Vacation rentals in Winfield

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Top-rated vacation rentals in Winfield

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Guest favorite
A rustic home with a wooden exterior is surrounded by greenery. Red Adirondack chairs are positioned near a circular firepit on the grassy lawn. Trees provide a natural backdrop, while a clear sky with wispy clouds adds to the tranquil setting.
Home in Fairfield
5 out of 5 average rating, 8 reviews

Prairie Sunsets

Unwind in this peaceful and utterly private oasis. Thirty two acres of pristine prairie and stunning sunsets. Built using Stapatyaved principles that promote alignment with natural law, this home feels nourishing and harmonious. New bamboo floors, granite countertops, soothing color palette. Lounge in a hammock, relax by the firepit, explore the 2 mile walking trail, look for our resident owl in one of the two classic barns. Or have an adventure or meal in eclectic Fairfield, just 5 miles away.

Guest favorite
Cottage in Carthage
4.96 out of 5 average rating, 484 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.

Guest favorite
A modern structure with an angular design features a large, triangular window showcasing the interior. A spacious patio is equipped with white lounge chairs and a fire pit, offering a comfortable outdoor seating area. Surrounding landscape includes open fields and a clear sky.
Tiny home in Memphis
4.95 out of 5 average rating, 43 reviews

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.

Top guest favorite
Yurt in Washington
5 out of 5 average rating, 24 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.

Superhost
Home in Muscatine
4.89 out of 5 average rating, 19 reviews

Bridgeview home in Muscatine, Ia.

Relax with the whole family at this peaceful place to stay. A beautiful home that sits right on the edge of the Mississippi River along the train tracks in downtown Muscatine, right next to the bridge. Breathtaking views and house is right on the bike trail and is walking distance from the best restaurants and bars in town. Also has a big hot tub on the deck where you can relax with family and friends and enjoy the beautiful views overlooking the Mississippi River and bridge.😎

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, 423 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!

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, 10 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.

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, 139 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
Home in Washington
4.9 out of 5 average rating, 42 reviews

Country Club Cottages - 1703

This recently completed new construction ranch style home is located in a quiet and relaxing new subdivision on the southwest side of Washington close to the fairways and greens of the Washington Golf and Country Club. You will feel right at home in this two bedroom, two bath home that features no steps, an oversized one stall garage, full laundry facilities and a dedicated workspace.

Guest favorite
The single-story cottage is surrounded by a spacious yard, bordered by trees. A gravel driveway leads to the house, which features a covered front porch with a white lattice design. The exterior is clad in light-colored siding, and a clear sky is visible overhead.
Cottage in Niota
4.83 out of 5 average rating, 287 reviews

Nauvoo Country Cottage - Sleeps 12

Relax in the quiet of the charming countryside surrounding Nauvoo, yet be close enough to enjoy all the local attractions within minutes. Nauvoo Country Cottage is located just 7.5 miles from the Nauvoo Illinois Temple. This cozy home sits on 3 acres giving plenty of privacy to your family or group.

Guest favorite
The exterior of a two-story triplex features a red-painted deck with two black chairs set on a grassy lawn. Large windows allow natural light inside, and a shingled roof complements the white siding of the building.
Apartment in Washington
4.83 out of 5 average rating, 48 reviews

Apartment in Washington

Spend the weekend away in this beautiful 400 sq ft apartment. It's located just walking distance from central square in Washington which features restaurants, coffee shops, and live music every Thursday evening in summer. Perfect space for couples or individuals.

Popular amenities for Winfield vacation rentals