Photo by Erik Rowley

Jackson Holiday Rentals

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Holiday Rentals in Jackson

Country home near Loon Lake Golf Course, Jackson County Parks and Spirit Lake,IA
10.0 out of 10, Exceptional, (71)
"The property has everything a fisherman would want...lots of parking, plug in for the boat, secure, and great accommodations."
Country home near Loon Lake Golf Course, Jackson County Parks and Spirit Lake,IA
Secluded Lakefront Lodge in Iowa's Great Lakes
10.0 out of 10, Exceptional, (198)
"4 members of our family stayed in this great cabin and we loved the lake views! We enjoyed sitting around the fire pit, roasting our hot dogs and making Smores! A great relaxing vacation time!"
Secluded Lakefront Lodge in Iowa's Great Lakes
Amazing West Lake Okoboji Home! Location, Location, Location!!!
10.0 out of 10, Exceptional, (166)
"Our annual golf trip was a success in huge part to staying here. Plenty of room. We grilled steaks and had a fire overlooking the wonderful view. We would come back in a heartbeat. Thank you! Respectfully, South Dakota “Below Average” Golfers"
Amazing West Lake Okoboji Home! Location, Location, Location!!!
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Luxury Lakeside Bridges Bay Condo
10.0 out of 10, Exceptional, (11)
"This condo was beautiful, clean and well maintained. The property manager was quick to respond to any questions. Bridges bay is one of our favorite spots, especially for our kids. We will definitely be back!"
Luxury Lakeside Bridges Bay Condo
Family Friendly Poolside Retreat
9.6 out of 10, Exceptional, (13)
"We had everything we needed for a perfect fall family getaway. The cabin is well stocked and so great to have our little shih tzu join us. It was very clean and the kids loved the foosball! The front door lock ran out of batteries and the owners were extremely quick to respond and very accommodating. Hope to be back next fall!"
Family Friendly Poolside Retreat
Lakefront BB Condo. Updated expanded deck, panoramic views & 6 waterpark passes.
10.0 out of 10, Exceptional, (50)
"We loved our little getaway to Okoboji!! This place was perfect!! The views were amazing!! We enjoyed being out on the deck and watching movies in the living room! We would love to stay there again!!"
The price is NZ$937
per night
5 Jun - 6 Jun
Lakefront BB Condo. Updated expanded deck, panoramic views & 6 waterpark passes.
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.
10.0 out of 10, Exceptional, (27)
"Beautiful condo with plenty of room for everyone. The water park was a quick walk and the grandkids loved it! Would highly recommend this property to anyone."
The price is NZ$1,813
per night
15 Jun - 16 Jun
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.
Spacious Home on East Lake Okoboji
8.8 out of 10, Excellent, (29)
"My son spent the first two hours we were there weed whacking the back grassy area. No ladder to get in and out of water from dock. House itself was great and loved the quiet area it was in. Overall we had a wonderful time."
Spacious Home on East Lake Okoboji
Lakefront Luxury! Spacious condo with wrap around deck and 6 BB waterpark passes
10.0 out of 10, Exceptional, (46)
"Everything was great."
Lakefront Luxury! Spacious condo with wrap around deck and 6 BB waterpark passes
Barleans-Cozy Cabin Conveniently Located
9.8 out of 10, Exceptional, (29)
"We enjoyed our stay very much. The decor of the cabin is warm and cozy. Nice location. Close to walking path and beach."
Barleans-Cozy Cabin Conveniently Located
Arnolds Park Cabin
9.6 out of 10, Exceptional, (19)
"Everything was perfect! Super cute house and great location!"
Arnolds Park Cabin
Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio
10.0 out of 10, Exceptional, (34)
"The cabin was so cute!! Very roomy and super clean! Accommodating in every way, we pretty much only needed to pack our clothes! Loved Nights on Patio. Beds were comfy and neighbors were polite & friendly! Morning walk was lovely. All kinds of outdoor activities and equipment in the garage. Plus-We were within minutes of all the fun stuff downtown. We will be coming back!"
Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio
Amazing Lakefront 4 bedroom luxury Condo with large deck at Bridges Bay Resort
9.8 out of 10, Exceptional, (43)
"There were 11 guys there for a golf get away. The location was excellent. It would be a great place for those that want to be on the water as well. The view was awesome."
The price is NZ$1,916
per night
16 Jun - 17 Jun
Amazing Lakefront 4 bedroom luxury Condo with large deck at Bridges Bay Resort
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
10.0 out of 10, Exceptional, (127)
"Condo was very clean and well maintained. Check in/check out instructions were very clear and easy to understand. Communication with owner was also super easy. Kitchen had a few of the staple dishes, pots and pans which was helpful. Everything exceeded our expectations and we will definitely go back!"
The price is NZ$771
per night
13 Jun - 14 Jun
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Spacious, 5 beds, room for parking trailers
The price is NZ$532
per night
16 Jun - 17 Jun
Spacious, 5 beds, room for parking trailers
Brand New Okoboji Vacation Cabin With Large Pool In Backyard!!! Bridges Bay!!
9.8 out of 10, Exceptional, (62)
"Overall the stay was great, however there was still laundry that was folded and put away, laundry in the washer that was wet and a load in the dryer, not a huge deal, but a little of a pain. We also didn’t have enough wash rags for bathing, but plenty of towels. It was great having the daily passes for the water park, our kiddos loved it. We would book with individual again but hope the laundry is taken care of."
Brand New Okoboji Vacation Cabin With Large Pool In Backyard!!! Bridges Bay!!
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
10.0 out of 10, Exceptional, (7)
"Rachel & Chad were wonderful hosts. We got in town early, planning to see some sights, but the weather was cold and rainy. I called them to see if we could get in early and they were happy to accommodate us. The condo was exactly the way it was described. Very clean and comfortable. Thank you for your hospitality!!"
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
Modern Luxury Across from Arnolds Park
10.0 out of 10, Exceptional, (1)
"Brand new, beautiful condo in the heart of Arnold’s Park. Conveniently located, walk to restaurants, bars, pier, etc. Great place, we loved it!"
The price is NZ$985
per night
2 Jun - 3 Jun
Modern Luxury Across from Arnolds Park
Cozy lakefront cabin - on both Big and Little Spirit Lake
10.0 out of 10, Exceptional, (35)
"We had a get-away weekend and truly enjoyed this cute cabin! The property is in a great location, well decorated and clean. All the kitchen and bathroom items you need are stocked. We were between lakes on an isthmus, so had sunrise and sunset viewing. It was a hot weekend, but the lake breezes kept things beautiful, and the air conditioning had no problem with 95+ temps. We would definitely love to come back sometime soon."
Cozy lakefront cabin - on both Big and Little Spirit Lake
Lakeside Luxury Sunsets Await! Modern Bridges Bay Condo with 6 waterpark passes
10.0 out of 10, Exceptional, (75)
"Very clean. Loved the porch and table fire! Parking wasn’t a problem, we found the garage right away but didn’t need it. Pool was empty, couldn’t find the hot tub, didn’t matter, sitting on the porch watching the lake was awesome! The mattress in the master wasn’t in the best shape. Make sure you bring bath soap, and shampoo.You will need kitchen staples, salt/pepper, sugar, but there was coffee! I would recommend bottled water, and store bought ice… Fridge probably just needs new filters. All...
The price is NZ$1,187
per night
13 Jun - 14 Jun
Lakeside Luxury Sunsets Await! Modern Bridges Bay Condo with 6 waterpark passes
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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.

Other types of properties in Jackson you may be interested in

AmericInn by Wyndham Jackson
2.5 star property
8.6 out of 10, Excellent, (298)
"Saved item left behind until we could get back to get it. Accommodated request for a close room. Got a bottle of water for my elderly mom. Kindness counts!"
The price is NZ$231
per night
16 Jun - 17 Jun
AmericInn by Wyndham Jackson
Super 8 by Wyndham Jackson MN
2.0 star property
8.0 out of 10, Very good, (435)
"Solid hotel option for the price. The breakfast is not great, but the room price is the lowest in the area for the quality."
The price is NZ$137
per night
23 Jun - 24 Jun
Super 8 by Wyndham Jackson MN
Country home near Loon Lake Golf Course, Jackson County Parks and Spirit Lake,IA
10.0 out of 10, Exceptional, (71)
"The property has everything a fisherman would want...lots of parking, plug in for the boat, secure, and great accommodations."
Country home near Loon Lake Golf Course, Jackson County Parks and Spirit Lake,IA
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Jackson holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Jackson. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Jackson. Seeing all the best attractions is bound to make you fall in love with Jackson. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Jackson short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Jackson?

Yes, there are holiday rentals close to the most popular sights in Jackson, or you can select a more secluded option if you're looking for a relaxing stay. Jackson is known for its riverfront and churches. Make sure you have time to check out the entertainment choices and theatres during your trip.

What are some of the best holiday rentals that Jackson has to offer?

Okoboji Bridges Bay ~ Waterpark Fun or Relaxing Retreat: This holiday home rental outside of Jackson is located on a lake, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

What can I see and do in Jackson?

Ashley Park and Kilen Woods State Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Jackson County Courthouse and Jackson Golf Club.

What’s a holiday rental in Jackson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jackson. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for families.

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