Westport Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 6 - Dec 7
Tomorrow
Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Vacation Rentals in Westport

Property grounds
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, (94)
"Great location and condo for our family of 5."
United States
Lindsey R.
The price is ￥31,066
￥74,633 total
includes taxes & fees
Dec 23 - Dec 24
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Smart TV, DVD player
Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio

Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio

ARNOLDS PARK
10.0 out of 10, Exceptional, (76)
"Had a great time on our vacation. The cabin was great."
United States
Deborah B.
Beautiful 1500+ sq ft cabin with outdoor pool just steps off the patio
Children's area
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, (27)
"Beautiful and spacious property that was perfect for our family weekend getaway. Everything was as advertised and couldn't have been more happy with our stay. Property owners were great as well. Responded to us very quickly allowing us to have an earlier check-in and providing us more time to check-out! "
United States
Anonymous traveler
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
Living area
Okoboji Cabin

Okoboji Cabin

Spirit Lake
9.6 out of 10, Exceptional, (75)
"This cabin is extremely clean, in a great location, and an amazing place to stay in Boji! We absolutely loved our stay and would re book this in an instant! 10/10 recommend! "
United States
Anonymous traveler
Okoboji Cabin
Pool
PRIME LOCATION AT BRIDGES BAY RESORT!!!

PRIME LOCATION AT BRIDGES BAY RESORT!!!

Arnolds Park
10.0 out of 10, Exceptional, (86)
"It was a nice place."
United States
Douglas
PRIME LOCATION AT BRIDGES BAY RESORT!!!
Smart TV
Quiet 1 bedroom in Milford

Quiet 1 bedroom in Milford

Milford
9.8 out of 10, Exceptional, (111)
"very centrally located with very accommodating hosts."
United States
sylvia w.
The price is ￥9,164
￥19,832 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Quiet 1 bedroom in Milford
Indoor pool, outdoor pool
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.

Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.

Arnolds Park
9.8 out of 10, Exceptional, (81)
"Nice place to stay"
United States
Beth
The price is ￥31,066
￥73,241 total
includes taxes & fees
Dec 28 - Dec 29
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.
Exterior
Grassy Knoll Retreat on the Big Spirit Lake

Grassy Knoll Retreat on the Big Spirit Lake

Spirit Lake
10.0 out of 10, Exceptional, (10)
"Check-in was seamless and everything was very well stocked and organized. "
United States
Kevin L.
The price is ￥54,296
￥131,571 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Grassy Knoll Retreat on the Big Spirit Lake
Property grounds
Amazing West Lake Okoboji Home! Location, Location, Location!!!

Amazing West Lake Okoboji Home! Location, Location, Location!!!

Arnolds Park
9.8 out of 10, Exceptional, (192)
"We enjoyed our stay! Thank you"
United States
Jill F.
Amazing West Lake Okoboji Home! Location, Location, Location!!!
Exterior
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!

Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!

Arnolds Park
10.0 out of 10, Exceptional, (116)
"Loved our time at stay-cation! This was such a great place to host our huge group. Plenty of space for everyone to hang out, play, sleep!"
United States
SummerB
The price is ￥36,347
￥111,166 total
includes taxes & fees
Dec 8 - Dec 9
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Marina
Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf

Arnolds Park
9.8 out of 10, Exceptional, (19)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is ￥20,943
￥56,642 total
includes taxes & fees
Dec 14 - Dec 15
Cozy Condo by Boardwalk, Restaurants, Golf
Marina
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

Arnolds Park
9.8 out of 10, Exceptional, (134)
"Great place for our family girls weekend "
Canada
Joann E.
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat
Outdoor dining
The Good Life Cabin - Bridges Bay Resort in Okoboji, Iowa

The Good Life Cabin - Bridges Bay Resort in Okoboji, Iowa

Arnolds Park
10.0 out of 10, Exceptional, (94)
"Very nice property, we enjoyed our stay there. "
United States
Joan M.
The Good Life Cabin - Bridges Bay Resort in Okoboji, Iowa
Terrace/patio
Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities

Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities

Spirit Lake
9.8 out of 10, Exceptional, (12)
"Great place to stay!"
United States
Kamden C.
Cozy Lakeside Retreat with Beach Access, Scenic Views & Endless Amenities
Fridge, microwave, oven, stovetop
Spacious 5-bedroom house in awesome Spirit Lake with WiFi, AC

Spacious 5-bedroom house in awesome Spirit Lake with WiFi, AC

Spirit Lake
10.0 out of 10, Exceptional, (4)
"This place was so adorable. Very comfortable and the host seemed to think of everything. We would definitely recommend this house!"
United States
sarah s.
Spacious 5-bedroom house in awesome Spirit Lake with WiFi, AC
Children's area
New!! 4 Bedroom Unit sleeps 14

New!! 4 Bedroom Unit sleeps 14

Arnolds Park
10.0 out of 10, Exceptional, (20)
"It was a great first time experience defiantly staying here again"
United States
Luis
The price is ￥14,377
￥46,025 total
includes taxes & fees
Dec 7 - Dec 8
New!! 4 Bedroom Unit sleeps 14
Indoor pool, outdoor pool
Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.

Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.

Arnolds Park
10.0 out of 10, Exceptional, (84)
"We loved every minute of our stay! The place was so clean and prettier than the pictures. The hosts were so responsive and friendly! We will definitely stay there again! "
United States
Tayna R.
Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.
TV, fireplace, books
Morehead Retreat on 75 ft of East Lake Okoboji

Morehead Retreat on 75 ft of East Lake Okoboji

2.0 star property
Spirit Lake
Morehead Retreat on 75 ft of East Lake Okoboji
Property grounds
3 br. 2ba sleeps 14

3 br. 2ba sleeps 14

arnolds park
9.6 out of 10, Exceptional, (72)
"This place was phenomenal for our weekend stay. I would highly recommend to anyone looking to visit the Okoboji area! "
United States
Jonathon S.
3 br. 2ba sleeps 14
Smart TV, fireplace
Family Fun - 2 blocks from everything!

Family Fun - 2 blocks from everything!

Arnolds Park
10.0 out of 10, Exceptional, (17)
"Easy checkin, great location and very clean. "
United States
Travis R.
Family Fun - 2 blocks from everything!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westport Hotel Reviews

Okoboji Inn & Suites

Okoboji Inn & Suites

10/10 Excellent
"Staff was very responsive "
TAMERA 2-night trip
Posted 2 days ago
Okoboji Inn & Suites

Find out more about Westport

Search for holiday rentals in Westport on Expedia! You can easily find your home rentals, villas, holiday apartments in Westport using one of the methods below:

  • View our selection of featured holiday rentals in Westport
  • Use the map to find apartments and other holiday homes in the Westport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westport while they last

Look no further and take a look at our great range of rental properties in Westport!

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?

BOHO Bungalow on the Pond w/ Hot Tub: This vacation home rental outside of Westport is located on a lake and has an indoor pool, a hot tub, and a barbecue grill 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 you can cook with friends or family. Make the most of the books 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.