Vacation rentals in Iola

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Top-rated vacation rentals in Iola

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Waupaca

4.97 out of 5 average rating, 159 reviews

Columbia Lake Sunset View

Beautiful apartment on Columbia Lake on the Chain 'O Lakes. Private deck and fishing dock. Perfect location for kayaking, fishing, or any other water recreational activity. Walking distance to two restaurants, two marinas and ice cream shop. 2.7 miles from Hartman Creek State Park to access trails. Please be aware that a close venue has bands on some summer weekends that can easily be heard when outside and the music may be heard when indoors. Three night minimum May 27th - September 5th.

Apr 5 – 12

G$41,828 GYD per night
Guest favorite

Home in Waupaca

4.93 out of 5 average rating, 122 reviews

Entire House, Hot Tub, Pet & EV friendly.

Wonderful open concept living featuring eat in kitchen/dining area, living space with a beautiful gas fireplace, roll top desk and tasteful décor. You will feel comfortable and right at home. Waupaca is centrally located to many places you may wish to go. We have a beautiful park system, 22 connected lakes, wonderful culture, arts, library, main street, and best of all friendly people. Outdoors is fishing, silent sports, kayaking, tubing, hiking trails, and so much more. ATV/UTV friendly.

Aug 2 – 9

G$39,969 GYD per night
Guest favorite

Cabin in Hancock

4.94 out of 5 average rating, 380 reviews

Peaceful Wooded Sanctuary- with private dog park!

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. The cabin accommodates every guest, dogs too! New in 2023, a 1,200 sq. ft. dog park.

Dec 7 – 14

G$33,596 GYD per night

Popular amenities for Iola vacation rentals

Stay near Iola's top sights

Iola Old Car Show - Office6 locals recommend
Crystal Cafe4 locals recommend
The Millstone of Iola Mills4 locals recommend

Other great vacation rentals in Iola

Guest favorite

Cottage in Fond du Lac

4.98 out of 5 average rating, 226 reviews

Beautiful Lake Home.

Sep 20 – 27

G$32,633 GYD per night
Guest favorite

Apartment in Stevens Point

4.88 out of 5 average rating, 147 reviews

Bright, Simple Downtown Apt. Above Specialty Cafe

Dec 11 – 18

G$30,279 GYD per night
Guest favorite

Farm stay in New London

4.97 out of 5 average rating, 168 reviews

Irish Acres Farm"Glamping" FAIRY CABIN tiny home

Sep 1 – 8

G$16,994 GYD per night
Guest favorite

Loft in Amherst

4.96 out of 5 average rating, 57 reviews

Tiny Town Bakery Flatlet

Oct 23 – 30

G$23,319 GYD per night
Guest favorite

Home in Iola

5.0 out of 5 average rating, 43 reviews

Peaceful waterfront home on private lake

Sep 28 – Oct 5

G$46,346 GYD per night
Guest favorite

Home in Waupaca

4.96 out of 5 average rating, 23 reviews

Center Street Nest

Oct 20 – 27

G$20,651 GYD per night
Guest favorite

Cottage in Iola

4.95 out of 5 average rating, 55 reviews

Pine Grove Hideaway

Aug 18 – 25

G$47,942 GYD per night
Guest favorite

Cabin in Ogdensburg

5.0 out of 5 average rating, 18 reviews

The Cabin on Blue Mountain Lake

Feb 2 – 9

G$28,435 GYD per night
Guest favorite

Home in Waupaca

4.97 out of 5 average rating, 39 reviews

Charming 2 bedroom house near Chain of Lakes

Jun 24 – Jul 1

G$21,657 GYD per night
Guest favorite

Home in Iola

5.0 out of 5 average rating, 12 reviews

Log Home Hideaway

Mar 8 – 15

G$58,420 GYD per night
Guest favorite

Cabin in Iola

4.95 out of 5 average rating, 22 reviews

Wildlife Cabin! Spring-fed Ponds! Apple Orchard!

Dec 12 – 19

G$47,803 GYD per night
Guest favorite

Home in Stevens Point

4.94 out of 5 average rating, 95 reviews

Entire basement - Clean, spacious w/ private entry

Nov 12 – 19

G$21,638 GYD per night

Destinations to explore

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  2. United States
  3. Wisconsin
  4. Waupaca County
  5. Iola