Holiday rentals in Jefferson County

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.

Mid-Century Modern Farmhouse Sanctuary

Filled with Balinese art & handmade solid wood furniture, this home is owned by a filmmaker who spends their time between Bali, Austin, & Fairfield. Plenty of space for entertaining, a chef’s kitchen and even its own yoga studio (note: this is listed as the “gym” in photos — yoga mats/no gym equip). This stylish sanctuary is perfect for family, group trips or just a private getaway in this sweet little town. There are 2 extra futon beds that can comfortably be made up in yoga room upon request.

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.

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.

Studio 55 at A Stone's Throw

Take it easy at this unique and tranquil getaway. This studio has parking right to the front door. It has an open kitchen into the spacious living room. A macrame room divider divides the living room and king size bedroom. Enjoy sitting on the patio and watching the sheep and horses in the pasture. Attached to A Stone's Throw, the option of renting both units make for a great reunion weekend. Lots of special touches, including Granny's cookies, will make you feel pampered at Studio 55.

Lodge amongst the vines

This peaceful home away from home is waiting to entertain. The perfect , spacious getaway for the hunting party, family reunion, bachelorette weekend... This secure lock up and go lodge is nestled between picturesque vineyards, in the heart of the popular panoramic Cedar Valley Winery. Outdoor bliss. The perfect destination for the kids to safely play. Enjoy a glass of wine on our deck from our Tasting Room or on the private deck of the lodge as you barbecue to a perfect SE Iowan sunset.

Vastu Chalet by the Lake

Deeply relax in this Vastu Chalet by the Lake. Enjoy the unique energy of this World Peace community near the Peace Palace and The Raj. Walk on trails around two man-made lakes. A 5-miles drive to Fairfield, MIU, and all downtown attractions. Enjoy the entire private top floor of this duplex. A 14-step, outdoor staircase leads to your apartment. Main room offers kitchen, dining area, two beds, a couch. Full bathroom with shower and tub + washer & drier. Master bedroom with Queen-size bed.

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.

Vastu Apartment in Maharishi Vedic City by Trails

Take it easy at this unique and tranquil getaway. 2 Bedroom, 2 Bathroom, desk and office chair, full Kitchen, bamboo floors. Each bed is Queen. All New: Queen mattress, AC system, W/D, and glass top stove! Comfy furnishings, plus enjoy our special wilderness 3.5 mile loop trail system right out your front door. Also great views out the bedroom windows. Good cell service to use your own hotspot for getting online, but NOTE: no TV or wifi is it available.

Big Star Bungalow

Welcome to Big Star Bungalow! This sweet little east-facing home is nestled in a peaceful, quiet neighborhood, surrounded by lovely neighbors, mature trees, and gorgeous flower and vegetable gardens for you to enjoy. Your family will be close to everything when you stay at this centrally-located place: the town square, county hospital, university, library, laundromat, community rec center, golf courses, and grocery stores are all under a 10 minute drive.

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 3 other apartments available at this location, if more space is needed for additional family or friends.

Secret Garden

This luxuriously appointed mid century home opens onto a private deck and parklike garden. It feels like being in the country even though it is just a few blocks to the town square and similarly close to the university. The local grocery store is two blocks down an elley that feel like a country road. A truly tranquil retreat. Free bicycles make it easy to get around and enjoy the 17 mile bike trail that circles the town.