Vacation rentals in Medora

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Top-rated vacation rentals in Medora

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Top guest favorite

A fire pit surrounded by a circular stone border sits on a gravel area, offering a cozy gathering spot. Several comfortable chairs are arranged around the fire. In the background, a wooden deck is illuminated by string lights, enhancing the outdoor ambiance.

Apartment in Edwardsville

4.92 out of 5 average rating, 336 reviews

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Top guest favorite

Two deer, one adult and one fawn, are seen standing in a grassy area beside a wooden fence. The lush greenery surrounding them emphasizes their natural habitat, while the soft sunlight highlights the gentle features of the deer.

Guesthouse in Jerseyville

4.97 out of 5 average rating, 138 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.

Guest favorite

A serene landscape featuring a solitary tree reflected in calm water. The setting sun casts gentle hues of pink and purple across the sky, while the moon is visible, adding to the tranquil ambiance of the Illinois River.

Home in Pittsfield

4.84 out of 5 average rating, 236 reviews

Florence Guest House

This 1,200 sq. ft. PRIVATE BOOK is a 175 year old building that Abe Lincoln stayed in. Central A/C, Forced air heat, Two decks (one overlooking the Illinois River), burn pit, outside grill, fully equipped kitchen, screened in porch, ample parking, access to the Illinois River/ boat ramp near, tie up on Our Private Lots! NOTE: RECENTLY HAD Guests' wanting to "JUST GET AWAY" for A Time!!! WE'RE HERE, IF YOU NEED YOUR PRIVATE TIME ALONE, AS WELL!!! ***NEW KEURIG; BRING YOUR K-CUPS!!!***

Guest favorite

A collection of decorative items rests atop wooden cabinets. Two ceramic roosters and a chicken figurine are positioned on either side of a vintage-style 'Farm Fresh' sign, which features an image of a rooster. The warm wood tones enhance the rustic decor.

Home in Winchester

4.91 out of 5 average rating, 140 reviews

Winchester Guest Cottage

The Winchester Guest Cottage is a chance to experience the past while still enjoying the comforts of modern living. Guest will appreciate the living history of this mid 1800s home with much of its original architecture still intact. Enjoy the natural light from the tall windows while peering out through much of the original wavy glass. Most of the homes original wood work, doors and fireplace mantel are still there as they were in the 1800s. The floors were repurposed from WHS in the 1950s.

Guest favorite

A light-filled area features a classic electric piano set on a small stand, positioned against a wall. The smooth flooring is complemented by neutral-colored walls. A sideboard with decorative items is visible in the background, enhancing the welcoming ambiance of the home.

Home in Litchfield

4.96 out of 5 average rating, 134 reviews

Jackson House; PETS WELCOME

Find all of our Litchfield homes by searching "softstays" on the internet. The Jackson House is a spacious 2-bedroom home located in a safe, quiet neighborhood. PETS ARE WELCOME. It has 2 bedrooms with king-size memory foam beds. There is a washer/dryer on the main level. This home has various musical instruments for the music fan. NO cable TV. 600 meg wireless internet. There is a ring camera on the porch. You will hear trains. Two tracks run thru middle of town.

Top guest favorite

Townhouse in Murrayville

4.98 out of 5 average rating, 305 reviews

Peace on the Prairie Too - Tiny House

Need a break from Politics? Peace on the Prairie accepts all guests for who they are rather than what some might wish them to be. Whether it’s a business trip, romantic time together with your significant other, a family vacation, a girl's time away, a secluded spot to work on your music, writing, art, star gazing, or a reconnection with nature, you'll find your inspiration and renewal in this natural rural setting of 23 acres of restored prairie, timber, and wetlands?

Top guest favorite

An antique cast iron soaking tub is situated on a wooden deck, enclosed by a yellow picket fence and decorative curtains. A wooden shelf is mounted on the fence, with natural elements visible in the background adding to the peaceful outdoor setting.

Cabin in Jacksonville

4.97 out of 5 average rating, 339 reviews

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

Top guest favorite

A compact bathroom features a white vanity sink with storage underneath, paired with a modern toilet. Natural light enters through a window, illuminating the tiled floor. Wall shelves hold decorative items, while a towel rack displays neatly hung towels. A framed flower print decorates the wall.

Home in Godfrey

4.94 out of 5 average rating, 144 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.

Guest favorite

A wooden sign, shaped like a barrel, displays the name 'The Campground Guest House' with an arrow pointing left. Surrounding greenery features lush plants and trees beneath a clear blue sky, creating a welcoming first impression of the property.

Home in Carlinville

4.97 out of 5 average rating, 109 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.

Superhost

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

4.89 out of 5 average rating, 234 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.

Top guest favorite

Farm stay in Grafton

4.97 out of 5 average rating, 291 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

Top guest favorite

A cozy deck area is featured, featuring a comfortable seating arrangement with colorful throw pillows. A small table is placed beside a larger coffee table. Soft lighting from hanging string lights creates a relaxed atmosphere. A door leads into the interior space.

Home in Alton

4.97 out of 5 average rating, 121 reviews

Cozy renovated 2 bdrm cottage w/ dedicated office

Kick back and relax in this calm, stylish space that allows you to work (dedicated office space with 2 desks, monitors-great work setup) and play with amazing deck and beautiful forest view. Beautiful remodeled kitchen, updated throughout and so cozy and comfortable! Off street parking with driveway. Third bedroom is converted to an office.

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Other great vacation rentals in Medora

A rustic dining area features a dark wooden table adorned with colorful placemats and a small centerpiece. A stone fireplace adds warmth to the space, while the adjacent kitchen showcases wooden cabinetry and modern appliances. Barstools provide seating at the kitchen counter.

Home in Fieldon

4.76 out of 5 average rating, 103 reviews

Across The Creek Inn

BriannaRating, 5 stars5 months ago

Susan and her husband are angels on earth! We stayed there during a bad snow storm and they came to our rescue several times over the weekend. We decided to extend an extra day because we were so comfortable and wanted to hunker down the snow in their peaceful location

Top guest favorite

Bungalow in Carlinville

5 out of 5 average rating, 10 reviews

The Carlinville Sunset Bungalow

ElizabethRating, 5 stars2 weeks ago

Having stayed in Carlinville many times this has been one of my favorite places. Beds were comfortable and generous. Bathrooms were nice and clean. The location was very convenient to the train station and the square, close enough that I could easily walk down and get coffee in the morning. It is on a relatively busy street (for Carlinville) and you can hear the train. This is not something that bothered me and I had no issues sleeping. Would definitely consider for the next time I'm in town.

Top guest favorite

A close-up view of a black chicken is featured, showcasing its prominent red comb and attentive gaze. In the background, a rustic chicken coop can be seen, surrounded by natural wood shavings and a fenced enclosure.

Home in Edwardsville

4.96 out of 5 average rating, 24 reviews

Cozy Chicken Cottage

HeatharlyneRating, 5 stars2 days ago

This place is charming, comfortable, and was perfect for my overnight stay. Emma is responsive and friendly. I would stay here again and highly recommend.

Guest favorite

A wooden deck is presented, featuring a covered grill and a dining table surrounded by several metal chairs. Lush green trees and calm water are visible in the background, creating a serene outdoor space, suitable for relaxation.

Home in Mount Olive

4.96 out of 5 average rating, 27 reviews

Relaxing Fishing Cabin

LeslieRating, 5 stars1 week ago

This place was quiet and beautiful. Very comfortable and well kept Host was super responsive and easy to communicate with. Fished right off the back yard and caught a large mouth bass. Perfect for a weekend getaway.

Top guest favorite

A bathroom features a floral patterned shower curtain, complementing the green plaid wallpaper. A white pedestal sink is seen next to a storage shelf with decorative items. A soft rug lies on the wooden floor, and warm light spills from a lamp beside the sink.

Apartment in Bunker Hill

5 out of 5 average rating, 24 reviews

The Loft

CoryRating, 5 stars1 week ago

Super cute, cozy place. Would definitely book again when making a trip out to this area!

Top guest favorite

The exterior of a charming house is displayed, featuring a green gabled roof and white siding. The front porch is enclosed with large windows to allow natural light. A well-maintained yard surrounds the property, with a gravel pathway leading to the entrance.

Home in Roodhouse

4.95 out of 5 average rating, 19 reviews

Cozy Corner Bungalow

HannahRating, 5 stars2 months ago

Cozy house was well organized, lots of extra linens (it was cold and rainy during our visit, so this was so appreciated), tasty snacks, easy to find trash bags and other items that helped us pick up after ourselves, washer and dryer were so nice, plenty of towels, and other small touches were just perfect.

Guest favorite