Holiday rentals in Annawan

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Top-rated holiday rentals in Annawan

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Top guest favourite
A historic brick building is showcased, featuring ornate arched windows and a decorative façade. The structure includes a ground-level entrance with signage, while bicycles and outdoor seating are visible nearby. Traffic signals and a crosswalk are evident in the foreground.
Flat in Galesburg
4.92 out of 5 average rating, 608 reviews

Downtown apt. 8

I bedroom apartment in historic downtown building. 2 blocks from Knox College; 3 blocks from Amtrak Station. Several good restaurants and bars nearby; downtown Y a block away. 12' ceilings, hardwood floors, full kitchen and bathroom, coin laundry down the hall. Heat from radiators. Window AC units in summer. TV in bedroom. (For some reason, the listing says 4 beds; that is incorrect.) The apt. is on the 2nd floor: 26 steps. (No elevator.) Parking in lot across the street. Host lives nearby.

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, 196 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 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, 132 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
Tiny home in La Salle
4.99 out of 5 average rating, 319 reviews

Snug Owl Cottage - Starved Rock area/dog friendly

Welcome to Snug Owl Cottage and Starved Rock Country! Relax after hiking the parks in your own private nonsmoking 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. The 400 square ft tiny Snug Owl is on its own city lot with fire pit (check for fire weather bans) Yard is not fully fenced. NO CLEANING FEE/PET FEE

Top guest favourite
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.
Guest house in Berwick
4.98 out of 5 average rating, 257 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 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, 164 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 main living area features a leather sofa facing a flat-screen TV mounted above a rustic fireplace. A model sailboat is displayed on a wooden coffee table. A cozy armchair and decorative wall art add to the inviting ambiance of the room.
Cottage in East Peoria
4.99 out of 5 average rating, 145 reviews

Sunset River Cottage

Welcome to Sunset River Cottage, we hope you find our vintage cottage a peaceful retreat while visiting the area. What makes our cottage a unique experience are the gorgeous water views from just about every room and the sunsets are amazing too! You may even forget that you are in Central Illinois! Our cottage is tastefully decorated with wonderful hand-picked vintage pieces that evoke a very warm and cozy, yet comfortable environment.

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, 193 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, 261 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 stone pathway leads to the entrance of a rustic tiny house, featuring a yellow door framed by a wreath. A weathered metal silo is visible beside the house, while lush greenery and blooming flowers add a natural touch to the inviting exterior.
Tiny home in North Utica
4.93 out of 5 average rating, 271 reviews

Silo on the Canal

This tiny house is located three walking blocks from the Village of Utica. Located on the edge of a hayfield, guests will be able to watch deer in the evening and see the chickens free range the farm. The silo is attached to the tiny house and creates a master bedroom. Kitchenette, queen bed and a bathroom give guest privacy while being close to town.

Guest favourite
The exterior of a two-story, light blue house is shown, featuring a covered porch with seating and festive decorations. Snow covers the ground and rooftop, while a large tree stands to the left. A neighboring structure is visible in the background.
Flat in Toulon
4.9 out of 5 average rating, 101 reviews

Lily's Hideaway

Upstairs apartment. Simple, clean and quiet. 1842 Greek Revival home, originally a farm on the edge of town. Sits on 1.25 acres with lots of old trees. By no means chic, and certainly not fancy, but cozy . Bring your Smartphone. Smart TV. Cable is high speed fiber optic. Sofa bed in Living room

Top guest favourite
Comfortable seating is provided by a light-colored armchair with wooden accents, positioned next to a small table. A potted plant adds greenery to the corner, while a lamp offers soft illumination. An artistic wall piece enhances the overall aesthetic of the cozy living area.
Flat in Wyoming
4.96 out of 5 average rating, 138 reviews

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.

Popular amenities for Annawan holiday rentals

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