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Iola Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Iola.
Relaxing Cottage Steps From the Lake, holiday rental in Iola
Relaxing Cottage Steps From the Lake, holiday rental in Iola
Relaxing Cottage Steps From the Lake, holiday rental in Iola

Relaxing Cottage Steps From the Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Wildlife Cabin! Spring-fed Ponds! Apple Orchard!, holiday rental in Iola
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!, holiday rental in Iola
Wildlife Cabin! Spring-fed Ponds! Apple Orchard!, holiday rental in Iola

Wildlife Cabin! Spring-fed Ponds! Apple Orchard!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Lakeside Iola Hideaway: Stunning Nature Views, holiday rental in Iola
Lakeside Iola Hideaway: Stunning Nature Views, holiday rental in Iola
Lakeside Iola Hideaway: Stunning Nature Views, holiday rental in Iola

Lakeside Iola Hideaway: Stunning Nature Views

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Fabulous Funky Refurbished 70's Retro Lakefront Home, holiday rental in Iola
Fabulous Funky Refurbished 70's Retro Lakefront Home, holiday rental in Iola
Fabulous Funky Refurbished 70's Retro Lakefront Home, holiday rental in Iola

Fabulous Funky Refurbished 70's Retro Lakefront Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private retreat!  20 acre 1908 Farmhouse on Private Lake., holiday rental in Iola
Private retreat!  20 acre 1908 Farmhouse on Private Lake., holiday rental in Iola
Private retreat!  20 acre 1908 Farmhouse on Private Lake., holiday rental in Iola

Private retreat! 20 acre 1908 Farmhouse on Private Lake.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy log Cabin tucked away in natures serenity, holiday rental in Iola
Cozy log Cabin tucked away in natures serenity, holiday rental in Iola
Cozy log Cabin tucked away in natures serenity, holiday rental in Iola

Cozy log Cabin tucked away in natures serenity

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake + forest view 1650 sf cottage in rolling hills of Central Wis. LAKE ACCESS., holiday rental in Iola
Lake + forest view 1650 sf cottage in rolling hills of Central Wis. LAKE ACCESS., holiday rental in Iola
Lake + forest view 1650 sf cottage in rolling hills of Central Wis. LAKE ACCESS., holiday rental in Iola

Lake + forest view 1650 sf cottage in rolling hills of Central Wis. LAKE ACCESS.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Adorable 3-bedroom cottage in charming Iola, holiday rental in Iola
Adorable 3-bedroom cottage in charming Iola, holiday rental in Iola
Adorable 3-bedroom cottage in charming Iola, holiday rental in Iola

Adorable 3-bedroom cottage in charming Iola

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Iola match all your filters:
Green, unique, comfortable, open loft cabin, holiday rental in Iola
Green, unique, comfortable, open loft cabin, holiday rental in Iola
Green, unique, comfortable, open loft cabin, holiday rental in Iola

Green, unique, comfortable, open loft cabin

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes.., holiday rental in Iola
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes.., holiday rental in Iola
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes.., holiday rental in Iola

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

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Tomorrow River Ridge Cabin, Private, Cozy and On Water, holiday rental in Iola
Tomorrow River Ridge Cabin, Private, Cozy and On Water, holiday rental in Iola
Tomorrow River Ridge Cabin, Private, Cozy and On Water, holiday rental in Iola

Tomorrow River Ridge Cabin, Private, Cozy and On Water

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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HUGE JANUARY FEBRUARY SPECIAL AT THE LUXURY LOG HOME !!!, holiday rental in Iola
HUGE JANUARY FEBRUARY SPECIAL AT THE LUXURY LOG HOME !!!, holiday rental in Iola
HUGE JANUARY FEBRUARY SPECIAL AT THE LUXURY LOG HOME !!!, holiday rental in Iola

HUGE JANUARY FEBRUARY SPECIAL AT THE LUXURY LOG HOME !!!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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White Pine Inn at Sunset Lake, holiday rental in Iola
White Pine Inn at Sunset Lake, holiday rental in Iola
White Pine Inn at Sunset Lake, holiday rental in Iola

White Pine Inn at Sunset Lake

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Awesome new unit available!  Walking distance to great Amherst places and events, holiday rental in Iola
Awesome new unit available!  Walking distance to great Amherst places and events, holiday rental in Iola
Awesome new unit available!  Walking distance to great Amherst places and events, holiday rental in Iola

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Wisconsin Beach House on Brekke Lake, holiday rental in Iola
Modern Wisconsin Beach House on Brekke Lake, holiday rental in Iola
Modern Wisconsin Beach House on Brekke Lake, holiday rental in Iola

Modern Wisconsin Beach House on Brekke Lake

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 Bedroom home with 1580ft of Waupaca River frontage! With hot tub!, holiday rental in Iola
5 Bedroom home with 1580ft of Waupaca River frontage! With hot tub!, holiday rental in Iola
5 Bedroom home with 1580ft of Waupaca River frontage! With hot tub!, holiday rental in Iola

5 Bedroom home with 1580ft of Waupaca River frontage! With hot tub!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Rustic Full Log Home on quiet Lake Onland - Family and Pet Friendly, holiday rental in Iola
Rustic Full Log Home on quiet Lake Onland - Family and Pet Friendly, holiday rental in Iola
Rustic Full Log Home on quiet Lake Onland - Family and Pet Friendly, holiday rental in Iola

Rustic Full Log Home on quiet Lake Onland - Family and Pet Friendly

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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A beautiful recently remodeled home nested on a wooded river lot with a hot tub., holiday rental in Iola
A beautiful recently remodeled home nested on a wooded river lot with a hot tub., holiday rental in Iola
A beautiful recently remodeled home nested on a wooded river lot with a hot tub., holiday rental in Iola

A beautiful recently remodeled home nested on a wooded river lot with a hot tub.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Relax at Our House on Beautiful Sunset Lake: Reduced Rates Dec 2023-April 2024, holiday rental in Iola
Relax at Our House on Beautiful Sunset Lake: Reduced Rates Dec 2023-April 2024, holiday rental in Iola
Relax at Our House on Beautiful Sunset Lake: Reduced Rates Dec 2023-April 2024, holiday rental in Iola

Relax at Our House on Beautiful Sunset Lake: Reduced Rates Dec 2023-April 2024

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relaxing Taylor Lake Retreat directly on the Chain of Lakes, holiday rental in Iola
Relaxing Taylor Lake Retreat directly on the Chain of Lakes, holiday rental in Iola
Relaxing Taylor Lake Retreat directly on the Chain of Lakes, holiday rental in Iola

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chain of Lakes House-3 Bedroom Pontoon Boat Available, holiday rental in Iola
Chain of Lakes House-3 Bedroom Pontoon Boat Available, holiday rental in Iola
Chain of Lakes House-3 Bedroom Pontoon Boat Available, holiday rental in Iola

Chain of Lakes House-3 Bedroom Pontoon Boat Available

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 16
Match: Sleeps
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A Little Slice of Heaven on The Waupaca Chain O'Lakes, holiday rental in Iola
A Little Slice of Heaven on The Waupaca Chain O'Lakes, holiday rental in Iola
A Little Slice of Heaven on The Waupaca Chain O'Lakes, holiday rental in Iola

A Little Slice of Heaven on The Waupaca Chain O'Lakes

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Big Blue on QQ - 5 Br House Near the Chain of Lakes, holiday rental in Iola
Big Blue on QQ - 5 Br House Near the Chain of Lakes, holiday rental in Iola
Big Blue on QQ - 5 Br House Near the Chain of Lakes, holiday rental in Iola

Big Blue on QQ - 5 Br House Near the Chain of Lakes

Holiday Rental House
5 bedrooms
8 bathrooms
Sleeps 10
Match: Sleeps
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Secluded city cottage. 3 blocks from beach & Main Street shopping, holiday rental in Iola
Secluded city cottage. 3 blocks from beach & Main Street shopping, holiday rental in Iola
Secluded city cottage. 3 blocks from beach & Main Street shopping, holiday rental in Iola

Secluded city cottage. 3 blocks from beach & Main Street shopping

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful 2-bedroom Cottage, holiday rental in Iola
Beautiful 2-bedroom Cottage, holiday rental in Iola
Beautiful 2-bedroom Cottage, holiday rental in Iola

Beautiful 2-bedroom Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Haven at the Harbor - Chain of Lakes!, holiday rental in Iola
Haven at the Harbor - Chain of Lakes!, holiday rental in Iola
Haven at the Harbor - Chain of Lakes!, holiday rental in Iola

Haven at the Harbor - Chain of Lakes!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Steps from the Pristine Chain O’ Lakes Waupaca, holiday rental in Iola
Steps from the Pristine Chain O’ Lakes Waupaca, holiday rental in Iola
Steps from the Pristine Chain O’ Lakes Waupaca, holiday rental in Iola

Steps from the Pristine Chain O’ Lakes Waupaca

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Lake front summer home w >150' of shore on spring-fed Otter Lake of the Chain, holiday rental in Iola
Lake front summer home w >150' of shore on spring-fed Otter Lake of the Chain, holiday rental in Iola
Lake front summer home w >150' of shore on spring-fed Otter Lake of the Chain, holiday rental in Iola

Lake front summer home w >150' of shore on spring-fed Otter Lake of the Chain

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The QQ Lodge, holiday rental in Iola
The QQ Lodge, holiday rental in Iola
The QQ Lodge, holiday rental in Iola

The QQ Lodge

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Feel right at home in this single family house the City of Waupaca, holiday rental in Iola
Feel right at home in this single family house the City of Waupaca, holiday rental in Iola
Feel right at home in this single family house the City of Waupaca, holiday rental in Iola

Feel right at home in this single family house the City of Waupaca

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lil R&R - Entire guest suite to rest & relax - 7 miles from beautiful Waupaca WI, holiday rental in Iola
Lil R&R - Entire guest suite to rest & relax - 7 miles from beautiful Waupaca WI, holiday rental in Iola
Lil R&R - Entire guest suite to rest & relax - 7 miles from beautiful Waupaca WI, holiday rental in Iola

Lil R&R - Entire guest suite to rest & relax - 7 miles from beautiful Waupaca WI

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cottage & Suite on a Quiet Lake + Free Kayaks!, holiday rental in Iola
Cottage & Suite on a Quiet Lake + Free Kayaks!, holiday rental in Iola
Cottage & Suite on a Quiet Lake + Free Kayaks!, holiday rental in Iola

Cottage & Suite on a Quiet Lake + Free Kayaks!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bear Lake Vacation Home Manawa, WI --Great Snowmobiling location!, holiday rental in Iola
Bear Lake Vacation Home Manawa, WI --Great Snowmobiling location!, holiday rental in Iola
Bear Lake Vacation Home Manawa, WI --Great Snowmobiling location!, holiday rental in Iola

Bear Lake Vacation Home Manawa, WI --Great Snowmobiling location!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Relax in Waupaca and the Chain O Lakes., holiday rental in Iola
Relax in Waupaca and the Chain O Lakes., holiday rental in Iola
Relax in Waupaca and the Chain O Lakes., holiday rental in Iola

Relax in Waupaca and the Chain O Lakes.

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Lion on Sunset Lake/Chain O' Lakes/Nestled in the woods/Pet friendly!, holiday rental in Iola
Lion on Sunset Lake/Chain O' Lakes/Nestled in the woods/Pet friendly!, holiday rental in Iola
Lion on Sunset Lake/Chain O' Lakes/Nestled in the woods/Pet friendly!, holiday rental in Iola

Lion on Sunset Lake/Chain O' Lakes/Nestled in the woods/Pet friendly!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3  and 1 Bedroom adjoining Cottages on the Chain of Lakes with Pontoon available, holiday rental in Iola
3  and 1 Bedroom adjoining Cottages on the Chain of Lakes with Pontoon available, holiday rental in Iola
3  and 1 Bedroom adjoining Cottages on the Chain of Lakes with Pontoon available, holiday rental in Iola

3 and 1 Bedroom adjoining Cottages on the Chain of Lakes with Pontoon available

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spanish Charm 4bed/3bath Downtown Waupaca!, holiday rental in Iola
Spanish Charm 4bed/3bath Downtown Waupaca!, holiday rental in Iola
Spanish Charm 4bed/3bath Downtown Waupaca!, holiday rental in Iola

Spanish Charm 4bed/3bath Downtown Waupaca!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront Cottage - Chain O'Lakes, Sunset Lake, holiday rental in Iola
Lakefront Cottage - Chain O'Lakes, Sunset Lake, holiday rental in Iola
Lakefront Cottage - Chain O'Lakes, Sunset Lake, holiday rental in Iola

Lakefront Cottage - Chain O'Lakes, Sunset Lake

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming 3,800 sq feet log house in Waupaca County., holiday rental in Iola
Charming 3,800 sq feet log house in Waupaca County., holiday rental in Iola
Charming 3,800 sq feet log house in Waupaca County., holiday rental in Iola

Charming 3,800 sq feet log house in Waupaca County.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Chain O' Lakes beauty known as the Pinehaven, holiday rental in Iola
Chain O' Lakes beauty known as the Pinehaven, holiday rental in Iola
Chain O' Lakes beauty known as the Pinehaven, holiday rental in Iola

Chain O' Lakes beauty known as the Pinehaven

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private, holiday rental in Iola
Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private, holiday rental in Iola
Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private, holiday rental in Iola

Lion on Otter Lake/Chain O' Lakes Waupaca/Waterfront/Pet Friendly/Private

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Gorgeous lodge that offers beautiful view and access to the Little Wolf River, holiday rental in Iola
Gorgeous lodge that offers beautiful view and access to the Little Wolf River, holiday rental in Iola
Gorgeous lodge that offers beautiful view and access to the Little Wolf River, holiday rental in Iola

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

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Chain O' Lakes Homes for large multi-family groups, Sleeps 19, holiday rental in Iola
Chain O' Lakes Homes for large multi-family groups, Sleeps 19, holiday rental in Iola
Chain O' Lakes Homes for large multi-family groups, Sleeps 19, holiday rental in Iola

Chain O' Lakes Homes for large multi-family groups, Sleeps 19

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Charming 3-bedroom house on 12 acres in beautiful Tigerton near Big Falls, WI, holiday rental in Iola
Charming 3-bedroom house on 12 acres in beautiful Tigerton near Big Falls, WI, holiday rental in Iola
Charming 3-bedroom house on 12 acres in beautiful Tigerton near Big Falls, WI, holiday rental in Iola

Charming 3-bedroom house on 12 acres in beautiful Tigerton near Big Falls, WI

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view, holiday rental in Iola
The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view, holiday rental in Iola
The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view, holiday rental in Iola

The Lazy Bear Lake House on beautiful Bear Lake, covered deck, great view

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cabin in the woods with hot tub and lake views. Pets welcome! Close to Nordic., holiday rental in Iola
Cabin in the woods with hot tub and lake views. Pets welcome! Close to Nordic., holiday rental in Iola
Cabin in the woods with hot tub and lake views. Pets welcome! Close to Nordic., holiday rental in Iola

Cabin in the woods with hot tub and lake views. Pets welcome! Close to Nordic.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Entire home 3 miles north of Amherst, holiday rental in Iola
Entire home 3 miles north of Amherst, holiday rental in Iola
Entire home 3 miles north of Amherst, holiday rental in Iola

Entire home 3 miles north of Amherst

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lake Helen Waterfront Retreat: Cedar Cove Cottage, holiday rental in Iola
Lake Helen Waterfront Retreat: Cedar Cove Cottage, holiday rental in Iola
Lake Helen Waterfront Retreat: Cedar Cove Cottage, holiday rental in Iola

Lake Helen Waterfront Retreat: Cedar Cove Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Embrace the calmness of the lake, holiday rental in Iola
Embrace the calmness of the lake, holiday rental in Iola
Embrace the calmness of the lake, holiday rental in Iola

Embrace the calmness of the lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Riverfront Home w/ Dock: Stay & Play In Waupaca!, holiday rental in Iola
Riverfront Home w/ Dock: Stay & Play In Waupaca!, holiday rental in Iola
Riverfront Home w/ Dock: Stay & Play In Waupaca!, holiday rental in Iola

Riverfront Home w/ Dock: Stay & Play In Waupaca!

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Frequently Asked Questions about Iola