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
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
4.89 out of 5 average rating, 47 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.

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Top Guest favourite
A staircase with wooden railing leads to the loft area, displaying warm wooden tones throughout. The open space features a spacious dining area with colorful chairs, visible from the lower level. A vibrant tapestry adorns the wall, enhancing the cozy interior ambiance.
Barn in Hartley
4.98 out of 5 average rating, 84 reviews

Redshed Inn

Relax when you stay in our quiet country get-a-way. We are an easy 25 miles or less from Okoboji, Spencer, Worthington, Sibley, and Sheldon. There’s a firepit ready for use, firewood, grilling grate, roasting sticks and a gas grill. Our Redshed's upper deck is your private vantage point to enjoy trees, birds and unlimited star gazing. You will certainly see deer as they cross the valley and we enjoy frequent bald eagle sightings. Outdoor areas have comfortable chairs waiting for you.

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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, 99 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!

LocationFamilyIndoor spaces

Superhost
A charming cottage-style home is set under the shade of large mature trees. The exterior features white siding and a welcoming entryway with a red railing. The lush green grass surrounds the pathway leading to the front door.
Home in Fairmont
4.74 out of 5 average rating, 169 reviews

Sunset Cottage Lake House with Private Dock

Get ready for a family getaway or outdoor adventures! You bring the swimsuits, we’ll do the rest! Enjoy a west-facing lake front property with a stunning view, perfect for fishing, water sports and 100% private dock & swimming. Every night you’ll watch the sun set from the oversized deck or from the patio. This house can sleep 10 on Hall Lake in Fairmont, MN ($10 fee added per person above 6 for added cleaning expenses). Have the entire home and dock to yourself for the perfect lake getaway!

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Superhost
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
4.82 out of 5 average rating, 28 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!

LocationFamilySleep quality

Top Guest favourite
Farm stay in Spencer
4.97 out of 5 average rating, 287 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.

LocationFamilyNearby

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, 53 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.

LocationFamilyQuiet

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, 233 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.

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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
4.91 out of 5 average rating, 358 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.

LocationFamilySleep quality

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, 88 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)

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Top Guest favourite
Cabin in Milford
5 out of 5 average rating, 17 reviews

Welcome to Camp Oz!

Step back in time at this retro vintage lake cabin. Nestled among the trees in Gull Point State Park, just steps from west lake Okoboji, this cabin is packed with personality and perfect for making memories—whether you’re gathered around the vintage barrel game table, whipping up breakfast in the retro kitchen, or sipping coffee on the sun-drenched porch.

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Top Guest favourite
Cottage in Swea City
5 out of 5 average rating, 27 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.

LocationFamilyOutdoor spaces

Popular amenities for Estherville holiday rentals