Vacation rentals in Whittemore

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!

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!

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**

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.

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.

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.

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

Experience modern comfort at Split Pine, a freshly remodeled cottage in the heart of Thompson. Whether you’re here for a night or an extended stay, enjoy a brand-new bathroom with a tiled walk-in shower, in-home laundry, and a cozy layout that sleeps six. Perfectly situated just one block from Thompson’s famous steakhouse and local grill—your ideal home base in Winnebago County.

Family Lake Getaway

Enjoy your next family vacation at Lake Cornelia! Live it up on the lake, enjoy yard games and unwind on the large deck while taking in the beautiful views. This remodeled 2 bedroom/2 bath with dine in kitchen has lake access and its own private dock with swimming platform. It is within walking distance to Clarmond Country Club, Lake Cornelia Park and a public beach.

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 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!

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.

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.