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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
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, 134 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 favorite
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, 200 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 favorite
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, 442 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.

Top guest favorite
A screened porch features a round table surrounded by four chairs, all with green cushions. Natural light streams through the screens, showcasing views of a tranquil lake framed by colorful autumn foliage.
Guesthouse in Berwick
4.98 out of 5 average rating, 260 reviews

Private Guest Lake House On 37 Acres In Country

Private guest lake house, located next to main house, on private lake in the country. 2 bedroom, 1 full bath, full kitchen, washer and dryer and large attached screen porch. Private 37 acres of woods and prairie. Fishing and walking trails. Great window views of lake, woods, prairies and river valley. Please note, this guest house is located 1 mile down a county maintained gravel road. 25 minutes from Galesburg, IL, 20 minutes from Monmouth, IL and 35 minutes from Macomb, IL.

Top guest favorite
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, 169 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 favorite
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 favorite
The spacious living area features exposed brick walls and hardwood flooring. A television is positioned near a comfortable seating arrangement, while a large dining table accommodates multiple guests. Natural light filters through tall windows, and a striking piece of artwork hangs on the wall.
Loft in El Paso
4.94 out of 5 average rating, 609 reviews

The Courthouse Loft-History, hot tub, and coffee!

The Courthouse Loft resides in the historic courthouse used in the mid 1900s on the second floor of The City House. The original railing and gate of courtroom divides the 825 soft studio style layout. Loft has a separated bath and laundry and a patio with hot tub! Mid century and historic style will wrap you in comfort and luxury during your stay. We are above a coffee shop, so pop downstairs for breakfast and your morning brew! Oh, and never a cleaning fee!

Guest favorite
A sunlit room features large windows that offer views of the surrounding landscape, including the river. A sectional couch and an ottoman provide comfortable seating, while a television is positioned nearby. The space is adorned with wooden walls and a ceiling that adds warmth to the atmosphere.
Cabin in Oregon
4.96 out of 5 average rating, 247 reviews

Hidden Gem - Rock River

The Eagle’s Nest: A Cozy Family Escape! Unplug and unwind at The Eagle’s Nest, a renovated cabin on stilts nestled on 5 private wooded acres with stunning views of the Rock River and Kyte Creek—just 5 minutes from Oregon, IL! Hike, fish, kayak, or relax by the firepit under the stars. Perfect for families and outdoor lovers, this peaceful retreat offers adventure and tranquility. Book now and escape the city hustle!

Top guest favorite
A cozy cottage is set against the backdrop of the Mighty Mississippi River. It features a welcoming red door and a spacious porch furnished with chairs and a table. Well-maintained landscaping includes a lawn, flower pots, and a swing, enhancing the outdoor experience.
Cottage in Port Byron
5 out of 5 average rating, 149 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 cozy studio-style space is displayed, featuring a spacious bed with a patterned blanket. A kitchenette with modern appliances is visible, alongside a small dining table and stools. Large windows allow natural light, and a sliding barn door adds a touch of charm.
Guesthouse in Chillicothe
4.96 out of 5 average rating, 227 reviews

River Beach Guest House

Welcome to River Beach Guest House! Where modern meets relaxation! Completely renovated and private 1 bedroom getaway with beach access where you can enjoy beautiful river sunrises and sunsets and eagle watching! Just a 6 minute drive to downtown Chillicothe, 60 minutes to Starved Rock State Park, 18 minutes to beautiful Grandview Drive in Peoria Heights, or just 23 minutes to downtown Peoria.

Top guest favorite
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 favorite
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, 266 reviews

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.

Popular amenities for Annawan vacation rentals

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