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Vacation rentals in Milford

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Milford

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

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Guest favorite
A well-furnished outdoor space features four blue adirondack chairs surrounding a gas fire pit, set against a backdrop of East Lake. The gentle lake waves reflect the soft colors of the sunset, creating a serene atmosphere for relaxation.
Home in Arnolds Park
4.9 out of 5 average rating, 29 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 favorite
A landscaped garden is situated beside the cottage, featuring a variety of vibrant foliage and flowers. Mulched beds contain greenery, yellow blossoms, and hostas, framed by smooth stones. A tree provides shade to the area, complementing the welcoming exterior of the cottage.
Home in Spencer
4.91 out of 5 average rating, 99 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 favorite
The kitchen area features warm wood cabinetry and a large island with seating for four. Stainless steel appliances, including a refrigerator and oven, are visible. Windows provide natural light, while rustic details like a sliding barn door add character.
Cabin in Okoboji
4.93 out of 5 average rating, 91 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!

Top guest favorite
Home in Jackson
5 out of 5 average rating, 63 reviews

Henderson Guest House: Modern Meets Cozy!

This beautiful and cozy newly constructed guest house is a perfect modern space for a single, family or group getaway! Sleeps 4 adults with king bedroom and ultra plush full queen sofa sleeper in living room , two electric fireplaces, two TVs, full kitchen, heated concrete floors and three blocks from downtown restaurants, shopping and walking trails and several areas parks. Furnished dining patio and seasonally available gas grill. No pets or parties please. All guests must be registered.

Guest favorite
A serene lakeside setting features a green lawn with two wooden chairs and a fire pit surrounded by grass. A swing hangs from a tree, and a private dock extends into the water, offering access for swimming and fishing.
Cottage in Spirit Lake
4.89 out of 5 average rating, 18 reviews

Lakeshore Cottage Waterfront listing!

Fun for the whole family! A fisherman’s haven with great fishing right off the dock. A bunkroom with sleeping for up to 5 kids. Relax around the fire pit at night or sunbathe on the dock during the day. Looking for some toys for the lake? No problem, we have kayaks, a water trampoline or Maui Mat for rent. Bike trails down the road. Longing for some nostalgia, less than 10 miles away is the Superior 71 Drive-In. Endless of fun for everyone!

Guest favorite
An aerial view of the quaint cottage is displayed, featuring a metal roof and a well-kept exterior. A patio area with a table and chairs is visible, along with a nearby golf cart and storage shed. Gravel surrounds the structure, enhancing its cozy setting.
Cottage in Arnolds Park
4.96 out of 5 average rating, 26 reviews

Arnold’s Park Cozy Cottage & Gazebo Best Location

This Cozy Cottage is just steps from the Arnold’s Park Amusement Park and two public access docks on West Lake. This vacation cottage is also only steps to Restaurants, Bars, Free Concerts, shops, and miniature golf. No need to worry about parking and long walks, you can leave your vehicle at the cottage and walk to most activities. Coffee shop and convenience store 2 blocks from cottage. This 480 sf cottage can’t be beat for location.

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!

Top guest favorite
Farm stay in Spencer
4.97 out of 5 average rating, 281 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 favorite
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, 336 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 favorite
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, 106 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.

Guest favorite
Home in Milford
4.86 out of 5 average rating, 42 reviews

Full house with separate living spaces and garage

Bring the whole family to this great place with lots of room for fun. House is centrally located on Hwy 71, with an 8 minute drive to the heart of Okoboji. The home has separate living spaces that each have their own kitchen, dining room, living room, and bathroom making it perfect for families to stay together but also have their own spaces.

Superhost
A rustic dining area features a large wooden table with six sturdy chairs, complemented by layered decor on the walls. String lights hang overhead, enhancing the inviting atmosphere. A table runner adds a pop of color, with small green plants as centerpieces.
Home in Arnolds Park
4.78 out of 5 average rating, 9 reviews

New Kitchen,FirePit,FamFriendly,Sleeps10:LakeLux

🎢 Walk-to-Everything Okoboji Stay – Sleeps 10 📍 Steps to beaches, bars, restaurants & Arnold’s Park 🏡 3BR • 2BA • Modern home w/ full kitchen + cozy living 👨‍👩‍👧 Pet & kid-friendly: pack ’n play, high chair & more 🏠 Need more room? Rent the house next door—sleeps 20 ❤️ Tap the heart to save this getaway to your Guest Favorites!

Popular amenities for Milford vacation rentals

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