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Vacation rentals in Estherville

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Top-rated vacation rentals in Estherville

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

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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.

Top guest favorite
A wooden dock extends over the calm waters of Lake George, featuring a simple bench for relaxation. The tranquil surface reflects a colorful sunset with clouds in shades of orange and gray. Trees line the shoreline, framing the peaceful scene.
Cottage in Fairmont
4.97 out of 5 average rating, 102 reviews

Cottage on Lake George

****Newly Added Garage Hang Out Space****Come and relax on beautiful Lake George. This newly renovated cottage is just the vacation location you are looking for. Lake George is on the Fairmont Chain of Lakes, which gives you access to all kinds of fun on the water. Swim, fish, water ski, snowmobile, no matter what time of year you will discover your kind of fun. After a day on the water, relax and watch the sunset from the back patio or hit up the near by restaurants for some live music!

Top guest favorite
Farm stay in Spencer
4.97 out of 5 average rating, 282 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
A spacious deck with wooden railings is visible, surrounded by lush greenery. The house features a sliding patio door, while a shaded area created by a green umbrella offers seating for outdoor relaxation. Tall trees provide shade, enhancing the rural setting.
Home in Jackson
4.98 out of 5 average rating, 52 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 favorite
Loft in Fairmont
4.98 out of 5 average rating, 211 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 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
A rustic patio area is nestled beside the cabin, featuring a shaded pergola supported by wooden beams. Black metal chairs and a round table are arranged on a stone pathway, surrounded by greenery and potted plants. Lush grass extends toward nearby trees.
Home in Fairmont
4.91 out of 5 average rating, 81 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)

Top guest favorite
Cottage in Spirit Lake
4.95 out of 5 average rating, 37 reviews

Grant’s Cottage on the Coyote Ranch

Just minutes from the attractions of the Iowa Great Lakes, Grant’s Cottage is a perfect getaway for families or couples! Enjoy the character and charm of the fully renovated 1874 farm house, the peaceful park-like setting, and all the modern amenities you’ll need for an Okoboji vacation.

Top guest favorite
Home in Emmetsburg
4.93 out of 5 average rating, 61 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.

Top guest favorite
Home in West Bend
4.96 out of 5 average rating, 158 reviews

Feel at Home in West Bend

Quaint, single family home that sleeps about 8. Lots of yard to roam and terrific patio space, weather permitting. Walking distance to the famous Grotto of the Redemption and parks. Full house amenities.

Popular amenities for Estherville vacation rentals

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