Holiday rentals in Whittemore

Split Pine | Updated Cottage w/ W/D | Near Hunting

Experience the convenience of a private home in the heart of Winnebago County in Thompson, Iowa. Whether you’re visiting for a few days or an extended stay, Split Pine offers accommodations for up to six guests, a fully equipped kitchen, in-home laundry, high-speed Wi-Fi, and a newly remodeled tiled walk-in shower. Located along Highway 9 and within walking distance of local dining, Split Pine provides a comfortable home base for families, business travelers, and project teams exploring the area

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!

Cabin / Shouse - Hot Tub - Mini Highland Cows!

Unwind just a mile from Emmetsburg on a hard-surfaced road. You’ll have a three-bedroom guesthouse and hot tub to yourself. Take in views of our miniature Highlands and enjoy the natural beauty of surrounding public hunting ground. Stroll along our private walking path or head to the Des Moines River trail for a peaceful walk. The guesthouse sits on the same property as our home but is positioned for privacy. Whether it's for outdoor adventure or a relaxing getaway, this is perfect.

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.❤️

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.

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.

Union Suite #1

A quiet small town getaway close to the grotto, town pool, shops, parks, and more. This suite includes 2 bedrooms, 1 bath, full kitchen & living room. The second bedroom has a set of bunk beds with a twin on the top and a full on the bottom. Just a note, we do not have a TV but do offer free WIFI. **There are quite a few stairs going up to the apartment.

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.

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.

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!

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.

New construction home sleeps 6.

Brand-new construction home located near the heart of town, offering convenience and modern living. Equipped with all-new appliances, this home also features a washer and dryer, along with TVs in both bedrooms and the living room for added comfort and entertainment. 2 New Queen beds Pullout couch with Queen Bed.