Holiday rentals in Annawan

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Top-rated holiday rentals in Annawan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Prophetstown
4.99 out of 5 average rating, 142 reviews

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

Top guest favourite
A small, modern tiny house is nestled among lush green trees. A path lined with wood chips leads to the entrance, where large windows allow for natural light and views of the surrounding forest. A deck extends from the house into the wooded environment.
Tiny home in Princeton
5 out of 5 average rating, 129 reviews

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

Guest favourite
The exterior of a renovated historic building is viewed, featuring a stone facade and large front windows. A vibrant red door serves as the focal point. Surrounding greenery and well-kept landscaping enhance the inviting entrance, while the nearby parking area is visible.
Flat in Princeton
4.97 out of 5 average rating, 167 reviews

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.

Top guest favourite
A hot tub sits on a wooden deck, overlooking a calm river. Gentle waves are created in the water, while greenery is visible along the shore. A wooden railing frames the view, enhancing the sense of tranquility and connection to nature.
Home in Pleasant Valley
5 out of 5 average rating, 169 reviews

Mississippi River House

Now is a great time to stay in this completely furnished two-bedroom house directly overlooking the Mississippi River. The hot tub is amazing during the day and under the stars this time of year. Eagle watching in the winter is always entertaining while relaxing in the hot tub. This 1+ acre property is tucked away on a private dead end street, yet close to many great restaurants and shopping. If you're looking for a romantic getaway this house has everything you need for a wonderful time!

Top guest favourite
The exterior of the home features a tan façade with green shutters on the windows. A concrete pathway leads to the entrance, which includes a porch with steps. The surrounding area is beautifully landscaped with a grassy lawn and flower beds, offering a serene view of the neighborhood.
Home in Geneseo
4.99 out of 5 average rating, 105 reviews

Groovy 60s Themed House

Enjoy this completely remodeled home that’s a step back in time. Filled with 60s decor, style and flare with modern amenities and the comfort of home. Step into the lower level to shoot some pool or relax with tunes on the record player. A spacious deck overlooks a wooded area for a relaxing quiet night. The Airbnb house is owned by C&S Antique Mall - which is open daily for your shopping fix. Just minutes from historic downtown and close to restaurants and shopping, the location is perfect.

Top guest favourite
A modern cabin is set on a landscaped lot with a gravel path leading to the entrance. The structure features a mix of dark siding and wood accents, surrounded by open fields and distant tree lines, offering a serene rural setting.
Cabin in Princeton
4.96 out of 5 average rating, 157 reviews

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 “Wish Listed” 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.

Guest favourite
A dining area is presented with a round wooden table, surrounded by four gray upholstered chairs. A modern light fixture hangs overhead. The space is connected to the kitchen, visible through an open doorway, enhancing the bright and airy feel of the room.
Flat in Sterling
4.86 out of 5 average rating, 140 reviews

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!

Top guest favourite
The entrance features a welcoming porch with a ceiling fan and decorative lights. A white picket fence includes a painted flower sign, while steps lead to a green door framed by large windows. Rocking chairs are placed on the porch, inviting relaxation.
Cottage in Le Claire
4.97 out of 5 average rating, 241 reviews

Grasshoppers Guest House Too, cozy, cute, cottage!

This cozy cottage is 1000 sq. feet of charm. You are in the heart of downtown, historical Le Claire. Your home away has everything you will need for your stay. The porch overlooks downtown, nestled in with views of the Mississippi River. Shops, dining, brewery & distillery all to enjoy. visitleclaire.com has monthly activities & festivities. Birthplace of Buffalo Bill Cody & home to Mike Wolfe on American Pickers. You may even see him unloading treasures at his shop Antique Archaeology!

Top guest favourite
A serene outdoor space is captured, featuring a swing hanging from a tree and a landscaped area with flowers. Adjacent to the water, seating options are visible on a deck, offering a relaxed view of the river, complemented by greenery and a stone pathway.
Cottage in Port Byron
5 out of 5 average rating, 147 reviews

River Current's Cottage

River Current's Cottage is a hidden gem tucked on the banks of the Mighty Mississippi River. This cozy cottage has magnificent views of the river, no matter what time of year you chose to stay the views & cottage will offer you endless relaxation and enjoyment. With wonderful options for dining just minutes away in Port Byron or driving a few more minutes to LeClaire, IA you can truly make this a relaxing getaway.

Top guest favourite
The exterior of a gray, farmhouse-style home is shown, featuring a sloped roof and dark shutters on its windows. Neatly trimmed bushes and grass surround the house, while a wooden fence provides a backdrop in the distance, enhancing the peaceful outdoor setting.
Home in Kewanee
4.98 out of 5 average rating, 192 reviews

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.

Guest favourite
A charming two-story house with a green exterior, framed by tall trees and a well-maintained lawn. A welcoming front porch is visible, with steps leading up to the entrance. Pathways and garden beds add to the inviting curb appeal of the property.
Home in Princeton
4.91 out of 5 average rating, 250 reviews

Pet Friendly Historical Princeton House!

Spacious and comfortable, our 4 bedroom, 1 bath home is perfect for families, friends, or small groups. Enjoy a fully stocked kitchen, smart TV with streaming and a fenced in yard for your four legged friends. Located just 2 blocks from downtown Princeton’s Main Street shops and restaurants, you’ll love the walkable location, privacy, and cozy feel from the moment you arrive.

Top guest favourite
A winter view from the deck showcases snow-covered ground and bare trees surrounding the Rock River. A railing made of wood lines the edge of the deck, providing a view of the serene landscape blanketed in white.
Home in Prophetstown
4.92 out of 5 average rating, 133 reviews

Park Ave House with a View!

A small simple 1950s house in Prophetstown, just steps away from Prophetstown State Park. Beautiful view of the Rock River and an ideal place to relax. Great for people who like to fish, walk or just sit on the deck and watch the river go by. I have internet the pw for the router will be on refridgerator when you check in

Popular amenities for Annawan holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Henry County
  5. Annawan