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

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Jackson holiday rentals

A modern kitchen with white cabinetry, a wooden dining table, and a black refrigerator.

1. 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 £61
includes taxes & fees
20 Sept - 21 Sept
2-bedroom apartment in Estherville Iowa
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a wooden table and chairs.

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)
"Very clean and comfortable place in a great location."
United States
Barbara P.
The price is £97
includes taxes & fees
15 Sept - 16 Sept
2 Bedroom Apartment In Estherville-Steps to 2nd level
A beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

3. 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 £112
includes taxes & fees
20 Sept - 21 Sept
Cute little cottage in the best location.
A living room with a sofa, a coffee table, a lamp, and a window with curtains.

4. 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, (16 reviews)
"Well cared for, clean, right in a central location! "
United States
Nicholas T.
The price is £175
includes taxes & fees
3 Oct - 4 Oct
3-bedroom house in marvelous Estherville with AC, WiFi. Enjoy your stay
A modern kitchen with stainless steel appliances, a bar area, and wooden flooring.

5. Charming remodeled 4-Bedroom home with fire pit

Charming remodeled 4-Bedroom home with fire pit
Spirit Lake
10.0 out of 10, Exceptional, (24 reviews)
"Great place with stay with friends! HUGE backyard!! Close to everything in the lakes area."
United States
Halle R.
The price is £308
includes taxes & fees
21 Sept - 22 Sept
Charming remodeled 4-Bedroom home with fire pit

6. Quiet 1 bedroom in Milford with King Bed

Quiet 1 bedroom in Milford with King Bed
Milford
9.8 out of 10, Exceptional, (131 reviews)
"Great place to stay for a while. Great location with a lot of walking distance fun."
United States
Brant H.
The price is £97
includes taxes & fees
10 Sept - 11 Sept
Quiet 1 bedroom in Milford with King Bed
A wooden play structure with a lookout tower and slides, surrounded by a blue pool area.

7. 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, (22 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is £155
includes taxes & fees
14 Sept - 15 Sept
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
A modern bathroom with a wooden vanity, a large mirror, and a dark wooden door.

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, (25 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 £124
includes taxes & fees
27 Sept - 28 Sept
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
A swimming pool with a slide, lounge chairs, and a small building.

9. 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, (159 reviews)
"Great condo"
United States
Carissa D.
The price is £288
includes taxes & fees
1 Oct - 2 Oct
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
A beach with people sunbathing and swimming, a dock with boats, and a water tower in the background.

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, (23 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is £124
includes taxes & fees
28 Sept - 29 Sept
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
A waterfront property with a dock leading to a house with a balcony and outdoor seating.

11. NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake

NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
Orleans
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time! The house is very cute and comfortable. Loved being so close to the water on Big Spirit! Will stay again!"
United States
Sandra W.
The price is £487
includes taxes & fees
4 Oct - 5 Oct
NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
A modern hotel room with a large dark wooden door, a bathroom with a sink and mirror, a living area with a sofa and TV, and a carpeted floor.

12. 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 £142
includes taxes & fees
4 Oct - 5 Oct
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.
A beach with people sunbathing and swimming, a dock area with boats, and a water tower in the background.

13. New!! 4 Bedroom Unit sleeps 14

New!! 4 Bedroom Unit sleeps 14
Arnolds Park
10.0 out of 10, Exceptional, (24 reviews)
"Perfect for our big family! Very clean and lots of space"
United States
RachelW
The price is £257
includes taxes & fees
2 Oct - 3 Oct
New!! 4 Bedroom Unit sleeps 14
A beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

14. 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 £201
includes taxes & fees
27 Sept - 28 Sept
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.
A dining area with a wooden table, two chairs, a clock on the wall, and a window with curtains.

15. Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!

Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
Arnolds Park
10.0 out of 10, Exceptional, (15 reviews)
"The location is amazing!! Everything was perfect at the location, we couldn’t have asked for anything else!"
United States
Erin E.
The price is £364
includes taxes & fees
13 Sept - 14 Sept
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
A beach with people sunbathing and swimming, a dock with boats, and a water tower in the background.

16. 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 £170
includes taxes & fees
4 Oct - 5 Oct
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
A room with a wooden wall panel, a white air conditioning unit, a wooden chair, and a window with blinds.

17. West Lake Okoboji Cub Cottage

West Lake Okoboji Cub Cottage
Arnolds Park
9.8 out of 10, Exceptional, (12 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.
West Lake Okoboji Cub Cottage
A beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

18. 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, (32 reviews)
"Great place good showers and beds!"
United States
Luke E.
The price is £346
includes taxes & fees
22 Sept - 23 Sept
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
A beach entrance sign with a view of a lake and dock.

19. The Monarch Cove House off West Lake Okoboji

The Monarch Cove House off West Lake Okoboji
Spirit Lake
10.0 out of 10, Exceptional, (1 review)
"Great property - quiet, clean and excellent location."
United States
Erin Z.
The price is £437
includes taxes & fees
4 Oct - 5 Oct
The Monarch Cove House off West Lake Okoboji
A swimming pool area with multiple slides and lounge chairs.

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

The Hook Wine and Sinker House at Bridges Bay Resort
Arnolds Park
9.6 out of 10, Exceptional, (18 reviews)
"Great house & great location! We really enjoyed our stay & will be back next year."
United States
Angie S.
The price is £386
includes taxes & fees
2 Oct - 3 Oct
The Hook Wine and Sinker House 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

Bridges Bay Resort

Bridges Bay Resort

10/10 Excellent
"Great Labor Day weekend"
Cristian 2-night trip
Posted 6 hours ago
Bridges Bay Resort

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, apart-hotels, 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 favorite 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 depends 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 £112 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 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?

Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat : This holiday home rental outside of Jackson is located on a lake, and has an outdoor pool, a balcony 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. You can relax into your holiday with a selection of games and 1 hot tub.

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 Little Spirit Lake Wildlife Management Area.

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.