Westport Vacation Rentals from CA $313: Short-Term Rentals for 2026

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Our top choices for Westport vacation rentals

A living room with a grey sofa, a blue armchair, a floor lamp, and a patterned rug.

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

Milford

Miguel

CA $168 total

includes taxes & fees

Dec 1 - Dec 2

2. Quiet 1 bedroom in Milford with King Bed

Milford

Angela H.

CA $168 total

includes taxes & fees

Dec 1 - Dec 2

A modern bathroom with a wooden vanity, a large mirror, and a dark wooden door.

3. 2 bedrooms with queen beds. This suite is on the 2nd floor and does require a guest to use steps.

Arnolds Park

AMY T.

CA $201 total

includes taxes & fees

Nov 13 - Nov 14

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

4. 1400 sf 3 bedrooms in Arnolds Park-King bed This suite is on the 3rd floor and does require a guest to use the steps.

Arnolds Park

Cynthia M.

CA $305 total

includes taxes & fees

Nov 13 - Nov 14

A wooden play structure with a lookout tower and slides, surrounded by a blue pool area.

5. Added a little Halloween Decor! 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

Jeremiah M.

CA $182 total

includes taxes & fees

Nov 12 - Nov 13

A two-story house with a front porch, a garage, and a deck.

6. Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers

Okoboji

Jennifer C.

CA $159 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with a slide, lounge chairs, and a small building.

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

Arnolds Park

Jodie O.

CA $567 total

includes taxes & fees

Nov 10 - Nov 11

A dining area with a wooden table, two chairs, a clock on the wall, and a window with curtains.

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

Arnolds Park

Kelsie H.

CA $603 total

includes taxes & fees

Nov 11 - Nov 12

A bedroom with a bed, a ceiling fan, a window with curtains, and a large mirror.

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

Arnolds Park

CA $345 total

includes taxes & fees

Nov 10 - Nov 11

A wooden pier extending into calm water with a sunset in the background.

10. Cozy Condo by Boardwalk, Restaurants, Golf

Arnolds Park

Josiah C.

CA $599 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Arnolds Park

Patty F.

CA $313 total

includes taxes & fees

Dec 1 - Dec 2

12. 2 Bedroom along Highway 71 This suite is on the 2nd level and requires guests to use stairs.

Arnolds Park

Christine R.

CA $275 total

includes taxes & fees

Dec 1 - Dec 2

A compact living space with a kitchenette, a dining area, and a seating area.

13. Nautical 1BR Loft Steps to East Okoboji Park

Spirit Lake

CA $389 total

includes taxes & fees

Nov 10 - Nov 11

A pool area with slides and a view of a building with balconies.

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

Arnolds Park

Deb E.

CA $570 total

includes taxes & fees

Nov 10 - Nov 11

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

Arnolds Park

Gwen

CA $577 total

includes taxes & fees

Nov 13 - Nov 14

A pool area with multiple swimming pools, lounge chairs, and a children's play structure.

16. Bridges Bay Retreat - The Perfect Okoboji Getaway

Arnolds Park

Connor S.

CA $566 total

includes taxes & fees

Dec 7 - Dec 8

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

17. New!! 4 Bedroom Unit sleeps 14

Arnolds Park

Madeline H.

CA $507 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living area with a sofa, coffee table, and a ceiling fan. There is a kitchen area with wooden cabinets and a dishwasher.

18. Beautiful Boji, Cabin #22

Arnolds Park

Julie V.

CA $690 total

includes taxes & fees

Dec 1 - Dec 2

A spacious living area with a large gray sofa, a kitchen with a bar, and large windows offering a view of the outdoors.

19. Haywards Bay Overlook

Okoboji

"This property is beautifully situated on the lake front. We swam off the boat dock, ate breakfast on the deck and watched a lightning storm in the distance. Breathtaking views! Very clean and organized; all the beds were comfy with many choices of pillows. Two laundry rooms and numerous beach towels made it easy to enjoy the lake and Okoboji beaches. Great place for families with two full living room spaces! We did not use the second house because our group was smaller. We used the message host...

Claudia B.

CA $3,870 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

20. The Waterline Okoboji | Pool + Lake Access

Okoboji

CA $504 total

includes taxes & fees

Nov 15 - Nov 16

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Top Westport Hotel Reviews

Bridges Bay Resort

10/10 Excellent

"Every aspect was great…thanks"

Village West Resort & Hotel

10/10 Excellent

"We only had time for a 2 day visit to Iowa's great lakes. Mit Chaudri and the staff were phenomenal! In spite of a prebooked wedding party and associatesld events, one room was reserved for us. We loved the room, and delicious full breakfast. We were relaxed and grateful! We will be back next spring!"

Lounge at the Lake with 6 waterpark passes! 50% off rate for 28 day min. stay.

8/10 Good

"Nice, clean property, family friendly! Appreciated the great communication from host and being able to check out late. Only suggestions would be minor little things to make it feel more like home (have also experienced at other vacation rentals): more kitchen towels (there were only 2 for hand drying/dishes), a night light, pen/paper, beach towels, coffee pods, soap/shampoo. Also, the bed in the bedroom was too soft for my liking. Be aware that due to the structure of the house, there are no curtains for the top/A part of the structure so sleeping upstairs exposes you to all of the bright lights from other houses/windmill lights at night (there is a small curtain but it doesn't block everything) and all outdoor light throughout the day. Overall, a great little place!"

Find out more about Westport

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

Westport vacation 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 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 Westport vacation rentals we have selected for you start as low as CA $313 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 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 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 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 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 vacation rentals in Westport?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Westport, or you can select a more remote option if you're looking for a relaxing stay.

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

Amazing West Lake Okoboji Home! Location, Location, Location!!!: This vacation home rental outside of Westport is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Make the most of the 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 larger area.

What’s a vacation rental in Westport like?

A vacation rental is a private property you can stay in for several days or longer in Westport. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Westport vacation rentals

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

2. Quiet 1 bedroom in Milford with King Bed

3. 2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

4. 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.

5. Added a little Halloween Decor!<br>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

6. Located across the road of West Lake Okoboji. 8 beds. Room for parking trailers

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

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

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

10. Cozy Condo by Boardwalk, Restaurants, Golf

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

12. 2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.

13. Nautical 1BR Loft Steps to East Okoboji Park

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

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

16. Bridges Bay Retreat - The Perfect Okoboji Getaway

17. New!! 4 Bedroom Unit sleeps 14

18. Beautiful Boji, Cabin #22

19. Haywards Bay Overlook

20. The Waterline Okoboji | Pool + Lake Access

Find vacation rentals that suit your style

Top Westport Hotel Reviews

Bridges Bay Resort

Ramada by Wyndham Spirit Lake/Okoboji

Rodeway Inn Milford

Super 8 by Wyndham Spirit Lake/Okoboji

Village West Resort & Hotel

Northland Inn Motel

Lounge at the Lake with 6 waterpark passes! 50% off rate for 28 day min. stay.

Find out more about Westport

Frequently asked questions

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