Vacation rentals in Greene County

Stay near Bell Tower and Raccoon Valley Trail

Our immaculate home is 2 blocks from the RV Trail and the heart of Jefferson, offering easy access to all the shops and restaurants in the downtown square. This charming space features modern amenities, clean furnishings, and a fully equipped kitchen. Guests can relax in the beautifully furnished enclosed porch, the covered deck, or the tranquil enclosed backyard with the fire pit (wood provided). Jefferson Retreat is your home away from home, perfect for a weekend getaway or an extended stay.

Value · Location · Quiet

The Olive House

Cute and quiet neighborhood located in the historic town of Jefferson, Iowa famous for its Bell Tower Festival and often a host town for Rag Brai! This 3 bed room home has the original hardwood floors. The decor is farmhouse and English Cottage Style. Relax as a couple or with the whole family at this peaceful abode located only 2 blocks from the east edge of town and also the River Raccon Trail, which bikers and walkers often enjoy! And oh, by the way, it leads all the way to Des Moines!

Value · Location · Kitchen

Peaceful Country Retreat | Private 3BR | Kitchen +

Leave the noise behind and settle into this quiet country escape — perfect for families. The entire first floor is yours: 3 bedrooms, full bath, cozy reading nook, spacious living area, and a stocked kitchen. Cook together, relax together, play outside in your private outdoor space. In-unit laundry included. Come tired, leave refreshed. Note: please be aware owner stays in a separate area of the house. I will respect your privacy, and have no need to walk through your area. See other notes

Location · River · Hospitality

Sleeps 6. Pets welcome. Wi-Fi. 3 bedroom house.

Located in Jefferson this recently updated house welcomes pets and sleeps 6 comfortably. With a dedicated workspace you can be a digital nomad and have all the comforts of home. Two blocks from downtown Jefferson and within walking distance of Hy-Vee everything is at your fingertips. Two bedrooms upstairs and one downstairs, large bathroom with large walk-in shower and a separate bathtub to take a long soak you'll be sure to relax.

Family · Value · Pets

The Chestnut Loft

Historic Downtown Loft with Pool Table & City Views Experience the perfect blend of historic architecture and modern luxury in this spacious, open-concept loft located directly on Jefferson’s vibrant, historic square. Whether you’re here for a weekend getaway, a bike trip on the Raccoon River Valley Trail, or a local wedding, this loft offers an unbeatable location and a "cool factor" you won't find anywhere else.

Hospitality · View

House in the Country

Secluded 2 bedroom home on 3 acres. Home has a 4 seasons room, large back deck, open kitchen and dining room, cozy spaces, and 1 bathroom w shower. Interesting layout with large windows and many lights and crazy light switch placement. Oak and Pine floors with squeeks included. Tons of trees and bird songs to enjoy. Close to The Era Wedding and Event Venue and the Brown Bridge Middle Raccoon River canoe access.

Cleanliness · Indoor spaces · Sleep quality

The Hometown Hideaway

Travel back in time. The Hometown Hideaway allows you to slow down and experience a quiet and friendly Midwest farm town of yesterday while retaining the modern conveniences you enjoy. Perfect for writers, artists, or people in need of a retreat.

Value · Family · Outdoor spaces