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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 charming cottage is set against a backdrop of greenery, featuring a well-maintained front lawn and landscaped steps leading to a welcoming entrance. Two large windows on either side of the front door provide natural light to the interior, and a patio is visible to the side.
Cottage in Arnolds Park
4.89 out of 5 average rating, 139 reviews

A Place In the Park Cottage

A Place In the Park–Cozy Cottage near the Fun! Sleeps 5 | Superhost Welcome to A Place In the Park — your ideal escape in the heart of Boji! This home offers comfort, convenience, and adventure. Location: Steps from trails, restaurants, and shops — no car needed. Water Fun: Kayaking, paddleboarding, swimming, and more nearby! Walkability: Everything you need is a short stroll away. Perfect for families, couples, or small groups. As a Superhost, we're here to make your stay easy and memorable.

Top 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
4.93 out of 5 average rating, 88 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
An open-concept living area is presented, featuring a cozy seating arrangement with a gray sofa and circular coffee table. A well-equipped kitchen with modern appliances and an island bar is visible, alongside a dining table that accommodates several guests, all illuminated by natural light.
Home in Arnolds Park
4.95 out of 5 average rating, 141 reviews

Bright & Comfortable 3- Bedroom Bridges Bay Cabin

Newer single level, 3-bedroom, 2-bath house at the Bridges Bay Resort in Arnolds Park, Iowa. Bright, comfortable furnished space that is the perfect Okoboji vacation hub. Sleeps 10 comfortably. Screened-in game and entertainment garage space, plus back patio for grilling and relaxation. Neighborhood pool across the street and indoor/outdoor water park, arcade, gym (remodeled in 2020) and on location bars/restaurants are a 5-minute walk or short drive away. Six free waterpark passes each day.

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
4.93 out of 5 average rating, 102 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.

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
4.98 out of 5 average rating, 64 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.

Guest favourite
A living room is presented with a gray sofa adorned with patterned throw pillows, accompanied by a modern coffee table. Two comfortable chairs are positioned nearby, and a ceiling fan promotes airflow. Abstract wall art adds a contemporary touch, while natural light filters through the window.
Home in Milford
5 out of 5 average rating, 11 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!

Superhost
Flat in Spirit Lake
4.8 out of 5 average rating, 5 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
Farm stay in Spencer
4.97 out of 5 average rating, 274 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
4.93 out of 5 average rating, 27 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 row of three-story condos features multiple balconies with glass railings, providing an outdoor seating area. Large windows punctuate the white and light wood exterior, allowing natural light to enter. A lush green lawn extends in front of the buildings, complemented by a clear blue sky.
Home in Arnolds Park
5 out of 5 average rating, 30 reviews

Boji Candle

Stay in style at this stunning 3-bedroom condo just steps from Arnolds Park! Walk to restaurants, bars, and entertainment—no driving needed. ✔ Sleeps 10 comfortably ✔ Full kitchen for hosting & entertaining ✔ Open-concept living space ✔ Outdoor pool access ✔ Attached garage Perfect for trips, family getaways, or a fun lake weekend—this is Boji living at its best. Book now before your dates are gone!

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, 319 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
Flat in Arnolds Park
4.94 out of 5 average rating, 100 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.

Popular amenities for Milford holiday rentals

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