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Compare 93 Vacation Homes in Iola with updated reviews, rates, and availability.

Beautiful modern rustic barn located near state parks and Chain o Lakes.

9.6 out of 10, Exceptional, (168)
"The most magical place for extended families! We love coming here and creating memoria"
Beautiful modern rustic barn located near state parks and Chain o Lakes.

Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..

10.0 out of 10, Exceptional, (170)
"Wonderful time celebrating Christmas and New Year's as an extended family! Everyone enjoyed their time in this special place and all look forward to doing it again soon. "
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..

Gorgeous lodge that offers beautiful view and access to the Little Wolf River

10.0 out of 10, Exceptional, (13)
"Awesome property and the owners were very responsive. We will definitely rent this property again."
Gorgeous lodge that offers beautiful view and access to the Little Wolf River

Antiquing & Fishing: Riverfront Waupaca Home!

Antiquing & Fishing: Riverfront Waupaca Home!

Spanish Charm 4bed/3bath Downtown Waupaca!

10.0 out of 10, Exceptional, (5)
"This property is the cleanest rental I have ever experienced! An absolutely beautifully decorated home that is fully stocked to be your home away from home. The host was great to communicate with and the property was ideal for a long weekend near family. Will stay again!"
The price is SAR 701
SAR 1,882 total
includes taxes & fees
4 May - 5 May
Spanish Charm 4bed/3bath Downtown Waupaca!

Charming 3-bedroom newly renovated house located in the Village of Amherst

10.0 out of 10, Exceptional, (2)
"The Depot is an amazing quaint and charming gem in the heart of Amherst. The property is newly renovated and very clean and peaceful. The owner is very easy to communicate with and very accommodating. If you need to stay in Amherst this is the place to stay! Every little detail from the furnishing to the surroundings is excellent. Would highly recommend!"
The price is SAR 563
SAR 1,132 total
includes taxes & fees
28 Apr - 29 Apr
Charming 3-bedroom newly renovated house located in the Village of Amherst

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

Modern Style Lakefront Retreat with Hot Tub

10.0 out of 10, Exceptional, (20)
"Easily the best rental house we have ever stayed at. Very clean, unbelievable kitchen and views of the water were great. Will stay again if it is available "
Modern Style Lakefront Retreat with Hot Tub

Steps from the Pristine Chain O’ Lakes Waupaca

10.0 out of 10, Exceptional, (13)
"We were very comfortable and took advantage of close by restaurants and shopping. "
The price is SAR 769
SAR 1,656 total
includes taxes & fees
17 May - 18 May
Steps from the Pristine Chain O’ Lakes Waupaca

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

Cabin Sweet Cabin! Shawano County Wisconsin Lake Cottages

8.4 out of 10, Very Good, (53)
"Aron is so great to work with and his property is always well maintained. We will continue to rent this cottage!"
Cabin Sweet Cabin! Shawano County Wisconsin Lake Cottages

Awesome new unit available! Walking distance to great Amherst places and events

9.2 out of 10, Wonderful, (43)
"Good, have stayed here before."
Awesome new unit available! Walking distance to great Amherst places and events

Cute home across the street from full rec-Chain O Lakes Waupaca

9.8 out of 10, Exceptional, (11)
"The home was great for our short visit to Waupaca. Location was good, neighborhood was quiet. Hosts were very easy to communicate with. "
Cute home across the street from full rec-Chain O Lakes Waupaca

Trout Cabin - Waterfront resort on Fremont Wolf River

8.4 out of 10, Very Good, (5)
"Great for our short stay. We had our 20 foot boat and it worked out perfect."
Trout Cabin - Waterfront resort on Fremont Wolf River

Waterfront house on Miner Lake- Waupaca Chain

10.0 out of 10, Exceptional, (2)
"The cabin was amazing along with the location. Perfect cabin for such a beautiful location. "
Waterfront house on Miner Lake- Waupaca Chain

Historic Queen Anne Victorian, full of character, charm, and mystery.

Historic Queen Anne Victorian, full of character, charm, and mystery.

Wild Rose Retreat - Hot tub and Lake Access

10.0 out of 10, Exceptional, (10)
"We enjoyed utilizing the property while we needed to be in town. Excellent and beautiful."
The price is SAR 375
SAR 1,096 total
includes taxes & fees
28 Apr - 29 Apr
Wild Rose Retreat - Hot tub and Lake Access

Memories that will last a lifetime!

9.6 out of 10, Exceptional, (34)
"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!

Relaxing Waterfront Cabin Located On A Sandy Bottom Crystal Clear Lake.

9.6 out of 10, Exceptional, (82)
"Extremely clean quaint cottage . We had a wonderful vacation . Kids liked swimming and paddle boarding . Entire family loved boat rides."
Relaxing Waterfront Cabin Located On A Sandy Bottom Crystal Clear Lake.

Lake Life on Clover Leaf Lakes 🛶🎣

10.0 out of 10, Exceptional, (28)
"The house is amazing with great views, beautiful decor and great amenities. Highly recommend!"
Lake Life on Clover Leaf Lakes 🛶🎣
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

Adorable 3-bedroom cottage in charming Iola

8.0 out of 10, Very Good, (4)
"Check in was super easy. The hot tub was all ready to go and just a really nice little spot! I would recommend to anyone!"
The price is SAR 638
SAR 1,215 total
includes taxes & fees
28 Apr - 29 Apr
Adorable 3-bedroom cottage in charming Iola

Relaxing Cottage Steps From the Lake

9.4 out of 10, Exceptional, (69)
"Beautiful scenery very clean just a really great experience loved every minute"
Relaxing Cottage Steps From the Lake

Lakeside Iola Hideaway: Stunning Nature Views

9.6 out of 10, Exceptional, (20)
"Celebrated our 51st"
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.