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Holiday rentals in Greenfield

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Top-rated holiday rentals in Greenfield

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

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Guest favourite
A large Victorian home features a unique turret and a wraparound porch with decorative columns. The well-maintained landscaping includes green grass and trees that provide shade, enhancing the home’s inviting exterior.
Home in Dexter
4.9 out of 5 average rating, 151 reviews

The Victoria is work friendly, fenced, patio/grill

My place is located just off I-80 about 20 min from Jordan Creek town Center...It is work friendly. Workers are welcome! Children are welcome! It has a fenced yard, patio and grill. And the town of Dexter, Iowa has a park within walking distance, a public lake, The Rusty Duck Restaurant, Drew's Chocolates..You'll love my place because of staying in a roomy, unique Victorian home furnished with everything you’ll need! The backyard is now fully fenced providing privacy for your outdoor activities.

Guest favourite
The front exterior of the house features a broad staircase leading to a glass-paneled door framed by two large pillars. Multiple windows are visible, allowing natural light to enter, while a well-kept yard surrounds the entrance, contributing to the inviting facade.
Home in Guthrie Center
4.93 out of 5 average rating, 180 reviews

Small Town Mansion

Step into the charm of this beautiful early-1900s Sears & Roebuck home—truly a one-of-a-kind getaway. Located in the heart of Guthrie Center, you’ll be just 15 miles north of I-80 and 8 miles west of Lake Panorama. Enjoy peaceful mornings on the front porch or stretch out and relax in the spacious living room. A large and thoughtfully curated book collection awaits any reading enthusiast. The entire home is yours to settle into, unwind and make your own! Ample parking-double car garage & street.

Top guest favourite
A high wooden ceiling features exposed beams, creating a rustic atmosphere. A railing offers a view down to a living area with a neutral color palette, where a fireplace and decorative elements can be seen in the background.
Cottage in Redfield
4.99 out of 5 average rating, 139 reviews

Raccoon River Retreats

Come & experience the magic of this unique getaway,where the warmth of a renovated 1900's home meets the natural wonders of the Raccoon River. 30min from DSM,Ia.Whether you enjoy an adventure on the river of kayaking, paddle boarding, fishing,a peaceful moment along the biking trails,cozy up with a cup of coffee by the fireplace or a fire in the outdoor fire pit,our retreat has an idyllic setting to create lasting memories.A scenic landmark, local restaurant,Dairy shop & Dollar General are near

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.
Flat in Winterset
4.94 out of 5 average rating, 420 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
A cabin features a sloped roof and is surrounded by trees and open grassland. A deck extends from the front, leading to an entrance. The landscape includes several green trees, adding a natural feel to the peaceful setting.
Place to stay in Guthrie Center
4.97 out of 5 average rating, 101 reviews

Seely Creek Cabin Getaway and Hunting Lodge

Seely Creek Cabin is a romantic getaway, a fabulous hunting destination, and a relaxing weekend spot! The cabin is nestled on 40 acres - 20 being wooded and another 20 open including a fully stocked pond and a walking trail! This beautifully unique property comes equipped with a fully stocked kitchen including all cooking necessities (except for food), a smart tv, wifi, games and cards in the entertainment center, as well as 3 comfy queen sized beds with all linens you would need!

Guest favourite
Home in Creston
4.9 out of 5 average rating, 30 reviews

Adair Hideaway w/ fenced yard

Charming 2BR/1BA home nestled in a quiet neighborhood. Ideal for couples, families, or solo travelers. Thoughtfully appointed with a fully equipped kitchen, comfortable bedrooms, modern bath, fast Wi-Fi, smart TV. Off street parking available in the 2 car driveway. Bring a pet for additional fee to enjoy the fenced-in yard or just enjoy added space for relaxation. This retreat with easy access to local dining, shops, and attractions—perfect for both short visits and extended stays.

Guest favourite
The two-story farmhouse features a white exterior and a welcoming front porch, adorned with potted plants. A staircase leads to the entrance, flanked by a neat lawn. An American flag is displayed, adding to the home's charm and character.
Home in Earlham
4.95 out of 5 average rating, 142 reviews

Friendly Quarters

This charming location is a farmhouse style home built in 1914. Easily found on the main street through town, a one block walk in any given direction will put you at the center of the city. A grocery story, eating establishments, gift shops and community center are conveniently located in the downtown area. Friendly Quarters operates as a non-profit organization to support the missions and ministries of Earlham Friends (Quaker) Church located right next door.

Guest favourite
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, 194 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
Home in Atlantic
4.91 out of 5 average rating, 22 reviews

Family Farmhouse

✨ Charming 1917 Iowa Farmhouse – Perfect for Large Groups | Bride room, King Retreat & Two Bunk Rooms ✨ Welcome to our lovingly maintained 1917 Iowa farmhouse, where historic charm meets comfort and space for your whole group. With thoughtfully designed bedrooms—including a bride-ready queen room, cozy recliner lounge, and two spacious bunk rooms—this home is ideal for weddings, reunions, retreats, and family getaways.

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.
Flat in Stuart
4.97 out of 5 average rating, 192 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!

Guest favourite
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, 161 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 favourite
A front view of the home features a well-maintained entrance with two chairs positioned beside a small porch. A concrete driveway leads to a garage door, while the surrounding landscaping includes a grassy area and decorative elements near the entrance.
Home in Winterset
4.97 out of 5 average rating, 348 reviews

Debbie's Komfy Diggs Winter Set

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.

Popular amenities for Greenfield holiday rentals