Holiday houses in Winfield

Rustic Ridge Retreat

NEW!!!! PRIVATE OUTDOOR SHOWER ARRIVING JULY 10th, 2026 !!! Enjoy a full hot shower under the stars. AIR CONDITIONED AND FULL ELECTRICITY. Private yurt retreat on Iowa homestead. Elevated deck with grill, fire table, sectional. Giant games (Tetris Tumble, Kerplunk, Connect 4, etc). Skylight dome, queen bed, sofa bed, kitchenette (fridge/keurig, etc.) WiFi. No running water, but plenty of Culligan jugs + flushable portapotty (sink, light) + outdoor shower. Free YMCA day pass per guest/day. Max 4✨

Private Lakefront Romantic Cottage w/Swimspa&sauna

This cozy cottage is for couples looking to escape from it all and regenerate on many levels. You'll have your very own steam shower ....check out the company description.... . "Featuring 10 acupuncture jets, sunken tub and a high efficiency steam engine, the 608P steam bath is designed to greatly increase your spa experience. Indulge yourself in a state of complete relaxation". You'll also enjoy the comfy bed, fully stocked kitchen, private deck and access to a Swimspa and sauna 100 ft away.

Farm stay close to Iowa City, IA

15 min.-Iowa City, 5 min- Riverside Casino, & 35 min-Eastern Iowa Airport, Cedar Rapids, IA. Comfy beds, living room sectional pulls out to queen hide a bed, 32 acres, horseback riding (sm. fee)*, winter fun, & fishing pond. First 2 guests pay base price, then 3rd thru 10th guests pay an extra 30.00 EACH. NO PARTIES on our farm. We live on property in a separate home. Dogs welcomed (must be kenneled when you leave property). We have an oven and cookware in kitchenette. *contact for details.

Private Guest Lake House On 37 Acres In Country

Private guest lake house, located next to main house, on private lake in the country. 2 bedroom, 1 full bath, full kitchen, washer and dryer and large attached screen porch. Private 37 acres of woods and prairie. Fishing and walking trails. Great window views of lake, woods, prairies and river valley. Please note, this guest house is located 1 mile down a county maintained gravel road. 25 minutes from Galesburg, IL, 20 minutes from Monmouth, IL and 35 minutes from Macomb, IL.

Charming Modern 1950s Mid-Century Ranch

Enjoy a nostalgic experience at this centrally located home that was built in 1954. My wife and I have furnished it with a touch of modern mid century charm. There is ample parking in front of the house and we are across the street from Hy-Vee grocery. At the opposite end of the house in what was the original garage is my one chair salon called Headlines. It has a separate entrance and please be assured that you will not be disturbed by the business activity. We look forward to your visit!

Farmstead Suite

Leave the everyday behind. Turn onto a picturesque gravel road and discover your sanctuary: the Farmstead Suite in Memphis, MO's farming heartland. This isn't just a stay; it's an intimate experience for ultimate peace, luxurious privacy, and a connection with nature. Enjoy unparalleled solitude, yet you're just 5-10 minutes from a charming town and 40 minutes from vibrant Kirksville, MO. It's the perfect fusion of a remote, romantic hideaway and effortless access to everything you desire.

Buckman's Bed and Breakfast (5 Bedrooms+)

Enjoy the comfort and welcoming atmosphere of a home built to entertain family & friends. There are 5 guest bedrooms rooms: Room 1-King bed, sofa bed & recliner Room 2-Queen & sofa bed Room 3-Twin beds & convertible sofa Room 4-Queen & sofa bed Room 5-King & recliner Rooms 1,2 &5 have in suite bathrooms. Bathroom for room 4 is next door. Rooms 2 &3 share an inner door; ideal for parents with children. Breakfast is included. To book a room instead of the house, see separate listings.

Captains Quarters Treehouse

An off the grid whimsical gem in the Ten Acre Treehouse forest! "The Captains Quarters". This is the 2nd treehouse in rural Nauvoo. A lot of the same touches found in "The Whitetail". The first treehouse here, you will find in this nautical inspired creation. This treehouse is a full 2 story, 400 sq foot, and features second story bedroom, sleeper sofa on the first floor, small kitchen area with refrigerator/freezer, microwave, coffee maker, plates, silverware, cups and a sink!

Country Club Cottages - 1701

You will feel right at home in our quiet, relaxing new subdivision located in beautiful Washington, Iowa. This property neighbors the Washington Golf and Country Club. Our newly-built home features two bedrooms, two bathrooms, NO STEPS, an oversized one stall garage, full laundry facilities, and a dedicated workspace. Enjoy our complimentary basket of snacks, a variety of K-cups, and water bottles - stocked just for you to enjoy! We look forward to hosting you!

The Fleetwood Bungalow with Dreamy Porch

Welcome to The Fleetwood Inn! A charming, cozy one-bedroom bungalow in the heart of Burlington, Iowa. Right between our bustling business district and our nostalgic downtown, this little house has vast character. My favorite feature is all the original built-ins and beams. You will love the Western American inspiration and vintage finds, modern touches throughout, and dreamy details in every corner. Just added a Saatva Organic mattress for extra comfort.

Cozy Cottage

Enjoy a cozy stay in a private cottage nestled in on a beautiful tree-lined street. Wayland is a small, friendly community in Southeast Iowa. It’s just a short drive—10 miles north to Washington, 20 miles south to Mt. Pleasant (County Seat), or 40 miles to Burlington, Iowa City, or Ottumwa—offering small-town living with nearby city amenities. We are available to assist you with any needs, as we live right in Wayland. We look forward to your visit.

Great location! Close to downtown.

Welcome! Come and enjoy a stylish, cozy, and tranquil stay at this centrally-located apartment. Just one block from the vibrant downtown area, you'll be close to charming restaurants and unique shops. It’s also a short distance from the train station and grocery stores. This newly remodeled apartment has been thoughtfully designed with your comfort in mind, offering a perfect retreat where you can relax and truly feel at home while you're away.