Book Holiday Homes in Estherville

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Featured Holiday Homes in Estherville

Casa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!

Casa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!

Arnolds Park IA
Located in Arnolds Park, this vacation home is within a 15-minute walk of 'Boji Splash Indoor Waterpark Okoboji and East Okoboji Lake.
Opens in a new windowCasa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!
Family-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep

Family-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep

Okoboji IA
With a stay at this vacation home in Okoboji, you'll be a 1-minute walk from West Okoboji Lake and 8 minutes by foot from Higgins Museum.
Opens in a new windowFamily-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep
Arnolds Park Iowa Street Funhouse at the Lake

Arnolds Park Iowa Street Funhouse at the Lake

Arnolds Park IA
The price is AU$943 per night from 16 Jan to 17 Jan
AU$943
16 Jan - 17 Jan 2026
includes taxes & fees
With a stay at this vacation home in Arnolds Park, you'll be within a 5-minute walk of East Okoboji Lake and Iowa Great Lakes Maritime Museum.
Opens in a new windowArnolds Park Iowa Street Funhouse at the Lake
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4-Bedroom Lake House in East Okoboji Lake

4-Bedroom Lake House in East Okoboji Lake

Spirit Lake IA
With a stay at this vacation home in Spirit Lake, you'll be on a lake, just a 1-minute walk from East Okoboji Lake and 8 minutes by foot from Elinor Bedell State ...
Opens in a new window4-Bedroom Lake House in East Okoboji Lake
Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.

Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.

Arnolds Park IA
With a stay at this vacation home in Arnolds Park, you'll be within a 5-minute drive of 'Boji Splash Indoor Waterpark Okoboji and East Okoboji Lake.
Opens in a new windowLounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.
Sandy Beach Retreat | Lakefront on Big Spirit Lake

Sandy Beach Retreat | Lakefront on Big Spirit Lake

Orleans IA
With a stay at this vacation home in Spirit Lake, you'll be on the waterfront, just a 1-minute walk from Templar State Recreation Area and 6 minutes by foot ...
Opens in a new windowSandy Beach Retreat | Lakefront on Big Spirit Lake
Grassy Knoll Retreat on the Big Spirit Lake

Grassy Knoll Retreat on the Big Spirit Lake

Spirit Lake IA
The price is AU$1,300 per night from 18 Jan to 19 Jan
AU$1,300
18 Jan - 19 Jan 2026
includes taxes & fees
When you stay at this vacation home in Spirit Lake, you'll be on the waterfront, within a 5-minute drive of Templar State Recreation Area and Marble Beach State ...
Opens in a new windowGrassy Knoll Retreat on the Big Spirit Lake
Brand New Okoboji Vacation Cabin With Large Pool In Backyard!!!  Bridges Bay!!

Brand New Okoboji Vacation Cabin With Large Pool In Backyard!!! Bridges Bay!!

Arnolds Park IA
With a stay at this vacation home in Arnolds Park, you'll be a 1-minute walk from East Okoboji Lake and 13 minutes by foot from 'Boji Splash Indoor Waterpark ...
Opens in a new windowBrand New Okoboji Vacation Cabin With Large Pool In Backyard!!! Bridges Bay!!
Private Bridges Bay Home  - #269

Private Bridges Bay Home - #269

Arnolds Park IA
With a stay at this vacation home in Arnolds Park, you'll be within a 15-minute walk of 'Boji Splash Indoor Waterpark Okoboji and East Okoboji Lake.
Opens in a new windowPrivate Bridges Bay Home - #269
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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.

Estherville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Estherville vacation homes are the perfect way for you to wing it.

Holiday houses in Estherville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Estherville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Estherville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Estherville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Estherville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Estherville Holiday Homes essential information

Accommodation
166 Holiday Homes
Lowest Price
AU$127
Highest Price
AU$1,300
Popular accommodation
Casa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!, Family-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep, Arnolds Park Iowa Street Funhouse at the Lake, 4-Bedroom Lake House in East Okoboji Lake, Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort., Sandy Beach Retreat | Lakefront on Big Spirit Lake, Grassy Knoll Retreat on the Big Spirit Lake, Brand New Okoboji Vacation Cabin With Large Pool In Backyard!!! Bridges Bay!!, Private Bridges Bay Home - #269

Top trending hotels in Estherville

Estherville Hotel & Suites

Estherville Hotel & Suites

2.5 out of 5
2008 Central Ave Estherville IA
Fully refundableReserve now, pay when you stay
Located in Estherville, Estherville Hotel & Suites is within a 5-minute drive of Thoreson Memorial Park and Avera Holy Family Hospital.
Opens in a new windowEstherville Hotel & Suites
Super 8 by Wyndham Estherville

Super 8 by Wyndham Estherville

2 out of 5
1919 Central Ave Estherville IA
Fully refundableReserve now, pay when you stay
The price is AU$127 per night from 28 Dec to 29 Dec
AU$127
28 Dec - 29 Dec
includes taxes & fees
With a stay at Super 8 by Wyndham Estherville in Estherville, you'll be within a 5-minute drive of Thoreson Memorial Park and Avera Holy Family Hospital.
Opens in a new windowSuper 8 by Wyndham Estherville
Brookstone Lodge & Suites

Brookstone Lodge & Suites

2.5 out of 5
3408 Main St Emmetsburg IA
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 1 Jan to 2 Jan
AU$143
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at Brookstone Lodge & Suites in Emmetsburg, you'll be within a 10-minute walk of Harrison Park and Emmetsburg Public Library.
Opens in a new windowBrookstone Lodge & Suites
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AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

2.5 out of 5
1005 Brooks Park Dr Okoboji IA
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 30 Dec to 31 Dec
AU$139
30 Dec - 31 Dec
includes taxes & fees
A stay at AmericInn by Wyndham Okoboji places you in the heart of Okoboji, steps from Okoboji Summer Theatre and 4 minutes by foot from Brooks Golf Club.
Opens in a new windowAmericInn by Wyndham Okoboji
Don't see what you're looking for?
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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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^Subject to availability and chosen travel dates.