Vacation rentals in Diagonal

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Top-rated vacation rentals in Diagonal

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

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Guest favorite

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, 103 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!

Guest favorite

A spacious home with a gabled roof is framed by vibrant greenery and blooming white flowers. Large windows reflect natural light, offering views of the landscaped yard. The structure is complemented by a covered porch, providing an inviting entrance to the property.

Apartment in Maryville

4.95 out of 5 average rating, 100 reviews

Mozingo Lakeview Apartment

Relax on your own, or with family, at this peaceful place to stay. Beautiful views of Mozingo Lake, access to equestrian/walking trails, as well as a sandy lakeshore. Minutes from Mozingo Golf course, Mozingo Beach & the Mozingo Event Center. Short 10 min drive into downtown Maryville & Northwestern Missouri State University! Great spot for parents or grandparents visiting college students! Enjoy time on the shared lighted patio and firepit area. Room for boat or RV storage if needed.

Top guest favorite

The historic stone house is illuminated by warm exterior lighting, showcasing its textured stone wall and charming architectural features. Surrounding lights provide a soft glow in the evening, while trees and foliage can be seen in the background, creating a serene outdoor atmosphere.

Home in Winterset

4.96 out of 5 average rating, 288 reviews

The Legacy Stone House

The most unique stay in Winterset! Legacy Stone House AirBnB is a historic residence located one mile east of Winterset, Iowa. Built in 1856 during the Settlement Era of Madison County, it is one of nearly 100 stone houses built during that time in the area. Officially named the William Anzi Nichols House, it is listed on the National Register of Historic Places. Convenient centralized location if visiting Madison County’s six covered bridges and two minutes from grocery, gas and dining.

Top guest favorite

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, 142 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 3 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!

Top guest favorite

A wooden deck is showcased in this image, featuring a gentle incline with steps leading up. Potted flowers and hanging planters add a touch of greenery. Two lamp posts provide soft illumination, enhancing the welcoming entryway to the home.

Home in Leon

4.98 out of 5 average rating, 65 reviews

The Country Escape

Country setting located just 2 miles W of Leon and less than a mile from Little River Lake. This newly remodeled house features a spacious, full kitchen, dining area with a 10 person farmhouse table, living room with 3 full couches , one of which doubles as a queen size bed. There is a smart TV. Bedroom 1 and 2 have a queen bed, bedroom 3 has 2 queen beds. Spacious patio with dining furniture. There is a circle drive to accommodate boat/trailer parking.

Guest favorite

A charming house is framed by two mature trees, with a front porch featuring a railing and steps leading to the sidewalk. The surroundings include a grassy yard and additional structures visible in the background, under a clear blue sky.

Home in Mount Ayr

4.95 out of 5 average rating, 91 reviews

Armstrong Guest House

Newly remodel through out; comfortable furniture. 2 bedrooms with nice size closets and dresser. All new bathroom with shower and tub. Hairdryer provided. New kitchen includes all your cooking needs. We provide tea and coffee for your convenience. We are located one block off the square. Walking distance to restaurants, grocery store, movie theater, antique store and more. A Warm and friendly community. We look forward to having you as our quest.

Guest favorite

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

4.84 out of 5 average rating, 147 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

Guest favorite

A compact living space includes a queen size bed, a sleeper sofa, and a small dining table with two chairs. Natural light is provided by a window, and a ceiling fan contributes to airflow. Warm wood tones and neutral colors create a cozy ambiance.

Guest suite in Grand River

5 out of 5 average rating, 8 reviews

Palmers Hideaway

Our smaller unit is like a hotel room. It has a queen size bed and a sleeper sofa. You have your own small kitchen. A patio in the front that over looks the back yard and the burn pit. The small bathroom has a fabulous shower and plenty of hot water. Stocked with fluffy towels and comfy bedding this place is truly a hideaway. The kitchenette has a microwave, nice slice fridge and plenty of other kitchen utensils and dishes.

Top guest favorite

A cozy living area is furnished with a plush cream sofa and an inviting green armchair, complemented by decorative pillows. A light wooden coffee table sits on a patterned rug, while large windows framed with green curtains invite natural light into the space.

Home in Creston

5 out of 5 average rating, 35 reviews

Myrtle Lane House

Welcome to our Myrtle Lane home, nestled just minutes away from downtown! As you step into our newly remodeled 2-bedroom, 1-bathroom retreat the living area is thoughtfully furnished with a plush pull-out couch, providing additional sleeping arrangements for guests. Step outside onto the expansive deck, where your private outdoor entertaining and relaxation awaits you.

Top guest favorite

A living area presents a mix of brown leather accent chairs and a gray fabric sofa, adorned with decorative cushions. A wooden coffee table sits centrally on a light area rug, while plants are displayed on a wall-mounted rack. Natural light filters through the window, covered by dark curtains.

Home in Creston

4.99 out of 5 average rating, 125 reviews

Uptown BnB - Creston, IA

Located in uptown Creston, your family will be close to everything when you stay at Uptown Bnb! -Sleeps 8 guests -Walk to uptown Creston -4 Total beds with 1 pullout couch -3 Bedrooms & 2 full baths -Fully Equipped Kitchen -Gas Grill -High-Speed Wifi -Live TV streaming with Hulu -Keyless Entry -Private parking for 1 car + free street parking

Top guest favorite

The exterior of the home is shown, featuring a light green siding and a well-kept yard. Two white chairs with red cushions provide seating near the entrance. A concrete pathway leads to the front door, which is framed by a small overhang.

Home in Winterset

4.98 out of 5 average rating, 285 reviews

Debbie’s Komfy Diggs Winterset

Whole home, two bedroom, full kitchen, pet friendly and close to beautiful downtown historic Winterset. Home of John Wayne and the Bridges of Madison County. My name is Debbie, I have lived in Winterset for over fifty years. Can keep you informed of coming events and maps of the area. Located 13 miles from Interstate 35 and Interstate 80.