Holiday rentals in Fairfield

4.98 out of 5 average rating, 62 reviews

Loft 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.

5 out of 5 average rating, 5 reviews

Elegant & Serene Mini-Apartment

Indulge in serenity and style at our tranquil retreat! Just a leisurely eight-minute stroll from Fairfield Square. Immerse yourself in the vibrant pulse of the town, with its array of tantalizing restaurants, eclectic shops, and captivating cultural hotspots like the legendary Cafe Paradiso. Stay productive and connected with our dedicated workstation. Experience the perfect blend of relaxation and excitement at our enchanting Airbnb. Book now and discover the essence of Fairfield's charm!

5 out of 5 average rating, 18 reviews

Guest house in Fairfield

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.

4.93 out of 5 average rating, 27 reviews

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 12 minute walk from the local bakery. 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.

4.9 out of 5 average rating, 41 reviews

Sweet Spot

This is the smallest of 4 apartments in a beautifully restored, turn of the century home that was turned into apartments in the 1920s. Three huge sycamore trees surround the house. The fully fenced back yard is a nature retreat complete with pond and sometimes frogs. Large decks surround the back of the house with each tenant having their own share of deck and a BBQ. Everything has been thought of to make your stay as easy as being home but also special and different. Owner :)nga

4.85 out of 5 average rating, 41 reviews

Loft in Fairfield

Decked Out In Fairfield

Welcome to your home away from home. This fun and unique Airbnb overlooks the town square and is centered right in the heart of historic Fairfield, Iowa. Enjoy plenty of room for family and friends, a fun business trip or a weekend getaway. High ceilings, ample space, large TV's, surround sound system, sauna, and a jacuzzi tub highlight this awesome apartment. If that isn't enough, enjoy the rooftop patio equipped with lawn chairs, trampoline, and LP grill. We love it and you will too!

4.89 out of 5 average rating, 19 reviews

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.

4.98 out of 5 average rating, 123 reviews

Farm stay in Brighton

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.

Guest house in Mount Pleasant

4.91 out of 5 average rating, 113 reviews

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.

4.88 out of 5 average rating, 24 reviews

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.

4.93 out of 5 average rating, 200 reviews

Home in Keosauqua

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.

4.98 out of 5 average rating, 115 reviews

Comfy Downtown studio apartment

Close to the city square, studio apartment is quiet, with beautiful city views. Furnished with character and comfort. This unit is newly remodeled and ready for your stay, whether one night or a week. Television and wi-fi, with on-site laundry. There are 4 apartments in this location, so book more than one and bring more friends & family!

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Fairfield holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Fairfield

Cabin in Montrose

4.95 out of 5 average rating, 21 reviews

Montrose Cabin "Private and Cozy"

RandyRating, 5 stars3 weeks ago

great place,private lives my experience will def stay again. very friendly hosts all needs were met plus some. great place great people

Flat in Stockport

4.78 out of 5 average rating, 9 reviews

Stunning Studio | Modern Style | Quiet Getaway

LaraRating, 5 stars5 months ago

We were incredibly grateful to Caleb and his Grandma (who lives at the property and made us feel super welcome). We spent Christmas here as a family and had a lot of extra questions and requests. They accommodated us and made us feel super at home. It is an older facility so it has some quirks and there was some confusion at the beginning on how everything worked but once we figured that out we felt very at home. Be aware that others live on the property so sadly at night there was some extra noise that wasn't always restful or peaceful but other than that we fully enjoyed our time and the space.

Flat in Mount Pleasant

4.52 out of 5 average rating, 23 reviews

Downtown Apartment Mt Pleasant

BrianaRating, 5 stars5 months ago

Joel’s apartment was exactly what my boys and I needed during our recent trip home to visit family. The apartment was clean, comfortable, and surprisingly spacious. With street parking available right out front and being located in right off the south side of the town square, we could walk to shops/restaurants on the square or be to my parents in minutes.

4.84 out of 5 average rating, 69 reviews

Wonderful 3 Bedroom home close to Nelson Park

MarilynRating, 5 stars5 months ago

Had a very comfortable and cozy stay at Isaac's home! Because of bad weather between here and home in MO they extended our reservation and extra night. Appreciated that!!

5 out of 5 average rating, 13 reviews

Mid-Century Modern Farmhouse Sanctuary

KristenRating, 5 stars3 weeks ago

Deja and Michael were excellent hosts. The property was well appointed, spacious and very clean. Instructions were clear and they were very responsive to questions and feedback. In particular, I was extremely pleased with their willingness to move our dates for a nominal fee when our event was rescheduled due to weather. Given the cancellation policy they certainly didn’t have to accommodate us but were empathetic to our situation and willing to help. It is important to note that guests should not expect this - as a AirBNB host myself I would not want my guests to expect this simply because I have done it for others. Cancellation policies are put in place for a reason and guests assume some risk when booking. The fact that our stay was off season likely attributed to their willingness to flex. One thing is for sure, based on the quality of home, location and caliber of hosts, this will be our go to property if we are ever in the area again!

4.83 out of 5 average rating, 6 reviews

Apartment in Fairfield

Vastu Chalet by the Lake

HunterRating, 5 stars1 month ago

A truly unforgettable experience. From the moment we arrived, Francis exceeded every expectation we could have had. His presence alone set the tone—he is not only incredibly friendly and welcoming, but also deeply attuned to his guests’ needs. Francis is a rare kind of host: generous with his time, helpful without being intrusive, and radiating the kind of grounded, calm energy that makes you feel right at home. The space itself carries a kind of quiet magic—warm, serene, and thoughtfully curated. It was impeccably clean, and every detail seemed to be designed with comfort and peace in mind. We especially loved the little touches that made it feel like a true retreat: the hammock tucked near the trees, a local pond perfect for reflective walks, and the gentle sounds of nature that lulled us into a sense of deep rest and connection. This wasn’t just a place to stay—it became a sanctuary, and Francis was a huge part of why this trip felt so meaningful. This Airbnb is pure gold.

5 out of 5 average rating, 5 reviews

Heart of Fairfield downtown Eco Art Sanctuary

TedRating, 5 stars1 month ago

The apartment was clean, comfortable. Kitch well stocked. I appreciated that drinking water was provided. Its in a very convenient location just off the square. The apartment is beautifully decorated with many art pieces. Wifi internet would make it even more convenient. We had a great stay!