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

Jackson Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Jackson vacation rentals

Smart TV

1. 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)
"Very clean and comfortable place in a great location."
United States
Barbara P.
The price is CA $81
CA $176 total
includes taxes & fees
Aug 29 - Aug 30
2 Bedroom Apartment In Estherville-Steps to 2nd level
Coffee/tea maker, fridge, microwave, oven

2. 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 CA $327
CA $582 total
includes taxes & fees
Aug 20 - Aug 21
Charming remodeled 4-Bedroom home with fire pit
Smart TV

3. 3-bedroom house in marvelous Estherville with AC, WiFi. Enjoy your stay

3-bedroom house in marvelous Estherville with AC, WiFi. Enjoy your stay
Estherville
10.0 out of 10, Exceptional, (14 reviews)
"Well cared for, clean, right in a central location! "
United States
Nicholas T.
The price is CA $136
CA $277 total
includes taxes & fees
Aug 25 - Aug 26
3-bedroom house in marvelous Estherville with AC, WiFi. Enjoy your stay
Beach

4. Cute little cottage in the best location.

Cute little cottage in the best location.
Arnolds Park
9.6 out of 10, Exceptional, (10 reviews)
"Great place to stay for our vacation."
United States
Lynn F.
The price is CA $94
CA $222 total
includes taxes & fees
Aug 23 - Aug 24
Cute little cottage in the best location.
Private kitchen

5. 2-bedroom apartment in Estherville Iowa

2-bedroom apartment in Estherville Iowa
Estherville
10.0 out of 10, Exceptional, (8 reviews)
"This place was so clean and cute! Everything was great! Sherri is an accommodating host! Everything was stocked well and so clean and neat! Would stay here again! Thank you!"
United States
Bridget
The price is CA $90
CA $132 total
includes taxes & fees
Sep 10 - Sep 11
2-bedroom apartment in Estherville Iowa
Interior

6. 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 CA $229
CA $391 total
includes taxes & fees
Sep 8 - Sep 9
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
Interior

7. 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 CA $229
CA $391 total
includes taxes & fees
Sep 8 - Sep 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.
Indoor pool, outdoor pool

8. 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, (157 reviews)
"The property was clean and spacious, and our host was responsive and helpful. I would definitely book here again."
United States
Mark H.
The price is CA $106
CA $566 total
includes taxes & fees
Sep 8 - Sep 9
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
Interior

9. Poolside Retreat at Bridges Bay

Poolside Retreat at Bridges Bay
Arnolds Park
10.0 out of 10, Exceptional, (4 reviews)
"Very nice house. Everything was clean and well stocked. "
United States
Bill A.
The price is CA $165
CA $575 total
includes taxes & fees
Aug 23 - Aug 24
Poolside Retreat at Bridges Bay
Beach

10. 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, (33 reviews)
"Nice place for family time"
United States
Cheryl Groen G.
The price is CA $244
CA $466 total
includes taxes & fees
Sep 9 - Sep 10
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
Exterior

11. 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 CA $248
CA $544 total
includes taxes & fees
Aug 24 - Aug 25
A cottage collection inspired by the performing arts heritage of Okoboji Summer Theatre
Pool

12. The Waterline Okoboji | Pool + Lake Access

The Waterline Okoboji | Pool + Lake Access
Okoboji
The price is CA $295
CA $537 total
includes taxes & fees
Aug 31 - Sep 1
The Waterline Okoboji | Pool + Lake Access
Dining

13. 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 CA $215
CA $593 total
includes taxes & fees
Aug 20 - Aug 21
Suite for 9 Guests in Arnolds Park
Indoor pool

14. The Hook Wine and Sinker House at Bridges Bay Resort

The Hook Wine and Sinker House at Bridges Bay Resort
Arnolds Park
9.8 out of 10, Exceptional, (17 reviews)
"Great house & great location! We really enjoyed our stay & will be back next year."
United States
Angie S.
The price is CA $274
CA $745 total
includes taxes & fees
Sep 7 - Sep 8
The Hook Wine and Sinker House at Bridges Bay Resort
Beach

15. Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!

Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
Arnolds Park
10.0 out of 10, Exceptional, (30 reviews)
"Great place good showers and beds!"
United States
Luke E.
The price is CA $576
CA $1,092 total
includes taxes & fees
Sep 13 - Sep 14
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
Children's area

16. 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, (26 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is CA $127
CA $282 total
includes taxes & fees
Aug 20 - Aug 21
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
Smart TV, offices

17. 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 CA $137
CA $239 total
includes taxes & fees
Aug 24 - Aug 25
Quick 5-min drive to West Lake from Milford
Indoor pool

18. 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 CA $55
CA $501 total
includes taxes & fees
Aug 27 - Aug 28
Beachy Keen at Bridges Bay Resort
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 CA $209
CA $458 total
includes taxes & fees
Aug 23 - Aug 24
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.
Beach nearby

20. 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 CA $390
CA $1,007 total
includes taxes & fees
Sep 7 - Sep 8
Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
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

Estherville Hotel & Suites

Estherville Hotel & Suites

10/10 Excellent
"The pool was a bit cold!"
Laura 1-night trip
Posted 3 hours ago
Estherville Hotel & Suites

Find out more about Jackson

Everything you need to know about Jackson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jackson vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jackson vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jackson vacation rentals we have selected for you start as low as CA $566 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jackson rentals

At Expedia, we put the best Jackson vacation 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 vacation.

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 vacation rentals in Jackson?

Yes, we give you a choice of vacation rentals near well known local attractions in Jackson, or you can select a more secluded option if you want a relaxing place to stay. Jackson is known for its riverfront and churches. Make sure you have time to check out the entertainment choices and theaters during your trip.

What's the top vacation rental that Jackson has to offer?

Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers : This vacation home rental near 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 vacation rentals are there in Jackson?

With 3 Expedia vacation rentals, you're sure 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 Ashley Park.

What’s a vacation rental in Jackson like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Jackson. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.