Holiday houses in Estherville

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Top-rated holiday rentals in Estherville

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
4.92 out of 5 average rating, 112 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
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, 104 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
Home in Emmetsburg
4.87 out of 5 average rating, 39 reviews

Lula & Bill Legacy Inn-Cozy Vintage Charm in Iowa

Welcome to the Lula & Bill Legacy Inn - cozy historic home with vintage charm in the lakeside town of Emmetsburg. Just minutes from beautiful Five Island Lake, local shops, the family splash park, golf course, and Wild Rose Casino. Perfect for road trippers and families looking for a relaxing stop to rest and recharge. Traveling professionals working in the area are also welcome to contact us about extended stay options. ❤️We care about our guests and are always happy to help.❤️

Guest favourite
Home in Ruthven
4.8 out of 5 average rating, 45 reviews

Lost Island Getaway: Hiking, Hunting & Fishing!

Welcome to Lost Island Getaway! This acreage is a walk to Lost Island Lake and Barringer Slough with direct access to public hunting ground. Lost Islands west boat ramp is just down the road for boating and fishing. Perfect getaway if you want to relax or if you are up for an adventure. Fire pit outside. We are a country home and will have farm fresh eggs ready for you. There is dining located at the highway corner. We are dog friendly. We are just 30 minutes from Okoboji!

Top Guest favourite
A spacious living area features comfortable seating arrangements, including a sectional and armchairs. A large wall-mounted TV is situated above a modern console, with light from multiple windows enhancing the room's brightness. Decorative elements include a side table and a table lamp.
Home in Spirit Lake
5.0 out of 5 average rating, 69 reviews

Hosta House Stay and Play

The whole group will enjoy easy access to everything from this centrally located place. Located in the established heart of Spirit Lake just minutes from all of the Great Lakes. Come and enjoy the luxury of the 86” TV, sauna, fireplace, spacious fenced in back yard. The back yard is full of fun. It has a fire pit and a comfortable couch and a dining table.. We allow a capacity of 8 only. This is a strict no smoking which includes vaping property. No unauthorized guests.

Guest favourite
Home in Spencer
4.92 out of 5 average rating, 24 reviews

Hot Tub Hideaway

A peaceful haven close to everything, boasting a brand new saltwater hot tub on our expansive deck! Perfectly situated near Spencer & 20 minutes away from Okoboji, our 3 bedroom/2 bath home offers an unparalleled escape. Perfect for a family getaway or vacation with friends. Make unforgettable memories in our beautiful home complete with everything you need. There is plenty of space to park your boat if needed. We can also accommodate hunting doggos.

Top Guest favourite
Farm stay in Spencer
4.97 out of 5 average rating, 289 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
A spacious home is set amongst lush greenery, showcasing a large deck with patio furniture and shaded by trees. The well-maintained lawn extends around the property, offering a peaceful rural setting.
Home in Jackson
4.98 out of 5 average rating, 54 reviews

The Maple House

The Maple House is a spacious home with a large kitchen, dining room and living room. The laundry room is conveniently located in the front entry. A patio door in the living room leads to a large deck with patio furniture. Upstairs has a large open bedroom with three beds and a walk in closet. Country living close to all the action without the noise. Relax with the whole family at this peaceful place to stay.

Top Guest favourite
An outdoor seating area is arranged around a fire pit with multiple Adirondack chairs, offering a cozy spot for gatherings. A view of the water is visible in the background, enhancing the tranquil atmosphere of the space.
Home in Spirit Lake
4.96 out of 5 average rating, 79 reviews

Charming and cozy 4-Bedroom home with fire pit

Forget your worries in this spacious and serene newly remodeled 4-Bedroom home, which has a lot to offer for a family getaway or friends retreat. Great fishing is only a block away with entertainment at Arnolds Amusement Park and Barefoot Bar and Grill within a short drive to Okoboji. We want you to come and relax at our home and have lots of fun enjoying all the things Spirit Lake and Okoboji have to offer.

Top Guest favourite
A charming retreat is showcased, with a circular design and a clock tower prominent on the roof. Lush greenery surrounds the structure, complemented by vibrant orange and yellow flowers in the foreground. Two wooden chairs are positioned on a porch, inviting relaxation.
Home in Okoboji
4.94 out of 5 average rating, 77 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.

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.
Apartment in Spirit Lake
4.9 out of 5 average rating, 366 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 a charming cabin-like house is shown, featuring red siding and a welcoming front porch with wooden steps. Large windows allow natural light to enter, while green foliage surrounds the property, providing a touch of nature.
Home in Fairmont
4.92 out of 5 average rating, 93 reviews

Little Red Cabin

Welcome to our cozy cabin-like house in a picturesque, centrally located neighborhood. Enjoy rustic charm with modern comfort. Find a coffee shop (in the back yard), water park, schools, Mayo Clinic Hospital, churches, lake, and four parks within walking distance. Perfect for a delightful stay filled with exploration and relaxation! (Across the street from Humming Bird Haven)

Popular amenities for Estherville holiday rentals