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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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, 102 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
4.92 out of 5 average rating, 93 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
A fire pit with blue adirondack chairs is positioned on a grassy area near the lake. A wooden dock extends into the water, where boats are visible. The sunset creates a colorful sky, enhancing the serene lakeside atmosphere.
Home in Orleans
5 out of 5 average rating, 17 reviews

Lakefront Cabin on Big Spirit

Relax with family and friends at this peaceful cabin on Big Spirit Lake. Completely remodeled in 2023. Enjoy the open floor plan and beautiful outdoor space. This cabin is located on the south east side of Spirit Lake. A short walk to the spill way, boat ramp and park! A private dock and a swimmable beach is the perfect place to enjoy swimming, fishing and floating. Enjoy all the amenities of home including central air, full size washer and dryer, Blackstone grill, wifi and flat screen tv.

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 well-maintained house is set against a clear blue sky, featuring a blend of traditional and modern architectural elements. The front yard is landscaped with green grass and decorative stones, while large windows offer a welcoming aspect to the entrance.
Home in Milford
4.94 out of 5 average rating, 18 reviews

Okoboji-Fun Vacation Home!

Beautiful house located just minutes away from the lake, amusement park, shopping, and more. With ample room to accommodate up to 12 guests, this home offers comfort and convenience. Whether you’re seeking a peaceful getaway or looking to partake in the fun of Okoboji, this charming house provides an ideal home base for your stay. Game room with ping pong, darts, and bags also ready for you! **HAVE AN EXTRA LARGE GROUP? "Sister" property within walking distance! Message for details.

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
4.89 out of 5 average rating, 28 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.

Top guest favourite
The cabin is displayed in a serene setting, featuring a spacious exterior with well-maintained green grass. A covered patio area with seating is visible, alongside a grill. Mature trees surround the building, contributing to the peaceful atmosphere.
Cabin in Terril
5 out of 5 average rating, 28 reviews

Hunters Paradise Cabin

This property is located in the perfect location for every hunter, fisherman and boater. We are on the North end of Trumble lake surrounded by thousands of acres of public hunting. We are only 5 miles from Lost Island and 20 miles to the Okoboji area. We have a heated garage for the pets to stay with some kennels provided. Pets are welcome to run the yard and play. No hunting is allowed on the property. There is 300 acres just across the creek to hunt.

Superhost
Flat in Spirit Lake
4.54 out of 5 average rating, 13 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!

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, 344 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
Flat in Arnolds Park
4.94 out of 5 average rating, 109 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
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.

Popular amenities for Milford holiday rentals

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