Vacation rentals in Whittemore

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Top-rated vacation rentals in Whittemore

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Top guest favorite
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.❤️

Top guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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 favorite
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.

Superhost
The entrance features a welcoming red door flanked by two wooden benches. A soda vending machine stands to the right. The pathway is level, ensuring accessibility, while signs provide information about the community center, creating a visitor-friendly atmosphere.
Farm stay in Britt
4.84 out of 5 average rating, 102 reviews

2 BR - Private Fun Arcade Small Town Rural Setting

NO Contact check in & out Handicap accessible 2 BR locking doors, dining/entertainment area/kitchen and private bath. ALL AREAS EXCLUSIVE USE TO GUEST ONLY Pac & Play Available FREE Wifi/Streaming ROKU-FUBO Cable-AntennaTV w/DVD/VCR Tape Player w/ various DVDs/VCR movies, Heating & Cooling.

Guest favorite
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.

Top guest favorite
Home in West Bend
4.95 out of 5 average rating, 153 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 Whittemore vacation rentals

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