Westport Vacation Rentals

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Our top choices for Westport vacation rentals

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)
"Thanks for everything. Nice property. "
United States
Jill H.
The price is CA $239
CA $750 total
includes taxes & fees
Mar 10 - Mar 11
The Laughing Seagull Cabin at Bridges Bay Resort

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 $268
CA $839 total
includes taxes & fees
Mar 10 - Mar 11
Arnolds Park Iowa Street Funhouse at the Lake

Bridges Bay Boji Lake-View Condo For Rent!!

Bridges Bay Boji Lake-View Condo For Rent!!
Arnolds Park
9.8 out of 10, Exceptional, (128 reviews)
"Awesome place great people to work with! Will stay again!"
United States
Andrew V.
The price is CA $204
CA $546 total
includes taxes & fees
Mar 8 - Mar 9
Bridges Bay Boji Lake-View Condo For Rent!!

Peachy Perch in the Coronado at Bridges Bay Resort

Peachy Perch in the Coronado at Bridges Bay Resort
Arnolds Park
10.0 out of 10, Exceptional, (8 reviews)
"Clean, great amenities "
United States
Alyssa and Matt N.
The price is CA $254
CA $754 total
includes taxes & fees
Mar 8 - Mar 9
Peachy Perch in the Coronado at Bridges Bay Resort

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 $183
CA $553 total
includes taxes & fees
Mar 10 - Mar 11
Cozy Condo by Boardwalk, Restaurants, Golf

New!! 4 Bedroom Unit sleeps 14

New!! 4 Bedroom Unit sleeps 14
Arnolds Park
10.0 out of 10, Exceptional, (21 reviews)
"Super cute and clean, great spot to hang out for weekend."
United States
Madeline H.
The price is CA $140
CA $419 total
includes taxes & fees
Mar 14 - Mar 15
New!! 4 Bedroom Unit sleeps 14

Waters Edge in the Stillwater at Bridges Bay Resort

Waters Edge in the Stillwater at Bridges Bay Resort
Arnolds Park
8.6 out of 10, Excellent, (18 reviews)
"Great location, great view and plenty of room for our family. Hope to stay here again. "
United States
Christine D.
The price is CA $325
CA $946 total
includes taxes & fees
Mar 8 - Mar 9
Waters Edge in the Stillwater at Bridges Bay Resort

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, (27 reviews)
"Great place good showers and beds!"
United States
Luke E.
The price is CA $182
CA $578 total
includes taxes & fees
Mar 12 - Mar 13
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!

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 price is CA $225
CA $670 total
includes taxes & fees
Mar 8 - Mar 9
The Hook Wine and Sinker House at Bridges Bay Resort

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, (32 reviews)
"Beautiful location and great communication with host. We will be back next year!"
United States
Connie B.
The price is CA $269
CA $774 total
includes taxes & fees
Mar 10 - Mar 11
Sun Rays and Lake Days in the Brooklyn at Bridges Bay Resort

The Fireside Fun Cabin at Bridges Bay Resort

The Fireside Fun Cabin at Bridges Bay Resort
Arnolds Park
8.6 out of 10, Excellent, (4 reviews)
"We had a great time"
United States
Caroline B.
The price is CA $255
CA $739 total
includes taxes & fees
Mar 12 - Mar 13
The Fireside Fun Cabin at Bridges Bay Resort

2 Bedroom along Highway 71

2 Bedroom along Highway 71
Arnolds Park
9.4 out of 10, Exceptional, (21 reviews)
"Very clean, cute, well stocked apartment in a great location. Walkable to most Boji activities. Will definitely stay there again. "
United States
Debra W.
The price is CA $83
CA $207 total
includes taxes & fees
Mar 11 - Mar 12
2 Bedroom along Highway 71

2 bedrooms with queen beds.

2 bedrooms with queen beds.
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 $80
CA $204 total
includes taxes & fees
Mar 15 - Mar 16
2 bedrooms with queen beds.

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.

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.
Arnolds Park
10.0 out of 10, Exceptional, (24 reviews)
"Clean, quiet and perfect location "
United States
Steven E.
The price is CA $97
CA $238 total
includes taxes & fees
Mar 29 - Mar 30
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.

Lattitude Adjustment at the Bayside in Bridges Bay Resort

Lattitude Adjustment at the Bayside in Bridges Bay Resort
Arnolds Park
9.6 out of 10, Exceptional, (25 reviews)
" Vrbo was a great location and spot for our girls weekend. The accommodations were very clean and exactly as described on the website. "
United States
Melissa K.
The price is CA $282
CA $858 total
includes taxes & fees
Mar 8 - Mar 9
Lattitude Adjustment at the Bayside in Bridges Bay Resort

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 $121
CA $576 total
includes taxes & fees
Mar 9 - Mar 10
Bridges Bay spacious, well-stocked, kid-friendly home. 6 Pool Passes. Sleeps 10.

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

NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake
Orleans
The price is CA $325
CA $956 total
includes taxes & fees
Mar 13 - Mar 14
NEW LISTING...AWave From It All - Lakefront on Big Spirit Lake

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, (87 reviews)
"Great place, great price, was quiet and good location "
United States
Ninja J.
The price is CA $75
CA $167 total
includes taxes & fees
Mar 15 - Mar 16
Quick 5-min drive to West Lake from Milford

The Lost Anchor (Poolside) at Bridges Bay Resort

The Lost Anchor (Poolside) at Bridges Bay Resort
Arnolds Park
The price is CA $239
CA $755 total
includes taxes & fees
Mar 17 - Mar 18
The Lost Anchor (Poolside) at Bridges Bay Resort

The Barefoot Lodge at Bridges Bay Resort

The Barefoot Lodge at Bridges Bay Resort
Arnolds Park
The price is CA $239
CA $751 total
includes taxes & fees
Mar 12 - Mar 13
The Barefoot Lodge 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 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?

Morehead Retreat on 75 ft of East Lake Okoboji: This vacation home rental outside of Westport is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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. Gull Point State Park 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.