Holiday rentals in Milford

Country Cottage 15 Mins from Okoboji

This spacious cottage is centrally located between Spencer and the lakes area, right off of Hwy 71. The upstairs loft features a queen, full and a single bed, desk, and closet and lots of space. The main level has a full kitchen with dining space, large living room with two couches and a TV, and a full bathroom with washer and dryer. This is a great place for long term stays as it offers your own private accommodations and off-street parking. Note: Due to allergies, No smoking inside, No pets.

Bougie Boji - Walk to Arnold’s Park, 10 Beds, Pool

Stay in style at this stunning 3-bedroom 4 bath condo just steps from Arnolds Park, Preservation Plaza and Downtown Okoboji! Walk to restaurants, bars, and entertainment—no driving needed. ✔ Sleeps 14+ comfortably in 10 beds ✔ Full kitchen for hosting & entertaining ✔ Well stocked pantry and coffee bar ✔ New pool & public beach access ✔ Attached garage with games Perfect for trips, family getaways, or a fun lake weekend—this is Boji living at its best. Book now before your dates are gone!

Lakefront Cabin | East Okoboji Lake | Private Dock

A historic lakefront cabin on East Okoboji Lake with a private dock, gas fire table, and sweeping lake views. Swim from the dock and wake up with a cup of coffee and the water right outside your door. Inside: a cozy bedroom, a sunlit porch overlooking the lake, a living room with a sleeper sofa, and a functional kitchen. The bike trail is right across the street. Whether you're celebrating an anniversary or simply overdue for a quiet lake weekend, this Okoboji cabin is your home away from home.

Okoboji Bunker House

Your family will be close to everything when you stay at this centrally-located place. This rustic cottage has a Western log cabin feel. The home is right across from East Lake Okoboji and is just walking distance to Barefoot Bar and Parks Marina! This spacious 4 bedrm/2 bath home offers laundry facilities, 4 queen beds, bicycles, outdoor wood-burning fireplace w/wood, natural gas grill, and most home furnishings including, but not limited to, pots, pans, silverware, toaster, coffee pot, etc!

Lakefront Cabin on Big Spirit

Relax with family and friends at this peaceful cabin on Big Spirit Lake. Completely remodeled in 2023. Enjoy the open floor plan and beautiful outdoor space. This cabin is located on the south east side of Spirit Lake. A short walk to the spill way, boat ramp and park! A private dock and a swimmable beach is the perfect place to enjoy swimming, fishing and floating. Enjoy all the amenities of home including central air, full size washer and dryer, Blackstone grill, wifi and flat screen tv.

Lazy Cove Suite:sleeps 5, fireplace, outdoor patio

Bring the whole family to this great place with lots of room for fun. This studio suite is inside The Six Eleven Co building. There are two full bathrooms. You will have a designated bathroom unless there are more than two rentals during that time. The bathrooms may be a shared space if the rentals are full. The coffee bar and patio area are shared spaces. Outside you will enjoy a beautiful fenced in area with comfy patio furniture and big screen TV. There is a grill available as well.

Tranquil Lakeside Haven

Nestled just 3 minutes from Okoboji, this charming property is one of only two homes on Prairie Lake, offering an exclusive and secluded escape from the hustle and bustle. Breathtaking Lake Views: Step onto the deck and soak in the panoramic views of Prairie Lake. Proximity to Okoboji: You’re close enough to enjoy the attractions but far enough to savor peace and quiet. Modern Comforts: Inside, find a cozy living area, fully equipped kitchen, and comfortable bedroom.

Okoboji Sweet Retreat

Relax with family and friends in this cute and cozy house! It is located just minutes from Arnolds Park Amusement Park, Terrace Park beach, shopping, and a variety of dining locations. Sleeps 10 but could sleep 12 with the large couch or if you bring an airbed. There is a city park right in your backyard with a basketball court and a playground. The house has fun games to play for kids and adults, including bags to play in the yard!

The Bunkhouse at Hobby Horse Acres

Beautiful rural acreage with private "bunkhouse" located minutes from the Okoboji Iowa Great Lakes, Historic Spencer, and the Clay County Fair, the world's greatest county fair. Enjoy the peaceful setting including outdoor fire pit area, gazebo area, playground, barn with animals to pet, fruit trees, and room to roam. Full kitchen is included. Two private bedrooms and plenty of hang-out space and extra sleeping spaces.

Center Lake Retreat Entire Lower Level Walk Out

As ofJuly 1, 2021 we moved into this beautiful Lakeside home. The AIRBNB is NOT our entire home but it is the entire lower level which is our home. Gorgeous, private lakeside views. It is spacious with a private entrance if suitable, large kitchenette, family room, dining room, 2 bedrooms, bath/shower full bathroom. Lakeside access. There is complete privacy with a Barn Door closure.

Stay Suites-Miller Bay Suite-3 Bedroom 2 Bath

Stay Suites are in the heart of Arnolds Park Millers Bay Suite offers a comfy king bed and 2 additional rooms, each with a queen beds. It offers 2 full bathrooms, both with showers and tubs. There is a full kitchen. The living room area has a smart tv with a couch and chairs. You have your own balcony facing north. 316 Hwy 71 is along the highway and is a busy fun area.

Cozy, spacious 2 bedroom Okoboji Ave. home

This home is conveniently located 5 mins from Terrace Park beach and less than 7 mins from the Great Lakes with 2 bedrooms, 1 full bath, eat-in kitchen and a large living room. House is set up as a duplex style home with private entrance. This listing is for the upper level, with no inside access to the basement apartment. Inquire about garage availability.