See all properties
Entire home

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

Choose dates to view prices

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

A modern kitchen with a central island, bar stools, and a dining area with a patterned table.
A modern bathroom with a white sink, black faucet, and a large mirror. There is a shower enclosure with a glass door and a toilet.
A modern kitchen with a central island, bar stools, a coffee machine, and a dishwasher.
A modern living room with a dark grey sofa, a glass coffee table, and a fluffy rug. A kitchen area with a bar stool and pendant lighting is visible.
A two-story house with a dark blue exterior, a front porch, and a gravel driveway.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6950 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

Explore the area

View in a map
Madison, IN
  • Place, Historic District
    ‪17 min walk‬
  • Place, Jeremiah Sullivan House
    ‪1 min drive‬
  • Place, Lanier Mansion
    ‪2 min drive‬

Room options

You may also like

Ad
Lobby sitting area

Fairfield Inn & Suites Seymour

29.4 mi from Madison
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
8.6 out of 10, Excellent, 631 reviews
$112 nightly
The price is $125
Aug 7 - Aug 8
Total with taxes and fees
Fairfield Inn & Suites Seymour

About the neighborhood

Madison

This vacation home places you next to Ohio River Valley and within a 5-minute walk of Ohio River. The vacation home includes a kitchen, a patio, and a refrigerator.
View more Vacation Homes in MadisonOpens in a new window

What's nearby

  • Historic District - 17 min walk - 1.0 mile
  • Dr. William Hutching's Office & Hosptal - 17 min walk - 1.0 mile
  • Jeremiah Sullivan House - 1 min drive - 1.1 miles
  • Francis Costigan House - 2 min drive - 1.3 miles
  • Lanier Mansion - 2 min drive - 1.3 miles

Getting around

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

Restaurants

  • ‪Dairy Queen - ‬2 min drive
  • ‪Circle K - ‬6 min drive
  • ‪Moose Lodge - ‬4 min drive
  • ‪Taco Truck - ‬6 min drive
  • ‪Central Hotel - ‬16 min walk

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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a coffee maker, and a kitchen island.

Similar properties

Deluxe Room | Living area | 55-inch Smart TV with digital channels, TV, Netflix
The Chandler Hotel
Madison
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
10.0 out of 10, Exceptional, 162 reviews
$160 nightly
The price is $184
Aug 9 - Aug 10
Total with taxes and fees
The Chandler Hotel

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

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

  • Double-glazed windows
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Some LED lighting used
  • Unit size: 950 square feet
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 3:00 PM

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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

  • Note from host: parents will need to monitor closely

Events

No events allowed

Smoking

Smoking is not permitted

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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.

Frequently asked questions

What is there to do close to this vacation home?

This vacation home is located in Madison, just steps from Ohio River Valley. You'll also find Ohio River and Historic District less than a mile away.

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

As of Jul 10, 2026, 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 Jul 19, 2026 start from $250, including 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.

Will I be able to park at Glenda’s Overlook..everything you need to make visiting Madison a great getaway!?

No, there isn't parking available at the vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Glenda’s Overlook..everything you need to make visiting Madison a great getaway!?

Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each house and a kitchen in some.

Does Glenda’s Overlook..everything you need to make visiting Madison a great getaway! have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does Glenda’s Overlook..everything you need to make visiting Madison a great getaway! have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

Can I book a room with a balcony at Glenda’s Overlook..everything you need to make visiting Madison a great getaway!?

Yes, every house at Glenda’s Overlook..everything you need to make visiting Madison a great getaway! comes with a patio.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 58 out of 67 reviews
Rating 8 - Good. 8 out of 67 reviews
Rating 6 - Okay. 1 out of 67 reviews
Rating 4 - Poor. 0 out of 67 reviews
Rating 2 - Terrible. 0 out of 67 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Julie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were very pleased with the location and cleanliness of the home. Comfy and cozy atmosphere and communication with owner was great! Highly recommend for a nice quiet getaway!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Grace A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was great! It had everything we needed!
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Paul P.

Liked: Check-in, communication, location, listing accuracy
Nice friendly town and eating places
Stayed 10 nights in Oct 2025
Verified

10/10 Excellent

Songa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property, clean room, comfy beds and close to main shoppinh
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Vickie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the House! Very clean and well decorated. Host was very nice and very easy to communicate with. Definitely recommend!
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Lauren H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Adorable place, very clean and modern. Loved the kitchen area and the master bed was very comfortable for sleeping!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Paul W.

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

Great place to stay

It is a nice place. We were able to walk to the river and main street fairly easy.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Amy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great stay! Clean and comfortable. Exactly as described!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Kelly N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Adorable home with all the amenities you need. Close to down town Madison. Perfect for our short stay to visit with family. Would definitely stay again.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Heather E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was perfect and had everything! We each had our own space and the beds were so comfy! All around a great place!!!
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Laurie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay. The hosts were very accommodating and the space is cozy, welcoming and beautifully decorated. The upper deck/patio area is really nice. Easy location to go for a walk along the river.
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Jacob C.

Liked: Cleanliness, check-in, location, listing accuracy
Great spot. Love Madison!!!!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Mary S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful little house close to town. Perfect for our cousins weekend!
Stayed 3 nights in Sep 2025
Verified

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
Verified

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
Verified

10/10 Excellent

Lorraine C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and very comfortable home.Easy access to town, restaurants, &River. Host was very friendly and helpful.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were so excited to have a little getaway and were pleased to stay in such a lovely, updated home. Everything was welcoming as we entered, all was in order and worked nicely. Madison is a beautiful little town!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Janet

Liked: Cleanliness, property conditions & facilities, communication
We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Sally R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very close to the shops downtown. A very comfortable stay. And Chris is great to work with.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Glen J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place in Madison, Indiana! Updated throughout and very cozy. Will be back again!
Stayed 3 nights in Jun 2025
Verified

8/10 Good

ANGIE M.

Liked: Cleanliness, check-in, communication, listing accuracy
Everything was good. We plan to visit Madison again. Thanks
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Tabitha H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, wonderful communication from owner. House was very clean and so comfortable. Very impressed and would definitely stay again.
Stayed 2 nights in Jul 2025
Verified

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
Verified

10/10 Excellent

Darin B.

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

Stay

Our stay was wonderful. This was a perfect place for our family to visit Madison. We will definitely be booking this property again.
Stayed 5 nights in Jun 2024
Verified

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