Holiday houses in Winfield

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Top-rated holiday rentals in Winfield

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

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Top Guest favourite
Cottage in Carthage
4.96 out of 5 average rating, 467 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 favourite
The log home features a front porch with several chairs, inviting relaxation while enjoying the surrounding nature. A wooden balcony extends from the upper level, complemented by decorative planters filled with flowers, enhancing the welcoming exterior.
Home in Letts
4.95 out of 5 average rating, 44 reviews

Shade Tree Farms in Letts, Iowa

Forget your worries in this spacious log home on 30 acres. Perfect for relaxing and renewing. Short drive to Muscatine with many historic sites, shops, unique restaurants. Near Grandview, Wapello, Letts, Columbus Junction with small town features and 35 miles from Iowa City. Mowed walking path around field. Exercise equipment. 2 car garage, 1 motorcycle garage. New pond. Privacy tucked into the field but just off the main highway. Sit and relax on massive front porch and watch the wildlife.

Top Guest favourite
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, 375 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.

Top Guest favourite
A screened porch features a round table surrounded by four chairs, all with green cushions. Natural light streams through the screens, showcasing views of a tranquil lake framed by colorful autumn foliage.
Guesthouse in Berwick
4.98 out of 5 average rating, 256 reviews

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.

Top Guest favourite
A bright living area features a large window with flowing curtains, allowing natural light to embrace a cozy seating arrangement. A patterned rug lays beneath a wooden coffee table, complemented by a yellow accent chair, a teal side table, and a plant in the corner.
Home in Mount Pleasant
5 out of 5 average rating, 32 reviews

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!

Guest favourite
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
4.94 out of 5 average rating, 32 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.

Guest favourite
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, 259 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 favourite
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, 415 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 favourite
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
4.94 out of 5 average rating, 104 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 favourite
A living room features a leather sofa, two vintage armchairs, and a round ottoman, creating a cozy seating arrangement. Natural light enters through large windows framed with sheer curtains. Dark wooden flooring contrasts with the light-colored walls and decorative art pieces are displayed throughout.
Home in Burlington
4.9 out of 5 average rating, 240 reviews

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.

Guest favourite
A cozy living area is furnished with two patterned armchairs and a textured sofa. A neutral coffee table is centered on a colorful area rug, which features stripes in various shades. Natural light enters through the windows, accentuated by light drapes and wall decor.
Apartment in Mount Pleasant
4.92 out of 5 average rating, 60 reviews

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.

Guest favourite
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
4.92 out of 5 average rating, 133 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.

Popular amenities for Winfield holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Henry County
  5. Winfield