
Holiday houses in Milford
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Top-rated holiday rentals in Milford
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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.
4.94 out of 5 average rating, 49 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.
4.92 out of 5 average rating, 113 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!
4.93 out of 5 average rating, 108 reviews
Breathtaking 3-14 Quiet Lakehome
Relax with the whole family at this peaceful place to stay. Enjoy a stay on a Quiet lake that is just minutes away from all the action. This Lake House boasts TWO 3-season rooms, an open concept with so many great views of the lake. Newly renovated, yet loads of charm and wonderfully decorated. Come relax and have a blast while you play games, read books, let the kids play with toys, or snuggle up and watch your favorite show. There is even a Sauna which might be just what you need.
4.91 out of 5 average rating, 129 reviews
Rare POOL SIDE/LAKE VIEW condo -Bridges Bay Resort
Newly remodeled 3 bedroom. 2 bathroom condo at Bridges Bay Resort. Imagine grilling out on the patio while you play yard games, swim in the pool, and look out over East Lake Okoboji. Spend your days exploring the many outdoor activities that Okoboji has to offer, enjoying Boji Splash water park, or simply relaxing by the lake. This rare poolside and lake view condo comes with all the amenities! There is so much to do all year round. Let our vacation home be your next relaxing get away!
4.98 out of 5 average rating, 126 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!
5.0 out of 5 average rating, 6 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.
4.97 out of 5 average rating, 290 reviews
Little house in Arnolds Park
This house is located in a quiet neighborhood across the street from Lake Minnewashta, where you can enjoy a lake view from the deck. It is centrally located within walking distance to the amusement park & beach. Enjoy your day at the park with rides, shopping, restaurants & free concerts and fireworks on Saturday evenings. There is plenty of parking for your boat with a public boat ramp just 1/2 mile away.
4.94 out of 5 average rating, 33 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.
4.94 out of 5 average rating, 78 reviews
Arnolds Park Cottage with Lake Views
Relax in this newly renovated Arnolds Park cottage with beautiful lake views from the porch. Walk to Arnolds Park Amusement Park, Oak Hill Marina, Broadway restaurants and nightlife, or enjoy nearby concerts from the back patio. With a comfortable, family-friendly layout and an unbeatable location in the heart of Okoboji, it’s the perfect home base for lake days, weekend getaways, and family vacations.
5.0 out of 5 average rating, 17 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.
4.9 out of 5 average rating, 367 reviews
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.
4.94 out of 5 average rating, 124 reviewsPopular amenities for Milford holiday rentals
Stay near Milford's top sights
Other great holiday rentals in Milford

Silver Lake Home Getaway
4.99 out of 5 average rating, 73 reviews
Full house with separate living spaces and garage
4.87 out of 5 average rating, 54 reviews
4BR across the street- north shore of West Lake
4.96 out of 5 average rating, 27 reviews
Lovely Bayside condo with lake front view!
4.96 out of 5 average rating, 70 reviews
Beautiful Lake View
4.93 out of 5 average rating, 29 reviews
The Hideaway
5.0 out of 5 average rating, 4 reviews
Cozy loft in Spirit Lake
4.96 out of 5 average rating, 23 reviews
Cozy Milford Guesthouse
5.0 out of 5 average rating, 11 reviewsDestinations to explore
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