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
Home in Arnolds Park
4.93 out of 5 average rating, 27 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.

Guest favourite
A charming lake house is surrounded by lush greenery and tall trees. The exterior features large windows and an inviting porch. A well-maintained yard includes an area with seating, alongside a stone pathway leading down to the water. The private dock can be seen nearby.
Home in Okoboji
4.78 out of 5 average rating, 9 reviews

Colcord Point Sunset Cottage & Guest House

This 9 bed 4.5 bath charming lake house offers a perfect retreat, featuring spacious living areas, cozy bedrooms, and a well-appointed kitchen perfect for family meals or entertaining friends. Outside, a private deck or patio overlooks the shimmering waters, providing a scenic spot for morning coffee or evening cocktails. Guests can enjoy swimming, boating, and water sports right from the private dock. Whether seeking adventure or relaxation, this house is perfect in Iowa's beloved Okoboji Lake.

Superhost
Home in Okoboji
4.95 out of 5 average rating, 133 reviews

Nautical Okoboji House

Walk to Barefoot Bar! Spacious 3BR/3BA Park the cars and leave the keys! Located directly across from the iconic Barefoot Bar, our "Nautical Okoboji House" puts you at the heart of the action. Why guests love it: Privacy for Groups: With 3 full bathrooms for 3 bedrooms, everyone has their own space to get ready for the lake without the wait. Prime Spot: Located in a lovely neighborhood with a peaceful backyard, fire pit, and gas grill. Includes Wi-Fi, a 2-stall garage, and a large driveway!

Guest favourite
The cabin is situated by the water's edge, framed by trees and rocky landscaping. A wooden deck leads to a quaint outdoor seating area, providing views of the lake. Nearby structures are visible, showcasing a mix of architecture along the shoreline.
Cabin in Spirit Lake
4.86 out of 5 average rating, 37 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 serene sunroom features large windows that provide views of the lake and surrounding trees. A cozy seating area with a plush sofa and a low coffee table is present, while wooden ceiling beams and ceiling fans add to the inviting ambiance.
Home in Spirit Lake
4.94 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.

Guest favourite
Condo in Arnolds Park
4.98 out of 5 average rating, 106 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!

Guest favourite
The exterior of a two-story home is framed by a well-maintained yard. A front porch is adorned with potted plants, while flower beds filled with colorful blooms enhance the landscaping. A spacious driveway leads to a two-car garage, and lush greenery surrounds the property.
Home in Milford
4.92 out of 5 average rating, 12 reviews

Enjoy Okoboji & its Amenities!

This home will keep the good times rolling as it features a fully finished garage for extra living space, a foosball table, ping pong table, and multiple large flat screen TVs. Large backyard and a cozy home to relax with friends/family. Located within 2 miles of The Arnolds Park Green Space and Amusement Park! ** HAVE AN EXTRA LARGE GROUP TO ACCOMMODATE? A “sister” property is located within walking distance and can sleep up to 12. Message for details!

Guest favourite
Apartment in Spirit Lake
4.88 out of 5 average rating, 8 reviews

* Spirit Lake Studio* Central yet secluded!

Enjoy modern elegance in a studio space at Tallgrass Apartment complex between Spirit and Okoboji lake. Very central location, stylish decor, comfortable furniture, access to community room, playground onsite, coin laundry just down the hall, bike trail in your backyard, directly across from YMCA, full kitchen, free parking, pet friendly ($50 pet fee), easy self check-in. Located on 2nd floor with no elevator. Very friendly and clean area!

Guest favourite
Farm stay in Spencer
4.97 out of 5 average rating, 280 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
The lakeside view captures the home's exterior, showcasing a two-story structure nestled among trees. The surrounding landscape includes a rock shoreline and various greenery, with a wooden staircase leading to the house from the water's edge.
Apartment in Spirit Lake
4.9 out of 5 average rating, 333 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
The exterior of the building reveals a two-story structure painted in warm orange. Accessibility is provided by exterior stairs leading to upper-level balconies. The surrounding area features ample parking space, trees, and a clear blue sky, indicating a busy neighborhood atmosphere.
Apartment in Arnolds Park
4.94 out of 5 average rating, 105 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.

Superhost
A vibrant red exterior is showcased, featuring a covered outdoor patio area. The structure includes large windows that invite natural light, enhancing the welcoming feel of this efficient space. The outdoor area is suitable for relaxation, with easy access to nearby attractions.
Bungalow in Arnolds Park
4.8 out of 5 average rating, 10 reviews

Artsy Tartsy Bunk House off West Lake Okoboji

Bedding Summary: Murphy bed: Queen bed Pull out sofa bed: Queen bed Welcome to the Back House of the Good Old Artsy Tartsy. BEST LOCATION in the Lakes area....Just steps away from Broadway Street with bars, restaurants, and shopping. The East/West Lake Okoboji bridge is just down the road featuring the iconic Smiths Bay beach area, The Ritz, and The Okoboji Store.

Popular amenities for Milford holiday rentals

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