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Holiday houses 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
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, 133 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

Top Guest favourite
The cabin is nestled among tall trees, featuring warm lighting that highlights the rustic wooden structure. A spacious deck extends from the cabin, with a hammock positioned between trees, inviting relaxation amidst nature. Smoke gently rises from the chimney, suggesting a cozy atmosphere inside.
Cabin in Oregon
4.96 out of 5 average rating, 198 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 town. 100 acres of private property, bordering Lowden-Miller State Forest. Includes canoes/kayaks, large riverfront yard, grills, hammocks, porch and firewood. $33/night per person or pet after the first 2 ppl, incl. visitors. 3 night minimum w/ Fri or Sat. 2 night min. for Sun-Thurs. Msg Tim for larger groups & events. Closed for winter.

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, 172 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!

Guest favourite
The charming exterior features a white home with wooden shutters, a welcoming front door, and a small set of steps leading to the entrance. A grassy area surrounds the house, complemented by a gravel pathway that provides access.
Home in Le Claire
4.96 out of 5 average rating, 441 reviews

Aire Leclaire 2 bedroom home

Your family will be close to everything when you stay at Aire Leclaire! Within walking distance from downtown and 2 blocks from American Pickers. This modern 2 bedroom, 1 bath home is a block away from the tugfest parade route. A barnyard turned farmhouse in the 1940’s, this home completely remodeled with the modern farm charm it has today. In town for a day or several, enjoy outdoor amenities, a lighted deck, outdoor couch, and table. Inside, a modern LED fireplace mixed with rustic beauty.

Guest favourite
A spacious wooden deck offers a clear view of the Mississippi River and lush greenery. A picnic table is positioned on the deck, surrounded by tall trees. The tranquil water reflects the blue sky dotted with clouds, creating a serene outdoor environment.
Home in Albany
4.81 out of 5 average rating, 143 reviews

Mississippi River Oasis

Take in the beauty of the Mighty Mississippi in our 2BR 1BA cabin. Located just north of Albany, IL on Illinois' Great River Bike Trail, this riverside retreat is perfect for outdoor and biking enthusiasts or those looking for a quiet getaway surrounded by nature. This property is: -1 mile away from a public boat launch -15 min. from Wild Rose Casino. 35 min. to Rhythm City in Davenport. -40 min. to QC Intl. Airport -1hr from historic Galena IL Hard not to enjoy this little slice of heaven!

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, 167 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.

Top Guest favourite
The exterior of a quaint single-story home features a welcoming porch with a wooden railing and an American flag. Lush greenery surrounds the entrance, complemented by decorative flower beds. A large, partially fenced backyard is visible, adding to the inviting charm of the property.
Home in Toulon
4.92 out of 5 average rating, 133 reviews

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.

Top Guest favourite
Home in Kewanee
4.98 out of 5 average rating, 95 reviews

213 Kellogg Place

Enjoy your stay at this charming little house located just minutes from any Kewanee destination and walking distance from Wethersfield School. This newly decorated home gives off a very calming feel for that perfect couples getaway, a small family stay or a fun girls weekend. Centrally located to visit Johnson's State Park, Good's Furniture Store, Black Hawk East College, the Historical Bishop Hill or the Psycho Silo Saloon.

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, 195 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.

Top 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, 264 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 charming building exterior showcases an artistic mural featuring bold floral designs in pink and green hues. The words 'The Wildflower' can be seen prominently, with 'DISCOVER OUR GOOD NATURE' beneath. A grassy area surrounds the structure, set against an overcast sky.
Cabin in Princeton
5 out of 5 average rating, 28 reviews

The Wildflower | Cabin One

Nestled in the heart of nature is a tranquil retreat offering a harmonious blend of luxury and wilderness. We are dedicated to providing guests with a rejuvenating escape from their daily lives. At The Wildflower, we've cultivated a space where time slows, nature whispers, and memories bloom. Here, you're invited to unwind and find your peace amidst the beauty of nature.

Top Guest favourite
A single-story house is set on a grassy area, surrounded by trees and greenery. The exterior features light-colored siding and a small flight of steps leading to the entrance. A gravel pathway leads up to the home, complementing the natural landscape.
Tiny home in Cambridge
4.98 out of 5 average rating, 100 reviews

Tiny house big heart

This house may be small, but the outdoor lovers like me, will love it. This property is on over 1/2 an acre surrounded by trees and squirrels. Whether you are a front porch sitter or back patio sitter, we got you covered with both! I am offering a low price, so everyone can afford to get away.🧳

Popular amenities for Annawan holiday rentals

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