Holiday rentals in Winfield

1890 Lofts - Mayberry | Family-Friendly near I-80

Welcome to The Mayberry, a sun-filled loft blending historic small-town charm with modern comfort. Enjoy the electrician-themed decor to honor the late Neal Huedepohl - former owner and inspiration. Perfect for families returning to the area, wedding groups, or travelers passing through on I-80, the loft features king beds, a spa-like bathroom, games, and a coffee station. Just minutes from Amana Colonies, Fireside Winery, Stone Creek Golf, and local dining, your ideal Iowa stopover starts here!

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 of rolling hills, 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)NOTE: NO OVEN 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.

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 an amazing swimspa and sauna.

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!

Buckman's Guesthouse BnB (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.

The Peacock Loft / Spacious Artistic Loft

A whimsical, art-filled retreat. Filled with treasured pieces from years of travel and free-spirited living, the loft is now a space for rest, inspiration, and slow mornings. Layered with color, photography, books, and meaningful objects, it’s perfect for guests who love creative, collected spaces. Please note: this is an older urban building with character, multiple stairs, no elevator, and some city noise. Fans, sound machines, blackout curtains, and earplugs are provided.

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.

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.

The Vernon Street Guest House - Suite 2

Built in 1900 and renovated in 2022, Suite 2 shows little signs of the once quirky old space. Completely private, with all the amenities, it boasts a spacious bedroom, 1 bathroom, a fully equipped kitchen, dining area, living room with a desk for workspace, and a laundry room. While you're here, we hope you are able to relax and enjoy the well lit deck along with a cup of freshly roasted coffee, which we are happy to have provided.

Winter on the River • Horses, Deer & Sunset Views

🍂 Cozy up by the firepit and watch stunning sunsets over the Rock River. Enjoy crisp fall air from your private deck, complete with kayaks, bikes, and peaceful water views. This eclectic cabin bungalow offers vibrant décor, cozy living spaces, and a large wrap-around deck perfect for relaxing. Just steps from the water and close to shops and restaurants, it’s a serene riverside retreat for couples, families, and friends.

Private Apartment in the Country

Our apartment in the country is located approximately 4 miles from the main highway on a gravel road. The apartment is attached to our farmhouse but it has its own private entrance and the apartment is all your own space.