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Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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Fridge, microwave, oven, stovetop
Exterior
Smart TV
Fridge, microwave, oven, stovetop
Outdoor dining

Entire home

2 bedrooms2 bathroomsSleeps 6950 sq ft

Popular amenities

  • Dryer
  • Washer
  • Outdoor space
  • Kitchen
  • Air conditioning

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Situated just one and a half blocks from the iconic Milton-Madison Bridge spanning the picturesque Ohio River, Glenda's Overlook offers the perfect retreat for you and your loved ones. Our home is located merely a few walking blocks, or short golf cart ride (golf cart available for additional fee), from the historic district, and offers easy access to the city's charming wineries, shops, restaurants, Crystal Beach and vibrant festivals that Madison has to offer. Additionally, we are only a short drive to Clifty Falls State Park.

Our two-story home features two inviting bedrooms upstairs, each offering captivating views of the Ohio River. The master bedroom boasts a plush Queen bed, while the second bedroom features a cozy Full bed. Both bedrooms share access to a full bathroom, ensuring comfort and convenience for all guests.

Downstairs offers a comfortable memory foam queen sleeper sofa for additional sleeping arrangements. A second full bathroom is conveniently located on the ground floor, providing added flexibility and privacy for guests. Our home can comfortably accommodate up to 6 guests.

Step outside onto our expansive deck, that can be used for extra entertaining space with two separate sitting areas where you can bask in the tranquility of the surrounding forest while sipping morning coffee or enjoying a sunset dinner. Inside, a fully equipped kitchen awaits, complete with a versatile Keurig machine catering to both k-cups and ground coffee enthusiasts. Other amenities include a washer/dryer, three Smart TVs, complimentary high-speed Wi-Fi, a hairdryer, and onsite parking.

Property manager

chris albertson

Languages

English

Add dates for prices

Property amenities

Internet

  • Available in the house: WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • At least 80% lighting from LEDs
  • Double-glazed windows
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Unit size: 950 square feet
  • Water-efficient showers
  • Water-efficient toilets

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The Wee House is a shotgun house that is remodeled with a view of the Ohio river

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
9.6 out of 10, Exceptional, 50 reviews
The Wee House is a shotgun house that is remodeled with a view of the Ohio river

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 24

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: parents will need to monitor closely

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the area

Map
Madison, IN

What's nearby

  • Thomas Family Winery - 14 min walk - 1.2 km
  • Historic District - 17 min walk - 1.5 km
  • Lanier Mansion - 3 min drive - 2.1 km
  • Madison Railroad Station Museum - 3 min drive - 2.1 km
  • Clifty Falls State Park - 5 min drive - 4.9 km

Getting around

  • Louisville Intl. Airport (SDF) - 63 min drive

Restaurants

  • ‪Taco Bell - ‬6 min drive
  • ‪Dairy Queen - ‬2 min drive
  • ‪The Red Pepperoni - ‬2 min drive
  • ‪Boneyard Grill - ‬7 min drive
  • ‪Hinkle's Sandwich Shop - ‬20 min walk

Frequently asked questions

Is Glenda’s Overlook..everything you need to make visiting Madison a great getaway! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Glenda’s Overlook..everything you need to make visiting Madison a great getaway!?

As of Jul 31, 2025, prices found for a 1-night stay for 2 adults at Glenda’s Overlook..everything you need to make visiting Madison a great getaway! on Aug 3, 2025 start from CA $172.88, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Glenda’s Overlook..everything you need to make visiting Madison a great getaway!?

Check-in begins at 3:00 PM.

What time is check-out at Glenda’s Overlook..everything you need to make visiting Madison a great getaway!?

Check-out is at 11:00 AM.

Where is Glenda’s Overlook..everything you need to make visiting Madison a great getaway! located?

Situated in Madison, this vacation home is within 1 mi (2 km) of Ohio River, Thomas Family Winery, and Historic District. Schofield House and Schroeder Saddletree Factory Museum are also within 1 mi (2 km).

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Glenda’s Overlook..everything you need to make visiting Madison a great getaway! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 31 out of 35 reviews
Rating 8 - Good. 3 out of 35 reviews
Rating 6 - Okay. 1 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Julie

Liked: Cleanliness, amenities, property conditions & facilities, communication
Clean, comfortable home with everything needed for our stay.
Stayed 1 night in Mar 2025

10/10 Excellent

Joshua C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Annual Madison visit

We stayed in this property on our annual Madison visit. It had everything we needed and was very comfortable and clean. We would stay here again.
Stayed 2 nights in Jan 2025

10/10 Excellent

Michelle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend getaway

Great stay- beautiful house
Stayed 2 nights in Sep 2024

8/10 Good

Steve P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Madison Weekend

Had a good time
Stayed 1 night in Jan 2025

10/10 Excellent

Carrie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

No complaints, would stay again

Beds were comfortable, space was cozy, location ideal to everything. Wouldn’t hesitate to recommend to others and would stay again. Super helpful host!
Stayed 3 nights in Nov 2024

10/10 Excellent

Lisa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything was well appointed!! Very lovely getaway!!!

Such a quaint and beautiful town. My friend and I had a wonderful time! The amenities were wonderful! Beautiful property!!
Stayed 3 nights in Sep 2024

10/10 Excellent

Nicole M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday trip

We made a quick trip to Madison for my husband’s birthday. The house was beautiful-wish we had been able to stay longer!
Stayed 1 night in Nov 2024

10/10 Excellent

Nikki H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

It was my first time in Madison and I was so happy to have found a house that was so clean and close to mid-town. The house was exceptionally clean and the beds were extremely comfortable. Will definitely stay here again.
Stayed 2 nights in Nov 2024

10/10 Excellent

Theresa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Madison Fun!

Modern, clean, close to downtown home that perfectly served our Madison stay. Thank you for your hospitality!
Stayed 1 night in Nov 2024

10/10 Excellent

Stacy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Getaway

I really liked the house , very clean and nice !!
Stayed 1 night in Aug 2024

10/10 Excellent

Cindi C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

Glenda’s Overlook is great! Very clean and comfortable, everything was thought of and available. Loved the decorating. Would definitely stay here again!!
Stayed 1 night in Jul 2024

10/10 Excellent

Marypat C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for 3-4 adults

We had such a terrific time! The house is close to restaurants, shopping, bars, historical sites. I would recommend the space.
Stayed 3 nights in Nov 2024

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great hideaway

We tucked in here for a personal getaway for 2 nights. It was perfect. Clean, fresh, comfortable allowed for a very relaxing stay.
Stayed 2 nights in May 2024

10/10 Excellent

Marie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Madison stay

We enjoyed the house for a one night stay to hike Clifty Falls and see Madison IN. Well maintained property and easy check in.
Stayed 1 night in Jul 2024

10/10 Excellent

Kelly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute little getaway!

The house is very cute and accommodating! Beds are soft and shower is nice! We paid a little extra to rent his golf cart and that was fun! Great stay in Madison!
Stayed 1 night in May 2024

10/10 Excellent

Roxann W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girl getaway

The decorating of this property was above and beyond
Stayed 2 nights in Aug 2024

10/10 Excellent

Karen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing

We had a nice time. Chris replied to my questions immediately and he went out of his way to help us rent his golf cart. The place was nice and clean. We would stay again.
Stayed 2 nights in Jun 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Warm and welcoming.

Great communication with property owner. Very accommodating. We stayed during an invasion of Lady Bird Beetles. The whole town was overrun by them. We would definitely stay at this location again on our next trip to Madison.
Stayed 2 nights in Oct 2024

10/10 Excellent

Melanie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean, comfy, complete

We visit Madison at least twice a year. We decided to try a VRBO instead of staying in a hotel as we normally do.Glenda's Overlook exceeded our expectations. It was clean and well supplied. Our daughter was excited to find a TV in her bedroom. It snowed during our stay and my husband was happy to find a snow shovel out back. The driveway is a bit of an upward incline, so the shovel was great. I enjoyed all the bits of Madison included in the decor. Host was very responsive. Can't wait to visit in warmer weather so we can enjoy the deck and woods.
Stayed 2 nights in Feb 2025

10/10 Excellent

Amanda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Roostertail Festival 2024

Lovely, newly remodeled home. Close to all the shopping, dining, and entertainment Madison IN has to offer. My stay was memorable to say the least. The host is quick to answer the phone or a text message. Thank you for everything Chris! God Bless!
Stayed 2 nights in Jul 2024

10/10 Excellent

Randy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Madison, Indianna Get-Away

This property worked out very well for my wife and I on our short get-away to Madison. We loved the furnishings, the street-view, the decor and accessories. It's cleanliness was excellent, even in room corners. The kitchen is a little tight around the large bar but still navigable for a short vacation stay. I loved the private off-the-street parking right off the entry door, as well as the private 2nd floor outdoor deck, although we didn't use it due to the high outside temperatures this week. We will most definitely seek out this property if we get to Madison in the future. Randy
Stayed 3 nights in Jun 2024

6/10 Okay

Wesley B.

Stayed 2 nights in Mar 2025

10/10 Excellent

Kevin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Madison Getaway

The home was a nicely refurbished older structure just on the east edge of Madison and very near the bridge to Kentucky. The bathrooms were roomy and the bedrooms comfy.If you do rent this house, I don't see how more than four guests could comfortably stay there. Downstairs main area felt cramped at times with 4 adults.The only serious drawback I felt was the driveway of the property. Frankly, it was rather small and felt more like a launching pad given the extreme angle of the entrance and exit.
Stayed 2 nights in Apr 2025

10/10 Excellent

Amy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girl’s Weekend

Home was very clean, driveway is steep and difficult to see when you are backing out. Bedrooms and bathrooms spacious. Kitchen is on the small side but functional. Over all, a very nice home.
Stayed 1 night in Mar 2025

8/10 Good

Tobi H.

Liked: Cleanliness, check-in, communication, listing accuracy

Quick visit

Property was comfortable, new and clean. Easily fit our group of 4. Location ok, but quite a walk to Madison stores and restaurants. On a warm night I’m sure golf cart rental would have been fun. We would definitely stay again.
Stayed 1 night in Nov 2024