.

Cabin Sweet Cabin! Shawano County Wisconsin Lake Cottages
8.6 out of 10, Excellent, (52)
"When compared with what you get to the price paid, this was a good value. The place could use a few up grades but for the most part it was all good. "
Cabin Sweet Cabin! Shawano County Wisconsin Lake Cottages
Beautiful views and water access on 20 acre paradise! slps 14 Hot tub dock kayak
9.8 out of 10, Exceptional, (69)
"We enjoyed the game room, golf carts, hot tub and fire pit area. We just wanted to hang out and be together and the house worked perfectly for what we were looking for. "
Beautiful views and water access on 20 acre paradise! slps 14 Hot tub dock kayak
Calm Waters Chain O' Lakes Vacation Home
9.8 out of 10, Exceptional, (37)
"location was great - walking distance to everything, access to the chain, tucked back in a bay with plenty of floaties, kayaks, paddle boat and a nice pier. great gathering space - plenty of room for a large group. Would have preferred a gash grill but we made do - convenient fire pit for s'mores and a nice sun porch. "
Calm Waters Chain O' Lakes Vacation Home
Fantastic Oasis Home in Stevens Point with fully enclosed fence for backyard!
10.0 out of 10, Exceptional, (12)
"Susan was prompt in responding to me. The location was good for us to get to the trails for biking and hiking. Close to where our granddaughter lives and goes to school. The house had everything we needed. Nice to sit outside in backyard. The train didn’t bother us. My husband never heard it. "
Fantastic Oasis Home in Stevens Point with fully enclosed fence for backyard!
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..
10.0 out of 10, Exceptional, (159)
"Beautiful property"
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..
Beautiful modern rustic barn located near state parks and Chain o Lakes.
9.6 out of 10, Exceptional, (160)
"This is the second time we've stayed at the "Moose House" with our group of 9, 65+ year olds. The spacious, open kitchen, dining and living space is perfect for us. The Waupaca area provides a variety of activities for us as well."
Beautiful modern rustic barn located near state parks and Chain o Lakes.
5 Bedroom home with 1580ft of Waupaca River frontage! With hot tub!
9.6 out of 10, Exceptional, (20)
"The host is very responsive and helped us have a great stay! This was our second time staying and we are planning on booking for next year too. The house is a great size and layout for our large group. Only downfall is there is no ac."
5 Bedroom home with 1580ft of Waupaca River frontage! With hot tub!
Modern Style Lakefront Retreat with Hot Tub
10.0 out of 10, Exceptional, (19)
"This house was everything we could have imagined! It was the perfect setting for a family trip with my sisters, cousin and 81 year old mom. The only issue we had was the multi-level stairs for my mother. We stayed at the home the entire trip and cooked all meals there. Everything we needed was provided. My sister did some fishing, we played pickleball in the driveway with the portable net, and enjoyed the beautiful sunrises and the setting harvest moon over the lake. It was definitely a trip...
Modern Style Lakefront Retreat with Hot Tub
5 bed/3 Bath Home in the Heart of Fremont! Steps from the beach and boat launch!
10.0 out of 10, Exceptional, (7)
"Our son’s wedding was in Fremont. This location and rental was perfect!!! It accommodated all of our family! Was a great place for all the guys to get ready. We really enjoyed the place!!! Would rent and recommend to others!! Very comfortable! "
5 bed/3 Bath Home in the Heart of Fremont! Steps from the beach and boat launch!
Awesome new unit available! Walking distance to great Amherst places and events
9.2 out of 10, Wonderful, (42)
"I was at a workshop in Rosholt for the week and needed a place to essentially sleep and grab a cup of coffee before heading out for the day. It was clean and quiet — there is a train nearby, but I always travel with ear plugs. It had the essentials I needed for this stay. "
Awesome new unit available! Walking distance to great Amherst places and events
Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private Pier
10.0 out of 10, Exceptional, (4)
"Loved our stay and couldn’t have asked for a better place to stay. The boat and place was awesome for our family stay. "
Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private Pier
Spanish Charm 4bed/3bath Downtown Waupaca!
10.0 out of 10, Exceptional, (4)
"My husband and I stayed in this lovely home with extended family for a family gathering. The layout was perfect for our group. The renovations of the home have been well thought out and absolutely beautifully done. Communication with the owner was terrific, as was the ease of check-in and check-out. There were a few minor issues that I brought up directly with the owner when asked for suggestions or improvements that might make a stay even better. There wasn't much to suggest, and they were...
Spanish Charm 4bed/3bath Downtown Waupaca!
Historic Queen Anne Victorian, full of character, charm, and mystery.
Historic Queen Anne Victorian, full of character, charm, and mystery.
Wisconsion River and Kash Park-with lots of facilities are in front of my house!
2.0 star property
The price is AED 588
AED 1,171 total
includes taxes & fees
17 Nov - 18 Nov
Wisconsion River and Kash Park-with lots of facilities are in front of my house!
Private Lakehouse for outdoor and indoor fun!
9.8 out of 10, Exceptional, (11)
"A wonderful place to relax. Clean, tidy, with beautiful views. You can use kayaks and rent a boat. Beautiful, amazing days with the rising and setting sun. Thank you so much. I will definitely return here. Thank you Ursula "
Private Lakehouse for outdoor and indoor fun!
River oasis in central Wisconsin. Kayaker and nature lovers paradise.
2.0 star property
10.0 out of 10, Exceptional, (5)
"Beautiful property, clean and welcoming home. Close enough to Stevens Point and Wausau for dining, etc. Quiet road, perfect fall colors during our stay."
River oasis in central Wisconsin. Kayaker and nature lovers paradise.
Amazing enchanting historic property
9.4 out of 10, Exceptional, (16)
"Excellent experience. House was exactly as described/pictured. Everything was clean. House has a lot of charm. Host was helpful and communicative. Would absolutely recommend!"
Amazing enchanting historic property
Memories that will last a lifetime!
9.8 out of 10, Exceptional, (33)
"Just spent the weekend at this Beautiful property. Hosts were wonderful to work with. Wonderful location. Would recommend to anyone"
Memories that will last a lifetime!
Wild Rose Retreat - Hot tub and Lake Access
10.0 out of 10, Exceptional, (7)
"Very clean and great place to stay. Hot tub was an awesome bonus!! Spent the day in Waupaca and had a wonderful lunch at Little Fat Gretchen’s and watched the Badgers at Hinders, One of the nicest breweries I’ve been to. Had a great dinner at Silvercryst Supper Club at the recommendation of our hosts. "
Wild Rose Retreat - Hot tub and Lake Access
Gorgeous lodge that offers beautiful view and access to the Little Wolf River
10.0 out of 10, Exceptional, (14)
"This property was beyond our expectation and everything was kept nice and clean!"
Gorgeous lodge that offers beautiful view and access to the Little Wolf River
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 Iola

Relaxing Cottage Steps From the Lake
9.4 out of 10, Exceptional, (67)
"We enjoy staying here we look forward to being there again in the spring of 2025"
Relaxing Cottage Steps From the Lake
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!
10.0 out of 10, Exceptional, (17)
"Needed a place where I could unplug and enjoy nature with my dog and the cabin totally had that!!! The cabin was clean and had everything one needed for relaxing. Lots of deer in the apple orchard. Welcome basket with wine and other goodies was a really nice touch and the wood burning stove was already started for me! I will be back"
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!
Lakeside Iola Hideaway: Stunning Nature Views
9.6 out of 10, Exceptional, (20)
"The home greeted us on a warm afternoon and we found the two-bedroom accommodations to a be a spacious, inviting,warmly decorated, comfortable home. Unlike cold motel rooms, this place had a lived-in feel that reflected the pride and love Jannifer, the host, provided. That evening the rising moon slowly smothered a sea of stars that captivated our attention and filled the night with a marvelous glow. The peace and silence of the place was only interrupted by the sounds of fish splashing the...
Lakeside Iola Hideaway: Stunning Nature 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.