Sleepy Hollow Retreat - Okoboji, Iowa

01/17/2026

01/17/2026

07/23/2025

🌞 Late Summer Escape Alert! 🌙

Looking for a peaceful getaway before the busy fall season kicks in? We’ve got late August and September openings at Sleepy Hollow Retreat—and they won’t last long!

Tucked away on a private 1.5-acre wooded retreat, Sleepy Hollow is the perfect spot to recharge, reconnect, and create lasting memories with family and friends.

🏡 Amenities include:
✔️ Real wood-burning fireplace
✔️ Fully furnished, spacious retreat
✔️ High-speed WiFi and streaming-ready TVs
✔️ Fire pit, grill, and room to roam
✔️ Just 2 blocks from Arnold's Park Amusement Park

🌟 Mention this post and save 10% off your stay!

📅 Book early, breathe easy, and enjoy the serenity in the trees.
👉 Visit https://stayinokoboji.com to reserve your dates now!

06/21/2025

🎣 Just a boy, a dock, and a whole lake of possibility.

05/30/2025

Check the calendar for available dates www.stayinOkoboji.com

05/28/2025

🌞 Summer is Calling! 🏡✨
Looking for the perfect Okoboji getaway? Our Sleepy Hollow Guest House still has select openings for June and July — but they won’t last long! 🌊☀️

Nestled in the heart of Okoboji, just minutes from the water and walking distance to Arnolds Park, this fully furnished retreat is ideal for families, friends, or a peaceful escape.

📅 Book now to lock in your summer stay before dates fill up!
📍 West Lake Okoboji | Sleeps up to 8-10 | Full kitchen | 2 Flatscreen TV Rooms | Private setting with plenty of parking!

📩 DM us or visit stayinokoboji.com to reserve your nights!

05/23/2025

🌞 Now Booking Summer Weeks in Okoboji! 🛶
Looking for a peaceful, private place to stay near the lake? Our charming Guest House at Sleepy Hollow Retreat is now available for weekly rentals — and spots are filling up fast!

📍 West Lake Okoboji – walk to the water, parks, shopping, and dining
🛏 Sleeps up to 8 comfortably
🍳 Full kitchen, A/C, WiFi, linens included
🪵 Cozy interior, private porch, and relaxing vibes

📅 Summer weeks are limited — message us now to check your dates!

📸 Swipe through to see what makes this place a favorite stay for families, couples, and small groups.

✨ Want to make memories in Okoboji this summer? Don’t wait!

03/25/2025

🌿🏡 Escape to Sleepy Hollow Retreat! 🏡🌿

Looking for a cozy getaway in Okoboji? Sleepy Hollow Retreat is the perfect place to relax and unwind! Our fully furnished 2-bedroom, 1-bath home offers everything you need for a comfortable stay:

✅ Free internet 📶
✅ Washer & dryer 🧺
✅ Wood-burning fireplace 🔥
✅ Fully stocked kitchen 🍳
✅ Hot tub & pool onsite 🏊‍♂️🛁

📍 Located just a few blocks from Arnolds Park, you’ll be close to all the fun while enjoying peace and quiet at your home away from home!

🔹 Now booking for spring & summer! Don’t miss out—reserve
www.stayinokoboji.com

📩 Message us for details or visit our website to book!

03/20/2025

🌸🌞 Hello, Spring! 🌞🌸

The wait is over—spring has arrived at Lake Okoboji! 🌿✨ The days are getting longer, the air is fresher, and soon the lake will be bustling with life. Now’s the perfect time to start planning your spring and summer getaway! 🌊🏡

At Sleepy Hollow Retreat, we offer a cozy and relaxing stay just minutes from the lake, with a hot tub, pool, fire pits, and all the comforts of home. Whether you're here for peaceful lake views or warm evenings by the fire, we've got your perfect escape!

📅 Book your spring stay today! 🌼🏕️

03/14/2025

🌞 Summer in Okoboji is Booking FAST! Secure Your Staycation at Sleepy Hollow Retreat NOW! ⏳🏡

Dreaming of a summer getaway in Okoboji? Don’t wait—prime dates are filling up FAST! Sleepy Hollow Retreat is your perfect home away from home, just minutes from Arnolds Park, the lake, and all the summer fun!

✨ Why Choose Sleepy Hollow?
✅ Private Hot Tub & Pool – Relax and unwind after a day of adventure
✅ Cozy 2-Bedroom Home – Fully furnished for a comfortable stay
✅ Indoor Parking & Free WiFi – Convenience at its best
✅ Fully Stocked Kitchen & Washer/Dryer – Everything you need for a seamless trip
✅ Fire Pit & Outdoor Space – Perfect for evening s’mores & relaxation

🏖️ Whether you're here for the lake life, biking, boating, or just a peaceful escape, Sleepy Hollow has everything you need. But don’t wait—once dates are gone, they’re gone!

📅 Reserve your stay today! stayinokoboji.com/reservations

03/09/2025

Countdown to Summer ☀️ Summer days are just around the corner! ☀️ Dive into relaxation with our pool, hot tub, and prime location near West Lake Okoboji. Book now before dates fill up! 💦🏡

03/07/2025

☀️ Summer in Okoboji = Pure Magic! ☀️

Planning your summer getaway? Don’t wait! 🌊🏕️ Our calendar is filling up fast, and you don’t want to miss out on the perfect stay at Sleepy Hollow Retreat!

🏡 What’s waiting for you?
✅ Steps from West Lake Okoboji
🔥 Fire pits & cozy outdoor spaces
🛁 Hot tub for ultimate relaxation
🏊 Pool to cool off on hot days
🚲 Close to biking trails, boating, & all the Okoboji fun!

Secure your summer dates before they’re gone! 📆✨

📍 Located close to Arnold's Park
📩 Message us to book or ask about availability!