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Holiday Rentals in Obrien County

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Our top choices for Obrien County holiday rentals

An outdoor deck with two chairs and a table, surrounded by a wooden fence and a tree.

1. Orange City Getaway • 2 King Suites • Garage • Coffee Bar

Orange City Getaway • 2 King Suites • Garage • Coffee Bar
Orange City
10.0 out of 10, Exceptional, (17 reviews)
"The accommodations were amazing. "
United States
Jessica R.
The price is €185
includes taxes & fees
5 Oct - 6 Oct
Orange City Getaway • 2 King Suites • Garage • Coffee Bar
A living room with a grey sofa, a blue armchair, a floor lamp, and a patterned rug.

2. 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, (105 reviews)
"Great little spot very cozy and would love to back in the future"
United States
Miguel
Quick 5-min drive to West Lake from Milford
A dining area with a long wooden table set for a meal, surrounded by chairs.

3. Raider Roost-Putting Green/Fire Pit/ Game Room Close to NWC & Downtown!

Raider Roost-Putting Green/Fire Pit/ Game Room Close to NWC & Downtown!
Orange City
10.0 out of 10, Exceptional, (10 reviews)
"This is the best home away from home we’ve ever stayed at! The hosts were extremely communicative and helpful and they thought of EVERYTHING. This adorable little home is stocked with everything you could possibly need. We loved our stay, thank you!"
United States
Carissa V.
The price is €321
includes taxes & fees
19 Oct - 20 Oct
Raider Roost-Putting Green/Fire Pit/ Game Room Close to NWC & Downtown!
A wooden play structure with a lookout tower and slides, surrounded by a blue pool area.

4. 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 €155
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 beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

5. 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.
Cute little cottage in the best location.
A modern bathroom with a wooden vanity, a large mirror, and a dark wooden door.

6. 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 €142
includes taxes & fees
3 Oct - 4 Oct
2 bedrooms with queen beds. <br>This suite is on the 2nd floor and does require a guest to use steps.
A porch with two chairs and a table, white siding, and a window with blinds.

7. Spacious 2BR Condo & Garage + Perfect for Families + Walk to Dordt & Siouxnami

Spacious 2BR Condo & Garage + Perfect for Families + Walk to Dordt & Siouxnami
Sioux Center
The price is €172
includes taxes & fees
4 Oct - 5 Oct
Spacious 2BR Condo & Garage + Perfect for Families + Walk to Dordt & Siouxnami
A beach with people sunbathing and swimming, a dock with boats, and a water tower in the background.

8. 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, (23 reviews)
"Great location. Host was accommodating and helpful. "
United States
Christine R.
The price is €180
includes taxes & fees
1 Nov - 2 Nov
2 Bedroom along Highway 71<br>This suite is on the 2nd level and requires guests to use stairs.
A swimming pool with a slide, lounge chairs, and a small building.

9. 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, (160 reviews)
"Great stay. Host was detailed and kind!"
United States
Rachel H.
The price is €354
includes taxes & fees
13 Oct - 14 Oct
Bridges Bay spacious, well-stocked kid-friendly home. 6 Pool Passes. Sleeps Ten
The front entrance.

10. Spacious 4 BDR Historic Home in Sioux Center

Spacious 4 BDR Historic Home in Sioux Center
Sioux Center
10.0 out of 10, Exceptional, (21 reviews)
"The house was beautiful! The space was perfect for us traveling with my parents and our children."
United States
Jayne B.
The price is €259
includes taxes & fees
4 Oct - 5 Oct
Spacious 4 BDR Historic Home in Sioux Center
A beach with people sunbathing and swimming, a dock area with boats, and a water tower in the background.

11. New!! 4 Bedroom Unit sleeps 14

New!! 4 Bedroom Unit sleeps 14
Arnolds Park
10.0 out of 10, Exceptional, (25 reviews)
"Super cute and clean, great spot to hang out for weekend."
United States
Madeline H.
The price is €305
includes taxes & fees
4 Oct - 5 Oct
New!! 4 Bedroom Unit sleeps 14
A wooden pier extending into calm water with a sunset in the background.

12. Cozy Condo by Boardwalk, Restaurants, Golf

Cozy Condo by Boardwalk, Restaurants, Golf
Arnolds Park
9.8 out of 10, Exceptional, (26 reviews)
"Great location. Very nice place to stay. "
United States
Lewis S.
The price is €387
includes taxes & fees
4 Oct - 5 Oct
Cozy Condo by Boardwalk, Restaurants, Golf
A beach with people sunbathing and swimming, a dock with boats, and a water tower in the background.

13. 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)
"The house was very nice and had plenty of space for our large family. Will stay here again!! "
United States
Carrie H.
The price is €374
includes taxes & fees
3 Oct - 4 Oct
The Stay Cabin is a part of the Stay Properties locations at 271 Hwy 71
A beach with people sunbathing and swimming, boats docked in the water, and a water tower in the background.

14. 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, (32 reviews)
"Very nice property. Friendly owners. Enjoyed our family time in Okoboji."
United States
Gwen
The price is €374
includes taxes & fees
8 Oct - 9 Oct
Fantastic Yard and Fun Location In Arnolds Park. Walk to Everything!
A modern bedroom with a grey sofa, a bed, and a TV mounted on the wall.

15. 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 €271
includes taxes & fees
12 Oct - 13 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.

16. 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 €438
includes taxes & fees
12 Oct - 13 Oct
Just steps from The Green Space and Broadway Street. Fantastic Location for All the Fun!
A swimming pool with a slide, sun loungers, and a small building, surrounded by a grassy area and a building in the background.

17. Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.

Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Arnolds Park
10.0 out of 10, Exceptional, (196 reviews)
"Condo was nice."
United States
Susie F.
The price is €409
includes taxes & fees
3 Oct - 4 Oct
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
A pool area with slides and a view of a building with balconies.

18. 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 €345
includes taxes & fees
1 Nov - 2 Nov
Bridges Bay Boji Lake-View Condo For Rent!!
A swimming pool area with multiple slides and lounge chairs.

19. 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 price is €467
includes taxes & fees
3 Oct - 4 Oct
The Hook Wine and Sinker House at Bridges Bay Resort
A modern two-story house with a garage, a satellite dish, and a well-maintained lawn.

20. Bridges Bay Retreat - The Perfect Okoboji Getaway

Bridges Bay Retreat - The Perfect Okoboji Getaway
Arnolds Park
The price is €333
includes taxes & fees
4 Oct - 5 Oct
Bridges Bay Retreat - The Perfect Okoboji Getaway
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 Obrien County Hotel Reviews

Sibley Inn

Sibley Inn

10/10 Excellent
"The room was clean, the staff was pleasant, and the breakfast was good."
Paul 1-night trip
Posted 7 hours ago
Sibley Inn

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Holiday Homes in Obrien County

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