Vacation rentals in Medora

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Top-rated vacation rentals in Medora

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

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Top guest favorite
The charming front porch features a white wicker chair and a decorative wreath, inviting relaxation. Greenery surrounds the entryway, complemented by a well-maintained lawn. A gravel pathway leads from the porch to the driveway, creating a welcoming entrance to the guest house.
Home in Saint Charles
4.97 out of 5 average rating, 732 reviews

301 Guesthouse- Historic Main street-Katy Trail

Our 301 Guest House is new and completely remodeled in 2018! It’s ideal for one or two people with beautiful furnishings, great queen bed, lots of amenities, full kitchen, with big back yard and patio to enjoy outdoors too! Cable and FAST WiFi! Enjoy light Breakfast! BEST location, Great events year round within walking distance, with being only about 2 blocks from S. Main St, where there are about 100 gift shops n restaurants! Katy Trail is so close, with Spring, Summer, Fall and Xmas events!

Top guest favorite
Guesthouse in Jerseyville
4.96 out of 5 average rating, 184 reviews

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Top guest favorite
The exterior of the bungalow is characterized by a welcoming front porch with decorative railings and ample seating. The home is surrounded by landscaped gardens and manicured grass, providing a pleasant atmosphere. Morning sunlight casts a warm glow on the inviting entrance.
Bungalow in Alton
4.97 out of 5 average rating, 168 reviews

Bluff City Bungalow

On the bluffs overlooking the Great River Road and Mississippi River, “459” is a charming, comfortable bungalow located in the historic Christian Hill neighborhood of Alton, IL. This spacious three-bedroom home is the perfect setting for a relaxing getaway, family gatherings, your bridal party or a weekend visit to the Argosy Casino. It is also the perfect space for a business traveler needing an extended stay. Come enjoy a delightful home away from home. You may never leave the front porch!

Guest favorite
Farm stay in Pocahontas
4.93 out of 5 average rating, 273 reviews

Hilltop Ranch Home on 25 acres bathed in starlight

Welcome to our Hilltop Ranch Home! You will find a relaxing getaway for your entire family or several couples. There is 1800 sq ft on the first floor including a master bedroom with ensuite bathroom boasting a jacuzzi tub, a fully stocked kitchen, gas fireplace, and an attached 2-car garage. In the walkout basement, there is a fourth bedroom, full bath and a TV area. A patio adjoining the dining room, a charcoal grill, and full-size hot tub-all perfect for entertaining your whole group.

Top guest favorite
A charming two-story chalet features a pink exterior with decorative trim and multiple windows. A garage door is visible on the right side, complemented by a landscaped area with stone accents. The home is surrounded by trees, indicating a serene hillside setting.
Home in Elsah
4.97 out of 5 average rating, 102 reviews

Elsah’s Finn Inn-new restaurant across the street!

Welcome to Elsah’s Finn Inn ! This quaint chalet is located in the historical town of Elsah . Our home is nestled on a hillside with a deck off the second story with views to the river . The location is a desirable 5 minute drive to all of the Grafton bars and restaurants . Our home can accommodate a group of 6 with 2 bedrooms on the second level and a separate loft space over the garage . Note: All bedrooms are on second level so guests will need to be able to negotiate stairs

Superhost
A serene bedroom features a spacious bed with soft, muted linens and decorative throw pillows. Natural light filters through the room, illuminating the rustic wooden accents and century-old hardwood floors. A decorative bench sits at the foot of the bed, enhancing the cozy atmosphere.
Apartment in Carrollton
4.85 out of 5 average rating, 186 reviews

Farmhouse Loft

Experience the life and hospitality of a quintessential small town - Carrollton, Illinois. A historic community located just off the beaten path, Carrollton convincingly captures the spirit of rural America. Inspired by the peaceful charm of country life, we showcase century-old hardwood floors, exposed brick walls and thoughtful design. Farmhouse Loft is a charming retreat on the historic courthouse square --enjoy life in a loft apartment overlooking the courthouse lawn!

Top guest favorite
A single-story home is surrounded by a lush green lawn and neatly trimmed shrubs. Large windows with blue shutters allow natural light to illuminate the interiors. A mature tree provides shade, while a pathway leads to the front entrance, enhancing the welcoming appearance of the house.
Home in Godfrey
4.94 out of 5 average rating, 173 reviews

Aunt M's Place

The whole group will enjoy easy access to everything from this centrally-located home. There's plenty to see and do in the Riverbend area of Illinois. This home's proximity to the roads along the Mississippi, as well as the short drive to the Clark bridge or Amtrak station, make for easy access to everything the St. Louis area has to offer. The area is a major stopover for many migratory birds and boasts a number of sites for observing the birds during their travels.

Top guest favorite
A cozy log cabin is set amidst tall trees, featuring a gabled roof and a stone foundation. The front porch is adorned with chairs and a charcoal grill, providing a shaded space. Surrounding greenery creates a tranquil, natural atmosphere.
Cabin in Brighton
4.97 out of 5 average rating, 105 reviews

Log Cabin with Breathtaking View

Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.

Top guest favorite
An inviting exterior is highlighted by soft lighting from string lights above, illuminating the pathway leading to a welcoming front door. The surrounding gravel area features neatly arranged plants, while a modern structure stands amidst a tranquil setting, with additional outdoor space visible in the background.
Guesthouse in Carlinville
4.99 out of 5 average rating, 140 reviews

ThE HiDeAwAy

You’ll be surprised by what’s inside! We’ve designed this space to be more than just a place to stay — it’s an experience, because isn’t that what life’s all about? Perfectly located just two blocks from the town square and only steps from the iconic Million Dollar Courthouse, you’ll also be close to great restaurants and shops. Whether you’re visiting for family, business, or a well-deserved getaway, we hope your stay with us creates lasting memories.

Top guest favorite
The exterior of the three-story condo features white railings on a covered deck and stone accents at the base. Steps lead to the main entrance, while a garage door is visible below. Lush greenery surrounds the yard, enhancing the home's inviting appearance.
Condo in Grafton
4.98 out of 5 average rating, 196 reviews

Pelican's Perch

Looking for a cozy and comfortable getaway? Pelican's Perch is nestled in the bluffs along the confluence of the Illinois and Mississippi rivers. Watch beautiful sunsets, bald eagles or river barges right from your own covered deck. Enjoy wineries, restaurants, bars & shopping -- all within walking distance. This beautifully decorated 3-bedroom condo is ideal for families, couples, business travelers or girls' or guys' weekends.

Top guest favorite
A single-story house features a light-colored exterior with a gray roof. Large windows allow natural light to enter. Shadows cast by nearby trees create a peaceful setting, while a gravel driveway leads to an open outdoor space with seating and rustic decor.
Home in Carlinville
4.97 out of 5 average rating, 119 reviews

The Campground House

Escape to a private retreat just an hour from St. Louis! Our charming getaway offers a peaceful, country atmosphere where you can relax and unwind or dive into nature. Need more space or a unique experience? Check out our sister property, Timberline Ridge - Tiny Piney! Perfect for additional accommodations or a unique change of scenery, Tiny Piney offers cozy and rustic charm that complements your stay at The Campground House.

Guest favorite
A remodeled cottage is set in a private woodland area, surrounded by lush greenery. A gently sloping walkway leads up to the entrance, which features a wide porch area. The structure has a slanted roof and is framed by mature trees that enhance its secluded charm.
Home in Godfrey
4.87 out of 5 average rating, 252 reviews

Private, Bluff-Top Cottage Above Mississippi River

This charming, remodeled cottage is conveniently located between Grafton and Alton, IL on top of the bluff, high above the Mississippi River and the Great River Road. This 2 bedroom cottage is in a private, woodland setting perfect for your bird and wildlife viewing. We have seen many eagles, turkey and deer. Although there is not WiFi in the house, there is a WiFI and River viewing area close by.

Popular amenities for Medora vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Macoupin County
  5. Medora