Holiday rentals in Fairfield

Penthouse Luxury + Hot Tub Private Roof Deck + EV

Welcome to our Luxury Downtown Loft—where industrial chic meets traditional design. Relax and unwind as you watch the stars from your PRIVATE Hot Tub located on the rooftop deck. Catch an amazing sunset while playing games from the grass turf area. Hang out and cook your favorite food in our designer kitchen or on the rooftop grill. Need to work? We have blazing fast Internet. At 1,500 square feet, you'll enjoy luxuries of a full-size home plus you're only 1 minute from downtown Fairfield.

Bright and Modern Home

Pets welcome in this sunny and cozy home! Just steps from the local dog park, and a short walk downtown. - 42” TV with most streaming services - Fully equipped kitchen including chef knives, Vitamix, and condiments - Free coffee with grinder & french press - NO CHORES! Just lock up and have a safe trip! Privacy: Guests have the entire main house. Host occupies basement unit with separate entrance. No shared spaces, and host never enters main house. Backyard is not available for guest use.

A Stone's Throw

Take a break and unwind at this peaceful country home just outside of city limits. A Stone's Throw from the interchange of highway 1 and highway 34, as well as the hospital and all that Fairfield offers. This charming cottage has a spacious living room complete with a murphy bed that folds into a desk during the day and has a barn door to close it off as an extra bedroom at night. Enjoy the stocked kitchen, grill on the deck or sit on the porch and soak in the charm of this country cottage.

Crescendo Chalet

Keep it simple at this peaceful and centrally-located home. Perfectly situated walking distance to the MIU Campus, Everybody's and walking trails, our cozy and beautifully appointed, East facing chalet will have you starting each day with a smile on your face. With off street parking, this single story home features a fully equipped kitchen and laundry with dedicated ironing board. Perfect for short or long stays. The home is renovated but old - uneven flooring and imperfect finishing work.

Charming 2 Bedroom Ranch

Enjoy a visit to Fairfield with all the comforts of having your own home! This clean and cozy single-story house is nestled in a quiet neighborhood, just a 15 minute walk from the town square. It has 1 bedroom with a queen and 1 with two twins, 1 full bath, a living room and a well equipped kitchen. There is a large yard that can be enjoyed while dining on the back deck. The unfinished basement has a washer and dryer and an additional working toilet & sink. The driveway can fit 2 cars.

A Taste of Heaven

Enjoy this unique and tranquil getaway, where all you will hear is a cacophony of birdsong. Enjoy the 2 mile walking trail that meanders through the exquisite 60 acres of secluded woods and pristine prairie. Just a one minute walk away is a beautiful 1 acre pond with canoe. Overlooking a small, organic, sustainable hobby farm, it is located just 4 miles north of Fairfield Iowa, where Oprah visited and declared it to be "America's most unusual town". Your place to relax and recharge.

Private Woodsy Cabin close to River and Keosauqua

Our cabin is located right on the edge of Lacey-State Park, with two spacious bedrooms, fully furnished living room, kitchen and bath. Sit on the deck and watch the deer walk by, enjoy the peace and quiet, with plenty of space to park your boat and recreational vehicles. Downtown Keosauqua is less than half a mile and conveniently located near all that this quaint river town has to offer - dining, shopping, bars, trails, kayaking, fishing, hunting and so much more. Pets not allowed.

Shome/Horse Stables Located Near Lake Darling

Welcome to a truly unique stay, a labor of love originally designed as a dream home for my father. This property includes beautiful horse stables and open land for anyone seeking serenity. Every detail has been thoughtfully crafted, from cozy interiors to quiet outdoor spots perfect for reflection or connection. Whether you’re here to unwind, be with family or simply take in the tranquility, you’ll feel the care and intention that went into creating this special place.

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.

Comfy one bedroom apartment near City Square

This newly remodeled apartment is comfortable and cozy and just a short distance from the city square. We look forward to your visit and hope our lifelong knowledge of the community will enhance your visit. This unit is a completely separate apartment, ready for your stay. Shopping services are also available. There is also a studio apartment available at this location, if more space is needed for additional family or friends.

Droptine Cottage

A back road get-away in Iowa's best deer country. Featuring all the comforts of home with 2 bedrooms (1 queen & 1 full/twin bunk bed). Relax outside on the deck or by the firepit. Perfect for a group of hunters, fishermen or a family visiting the Villages! Included TV, DVD, Washer & Dryer, Wi-Fi, Charcoal & Gas Grills. Daily or weekly rentals available.

Leah’s Landing

Take it easy at this unique and tranquil cottage home. A small cozy space with a modern vibe. Newly remodeled, open concept space located on a quiet street where you can experience the peaceful advantages of a small town with the added convenience of being within walking distance to some parks, the hospital or downtown areas.