Holiday houses in Estherville

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Top-rated holiday rentals in Estherville

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Guest favourite
Two large windows frame a scenic view of East Okoboji Lake, with decorative wooden trim highlighting the design. Outside, trees along the shore provide a natural backdrop. Inside, two patterned chairs are positioned near the windows, creating a comfortable spot to enjoy the landscape.
Cabin in Spirit Lake
4.86 out of 5 average rating, 36 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
Home in Jackson
5 out of 5 average rating, 60 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.

Top Guest favourite
An inviting entrance is highlighted by warm outdoor lighting, illuminating the pathway. Colorful plants and decorations frame the walkway, leading to a wooden door with a circular glass panel. A garage door adds to the structure's charm, enhancing the overall nighttime ambiance.
Guest suite in Fairmont
4.98 out of 5 average rating, 249 reviews

Quite-End of the Road Suite-Lower Level

Modestly decorated with eclectic treasures. Our guest suite is great for brewery, antique or local sports enthusiasts or a couples weekend or solo adventurers getaway. Coded access gives you the opportunity to come and go at your leisure. Located on the edge of Fairmont we are minutes away from Mayo Health, shopping, bars & a brewery, restaurants, parks, lakes and other great points of interest. *Quiet-End of the Road Suite..our nightly rate includes cleaning service fee.*

Guest favourite
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
4.87 out of 5 average rating, 15 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 favourite
A single-story cabin features a gray exterior with a welcoming maroon accent on the steps and railing. A small porch is adorned with a flower box filled with colorful blooms, and a doormat greets visitors at the entrance.
Cabin in Fairmont
5 out of 5 average rating, 17 reviews

Cozy Cabin on Amber Lake

Cozy one-bedroom cabin on a quiet lake in a residential area within city limits—perfect for a peaceful escape. Enjoy stunning sunsets from the deck or private dock, great for fishing and kayaking. Inside is warm and inviting with a comfy queen bed, kitchen and dining area and lake views. Ideal for couples, small families or solo travelers. We have two kayaks to explore the lake and creek inlets. Wi-Fi included. Come enjoy the calm.

Top Guest favourite
Farm stay in Spencer
4.97 out of 5 average rating, 275 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, 50 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
A cozy studio apartment features a comfortable gray couch paired with a small wooden table. The sleeping area includes a spacious bed with white linens, while natural light filters in through nearby windows. A soft area rug adds warmth to the wood-like flooring.
Loft in Fairmont
4.98 out of 5 average rating, 200 reviews

City of Lakes Loft

Newly constructed studio apartment above our garage. Calm, cozy and sunny interior in a quiet neighborhood setting. We have only lived in Fairmont a short time and we love it! It has a "Hallmark" town feel. You may meet our Labradoodle in the backyard - she is very friendly and will want to say Hi. We look forward to hosting you in this city of 5 Lakes! Cleaning fee included in the nightly rate.

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, 320 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
Cottage in Swea City
5 out of 5 average rating, 15 reviews

Aunt Martha’s Cottage -Pet Friendly

Welcome to Aunt Martha’s Cottage, a cozy retreat with the charm of yesteryear. Step into a simpler time, where the air is fresh, the pace is slow, and every corner holds warmth and nostalgia. With its cheerful kitchen and a bedroom dressed in soft quilts, this little cottage feels like home the moment you arrive.

Guest favourite
A spacious living area is shown with neutral-toned walls and carpet. A ceiling fan provides comfort overhead. A flat-screen television is positioned on one wall, while two sofas with patterned cushions and a side table create a welcoming seating arrangement.
Home in Emmetsburg
4.93 out of 5 average rating, 58 reviews

3 bedroom country home

Forget your worries in this spacious and serene space. Three bedroom country home located 2 miles off hard surfaced road and within close proximity to popular lakes including Five Island, Lost Island and Okoboji. Close to state hunting ground.

Guest favourite
A spacious living and dining area is featured, highlighted by a large wooden dining table surrounded by matching chairs. Comfortable leather seating is arranged for relaxation. Natural light enters through a nearby window, which enhances the neutral color palette of the walls and flooring.
Home in Spirit Lake
4.89 out of 5 average rating, 136 reviews

Located minutes to great attractions in Iowa Lakes

Enjoy a stylish experience at this centrally-located home in the heart of Iowa Lakes. This brand new home is just minutes away from all the exciting things you want to do with your family and friends.

Popular amenities for Estherville holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Emmet County
  5. Estherville