Vacation rentals in Winfield

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Top-rated vacation rentals in Winfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Cottage in Carthage
4.96 out of 5 average rating, 486 reviews

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.

Top guest favorite
Two horseback riders are positioned on a grassy hill overlooking a tranquil pond. The clear water reflects the surrounding greenery, enhancing the serene rural setting. The landscape features rolling hills, contributing to a peaceful country experience.
Farm stay in Riverside
4.92 out of 5 average rating, 390 reviews

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.

Guest favorite
Cabin in Moline
4.93 out of 5 average rating, 247 reviews

River Views in Front Horses in Back-Kayaks & Bikes

Wake up to sweeping Rock River views in the front and peaceful views of horses grazing in the back. Sip your morning coffee on the wraparound deck, explore the nearby bike path on the two included bikes, paddle out in the kayaks, and end your evening by the firepit as the sunset glows across the water. This eclectic riverfront bungalow blends vibrant décor, cozy comfort, and easy indoor-outdoor living. It’s perfect for girls’ weekends, fishing trips, romantic escapes, or peaceful getaways.

Top guest favorite
Yurt in Washington
5 out of 5 average rating, 26 reviews

Rustic Ridge Retreat

Enjoy a private hot outdoor shower under the stars at this beautiful 24-ft yurt on a peaceful Iowa homestead. Elevated deck with a grill, fire table, sectional and sweeping prairie views. Inside - a giant skylight dome over a plush queen bed, sofa bed, kitchenette, WiFi, and air conditioning. XL Games (Tetris tumble, etc). No running water, but we supply fresh Culligan jugs, a clean flushable porta-potty with sink and light, plus the new outdoor shower. Free YMCA day pass per day. Max 4.✨

Guest favorite
A spacious home is visible with a combination of brick and siding exterior, featuring multiple gables and a large covered porch. A manicured lawn extends toward a serene pond, enhancing the natural surroundings. Clear blue skies contribute to the relaxing outdoor atmosphere.
Home in Morning Sun
4.9 out of 5 average rating, 266 reviews

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.

Top guest favorite
The exterior of the Milk House features a red structure with gray siding, adorned with a triangular window and a decorative sun motif. A small porch with a welcome sign opens to a gravel path lined with flower planters. A chair and table are set for outdoor relaxation.
Farm stay in Iowa City
4.98 out of 5 average rating, 424 reviews

The Milk House at Lucky Star Farm

The Milk House is a unique space located in the countryside, between Iowa City and Kalona. This 700 square foot home has ample parking and room for four adults. The house is well appointed with a full kitchen, two luxurious queen beds, wifi and a Smart TV. Guests are invited to explore our 20-acre working farm with lots of livestock and two friendly dogs. It's a perfect blend of rural living with the perks of beautiful Iowa City 15 minutes away. Come unwind at Lucky Star Farm!

Guest favorite
A vibrant mural featuring a peacock is displayed on a white wall, contrasting with the rustic brick backdrop. The neon sign reading 'The Peacock Loft' adds a modern touch, while a dark staircase leads upward, highlighted by industrial-style lighting.
Loft in Burlington
4.98 out of 5 average rating, 314 reviews

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.

Guest favorite
A single-story home features a light-colored exterior with blue shutters and a covered porch. The driveway provides space for parking, leading to a one-car garage. Surrounding greenery includes a neat lawn, and trees are visible behind the house, contributing to a quiet residential setting.
Home in Washington
4.95 out of 5 average rating, 112 reviews

Be at Home in Washington, Iowa

Be at Home on South Avenue B in Washington, Iowa! This cozy yet spacious home is centrally located in Washington just blocks from shopping, dining & coffee on the square or just over 1 mile to the Washington Wellness Park and trailhead of the Kewash Trail. Our home offers two bedrooms and one full bath with laundry. Bedroom 1 has a king bed and sitting area while bedroom 2 can be configured with 1 king or two twin beds allowing flexibility for your stay.

Top guest favorite
The cottage exterior showcases a welcoming entrance with a white staircase leading to the front door. A small patio area features a pair of black chairs and a table, surrounded by well-maintained landscaping and a grassy yard under a clear blue sky.
Home in Wayland
5 out of 5 average rating, 12 reviews

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.

Top guest favorite
A cabin sits atop a gently sloping area covered with gravel, surrounded by green grass. A deck with black railings is visible at the front of the cabin, showcasing large windows that provide natural light to the interior.
Cabin in Oquawka
4.98 out of 5 average rating, 110 reviews

The Shoreline Shanty

Take it easy at this unique and tranquil getaway. This cabin offers a outstanding view overlooking the river. You will find you are very close to everything Oquawka has to offer, restaurants, bars, parks, laundry mat, grocery store, car wash, & churches. ( FOR THOSE OF YOU WHO ENJOY BOATING ON THE MISSISSIPPI RIVER ARE LOCAL BOAT CLUB OFFERS BOAT SLIPS FOR RENT AND FREE TRAILER PARKING DURING YOUR STAY, UPON BOOKING DETAILS WILL BE PROVIDED)

Guest favorite
A bright and spacious bedroom features a comfortable bed with a layered blanket, complemented by decorative pillows. A fan hangs from the ceiling, and artwork adorns the wall above the bed. A small desk and chair are visible in the corner, providing a work area.
Guesthouse in Mount Pleasant
4.91 out of 5 average rating, 140 reviews

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.

Top guest favorite
Earthen home in Nauvoo
4.96 out of 5 average rating, 109 reviews

Nauvoo Halfling House

Live like a Halfling in this fantasy getaway five minutes from historic Nauvoo Illinois! This bermed home is tucked into a hill in a small wooded glen, perfect for anyone looking to connect with nature or hibernate through the winter.

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