A large, historic building with a dome and columns, an American flag, and a well-maintained lawn.

Jackson Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Jackson holiday rentals

Interior

1. Cozy Retreat | Near Spirit Lake | 1 BDR | Sleeps 4

Cozy Retreat | Near Spirit Lake | 1 BDR | Sleeps 4
Spirit Lake
10.0 out of 10, Exceptional, (1 review)
"Clean rooms. Comfy couch and bed. Great location."
United States
Nicholaus B.
The price is AU$487
includes taxes & fees
12 Aug - 13 Aug
Cozy Retreat | Near Spirit Lake | 1 BDR | Sleeps 4
Smart TV

2. 2 Bedroom Apartment In Estherville-Steps to 2nd level

2 Bedroom Apartment In Estherville-Steps to 2nd level
Estherville
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. Close to everything "
United States
Sue T.
The price is AU$193
includes taxes & fees
29 Aug - 30 Aug
2 Bedroom Apartment In Estherville-Steps to 2nd level
Coffee/tea maker, fridge, microwave, oven

3. Charming remodeled 4-Bedroom home with fire pit

Charming remodeled 4-Bedroom home with fire pit
Spirit Lake
10.0 out of 10, Exceptional, (23 reviews)
"Perfect size and location for a family ice fishing trip. Cozy and comfortable, all the amenities you would need, and close to lots of dining options. "
United States
Clint C.
The price is AU$580
includes taxes & fees
17 Aug - 18 Aug
Charming remodeled 4-Bedroom home with fire pit
Beach

4. Cute little cottage in the best location.

Cute little cottage in the best location.
Arnolds Park
9.6 out of 10, Exceptional, (9 reviews)
"Great place to stay for our vacation."
United States
Lynn F.
The price is AU$235
includes taxes & fees
8 Sept - 9 Sept
Cute little cottage in the best location.
Children’s area

5. Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs

Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
Arnolds Park
10.0 out of 10, Exceptional, (25 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is AU$367
includes taxes & fees
16 Aug - 17 Aug
Cozy 2-bedroom suite with full kitchen, living room (couch, 2 chairs), dining table (2 stools), smart TV with cable. Perfect for short or long stays. This suite is one the 2nd level and requires guest to use stairs
Exterior

6. A cottage collection inspired by the performing arts heritage of Okoboji Summer Theatre

A cottage collection inspired by the performing arts heritage of Okoboji Summer Theatre
Okoboji
The price is AU$487
includes taxes & fees
26 Aug - 27 Aug
A cottage collection inspired by the performing arts heritage of Okoboji Summer Theatre
Indoor pool, outdoor pool

7. Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten

Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
Arnolds Park
10.0 out of 10, Exceptional, (155 reviews)
"We really enjoyed our “last minute” trip to Okoboji. Lee (the host) was very communicative and we appreciated the information we received before arriving. It is a beautiful condo with a beautiful view of the lake. The community is quiet and the kids really enjoyed the water park! We will return as soon as we can for sure!!!"
United States
Laura M.
The price is AU$618
includes taxes & fees
8 Sept - 9 Sept
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
Interior

8. 2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Arnolds Park
10.0 out of 10, Exceptional, (23 reviews)
"I loved my stay at stay suites. Very clean, everything that was promised was there. No complaints. Will stay there again this summer if the availability is there."
United States
Chris
The price is AU$340
includes taxes & fees
18 Aug - 19 Aug
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Interior

9. 1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.

1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.
Arnolds Park
9.8 out of 10, Exceptional, (27 reviews)
"Very good location, clean, great amenities."
United States
Jill H.
The price is AU$394
includes taxes & fees
16 Aug - 17 Aug
1 Bedroom Suite-Stay Suites-Hwy 71 Arnolds Park <br>This suite is on the 2nd floor and does require the guest to do stairs.
Beach

10. 2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.

2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
Arnolds Park
9.2 out of 10, Wonderful, (22 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is AU$343
includes taxes & fees
16 Aug - 17 Aug
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
Indoor pool

11. Beachy Keen at Bridges Bay Resort

Beachy Keen at Bridges Bay Resort
Arnolds Park
10.0 out of 10, Exceptional, (3 reviews)
"The overall condo was clean and spacious! We had a wonderful stay! The condo faces the water and there was easy access for my grandkids to fish in the morning. There were yard games for us to use so the kids loved that! Plenty of linens and blankets as it got pretty chilly Labor Day weekend. There were plenty of kitchen pans to make breakfast in the morning and the grill was great to grill food for lunch! Great Condo! We will be back!"
United States
Sueann F.
The price is AU$498
includes taxes & fees
27 Aug - 28 Aug
Beachy Keen at Bridges Bay Resort
Smart TV, offices

12. Quick 5-min drive to West Lake from Milford

Quick 5-min drive to West Lake from Milford
Milford
9.8 out of 10, Exceptional, (99 reviews)
"Great little spot very cozy and would love to back in the future"
United States
Miguel
The price is AU$177
includes taxes & fees
12 Aug - 13 Aug
Quick 5-min drive to West Lake from Milford
Interior

13. West Lake Okoboji Cub Cottage

West Lake Okoboji Cub Cottage
Arnolds Park
9.8 out of 10, Exceptional, (9 reviews)
"Our stay was perfect! The cottage was super clean & perfect for a weekend getaway. Location was walkable to Broadway bars and restaurants."
United States
Kyle S.
The price is AU$658
includes taxes & fees
12 Aug - 13 Aug
West Lake Okoboji Cub Cottage
Beach

14. Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.

Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Arnolds Park
10.0 out of 10, Exceptional, (32 reviews)
"Nice place for family time"
United States
Cheryl Groen G.
The price is AU$401
includes taxes & fees
18 Aug - 19 Aug
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Dining

15. Suite for 9 Guests in Arnolds Park

Suite for 9 Guests in Arnolds Park
Arnolds Park
10.0 out of 10, Exceptional, (13 reviews)
"Always clean, wonderful place to stay while in Okoboji! Will continue to be repeat guests."
United States
Bethany R.
The price is AU$621
includes taxes & fees
8 Sept - 9 Sept
Suite for 9 Guests in Arnolds Park
Property grounds

16. Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Arnolds Park
10.0 out of 10, Exceptional, (115 reviews)
"Great place to stay! Host was very responsive and answered all questions quickly. "
United States
Kristi M.
The price is AU$844
includes taxes & fees
25 Aug - 26 Aug
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Indoor pool, outdoor pool

17. Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.

Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Arnolds Park
10.0 out of 10, Exceptional, (187 reviews)
"Great location, the indoor waterpark was great on a cold & rainy day, and the unit was accurate in its description as well as very clean. I would definitely recommend this place and would stay here again!"
United States
C R.
The price is AU$818
includes taxes & fees
13 Aug - 14 Aug
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Beach nearby

18. Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access

Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
Spirit Lake
9.4 out of 10, Exceptional, (3 reviews)
"Wonderfully clean property with all the necessary amenities to make for a great, relaxing weekend. I highly recommend this property!"
United States
Kari S.
The price is AU$991
includes taxes & fees
8 Sept - 9 Sept
Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
Beach

19. 1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.

1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.
Arnolds Park
10.0 out of 10, Exceptional, (23 reviews)
"Very clean, great location, quick responses from host. Great stay!"
United States
Janean S.
The price is AU$437
includes taxes & fees
16 Aug - 17 Aug
1400 sf 3 bedrooms in Arnolds Park-King bed<br>This suite is on the 3rd floor and does require a guest to use the steps.
Indoor pool, a heated pool

20. Sunset Splash Cabin at Bridges Bay Resort

Sunset Splash Cabin at Bridges Bay Resort
Arnolds Park
9.0 out of 10, Wonderful, (4 reviews)
"Great property! Very roomy for our group with lots of space outback too. Had a blast!"
United States
Matthew M.
The price is AU$820
includes taxes & fees
8 Sept - 9 Sept
Sunset Splash Cabin at Bridges Bay Resort
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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Top Jackson Hotel Reviews

Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

8/10 Good
"Has a nice stay. Room and hotel was clean. Would recommend. Only comments: bottom of indoor pool looks like it needs some work. Outdoor pool had some leaf litter in it. Had a snack in the restaurant between 3-4 but there wasn’t a bartender on hand who could make a mixed drink. Not a big deal, there was beer and canned cocktails. Overall it was an enjoyable stay. Front desk was friendly. Loved the golf course view!"
Kelly 2-night trip
Posted 3 hours ago
Lake Okoboji Resort & Conference Center

Find out more about Jackson

Everything you need to know about Jackson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jackson holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jackson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jackson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jackson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jackson holiday rentals we have selected for you start as low as AU$618 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jackson rentals

At Expedia, we put the best Jackson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jackson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jackson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jackson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers : This holiday home rental outside of Jackson offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Jackson?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Jackson stay.

What can I see and do in Jackson?

Little Spirit Lake and Brown 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 Kilen Woods State Park.

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.