Holiday rentals in Sheffield

Spacious & Serene home in Prophetstown

Located a comfortable walk from the rock river & local Prophetstown shops. This unique home welcomes beautiful afternoon views, professionally designed rooms, and every day helpful amenities. Situated on the center of 3 lots, this house features a very spacious yard with lots of room for privacy. All while having instant direct access to Spring Hill rd. Which leads directly to the Quad Cities Metropolitan area.This home offers a versatile blend of comfort & function with every visit to the area

Dana's Retreat-glamping/camping @ a WildlifeRescue

Reconnect with nature at this unforgettable escape. Located at 2nd Hand Ranch & Rescue, this tiny house in the timber was built to share the beauty of nature with folks that want to camp.... but not really camp. This 12x12 house is off grid with a cute outhouse nestled in the timber behind the wildlife rescue. Relax and unplug for the weekend and know 100% of the fee goes to the animal rescue. We bring your supplies up via Gator as you hike the trail up. PLEASE NOTE: NO RUNNING WATER/SHOWERS

The Flats at Elm Place - No. 1

Renovated historic building in the heart of Princeton! Conveniently located on the corner of Elm Place and N. Main St in historic Princeton, IL. Minutes from Hornbaker Gardens and many desirable venues in the Illinois Valley. Within walking distance to the Amtrak train station, restaurants, coffee shop, bakery, pie shop, clothing boutiques, salons, and bars. Explore Princeton's other historic Main Street .9 mi South. This 650 sf space is one of two private apartments in a single story building.

Covered Bridge Cottage

Our little cottage was built with love by us and is nestled right in the heart Princeton. We are steps away from the Amtrak station, our towns historic downtown area, and minutes from all of the amazing festivals, and historical sites Princeton has to offer. *Discounts* for long-term stays. Interested in local organic farm fresh eggs, meats, fruits, veggies, and homemade foods? Send us a message to make arrangements to have a farm fresh seasonal food basket delivered to you during your stay.

Downtown Red Door Secret

A true secret awaits behind the Red Door nestled in between downtown businesses. come on up and enjoy 1100 square feet of recent updated space. The front living room shares an office workspace nook both enjoying large windows flowing in light from the north. A center bedroom with queen size bed is accessible from both living room and front hall, next to the all in one washer/dryer. The back half houses a kitchen with new appliances, dining room, bath and 2nd bedroom with full size bed!

Private & Modern. Near river and wildlife refuge!

Experience the outdoors in comfort from this modern cabin, situated next to the 2200 acre Princeton Wildlife Management Area, and the nearby Mississippi River. It is ranked as the most “Favorited” Iowa listing of 2025 on Airbnb. Are you into hiking, biking, fishing, hunting, boating, or other water, winter, and summer sports? This cabin can support it all! Sit back and relax on the large deck while enjoying a coffee & the local wildlife, flora, & fauna of the Mississippi Valley Region.

Laten Lodge

Experience Small-Town Living at Its Best… You’re just a short walk from the town park, local restaurants, bars, a charming ice cream shop, and a cozy coffee shop. Outdoor enthusiasts will appreciate the Rock Island Trail, which starts on the east side of town and stretches all the way to Peoria, Illinois—great for walking, running, or biking. Whether you’re here for a weekend escape or an extended stay, you’re sure to enjoy everything this small-town gem has to offer.

Pet Friendly Historical Princeton House!

Our house is perfect for any group of friends or family looking for a private, comfortable place. It contains 4 bedrooms and 1 bathroom. Enjoy streaming services with our smart TV, savor some food with our fully stocked kitchen, fenced in yard for your 4 legged friends and even get some work or studying done in the office space. Located 2 blocks from main street Princeton, the journey is just getting started the minute you arrive at our wonderful home!

Little House in Kewanee

Lovely Farmhouse Style 2 bedroom home located across from park. Newly decorated with fully equipped country style kitchen. The master bedroom has adjustable queen size bed while second bedroom has 2 twin beds. The house is great for a family, two couples or a girls weekend to Historic Bishop Hill or destinations Psycho Silo, Goods Furniture or Horse shoes at Blackhawk College East.

Imagine...In The Heights

Newly redesigned ranch with a tilt towards MCM vibe. We have been designing and selling upscale affordable housing for the past 25 years and been designing first class short term rentals since 2019. market with this home as well as our, “Blackbird...On the Drive" and “Day Tripper...In the Heights” locations. Relax and enjoy your stay!)

Lilla Vita Guest House, Historic Bishop Hill

Explore historic Bishop Hill then get some rest and relaxation in our newly remodeled guest house. Ideal for 1-4 guests. Within walking distance to several quaint shops, museums and restaurants. In an effort to keep ourselves and everyone else healthy, we are currently booking only weekends with a 2-day minimum.

Heaven on 7th.

Rear of building private access upstairs studio apartment, in the heart of a quaint little Wyoming, IL. Great location with outdoor deck. Located on the Rock Island Bike Trail. King bed. Plenty of towels, blankets, pillows. Washer and Dryer Walking distance to local churches and funeral home.