Vacation rentals in Whittemore

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Top-rated vacation rentals in Whittemore

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Top guest favourite
Home in Emmetsburg
5 out of 5 average rating, 24 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
A neatly landscaped yard is highlighted by a tall flagpole displaying an American flag. The grassy area is edged with red mulch and flower beds, while a green shrub stands nearby. A country home is partially visible in the background under a soft sky.
Home in Ruthven
4.87 out of 5 average rating, 39 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
The cabin is displayed in a serene setting, featuring a spacious exterior with well-maintained green grass. A covered patio area with seating is visible, alongside a grill. Mature trees surround the building, contributing to the peaceful atmosphere.
Cabin in Terril
5 out of 5 average rating, 27 reviews

Hunters Paradise Cabin

This property is located in the perfect location for every hunter, fisherman and boater. We are on the North end of Trumble lake surrounded by thousands of acres of public hunting. We are only 5 miles from Lost Island and 20 miles to the Okoboji area. We have a heated garage for the pets to stay with some kennels provided. Pets are welcome to run the yard and play. No hunting is allowed on the property. There is 300 acres just across the creek to hunt.

Guest favourite
A cozy cabin is shown, featuring a covered porch with a railing. The building has a grey exterior and a dark metal roof. Surrounding trees indicate a peaceful setting, while an open yard offers space for outdoor activities.
Cabin in Crystal Lake
4.94 out of 5 average rating, 34 reviews

Headwaters Hideaway

Headwaters Hideaway is the perfect place for you to unwind for a quick getaway, a week long stay, or an extended stay. Our cabin sits at the edge of our seasonal site campground on the shores of Crystal Lake (264 acres). Public access is within walking distance if you choose to enjoy boating or fishing on your stay. We also have 2 kayaks available. The kids will stay entertained with a playground and basketball hoops just across the campground access road.

Top guest favourite
A spacious living area features a green couch accompanied by a textured throw and cushions. Natural light floods the room, highlighting the contrasting dark wall. A floor lamp is positioned nearby, and a potted plant adds a touch of greenery to the space.
Home in Fort Dodge
4.95 out of 5 average rating, 44 reviews

The River View at Evergreen Hill

Relax with the whole family at this peaceful place to stay. Or book a longer stay while working on the area. River View is a 2100 sq. ft duplex. Originally built in the 50’s, the architecture will take you back in time and has been updated to keep the mid century charm! The BEST part is the amazing view. This River View sits on top of a bluff overlooking the Des Moines river and is beautiful all year round! **Fireplace DOES NOT operate**

Top guest favourite
An Italianate-style brick house built in the 1870s is showcased, featuring large French windows and a well-maintained front garden. The building's white exterior is complemented by red brick accents and a sloped roof. Lush greenery surrounding the property creates a welcoming atmosphere.
Home in Algona
4.96 out of 5 average rating, 26 reviews

3Bedroom 3bath 1870s house for getaway or events

Relax and enjoy this unique getaway. Built in 1870s with Italianate architecture this beautiful stately brick house has large French windows and original wood floors The house is a step into history with modern updates to make guests feel right at home. Relax upstairs in a large jacuzzi tub. Enjoy grilling on the front porch area and enjoy the park a block away and downtown just three blocks with eateries and shopping downtown.

Top guest favourite
A welcoming sign for The Shady Rest Inn is prominently displayed in front of the cottage. Bright orange lilies bloom nearby, adding a pop of color to the garden. The building's exterior features classic white siding, enhancing the overall charm of the entrance.
Home in Britt
5 out of 5 average rating, 28 reviews

The Shady Rest

Welcome to Shady Rest—a cozy one-bedroom cottage just steps from your hosts’ home. Enjoy a king bed, full-size pull-out, country kitchen, spacious bath, and shady yard. Includes Wi-Fi, ,washer/dryer, and free parking. Family-friendly with pack-and-play available. Your hosts are next door if needed, but you’ll have full privacy to relax and enjoy your stay.

Superhost
A dining area features a rectangular wooden table surrounded by six white chairs. A ceiling fan is visible above, and light streams in through a window, illuminating the original hardwood floor. An archway leads to a separate living area in the background.
Home in Pocahontas
4.82 out of 5 average rating, 38 reviews

Pocahontas. WiFi. Sleeps 7. Pets

Built in 1892 this house ranks in the top 15 eldest homes in Pocahontas. Much of the original character has been kept with modern updates like central air/heat and Wi-Fi. Original hardwood floors with updated appliances. All furniture is brand new, including memory foam beds. You'll love spending time with friends and family in quiet Pocahontas.

Guest favourite
A dining area features a wooden table set for six, with white dishware and a centerpiece of greenery. Black wooden chairs surround the table, and a sign reading 'gather' is displayed on the wall. Natural light is provided through adjacent windows.
Home in West Bend
4.92 out of 5 average rating, 51 reviews

The Hometown BNB: Fully Renovated Cozy Home

Bring the whole family to this cozy home with lots of room for fun. Our house includes a fully stocked kitchen, 4 queen beds, games, a toy room, screened in porch, outdoor patio, propane grill and fire pit area. One block away from a large park and the city pool! Only a few minutes away from the Grotto of Redemption and fun shopping on Broadway!

Top guest favourite
Cottage in Swea City
5 out of 5 average rating, 13 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.

Top guest favourite
A charming tiny house with a green roof is surrounded by lush greenery and tall grass, offering a sense of privacy. The outdoor area features a seating arrangement, inviting relaxation in a natural setting. The warm tones of the evening sky create a serene backdrop.
Cabin in Algona
4.97 out of 5 average rating, 358 reviews

Tiny House Living Experience

Experience Tiny House living. Everything you need in 320sq. ft. of open living space with added loft bedroom with one double bed. The downstairs bed is a double bed. House is centrally located in Algona, eating and libation establishments, theater, post office and parks within walking distance.

Top 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.

Popular amenities for Whittemore vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Kossuth County
  5. Whittemore