The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts!

Photo gallery for The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts!

A hot tub with a control panel, surrounded by a covered patio with a red sofa and cushions.
A wooden interior with a staircase, a door leading to another room, and a bookcase filled with books.
A lush garden with tall trees, a grassy lawn, and various flowering plants.
A residential property with a stone facade, a driveway, and a garden with various plants and flowers.
A cozy room with a stone wall, a painting of a sunset, a coffee machine, a microwave, and a wooden shelf with various items.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Discover nearby landmarks
    Close to Ohio River Valley

Popular amenities

  • Balcony or patio
  • Spa pool on site
  • Toys
  • Breakfast included
  • Barbecue
  • Air-conditioning

Explore the area

View map
Madison, IN
  • Place, Historic District
    ‪3 min drive‬
  • Place, Clifty Falls State Park
    ‪4 min drive‬
  • Place, Belterra Casino
    ‪40 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Blue room

1 Queen Bed

Gray room

1 Queen Bed

We have a nice Coleman Queen blowup mattress if needed.

1 Queen Bed

1 bathroom

Full

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Separate dining area
Outdoor play area
Garden
Dining area

Add dates for prices

Similar properties

About the area

Madison

Located in Madison, this holiday home is near a water park and on the waterfront. Thomas Family Winery and Lanthier Winery are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Clifty Falls State Park and Ohio River Valley. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with hiking and mountain biking.
Map
Madison, IN

What's nearby

  • Schofield House - 3 min drive - 2.8 km
  • Historic District - 3 min drive - 2.4 km
  • Lanier Mansion - 3 min drive - 3.1 km
  • Clifty Falls State Park - 4 min drive - 5.2 km
  • Belterra Casino - 40 min drive - 57.3 km

Getting around

  • Cincinnati-Northern Kentucky Int'l Airport (CVG) - 82 min drive

Restaurants

  • ‪Dairy Queen - ‬6 min drive
  • ‪Taco Bell - ‬9 min drive
  • ‪Circle K - ‬9 min drive
  • ‪Mi Viejo - ‬10 min drive
  • ‪88 King Buffet - ‬11 min drive

Frequently asked questions

Is The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

As of 31 October 2026, prices found for a 1-night stay for 2 adults at The Cypress Grove Inn ~Madison, IN!
*5 Star hosts! on 3 January 2027 start from NZ$992, 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.

How much is parking at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

On-site parking is available at the property.

What time is check-in at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

Check-in begins at 4:00 PM.

What time is check-out at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

Checkout is at 11:00 AM.

Where is The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! located?

Situated on the waterfront, this holiday home is steps from Ohio River Valley and within 3 mi (5 km) of Schroeder Saddletree Factory Museum and Dr. William Hutching's Office & Hosptal. Historic District and Thomas Family Winery are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 48 out of 49 reviews
Rating 8 - Good. 1 out of 49 reviews
Rating 6 - Okay. 0 out of 49 reviews
Rating 4 - Poor. 0 out of 49 reviews
Rating 2 - Terrible. 0 out of 49 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The hosts were amazing and friendly. We felt more like friends than guests! So helpful with recommendations!!!
Stayed 2 nights in Aug 2026
Response from VrboOwner on 23 August 2026
Truly appreciated you choosing our piece of heaven! Look forward to seeing you all again soon! Thank you!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely beautiful and VERY relaxing.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

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

Great Getaway

Prefect accommodations for a weekend getaway. A beautiful space, friendly owners, and a private setting.
Stayed 2 nights in Jul 2022
Response from VrboOwner on 19 August 2023
Thank you for choosing our home! We are happy you enjoyed your stay and hope to see you in the near future!
Verified review

10/10 Excellent

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

We love this place

Sent our four daughters to enjoy this wonderful home and we all can say it’s a 5 star inn and want to return.
Stayed 2 nights in Nov 2022
Response from VrboOwner on 19 August 2023
Thank you Jon! We so enjoyed having You and your beautiful family! Please come visit us again soon! The rating I gave you showed incorrectly! I gave all 5 stars but the communication shows 4? Won’t let me edit but you all were great across the board. Have a wonderful holiday season and please know our door is always open! Tom and Chandra~😃
Verified review

10/10 Excellent

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

Wonderful stay

Couldn't ask for a more beautiful place to stay. Peaceful, relaxing and very beautiful home and surroundings. Hosts were wonderful!
Stayed 1 night in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We recently stayed for a long weekend, and everything was exceptional! The property is beautiful, the accommodations are charming and has so much history, and Madison was wonderful! The hosts, Tom and Chandra, are so kind and helpful! We will hopefully be able to come back!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

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

Cypress Grove Inn

Everything about our stay was perfect! The accommodations were excellent from the decor to the quality of bedding and furniture. The location was perfect for exploring Madison and was so quiet and peaceful. We hope to go back soon!
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

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

Lovely Place to Stay

Perfect location to stay when visiting Madison or Hanover. The property is lovely, well maintained and clean. We enjoyed several walks through the neighborhood and Chandra and Tom were very helpful.
Stayed 2 nights in Oct 2022
Response from VrboOwner on 19 August 2023
Thank you so much! Very happy you enjoyed your visit and truly enjoyed accommodating you! Please come see us again anytime! Have a beautiful holiday season, and we thank you again! Tom and Chandra~😃
Verified review

10/10 Excellent

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

Excellent

Gorgeous property and wonderful hosts. They went above and beyond to make our stay perfect.
Stayed 2 nights in Jun 2022
Response from VrboOwner on 19 August 2023
Thank you so much for choosing to stay with us! Truly enjoyed meeting you, and hope you will come visit us again in the near future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was cold outside, but we had a comfy and cozy girls weekend at the Inn! Tom and Chandra left lots of snacks and goodies and were available if we wanted for anything! The property is beautiful. It’s very quiet and secluded but also just a few minutes drive to the heart of downtown!
Stayed 4 nights in Jan 2026
Response from VrboOwner on 21 January 2026
So glad you Ladies had some “ bestie” time! Hope to see you again later this year! Thank you again!
Verified review

10/10 Excellent

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

Great weekend getaway

If you want to find a secluded out-of-the-way, unique place to stay, that’s only minutes from downtown Madison, then this is a great option. Intimate and quiet and interesting all at the same time. The hosts and property were great. Love to stay there again.
Stayed 1 night in Aug 2023
Response from VrboOwner on 25 August 2023
Thank you so much for choosing to stay with us! We are so happy you enjoyed everything and we certainly would love to accommodate you anytime!
Verified review

10/10 Excellent

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

Perfect Getaway!!!

This was a perfect couple day getaway for my wife and I. The hosts are great and are there to help in any way, and the location is just minutes from downtown Madison. It was nice to just unwind and relax in the beautiful living room or in the glorious hot tub with a view of the pond and ducks. We will definitely be back!
Stayed 2 nights in Mar 2023
Response from VrboOwner on 19 August 2023
We are so happy you enjoyed your stay! We look forward to seeing you both again soon! Thank you so much!
Verified review

10/10 Excellent

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

Girls weekend

We had an excellent experience. The property is amazing. Tom and Chandra are super welcoming. Would definitely come back!
Stayed 2 nights in Aug 2022
Response from VrboOwner on 19 August 2023
Thank you for visiting and staying with us! So glad you felt at home! Please come back and visit soon!
Verified review

10/10 Excellent

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

Quick trip to Madison

Chandra & Tom were perfect hosts. From the history of their beautiful home to attention to every detail. My kids & I immediately felt at home. We will definitely visit again!
Stayed 2 nights in May 2022
Response from VrboOwner on 19 August 2023
Truly enjoyed meeting you and so happy you enjoyed your stay! We look forward to seeing you again in the near future! Thank you so much!
Verified review

10/10 Excellent

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

Magnificent Madison

Tom & Chandra were awesome hosts which went right along with their beautiful property. Really couldn’t ask for anything more. Can’t wait to stay there again. 10 stars!
Stayed 3 nights in Jun 2022
Response from VrboOwner on 19 August 2023
Thank you so much! Truly enjoyed meeting you both and hope to have you stay again! So glad the weather was great too! Look forward to seeing you in the near future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property and top notch hosts! My sister and I loved the peace and quiet in the house and the hosts supplied us with more than we could have hoped for. From snacks to drinks to basic necessities. A 5 minute drive into downtown Madison was great too. I cant wait to go back with my wife. Thank you so much!
Stayed 2 nights in Sep 2025
Response from VrboOwner on 17 September 2025
Thank you So much! Wr truly enjoyed having you both and we look forward to seeing you again Soon!
Verified review

10/10 Excellent

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

Perfect setting/Fall birthdays

House is historic, charming and so cozy! Hosts are welcoming and have thought of everything! Back porch was so great, enjoyed hot tub and propane heater last night after a full day of eating, drinking and shopping in Madison all day.. We loved everything about our stay! SUPER HOSTS!
Stayed 2 nights in Oct 2022
Response from VrboOwner on 19 August 2023
Thank you!! Truly enjoyed accommodating you! Please come back to visit us. So happy you enjoyed not just our place but the town as well! Have a beautiful holiday season! Thank you again! Tom and Chandra~😄
Verified review

10/10 Excellent

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

Girls Weekend in Madison

The property is beautiful and the accomodations were charming. Just right for four girlfriends to get away, relax, and have fun. Easy jaunt into Madison. Tom and Chaundra were so helpful and easy to communicate with. Definitely reccomend for couples and friends headed to the area.
Stayed 2 nights in Nov 2023
Response from VrboOwner on 1 December 2023
Thank you so much for choosing our special place to stay! We are happy everything met your expectations and you ladies had a great relaxing time. Please come back and see us soon- have a wonderful holiday! Tom and Chandra ☺️
Verified review

10/10 Excellent

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

Beautiful property

This home is beautifully landscaped and decorated. It is clean and the hosts have provided everything to make your stay comfortable. There is also a nice pond for fishing in back. Although the place is attached to the owner's home, you have a separate entrance and plenty of privacy. Just a short drive to downtown.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 8 July 2024
Thank you Linda for choosing to stay with us! We are so glad you enjoyed your stay and we welcome you all back anytime!
Verified review

10/10 Excellent

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

A weekend getaway

My wife and I really enjoyed our stay. The overall experience was one of the best we have ever had. The hosts, the property, the location exceeded our expectations. Tom and Chandra did a wonderful job making our trip unforgettable. We had complete privacy and plenty of room to relax, but if we ever needed anything, Tom and Chandra were a text away. If you are looking to spend time in or near Madison, this IS the place to stay!
Stayed 2 nights in Aug 2023
Response from VrboOwner on 2 September 2023
Thank you so very much for choosing to stay with us! We would love to have you anytime! Every season brings different beauty! Come back soon!
Verified review

10/10 Excellent

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

Excellent hosts

Tom and Chandra were excellent hosts. They met us at check-in and explained all of the amenities. Tom and Chandra made it abundantly clear we had full use of the property. As a bonus, the fall weather was amazing. We would fullly recommend the Cypress Grove Inn.
Stayed 3 nights in Nov 2022
Response from VrboOwner on 19 August 2023
Thank you! We truly enjoyed your visit and meeting each of you! Please come see us again anytime. Have a beautiful holiday season with your family! Take care~ Tom and Chandra~😃
Verified review

10/10 Excellent

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

Incredible!

The grounds are breath-takingly beautiful! The inside is tastefully decorated and very peaceful. The hosts are gracious and quick to help, but you won't know they are there until you text them.
Stayed 3 nights in Jul 2023
Response from VrboOwner on 19 August 2023
Truly enjoyed having you ladies! Please come back anytime we would love to have you! Thank you again!
Verified review

10/10 Excellent

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

Girls Trip

Beautiful property,… Rich in history! So interesting! Clean and comfortable accommodations. Tom and Chandra have thought of everything you might need. Amazing hosts. We would definitely return.
Stayed 1 night in Mar 2023
Response from VrboOwner on 19 August 2023
Thank you so much! We truly enjoyed having you. We look forward to you coming back in the near future!!
Verified review

10/10 Excellent

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

As good as it gets attention to detail

We had several places to choose from for our pre-Anniversary getaway to Madison. I’m so glad we chose Cypress Grove Inn. Very kind and attentive hosts who really have put together a gem of a property. Beautiful scenery and such a cool historic, but very clean and updated house. Would definitely book again If/when coming back to a Madison
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

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

Great stay

Very easy check-in process. Super nice owners. VERY clean. We had a great overall experience with no complaints. The only suggestions we would have is to maybe add a small TV somewhere. It would have been awesome to snuggle up and watch a movie down there.
Stayed 2 nights in Jun 2021
Response from VrboOwner on 19 August 2023
Thank you for choosing to stay with us! We hope you will come again!
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