Holiday rentals in Milford

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Top-rated holiday rentals in Milford

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A serene lakeside patio is presented, featuring two blue adirondack chairs positioned around a fire pit. A gas grill stands nearby, and the reflection of the sunset shimmering on the water enhances the peaceful ambiance. Boat docks line the shore in the background.
Home in Arnolds Park
4.91 out of 5 average rating, 33 reviews

Cozy Lake Front Cabin

Cozy 3 Bedroom Lake Front Cabin on East Lake - GREAT LOCATION Next to The Ritz - Private Dock The best of everything Okoboji has to offer in this lake front cabin nestled right next to the Ritz and within walking distance to all major attractions including Arnolds Park, The Farmers Market, Preservation Plaza, The Emporium, Mau Marina, The Okoboji Store, O'Farrell Sisters, Arnolds Park Public Beach, and more. Public Beach steps away, back yard with grill, fire pit, near boat ramps/ bike trails.

Top guest favourite
A welcoming entrance features a covered porch with white railings and steps leading to a grassy area. Decorative plants are arranged alongside a pathway of stones and red mulch, enhancing the cottage's charming exterior.
Home in Spencer
4.91 out of 5 average rating, 103 reviews

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.

Guest favourite
An inviting interior porch showcases a cozy seating area with four patterned chairs arranged around a small table. Natural light filters through multiple windows, illuminating a corner with cushions and a plant. A patterned rug adds warmth to the space.
Cabin in Spirit Lake
4.88 out of 5 average rating, 42 reviews

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.

Guest favourite
A spacious living area features two brown leather sofas arranged around a decorative area rug. Exposed wooden beams adorn the ceiling, while natural light fills the room through large windows. Artwork is displayed on the walls, adding character to the inviting space.
Cabin in Okoboji
4.93 out of 5 average rating, 95 reviews

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!

Guest favourite
Place to stay in Hartley
5 out of 5 average rating, 6 reviews

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.

Guest favourite
A compact kitchen area features light wooden cabinetry and modern appliances. A white refrigerator stands adjacent to a stove and oven. A decorative shelf with small items is mounted on the wall, and a black mat lies on the floor, providing a functional entry point.
Home in Spirit Lake
4.9 out of 5 average rating, 29 reviews

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.

Superhost
Home in Milford
5 out of 5 average rating, 3 reviews

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!

Guest favourite
Farm stay in Spencer
4.97 out of 5 average rating, 283 reviews

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.

Top guest favourite
A rustic barn door painted in navy blue features welcoming text that reads 'Welcome to our Lake Retreat.' The door is situated in a hallway, and the adjacent wall is finished in a neutral color, contributing to the inviting atmosphere.
Flat in Spirit Lake
4.9 out of 5 average rating, 348 reviews

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.

Guest favourite
A guest cottage is framed by lush green foliage, showcasing a white exterior with dark windows. A decorative structure is seen in the foreground, along with a gravel driveway that leads up to the entrance. Nearby, various shrubs and landscaping elements add to the setting.
Home in Arnolds Park
5 out of 5 average rating, 27 reviews

Coop close walk to all the fun!

Your family will be close to everything when you stay at our guest house centrally-located on Emerald Hills Golf Course. You can walk to amusement park, dining/drinking, shopping and public beach! Bike trail right outside door! With a California king in main living area and a full bed in bedroom you can rest in comfort after a long day of exploring come and enjoy!

Superhost
Flat in Milford
4.83 out of 5 average rating, 12 reviews

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.

Top guest favourite
Cabin in Milford
5 out of 5 average rating, 11 reviews

Welcome to Camp Oz!

Step back in time at this retro vintage lake cabin. Nestled among the trees in Gull Point State Park, just steps from west lake Okoboji, this cabin is packed with personality and perfect for making memories—whether you’re gathered around the vintage barrel game table, whipping up breakfast in the retro kitchen, or sipping coffee on the sun-drenched porch.

Popular amenities for Milford holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Dickinson County
  5. Milford