Vacation rentals in Macksburg

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Top-rated vacation rentals in Macksburg

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Guest favourite
The exterior of Rosehaven is showcased, featuring a charming red facade with white trim. A welcoming porch is adorned with greenery and flowers, framed by well-maintained shrubs and trees. A white picket fence outlines the property, emphasizing its inviting presence in the neighborhood.
Home in Winterset
4.98 out of 5 average rating, 112 reviews

Rosehaven

Enjoy the nostalgic small town charm of Winterset, Iowa while staying at Rosehaven, within walking distance to the town square. Between the historic Madison County covered bridges in the area, the John Wayne museum and his preserved birthplace, as well as the numerous wineries and local events - Winterset is full of reasons to visit and stay at Rosehaven - a short 30 min. drive to Des Moines. Rosehaven is easy to find, with plenty of room for up to 5 or 6 guests. We look forward to having you!

Top guest favourite
A spacious kitchen area is paired with a cozy living space. A tree and eagle relief art sculpture adorns the wall, while large windows provide natural light and views of the outdoors. Gray couches face a coffee table, and the kitchen features modern appliances and ample counter space.
Loft in Winterset
5 out of 5 average rating, 101 reviews

Aerie Loft Apartment with view that sleeps 7

This elevated second story apartment has an incredible view of the historic downtown square and courthouse. Bring your group to be in a centralized location near dining/bars , shopping, museums, and a movie theatre. Accommodations for a group of seven is ideal for getaways or special occasions. The unique relief art sculpture of a tree and eagles will captivate you. A full kitchen with all the essentials. 6 beds and spacious 3/4 bath and a second 3/4 bath opened for 5 or more guests.

Top guest favourite
A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.
Tiny homes in Norwalk
4.98 out of 5 average rating, 130 reviews

*Winter Getaway* Waterfront Tiny House & Sauna

The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

Guest favourite
Apartment in Winterset
4.89 out of 5 average rating, 19 reviews

Luxury Studio- 1 Block to Town Square

Step into our luxurious studio that seamlessly blends style and functionality. This elegant space greets you with the warm glow of a modern fireplace, perfect for cozy evenings after a day of exploration in the quaint town square located just a block away. The studio's clever design boasts a well-equipped workstation, the sleek and space-saving Murphy bed transforms the room from a productive workspace by day to a tranquil sleeping area by night. The promise of an exquisite stay awaits you.

Top guest favourite
A spacious single-story brick structure is shown, featuring a dark shingled roof and double garage doors. The surrounding landscape includes a neatly maintained yard with grass and a clear blue sky overhead.
Home in Creston
5 out of 5 average rating, 29 reviews

Farmhouse 1910

The whole group will enjoy easy access to everything from this centrally located home. With 4 bedrooms and 3 baths, this gorgeous, all-electric home has it all. Sleeping 10 comfortably, we boast NO STAIRS (!). The converted garage makes an incredible crafting/quilting spot for you and your friends! *NOTE - rates are based on a per person fee with a base rate of $150 per night (or three guests). Close to Creston, Afton and the lakes, we have ample parking for vehicles, boats or trailers.

Guest favourite
A cozy living area features a rustic wooden bench beneath decorative wall art that reads 'Welcome home.' A dark patterned chair and a light grey couch are arranged to foster conversation, complemented by soft pillows and a coffee table displaying books.
Home in Winterset
5 out of 5 average rating, 48 reviews

The Home Place

The Home Place, built in 1895, sits three blocks from the Winterset square. It showcases local businesses and Winterset history while offering modern amenities and the comforts of home. Soaps and cleaning supplies are as fragrant free as possible, allowing for a near hypoallergenic haven. No pets for this reason. We offer a king bed, a queen bed, a dedicated office, and a handicapped entrance ramp. Cots, Pack-N-Play, and baby gates are available upon request. Welcome to The Home Place.

Top guest favourite
The exterior of a welcoming house is presented, featuring a covered porch with seating. A large front door is visible, along with a second-floor window above the porch. Lush green grass surrounds the home, framed by trees in the background.
Apartment in Winterset
4.94 out of 5 average rating, 370 reviews

The Suite Iowa Life

THE BEST VALUE IN WINTERSET Don’t spend your money on an impersonal hotel when you can stay at our “home away from home!”! This Suite is located on the main level of our home where we live and work. It is a PRIVATE, FULLY EQUIPPED APARTMENT, UNSHARED SPACE. Separate entrance. Pets allowed. Access to yard and beautiful country views. * NEW MATTRESS * November 2023 Large backyard, grill, fire pit, close to town & centrally located amongst the six bridges. PLEASE READ FULL DESCRIPTION.

Top guest favourite
An outdoor space features a saltwater spa adjacent to a circular seating area with Adirondack chairs gathered around a fire pit. Lush grass surrounds the area, and trees frame the view, creating a peaceful retreat in the countryside.
Home in Afton
4.99 out of 5 average rating, 148 reviews

The Country Oasis

The Country Oasis is the ideal destination for those seeking a serene retreat or a rejuvenating escape. This delightful vacation rental features 2 bedrooms and 2 bathrooms, making it perfect for your next getaway. With modern amenities and comforts such as a hot tub, fireplace, and various gathering spaces both indoors and out, The Country Oasis guarantees a memorable experience with friends and family. Come and enjoy the best of country living in southwest Iowa!

Guest favourite
A welcoming cabin is nestled among trees, featuring a porch with a couple of chairs. A gravel path leads towards the entrance, surrounded by greenery and sunlit foliage. The cabin’s exterior is painted in a soothing green tone, harmonizing with the natural surroundings.
Place to stay in Winterset
4.89 out of 5 average rating, 76 reviews

Whimsical cabin nestled in the woods

Iris Aisle is a whimsical, intimate venue + hemp farm in Madison County, Iowa. Our Victorian conservatory hosts events, classes, and of course—plants. ✨ Now offering elopement add-ons for couples seeking a dreamy, intimate setting. Please contact us before booking—events or photographers may be onsite. We’ll notify you of any scheduled activity + times, but you are always welcome to enjoy the space. For non-Airbnb stays, visit our website.

Top guest favourite
A cozy green house with white shutters sits among lush grass and large trees. The front yard includes a small seating area with chairs and a decorative fence, offering a welcoming entryway. The paved walkway leads to the front door, enhancing accessibility.
Cottage in Minburn
4.96 out of 5 average rating, 337 reviews

Kim's Kottage on the RRVT, in Minburn, IA.

This home is perfect for the Cycling Enthusiast, a couple, family or small group of friends. This fully furnished cozy 2 bedroom home is sure to please. Located 1 block from the Raccoon River Valley Bike Trail (75 mile paved loop), 15 minutes from I-80 and 30/40 minutes from the State's Capital City of Des Moines, Minburn is the "Small Town with a Big Heart". There are two City Parks, an outdoor historical roller skating rink & 2 Rest/Bars.

Superhost
The exterior of a single-story house is visible, featuring a well-maintained lawn and a paved driveway leading to an attached garage. The front porch is adorned with a railing, and a mix of trees and shrubs frames the property, creating a pleasant neighborhood ambiance.
Home in Creston
4.82 out of 5 average rating, 161 reviews

House in Creston

Relax with the whole family in this cute cozy house. The house sits on a large corner lot in a quiet neighborhood. 3 bedrooms, 1 king and 3 single beds. Even a toy room for the little ones. Relax in one of the 4 recliners and watch a movie on the big screen tv. Plenty of room to park the boats, electric for charging available and a fish cleaning table is available. Perfect place for your hunting or fishing trip. Pets welcome

Top guest favourite
A light-filled kitchen features open shelving adorned with colorful glassware and decorative items. A modern refrigerator and pink microwave complement the white cabinetry. A central island with bar stools offers seating, while a floral arrangement adds a touch of charm.
Apartment in Stuart
4.99 out of 5 average rating, 150 reviews

The 1894 by Doe A Deer | 2 br, 1 bath apartment

Welcome to The 1894 by Doe A Deer - a newly renovated 2 bedroom spacious apartment located in historic downtown Stuart! Enjoy restaurants, boutiques and coffee just steps from the front door. Relax and enjoy the view from your new favorite small town spot. Perfect for getting ready with your wedding party, families, girls trips, anniversaries & more! We can’t wait to host you!

Popular amenities for Macksburg vacation rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Madison County
  5. Macksburg