Book Holiday Homes in Jackson

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Featured Holiday Homes in Jackson

Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

Arnolds Park
With a stay at this vacation home in Arnolds Park, you'll be on a lake, within a 5-minute drive of West Okoboji Lake and 'Boji Splash Indoor Waterpark ...
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat
Enjoy Boji Blue Lagoon with West Lake Okoboji views, close to beach & boat ramp!

Enjoy Boji Blue Lagoon with West Lake Okoboji views, close to beach & boat ramp!

Spirit Lake
With a stay at this vacation home in Spirit Lake, you'll be steps from West Okoboji Lake and a 4-minute drive from Pike's Point Beach.
Enjoy Boji Blue Lagoon with West Lake Okoboji views, close to beach & boat ramp!
Okoboji Cabin

Okoboji Cabin

Spirit Lake
With a stay at this vacation home in Spirit Lake, you'll be on a lake, within a 5-minute drive of West Okoboji Lake and Lakes Regional Healthcare.
Okoboji Cabin
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Family-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep

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

Okoboji
The price is AU$786 per night from 7 May to 8 May
AU$786
includes taxes & fees
7 May - 8 May
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.
Family-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep
Millers Bay Canal Retreat

Millers Bay Canal Retreat

Milford
With a stay at this vacation home in West Okoboji, you'll be on the waterfront, within a 5-minute drive of West Okoboji Lake and Emerson Bay State Recreation ...
Millers Bay Canal Retreat
Walking distance to historic Arnold’s Park and West Lake Okoboji

Walking distance to historic Arnold’s Park and West Lake Okoboji

Arnolds Park
When you stay at this vacation home in Arnolds Park, you'll be on a lake, just steps from West Okoboji Lake and 12 minutes by foot from Emerald Hills Golf ...
Walking distance to historic Arnold’s Park and West Lake Okoboji
Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers

Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers

Okoboji
With a stay at this vacation home in Okoboji, you'll be a 2-minute walk from West Okoboji Lake and within a 5-minute drive of Pikes Point State Park.
Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers
Sandy Beach Retreat | Lakefront on Big Spirit Lake

Sandy Beach Retreat | Lakefront on Big Spirit Lake

Orleans
With a stay at this vacation home in Spirit Lake, you'll be on the beach, within a 15-minute drive of West Okoboji Lake and Templar State Recreation Area.
Sandy Beach Retreat | Lakefront on Big Spirit Lake
Lakeside Luxury~Hot Tub~Game Room~Fire Pit

Lakeside Luxury~Hot Tub~Game Room~Fire Pit

Jackson
With a stay at this vacation home in Spirit Lake, you'll be on a lake, just a 1-minute walk from Little Spirit Lake and 10 minutes by foot from Little Spirit ...
Lakeside Luxury~Hot Tub~Game Room~Fire Pit
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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
145 Holiday Homes
Lowest Price
AU$117
Highest Price
AU$786
Popular accommodation
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat , Enjoy Boji Blue Lagoon with West Lake Okoboji views, close to beach & boat ramp!, Okoboji Cabin , Family-Friendly Retreat on Julia Street - Explore Okoboji from Your Doorstep, Millers Bay Canal Retreat , Walking distance to historic Arnold’s Park and West Lake Okoboji, Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers , Sandy Beach Retreat | Lakefront on Big Spirit Lake, Lakeside Luxury~Hot Tub~Game Room~Fire Pit

Top trending hotels in 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 AU$117 per night from 16 May to 17 May
AU$117
includes taxes & fees
16 May - 17 May
A stay at Super 8 by Wyndham Jackson MN places you in the heart of Jackson, within a 15-minute walk of Jackson Golf Club and Jackson County Courthouse.
Super 8 by Wyndham Jackson MN
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 AU$214 per night from 16 May to 17 May
AU$214
includes taxes & fees
16 May - 17 May
Located in Jackson, AmericInn by Wyndham Jackson is in the business district, within a 5-minute drive of Jackson Golf Club and Ashley Park.
AmericInn by Wyndham Jackson
Lakeside Luxury~Hot Tub~Game Room~Fire Pit

Lakeside Luxury~Hot Tub~Game Room~Fire Pit

Jackson
With a stay at this vacation home in Spirit Lake, you'll be on a lake, just a 1-minute walk from Little Spirit Lake and 10 minutes by foot from Little Spirit ...
Lakeside Luxury~Hot Tub~Game Room~Fire Pit
Save an average of 15% on thousands of hotels when you're signed in
Country home near Loon Lake Golf Course, Jackson County Parks and Spirit Lake,IA

Country home near Loon Lake Golf Course, Jackson County Parks and Spirit Lake,IA

Jackson
Located in Jackson, this vacation home is in a rural location, within a 15-minute drive of Brown Park and Trickle Slough Area.
Country home near Loon Lake Golf Course, Jackson County Parks and Spirit Lake,IA
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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.