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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Superhost

A staircase with white banisters and wooden steps leads to the upper level. The exposed antique brick wall provides historical character to the space. A woven area rug is positioned at the base of the stairs, complementing the warm wooden flooring.

Loft in Saint Charles

4.84 out of 5 average rating, 148 reviews

Main Street Historic Loft

DanielleRating, 5 stars1 month ago

This places was excellent. We enjoyed our stay. The place was cozy and comfortable, had what we needed. We were there on a Friday night…be warned it can get a little noisy outside so if that bothers you, then staying on a fairly busy street with lots of businesses probably isn’t for you. We weren’t bothered at all. Lots of great stores and restaurants on the same stretch of road. Definitely enjoyed our stay.

Top guest favorite

A sunlit screened-in porch features white wicker chairs with purple cushions positioned on polished wooden floors. Two hanging ferns provide greenery above, while a wooden swing adds a cozy seating area. Large windows allow for ample natural light and a view of the outside.

Home in Grafton

5 out of 5 average rating, 22 reviews

Stay In A Piece Of History

KimRating, 5 stars3 weeks ago

Caroline's place is amazing. The location is perfect. It is right on the main street and walkable to restaurants and shops. Seven of us stayed there for a girl's weekend, and we had plenty of space. We enjoyed the outdoor seating as well as the enclosed front porch area with the hanging swing.

Top guest favorite

A modern kitchen is equipped with stainless steel appliances, including a gas stove and dishwasher. Open shelving showcases dishes, while a well-organized layout features several drawers. Natural light enters through small windows above the sink, and sleek countertops complete the space.

Home in South Hampton

5 out of 5 average rating, 40 reviews

Blair's Amazing House Sleeps 10 - 5 Beds - 2 Bath

JordanRating, 5 stars2 weeks ago

Matt’s listing was convenient driving to all that St Louis has to offer and walkable to several local restaurants, coffee, and park with brewery. We enjoyed the location very much. The house was as described and fit our needs for two families of 4 to stay. We enjoyed our stay.

Guest favorite

A fenced yard is featured, showcasing a blend of wooden panels in various tones. Flowering plants line the edge, with vibrant blooms among greenery. A putting green area is visible in the foreground, accompanied by a paved pathway leading to outdoor seating.

Home in St. Louis

4.89 out of 5 average rating, 207 reviews

Home away from Home St. Louis Cnty Ladue Schools

RaphaëlleRating, 5 stars2 weeks ago

Lisa was great! I needed a calm, peaceful and clean place for 2 weeks to recover from a surgery and her house was perfect. She was flexible with my arrival and departing time as I got updates from my surgeon and always worked it out with me, even last minute. There's a nice little park and neighborhood around and the house is very comfortable. Highly recommend!

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What guests are saying

Stay, Work & Play, 2bd w/office near Downtown

5 out of 5 average rating, 4 reviews1 month ago

This was a clean, quiet and modern apartment. We loved the themed decor, the 1904 World’s Fair. Very charming, and we had everything we needed. Clean, well appointed. Lots of accoutrements. Seemed recently rehabbed/remodeled. Parking space included, though we used the ample street parking. Centrally located. Near Botanic Gardens and Tower Grove Park. Easy to get to downtown or other neighborhoods. We would definitely stay again if the opportunity arises. 🏆

Apartment in St. Louis

What guests are saying

Riverside Home w/ Private Patio, Lake Views, Games

5 out of 5 average rating, 41 reviews3 weeks ago

My husband and I are incredibly thankful for Duc’s accommodations and his kindness during our stay. Duc was a great communicator and very proactive when we needed help with something. The home is peaceful, comfortable, and well- stocked with all you may need for a short or extended stay, especially for coffee drinkers! There is a park across the street which was perfect for our little one who loves swinging. There was a sidewalk through the town which made for pleasant, safe walks. Several sports bars/river-themed restaurants along the main road. We recommend 3rd Chute’s Horseshoe dish and Grafton Oyster Bar’s red beans and rice! Short drive to STL and other towns in IL which have Walmarts and Schnucks for any additional needs you may have. Will absolutely stay again if we find ourselves in Grafton in the future!

Home in Grafton

What guests are saying

The Niederschulte House

4.96 out of 5 average rating, 46 reviews4 days ago

House was perfect for our visits to wineries and not that far to downtown St Louis to visit the Arch and botanical gardens, both of which were worth it. House had all amenities one could want - slow cooker, wine opener, colander, etc. Salt, pepper, oil, and some leftover ketchup and mustard, helped a lot for eating in. Restaurants are not very close, with the exception of 2 wineries, so we cooked. House was exceptionally clean. We had some soffit damage due to heavy windstorms, and it was fixed the day I called. (Very responsive!) Would highly recommend!

Home in Defiance

What guests are saying

Historic Haven by JZ Vacation Rentals

4.81 out of 5 average rating, 43 reviews3 weeks ago

Situated in a beautiful neighborhood and offers excellent walkability to numerous wonderful attractions, stores, and restaurants. The space itself is very spacious and features a nice kitchen and bathrooms. Whether you're looking for a comfortable base to explore the area or a relaxing place to unwind between activities, this is a great choice.

Townhouse in Central West End

What guests are saying

Beautiful Family Retreat w/ Amazing Movie Theater

4.81 out of 5 average rating, 26 reviews2 months ago

We stayed at the house for about 7 months due to our house flooding. We were so thankful to have a house that was similar to ours in a location that was close. Brittany was great to work with! She was prompt with her replies and was flexible based on our ongoing change of schedule.

Home in St. Peters

What guests are saying

Cozy Cabin

5 out of 5 average rating, 29 reviews4 days ago

The space was exactly as described—clean, cozy, and peaceful. The host was incredibly responsive and made the check-in a breeze. I especially appreciated the little touches, like fresh towels, soft sheets, and he provided a binder of local recommendations. The location was perfect—quiet, safe, and close to everything I needed. My son enjoyed fishing off the deck. I would absolutely stay here again and highly recommend it to anyone looking for a comfortable and welcoming home away from home. Thank you for a great experience!

Home in Brighton

What guests are saying

Chase's Cabin in The Sky

4.83 out of 5 average rating, 41 reviews3 weeks ago

I stayed at Chase's cabin in the sky for three nights. It was exactly what I was looking for! It felt just like home. The snack bar and all the small amenities really made the difference. I also got to see a red fox running along the river and two eagles flying around! I had my two dogs with me and it was the perfect hang out to chill and regenerate.

Cabin in Saint Charles

What guests are saying

Charming Cottage in Heart of New Town St. Charles

5 out of 5 average rating, 42 reviews5 months ago

I loved my stay at The Cottage! It was very clean, tastefully decorated, and smelled so nice as soon as I walked in the door. It was perfect for my stay in St Charles while attending a conference in the area. The area is beautiful and there is a great coffee shop nearby. Other restaurants and park areas are within walking distance as well. I highly recommend Lindsay's place and would love to stay there again!

Loft in Saint Charles

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Popular amenities for Medora vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Medora

Superhost

A wooden deck is visible in the foreground, featuring white railings and ample space for seating. The two-story house behind the deck has multiple windows and a welcoming entrance illuminated by warm light. Surrounding greenery adds a natural touch.

Home in Carrollton

4.85 out of 5 average rating, 156 reviews

Cozy home in picturesque small town

WillRating, 5 stars1 month ago

Awesome Airbnb. Very good quality. Good comfy living room with good tv. Well stocked bathroom and kitchen. Nice beds. I have no complaints. I highly recommend this Airbnb.

Guest favorite

Apartment in St. Louis

4.87 out of 5 average rating, 301 reviews

We do Italian STL style. Perfecto! Enjoy our NBHD!

AmyRating, 5 stars3 weeks ago

This was the perfect spot… peaceful, safe, and quiet neighborhood within walking distance of so many homey, welcoming local restaurants! It was lovely to be able to walk everywhere to dinner and not have to drive. And it was within easy driving distance of all the tourist stuff we wanted to do. The suite had everything we needed and we especially appreciated the labels on the light switches! Very clean and comfy. Would 100% stay here again.

Superhost

A person enjoys a foot pedal paddle boat on a clear, green lake. Surrounded by trees, the vibrant water reflects the natural scenery, creating a peaceful outdoor environment. The gentle ripples from the boat enhance the serene atmosphere.

Home in Mount Olive

4.87 out of 5 average rating, 45 reviews

Lake House off Route 66

PatrishaRating, 5 stars2 weeks ago

Thank you, Julie. We enjoyed our stay!

Guest favorite

Two ceramic mugs featuring deer illustrations rest on a wooden railing. Behind them, the Illinois River valley stretches out with lush greenery along the banks and rolling hills in the distance under a clear sky.

Cottage in Pearl

4.99 out of 5 average rating, 81 reviews

Beautiful Secluded Home With a breathtaking view

KarenRating, 5 stars1 week ago

Absolutely gorgeous views! The house was great and had everything we needed. The yard is well maintained and lots of room. Very private and relaxing.

Top guest favorite

The spacious front porch features wooden flooring and a covered area supported by logs. Outdoor seating is arranged beside a planter with greenery, offering views of the open fields and distant tree line. Handrails are visible along the steps leading down to the lawn.

Cabin in Winchester

4.96 out of 5 average rating, 157 reviews

Container Home GREAT Countryside Views COZY Stay

SabrinaRating, 5 stars1 month ago

We needed a peaceful evening away and this was perfect. Wonderful porch to sit on and soak in the fresh air and places to walk and unwind.

Superhost

A spacious living area features a white leather sectional arranged around a low table. Natural light floods the room through multiple windows. Contemporary artwork of ocean waves adorns the wall, complementing sleek furnishings and open access to the adjoining kitchen and dining area.

Home in St. Louis

4.82 out of 5 average rating, 66 reviews

Modern Luxury w/Saltwater Pool / ABODEbucks

BrandonRating, 5 stars2 weeks ago

Had a wonderful stay at this Airbnb! The place was exactly as described—clean, comfortable, and thoughtfully decorated. The host was incredibly welcoming and responsive, making sure everything went smoothly. The location was perfect for exploring the area, and I truly felt at home during my stay. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and enjoyable visit! The work room was a plus.

Guest favorite

The exterior view of the Pineapple House showcases a two-story structure with a light-colored facade, featuring a welcoming entrance surrounded by landscaped grass. Pathways lead from the entryway, and outdoor seating options are visible on the porch, complemented by decorative hanging plants.

Home in Grafton

4.81 out of 5 average rating, 16 reviews

Main Street+River View+3 Bedrooms

KayRating, 5 stars4 months ago

We really enjoyed staying at the Pineapple Cottage and very much appreciated that Jacqui had added additional knives, silverware, cookware to the kitchen after our last stay as we needed to prepare some dishes for a family thanksgiving get together in town. The living room is spacious and the bedrooms very comfortable. We had a few issues with the heating and Jacqui was responsive to our concerns.

Guest favorite

The kitchen features modern white cabinetry and a marbled countertop. Stainless steel appliances, including a refrigerator, microwave, and oven, are neatly arranged alongside a coffee maker. Natural light is provided by a window above the sink, contributing to a bright cooking space.

Home in Pittsfield

5 out of 5 average rating, 29 reviews

Newly remodeled home

StephanieRating, 5 stars3 weeks ago

This is the second time staying with Krista when visiting family. The house was perfect for what we needed. Close to down town, clean, and Krista was great with communicating with us. We will be staying again when in Pittsfield.

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Vacation rentals in Medora

Top-rated vacation rentals in Medora

“Exclusive” River Cabin on Stilts (3 bedroom)

Stay, Work & Play, 2bd w/office near Downtown

Lake House Retreat - Carlyle

Riverside Home w/ Private Patio, Lake Views, Games

The Niederschulte House

Historic Haven by JZ Vacation Rentals

Beautiful Family Retreat w/ Amazing Movie Theater

Cozy Cabin

Chase's Cabin in The Sky

Huge yard - 10 min walk to shops & restaurants

Charming Cottage in Heart of New Town St. Charles

Drift Away Whole House Rental Sleeps 10 Grafton IL

Vacation rentals for every style

Popular amenities for Medora vacation rentals

Other great vacation rentals in Medora

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