Vacation rentals in Annawan

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Top-rated vacation rentals in Annawan

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

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Top guest favorite
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 favorite
A spacious porch extends along the front of the cabin, offering views of the river through tall trees. Seating options include rocking chairs and a bench, complemented by rustic decor and subtle lighting. Colorful prayer flags sway gently in the breeze, enhancing the tranquil atmosphere.
Cabin in Oregon
4.96 out of 5 average rating, 194 reviews

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. $33/night per person or pet after first 2 people. Message Tim about accomodating larger groups and events. Closed for winter November through March.

Top guest favorite
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, 128 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 favorite
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.
Apartment 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 favorite
The entrance of the tiny house is framed by a wooden fence, featuring a welcoming porch with two chairs and decorative pumpkins. A whimsical owl statue is positioned on the steps, and potted plants add a touch of greenery to the scene.
Tiny home in La Salle
4.99 out of 5 average rating, 313 reviews

Snug Owl Cottage - Starved Rock area/dog friendly

Welcome to Snug Owl Cottage and Starved Rock Country! Relax and feel the Hygge after hiking the parks in your own private dog-friendly tiny home. •Starved Rock State Park 7.3 miles🚲 7.7 miles 🚘 •Matthiessen State Park 8.6 miles •Buffalo Rock State Park 12 miles Historic Downtown LaSalle is a mile away, but you won’t want to miss nearby Utica and Ottawa, too. The Snug Owl is a tiny home on its own city lot with fire pit and is 400 square feet. Yard is not fully fenced. NO CLEANING FEE/PET FEE

Top guest favorite
A hot tub is set on a deck overlooking the Mississippi River. The water bubbles gently, reflecting the serene landscape with trees lining the shore in the distance. The horizon features a slight view of buildings, enhancing the natural setting.
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 favorite
Home in Geneseo
4.99 out of 5 average rating, 104 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 favorite
Cottage in Le Claire
4.97 out of 5 average rating, 534 reviews

Mississippi Overlook Cottage. Dogs welcome.

Settle into a fully renovated 1910 cottage perched on a steep hill above Buffalo Bill Cody’s original homestead. Enjoy a charming park right behind you and stunning river views in front. The cottage comfortably accommodates up to six guests. - The cottage is located on a steep hill. - You will hear trains, as LeClaire is a river and train town. 🚂🌊 - This is a wooded property, so expect sticks, leaves, and bugs. 🌿🐞 - There are many steps. 03/24/26. Cody Rd is under construction.

Top guest favorite
A spacious living area features large windows that allow for natural light, showcasing scenic views of the outdoors. Modern furniture, including a sectional sofa and accent chairs, is arranged around a central coffee table. A spiral staircase is visible, leading to an upper level.
Cabin in Princeton
4.96 out of 5 average rating, 156 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 favorite
Cottage in Princeton
4.94 out of 5 average rating, 158 reviews

Cheerful eco-cottage at Edgewood Farm

Take in old growth oaks, native habitat, Bureau Creek, and rustic barns on 400 acre Edgewood Farm. Nestled in the Bureau Valley, the Eco-Cottage is a solar panel powered fully furnished two bedroom home with modern amenities. Enjoy peaceful morning coffee on the front porch overlooking restored wetlands, prairie, and hardwoods. Walk the miles of farm paths before dining outside under starry skies. Just minutes from Princeton's Amtrak station, antique malls, coffee shops, and bakeries.

Top guest favorite
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 favorite
A decorative wreath is displayed on a door, featuring a sign that reads 'Kewanee House.' The wreath is adorned with greenery, small flowers, a miniature door, and cotton bolls, creating a charming and inviting entryway.
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.

Popular amenities for Annawan vacation rentals

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