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Holiday Rentals in Westport

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Westport holiday rentals

A beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

1. 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 well cared for property, comfortable accommodations!"
United States
Cynthia M.
The price is €243
includes taxes & fees
22 Oct - 23 Oct
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 beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

2. 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 €136
includes taxes & fees
11 Oct - 12 Oct
Cute little cottage in the best location.
A wooden play structure with a lookout tower and slides, surrounded by a blue pool area.

3. 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 €156
includes taxes & fees
11 Oct - 12 Oct
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 swimming pool with a slide, lounge chairs, and a small building.

4. 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, (162 reviews)
"Great stay. Host was detailed and kind!"
United States
Rachel H.
The price is €354
includes taxes & fees
20 Oct - 21 Oct
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
A modern bathroom with a wooden vanity, a large mirror, and a dark wooden door.

5. 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, (26 reviews)
"We enjoyed our stay, great location and host. Loved that there was parking for our boat and trailer as well as plug ins. Highly recommend."
United States
AMY T.
The price is €144
includes taxes & fees
10 Oct - 11 Oct
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
A beach with people sunbathing and swimming, a dock area with boats, and a water tower in the background.

6. 316 Hwy 71 -Bottom Floor Sleeps 10

316 Hwy 71 -Bottom Floor Sleeps 10
Arnolds Park
10.0 out of 10, Exceptional, (22 reviews)
"Sherri was very kind and accommodating. We loved the location, and the accommodations were clean and comfortable. We really enjoyed our stay here!"
United States
Lynn S.
The price is €277
includes taxes & fees
25 Oct - 26 Oct
316 Hwy 71 -Bottom Floor Sleeps 10
A bedroom with a bed, a ceiling fan, a window with curtains, and a large mirror.

7. Perfect 2-bedroom house in Arnolds Park with great location.

Perfect 2-bedroom house in Arnolds Park with great location.
Arnolds Park
The price is €229
includes taxes & fees
22 Oct - 23 Oct
Perfect 2-bedroom house in Arnolds Park with great location.
A wooden pier extending into calm water with a sunset in the background.

8. Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (26 reviews)
"Great location. Host responds very quickly and is super friendly. Great place to host the family"
United States
Josiah C.
The price is €405
includes taxes & fees
22 Oct - 23 Oct
Cozy Condo by Boardwalk, Restaurants, Golf
A modern bedroom with a grey sofa, a bed, and a TV mounted on the wall.

9. Artsy Tartsy Bunk House off West Lake Okoboji

Artsy Tartsy Bunk House off West Lake Okoboji
Arnolds Park
7.6 out of 10, Good, (10 reviews)
"Walking distance to many local attractions."
United States
Tracy F.
The price is €274
includes taxes & fees
22 Oct - 23 Oct
Artsy Tartsy Bunk House off West Lake Okoboji
A dining area with a wooden table, two chairs, a clock on the wall, and a window with curtains.

10. 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 €442
includes taxes & fees
22 Oct - 23 Oct
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
A pool area with slides and a view of a building with balconies.

11. Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (139 reviews)
"Loved this condo! Great view and location, large size, plenty of space for our family."
United States
Cameron L.
The price is €360
includes taxes & fees
1 Nov - 2 Nov
Bridges Bay Boji Lake-View Condo For Rent!!
A kitchen with a white countertop, wooden cabinets, a black refrigerator, and a bar stool.

12. Bridges Bay Retreat - The Perfect Okoboji Getaway

Bridges Bay Retreat - The Perfect Okoboji Getaway
Arnolds Park
The price is €336
includes taxes & fees
22 Oct - 23 Oct
Bridges Bay Retreat - The Perfect Okoboji Getaway
A beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

13. 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, (33 reviews)
"Very nice property. Friendly owners. Enjoyed our family time in Okoboji."
United States
Gwen
The price is €419
includes taxes & fees
22 Oct - 23 Oct
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
A beach with people sunbathing and swimming, a dock with boats, and a water tower in the background.

14. The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71

The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71
Arnolds Park
10.0 out of 10, Exceptional, (15 reviews)
"Sherri is awesome to work with and always very accommodating. We make our annual trip to Iowa with our large family and the staycation cabin worked perfect for us."
United States
Kelli n.
The price is €419
includes taxes & fees
22 Oct - 23 Oct
The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71
A swimming pool area with multiple slides and lounge chairs.

15. 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 Hook Wine and Sinker House at Bridges Bay Resort
A balcony with a view of a body of water, a grassy area, and a distant shoreline.

16. Sun Rays and Lake Days in the Brooklyn at Bridges Bay Resort

Sun Rays and Lake Days in the Brooklyn at Bridges Bay Resort
Arnolds Park
9.2 out of 10, Wonderful, (35 reviews)
"Beautiful location and great communication with host. We will be back next year!"
United States
Connie B.
The price is €488
includes taxes & fees
11 Oct - 12 Oct
Sun Rays and Lake Days in the Brooklyn at Bridges Bay Resort
A waterfront amusement park with a Ferris wheel and roller coaster.

17. 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 €512
includes taxes & fees
10 Oct - 11 Oct
Beachy Keen at Bridges Bay Resort
A pathway leading through a park with a metal archway, surrounded by greenery and flowers.

18. Arnolds Park Iowa Street Funhouse at the Lake

Arnolds Park Iowa Street Funhouse at the Lake
Arnolds Park
8.4 out of 10, Very good, (7 reviews)
"Overall great place to stay!"
United States
Dawn K.
The price is €566
includes taxes & fees
22 Oct - 23 Oct
Arnolds Park Iowa Street Funhouse at the Lake
A beach with four wooden Adirondack chairs lined up facing a calm lake.

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

Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
Spirit Lake
9.6 out of 10, Exceptional, (4 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 €515
includes taxes & fees
1 Nov - 2 Nov
Triboji Beach Club Cottage | Cozy West Okoboji Escape with Lake Access
A swimming pool with a slide, sun loungers, and a small building, surrounded by a grassy area and a building in the background.

20. Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.

Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
Arnolds Park
10.0 out of 10, Exceptional, (48 reviews)
"Perfect location, comfy, and had everything we could have needed plus more!! "
United States
Angie S.
The price is €465
includes taxes & fees
17 Oct - 18 Oct
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
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 Westport Hotel Reviews

AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

8/10 Good
"Very nice and quiet. Did not have door slams. Breakfast was a very nice assortment. If in the area again, we would probably choose here."
Richard 2-night trip
Posted 4 days ago
AmericInn by Wyndham Okoboji

Find out more about Westport

Everything you need to know about Westport 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 Westport 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 Westport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westport. 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 Westport 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 Westport holiday rentals we have selected for you start as low as €354 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westport rentals

At Expedia, we put the best Westport 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 Westport 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 Westport 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 Westport. 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 Westport?

Yes, there are holiday rentals close to the most popular sights in Westport, or you can select a more secluded option if you're looking for a relaxing stay.

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

Amazing West Lake Okoboji Home! Location, Location, Location!!!: This holiday home rental outside of Westport is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Westport?

Explore the area and family-friendly sights such as Arnolds Park Amusement Park, or get out into nature at a spot like West Okoboji Lake. Emerald Hills Golf Course and Arnolds Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Westport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westport. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.