Westport Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Westport vacation rentals

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, (88 reviews)
"Everything was wonderful!"
United States
Amanda D.
The price is CA $61
CA $153 total
includes taxes & fees
Apr 30 - May 1
Quick 5-min drive to West Lake from Milford

Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (129 reviews)
"Awesome place great people to work with! Will stay again!"
United States
Andrew V.
The price is CA $238
CA $591 total
includes taxes & fees
Apr 30 - May 1
Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.

Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.
Arnolds Park
10.0 out of 10, Exceptional, (139 reviews)
"It was a great place for my family to stay for a weekend we were in town for a wedding!"
United States
Andrea J.
The price is CA $107
CA $560 total
includes taxes & fees
Apr 30 - May 1
Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.

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, (24 reviews)
"Great location host and price. Place had everything we needed "
United States
Eric L.
The price is CA $99
CA $248 total
includes taxes & fees
May 13 - May 14
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

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, (88 reviews)
"The property was perfect for our family of 6. Very clean, comfortable and loved the waterpark passes. Highly recommend!"
United States
Joan F.
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.

Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (19 reviews)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is CA $184
CA $555 total
includes taxes & fees
Apr 30 - May 1
Cozy Condo by Boardwalk, Restaurants, Golf

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, (22 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is CA $78
CA $202 total
includes taxes & fees
Apr 30 - May 1
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.

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, (19 reviews)
"Very clean, great location, quick responses from host. Great stay!"
United States
Janean S.
The price is CA $140
CA $372 total
includes taxes & fees
May 17 - May 18
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.

West Lake Okoboji Scout Cottage

West Lake Okoboji Scout Cottage
Arnolds Park
9.6 out of 10, Exceptional, (10 reviews)
"Nice clean cottage style. perfect for a couples stay. location is perfect for walking distance to many attractions including arnold's park and much more!"
United States
Stephanie K.
The price is CA $307
CA $652 total
includes taxes & fees
Apr 30 - May 1
West Lake Okoboji Scout Cottage

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, (12 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

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, (123 reviews)
"This is our 3rd year we have stayed and we've never been disappointed!!"
United States
Steve B.
The price is CA $361
CA $1,029 total
includes taxes & fees
Apr 30 - May 1
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!

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, (16 reviews)
"It was very quite & clean! Perfect for our 2 night stay. "
United States
Michelle
The price is CA $81
CA $205 total
includes taxes & fees
Apr 30 - May 1
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.

The Laughing Seagull Cabin at Bridges Bay Resort

The Laughing Seagull Cabin at Bridges Bay Resort
Arnolds Park
8.0 out of 10, Very good, (5 reviews)
"Very good place. Very open for room space. Great location."
United States
Bridget G.
The price is CA $240
CA $753 total
includes taxes & fees
Apr 30 - May 1
The Laughing Seagull Cabin at Bridges Bay Resort

Welcome to Arnolds Park—a beautifully designed vacation cabin located in Bridges Bay Resort

Welcome to Arnolds Park—a beautifully designed vacation cabin located in Bridges Bay Resort
Arnolds Park
The price is CA $256
CA $714 total
includes taxes & fees
Apr 30 - May 1
Welcome to Arnolds Park—a beautifully designed vacation cabin located in Bridges Bay Resort

Cute little cottage in the best location.

Cute little cottage in the best location.
Arnolds Park
9.4 out of 10, Exceptional, (6 reviews)
"Great place to stay for our vacation."
United States
Lynn F.
The price is CA $78
CA $202 total
includes taxes & fees
May 1 - May 2
Cute little cottage in the best location.

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
9.6 out of 10, Exceptional, (23 reviews)
"Very good location, clean, great amenities."
United States
Jill H.
The price is CA $84
CA $208 total
includes taxes & fees
May 3 - May 4
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 Iowa Street Funhouse at the Lake

Arnolds Park Iowa Street Funhouse at the Lake
Arnolds Park
8.4 out of 10, Very good, (5 reviews)
"Overall great place to stay!"
United States
Dawn K.
The price is CA $269
CA $842 total
includes taxes & fees
Apr 30 - May 1
Arnolds Park Iowa Street Funhouse at the Lake

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, (104 reviews)
"Great place to stay! Host was very responsive and answered all questions quickly. "
United States
Kristi M.
The price is CA $274
CA $657 total
includes taxes & fees
May 14 - May 15
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

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, (28 reviews)
"Great place good showers and beds!"
United States
Luke E.
The price is CA $197
CA $599 total
includes taxes & fees
May 1 - May 2
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!

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, (27 reviews)
"Nice place for family time"
United States
Cheryl Groen G.
The price is CA $84
CA $260 total
includes taxes & fees
Apr 30 - May 1
Fantastic Location-Roof Top Patio (shared) and King Bed<br>This suite is on the 2nd level and requires guest to use stairs.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Westport Hotel Reviews

Find out more about Westport

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Westport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

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

What’s there to see and do in Westport?

Explore the area and family-friendly sights such as 'Boji Splash Indoor Waterpark Okoboji, or get out into nature at a spot like West Okoboji Lake. Emerson Bay State Recreation Area and Gull Point State 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.