Holiday houses 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
4.93 out of 5 average rating, 41 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
4.92 out of 5 average rating, 108 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
4.89 out of 5 average rating, 46 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.

Top Guest favourite
A staircase with wooden railing leads to the loft area, displaying warm wooden tones throughout. The open space features a spacious dining area with colorful chairs, visible from the lower level. A vibrant tapestry adorns the wall, enhancing the cozy interior ambiance.
Barn in Hartley
4.98 out of 5 average rating, 83 reviews

Redshed Inn

Relax when you stay in our quiet country get-a-way. We are an easy 25 miles or less from Okoboji, Spencer, Worthington, Sibley, and Sheldon. There’s a firepit ready for use, firewood, grilling grate, roasting sticks and a gas grill. Our Redshed's upper deck is your private vantage point to enjoy trees, birds and unlimited star gazing. You will certainly see deer as they cross the valley and we enjoy frequent bald eagle sightings. Outdoor areas have comfortable chairs waiting for you.

Guest favourite
An inviting living space features a floral-patterned sofa complemented by dark brown pillows. A multi-purpose kitchen island invites gatherings, surrounded by a well-equipped kitchen. Light wood paneling and flooring enhance the room's warmth, while a ceiling fan provides comfort.
Cottage in Arnolds Park
4.94 out of 5 average rating, 31 reviews

Arnolds Park Cabin on sawmill Park w/bikes, kayaks

This centrally located cabin is the perfect getaway for couples, family or friends. It is within easy walking distance to the amusement park, free concerts, restaurants, bars, etc. Adjacent to the cabin's fenced backyard is the city park with playground, basketball, picklball courts, shelter house and docks for fishing or launching the kayaks. Located directly on the bike trail, and just blocks to the nearest boat ramp. Includes use of 4 bikes, 2 kayaks and 1 canoe.

Top Guest favourite
A blue two-story lake house is presented, featuring a textured exterior with multiple windows allowing natural light. A sloped roof and front stairs enhance the architectural interest, while trees are visible in the background, complementing the serene lakefront setting.
Home in Lake Park
4.99 out of 5 average rating, 68 reviews

Silver Lake Home Getaway

Beautiful lake house on Silver Lake. Located in Lake Park Iowa, with a lake view to the east and a golf course the west. Quiet family friendly neighborhood with boating, skiing, jet skiing, fishing and golfing. First floor has two bedrooms with king bed, bathroom, kitchen, family room, living room, laundry and gas fireplace. Top floor has two bedrooms, each with a queen bed, a single bed and one large bathroom. Indoor gas fireplace, fire pit, gas grill and deck.

Superhost
Home in Milford

Luxury Lakeview House

This stunning, modern farmhouse features 5 bedrooms, 3.5 baths and lake views. Ideally located a short walk from Lower Gar Lake and minutes from Arnolds Park Amusement Park, Preservation Plaza and the Great Lakes Trail. Enjoy a large deck and patio, a lower-level full bar for entertaining, a spacious main-level primary suite and a private office for remote work. There is also a large concrete pad for boat parking next to the 3-car garage.

Top Guest favourite
Farm stay in Spencer
4.97 out of 5 average rating, 287 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.

Guest favourite
A green, two-story house sits elevated on a porch, framed by large trees. The exterior features large windows, allowing natural light inside. The surrounding yard is grassy, offering a spacious area for relaxation and outdoor activities.
Holiday home in Milford
4.89 out of 5 average rating, 36 reviews

Adorable Okoboji Guest House

The first floor is accessed by outside stairs into a massive porch. Perfect place to hang out and watch the deer. A set of stairs inside takes you to the second bedroom upstairs. The accommodations are perfect for two couples or a family of 4-5. Come to Okoboji to walk the nature trails (100 yards away), ride the bike trails (100 yards away), kayak (located on the canals), or boat (Emerson Bay boat ramp one mile away).

Top Guest favourite
A charming retreat is showcased, with a circular design and a clock tower prominent on the roof. Lush greenery surrounds the structure, complemented by vibrant orange and yellow flowers in the foreground. Two wooden chairs are positioned on a porch, inviting relaxation.
Home in Okoboji
4.93 out of 5 average rating, 74 reviews

On Julia Street

Step into a world of comfort and relaxation at our charming retreat on Julia Street. Nestled in the heart of Okoboji, this serene haven invites you to unwind and recharge amid picturesque surroundings. As you enter, you'll be greeted by a cozy interior adorned with modern amenities and thoughtful touches throughout. Close to the action and within walking distance of many of the Lake's Area favorite places.

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.
Apartment in Spirit Lake
4.91 out of 5 average rating, 358 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.

Top 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, 31 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!

Popular amenities for Milford holiday rentals