
Holiday rentals in Milledgeville
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Top-rated holiday rentals in Milledgeville
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Secluded 6 Bedroom Cabin - Oregon, IL
Relax with the whole family at the Eagle Lodge in Oregon, IL. Secluded on 10 acres of wooded property with gorgeous floor to ceiling windows, this spacious cabin features 6 large bedrooms and 4 full bathrooms. Enjoy our new Firepit! No matter the occasion- this lodge like cabin is the perfect spot for a weekend getaway or retreat. Enjoy a hike through the property, a cozy fire or explore one of the state parks near by. Located just 15 minutes from downtown Oregon and 15 minutes from Dixon.

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

"Tiny House" Cabin at Spring Lake Campground
The excitement of camping with all the comforts! Outdoor grilling area with picnic table, queen size bed in the loft, 2 recliners & TV/dvd, AC/heat, sink, microwave & mini fridge. Kitchen service for 2, basic cooking essentials, towels & bedding. Well kept private port-a-john outside cabin & outdoor shower is close by at north end of store (no toilet inside cabin) Bring bikes to ride the “Great River Trail”. Camp store & kayak/canoe rentals (through Oct 1st) on site! No pets No smoking please.

Perfect Relaxing Home on Rock River!
Come relax & explore the best of Illinois at our family-friendly RIVERFRONT RETREAT! Stunning 4 bed, 2 bath river escape on acre lot & river frontage/access. Main floor is spacious & cozy updated eat in kitchen, full bathroom, living room & dining room. Enjoy large deck with BBQ, river views, and backyard fire pit. 4 beautiful bedrooms and 2nd full bath upstairs. Location is perfect minutes from everything! Whether you are here to hike, canoe, fish or escape the city life, we have what you need.

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.

The Blue Farmhouse
Gather your loved ones or wedding party at this quiet country home that has been updated for your comfort while retaining its 1920’s character. Conveniently located 2 miles from Livengood’s Wedding Barn, only 10 miles from the Mississippi River, Great River Trail, 7 miles fromTimberlake Playhouse and 15 miles from the Rhythm Section Amphitheater. There’s plenty of parking and room for boat trailers and toy haulers. Come to the country and enjoy the large yard and open sky as far as you can see.

The Tailor
Beautifully restored 1892 apartment in the heart of Morrison's national historic district offers Victorian elegance with many modern conveniences. Amenities include a full kitchen, washer/dryer, luxurious queen bed, Roku Smart TV, and high speed wi-fi. The 800 sq ft apartment includes original Doug Fir flooring, 10 ft high ceilings, pocket doors, claw-foot tub, custom cabinets and cherry island. Perched above an art gallery, this is the perfect clean and quiet retreat for work or leisure.

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.

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!

Adults Only "Red Room" Home with Hot Tub
Unique adult themed home with a BDSM / "Red Room" experience. It's a great way for couples to turn their fantasies into reality and explore with each other. Includes St Andrews Cross, Swing, and Sybian! Relax on the patio or in the hot tub with a scenic view of the Rock River. Once you arrive you will not want to leave so we try to provide you with everything you may need for your stay! Frozen pizzas, Bottled Water, Coffee, Robes, Firewood and a special gift with each reservation.

Cozy, Secluded Cabin -A Peaceful Getaway Location!
Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Condo in Heart of Sterling 2B
This is a brand new condo built specifically for the couple who want to relax in a private, stress free, quite atmosphere. We are located one mile from grocery stores, bars and restaurants. This is a small town so its easy to find whatever you want to do. We have a bike path right outside the door and fitness center half mile down the road. Our condo includes a full kitchen with stove, fridge with ice maker, microwave, dish washer. Private deck area and parking.
Popular amenities for Milledgeville holiday rentals
Other great holiday rentals in Milledgeville

Historic Cottage Walk to Downtown & Trails

Cozy Mississippi River Retreat w/ Private Dock

The Wildflower | Cabin One

Delightful & Relaxing 2 Bedroom!

The LeClaire Driftwood Retreat

The City Cottage

Clean 2 bedroom w walking path/pickleball nearby

Gorgeous Sprawling Acreage w/ Stunning Views
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