Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

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
Book a stay at this family-friendly vacation home in Arnolds Park. Enjoy free WiFi, a water park, and a fitness center. Popular attractions West Okoboji Lake ...
Opens in a new windowCasa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

Arnolds Park
Stay at this vacation home in Arnolds Park. Enjoy free WiFi, a water park, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowOkoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat
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
Stay at this vacation home in Arnolds Park. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions West Okoboji Lake and 'Boji Splash ...
Opens in a new windowLounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.
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4-Bedroom Lake House in East Okoboji Lake

4-Bedroom Lake House in East Okoboji Lake

Spirit Lake
Book a stay at this family-friendly vacation home in Spirit Lake. Enjoy a water park, laundry facilities, and patios. Popular attractions West Okoboji Lake and ...
Opens in a new window4-Bedroom Lake House in East Okoboji Lake
Prime Location. 4 Bedroom House Sleeps up to 9. Close to Amusement Park.2 Baths.

Prime Location. 4 Bedroom House Sleeps up to 9. Close to Amusement Park.2 Baths.

Arnolds Park
Book a stay at this family-friendly vacation home in Arnolds Park. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions West Okoboji Lake ...
Opens in a new windowPrime Location. 4 Bedroom House Sleeps up to 9. Close to Amusement Park.2 Baths.
Arnolds Park Iowa Street Funhouse at the Lake

Arnolds Park Iowa Street Funhouse at the Lake

Arnolds Park
The price is NZ$1,085 per night from 16 Nov to 17 Nov
NZ$1,085
16 Nov - 17 Nov
includes taxes & fees
Stay at this vacation home in Arnolds Park. Enjoy free WiFi, a water park, and a garden. Popular attractions West Okoboji Lake and Iowa Great Lakes Maritime ...
Opens in a new windowArnolds Park Iowa Street Funhouse at the Lake
PRIME LOCATION AT BRIDGES BAY RESORT!!!

PRIME LOCATION AT BRIDGES BAY RESORT!!!

Arnolds Park
Stay at this vacation home in Arnolds Park. Enjoy a fitness center, laundry facilities, and patios. Popular attractions West Okoboji Lake and 'Boji Splash Indoor ...
Opens in a new windowPRIME LOCATION AT BRIDGES BAY RESORT!!!
Spacious 5-bedroom house in awesome Spirit Lake with WiFi, AC

Spacious 5-bedroom house in awesome Spirit Lake with WiFi, AC

Spirit Lake
Stay at this vacation home in Spirit Lake. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions West Okoboji Lake and Goodies Handmade Candies ...
Opens in a new windowSpacious 5-bedroom house in awesome Spirit Lake with WiFi, AC
Beds -N- Sheds Unit #3 Upstairs Unit

Beds -N- Sheds Unit #3 Upstairs Unit

2 out of 5
Spirit Lake
Stay at this vacation home in Spirit Lake. Enjoy air conditioning. Popular attractions West Okoboji Lake and Maple Oak Beach are located nearby.
Opens in a new windowBeds -N- Sheds Unit #3 Upstairs Unit
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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.

Jackson 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 Jackson vacation homes are the perfect way for you to wing it.

Holiday houses in Jackson 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 Jackson 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 Jackson adventures, obvs.

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

Jackson Holiday Homes essential information

Accommodation
161 Holiday Homes
Lowest Price
NZ$142
Highest Price
NZ$1,085
Popular accommodation
Casa Lago -- 4-Bedroom Home & UTV with Okoboji Lake View steps from Bridges Bay!, Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat , Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort., 4-Bedroom Lake House in East Okoboji Lake, Prime Location. 4 Bedroom House Sleeps up to 9. Close to Amusement Park.2 Baths., Arnolds Park Iowa Street Funhouse at the Lake, PRIME LOCATION AT BRIDGES BAY RESORT!!!, Spacious 5-bedroom house in awesome Spirit Lake with WiFi, AC, Beds -N- Sheds Unit #3 Upstairs Unit

Top trending hotels in Jackson

AmericInn by Wyndham Jackson

AmericInn by Wyndham Jackson

2.5 out of 5
110 Belmont Lane, Jackson, MN
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 23 Nov to 24 Nov
NZ$198
23 Nov - 24 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jackson Golf Club and Ashley Park ...
Opens in a new windowAmericInn by Wyndham Jackson
Super 8 by Wyndham Jackson MN

Super 8 by Wyndham Jackson MN

2 out of 5
2025 Highway 71 N, Jackson, MN
Fully refundableReserve now, pay when you stay
The price is NZ$142 per night from 21 Nov to 22 Nov
NZ$142
21 Nov - 22 Nov
includes taxes & fees
Book a stay at this business-friendly motel in Jackson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowSuper 8 by Wyndham Jackson MN
Secluded Lakefront Lodge in Iowa's Great Lakes

Secluded Lakefront Lodge in Iowa's Great Lakes

Jackson
Book a stay at this family-friendly cabin in Jackson. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Brown Park and Robertson County ...
Opens in a new windowSecluded Lakefront Lodge in Iowa's Great Lakes
Save an average of 15% on thousands of hotels when you're signed in
Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

3 out of 5
1405 Highway 71, Okoboji, IA
Fully refundableReserve now, pay when you stay
The price is NZ$188 per night from 13 Nov to 14 Nov
NZ$188
13 Nov - 14 Nov
includes taxes & fees
Stay at this 3-star golf hotel in Okoboji. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Opens in a new windowLake Okoboji Resort & Conference Center
Don't see what you're looking for?
See all available properties in Jackson
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.