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

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A hot tub with a control panel, surrounded by a covered patio with a red sofa and cushions.
A cozy room with a stone wall, a painting of a sunset, a coffee machine, a microwave, and a wooden shelf with various items.
Property grounds
A lush garden with tall trees, a grassy lawn, and various flowering plants.
2 bedrooms, desk, iron/ironing board, free WiFi

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Spa pool
  • Breakfast included
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Madison, IN
  • Place, Schofield House
    ‪3 min drive‬
  • Place, Jeremiah Sullivan House
    ‪3 min drive‬
  • Place, Historic District
    ‪3 min drive‬

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About the area

Madison

At this holiday home you'll be steps from Ohio River Valley and 2.9 km (1.8 mi) from Schroeder Saddletree Factory Museum. Highlights at this holiday home include free WiFi, a fireplace and a balcony. .Home features a living room, a dining area and a Smart TV. A fridge and a microwave make in-room dining convenient. A coffee/tea maker, a hairdryer and an iron/ironing board are also available. .This holiday home has a garden and barbecues. Plus you'll find a hot tub. .With a stay at this Madison holiday home, you'll be 3 km (1.9 mi) from Dr. William Hutching's Office & Hosptal and 3 km (1.9 mi) from Historic District.
View more Holiday homes in MadisonOpens in a new window

What's nearby

  • Schofield House - 3 min drive - 2.8 km
  • Jeremiah Sullivan House - 3 min drive - 2.8 km
  • Historic District - 3 min drive - 2.4 km
  • Thomas Family Winery - 3 min drive - 2.8 km
  • Lanier Mansion - 3 min drive - 3.1 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
  • ‪Moose Lodge - ‬7 min drive
  • ‪Central Hotel - ‬5 min drive

About this property

Entire place

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

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

Come enjoy the best of both worlds in our beautiful historic town! Cypress Grove Inn is approximately 1 mile from our beautiful downtown area. Cypress Grove Inn gives you the peace of the country along with the sounds of nature. A short drive and you will enjoy Madison Main St., where numerous restaurants and retailers await you!
Your accommodations are approximately 1800-2000 square feet, the accommodations are half of the house, large outer deck with 2 fire pits, hot tub, and fishing if you choose.
It provides privacy at its best!
Consisting of 2 bedrooms,each with Queen bed, one full bathroom, and separate area with a small fridge, coffeemaker, and snacks.
Living room with dining table, smart tv, electric fireplace, indoor fountain.
Cleaning fee-$75

Our accommodations provide spacious rooms, closets, and individual patio seating over looking a Spring fed pond fully stocked with fish-- bring your poles, and enjoy a rest in the hot tub!
Our sunrises and sunsets are amazing, and the views will take your breath away. You most likely will encounter deer, wild turkey, and many other sights. Bring your bikes, hiking gear, and take a peaceful walk around the property or at Clifty Falls State Park that is only 6 miles away, local wineries with beautiful landscapes, walk the beautiful river-walk, and enjoy some of Madison's Magical Musicians in our historic taverns or outdoor venues.

Your host and hostess Tom and Chandra Ferry will greet you upon your arrival!
Code locks are used and codes will be given prior to arrival.
Feel free to pull up to the main front door to unload your belongings. There is additional parking available on the west end of the driveway.
Unfortunately, at this time we are not handicap accessible, however access into home is one level. There are stairs to the rooms.

The Cypress Grove Inn is truly unique as it was built in 1825.
A true historical home, exhibiting the original hardwood floors, muscat shots embedded in the original exterior and interior field stone, five acres of property for you to take walks, a full spring fed pond that is open for fishing , quick access to Madison downtown/ various landmarks., and patio areas to embrace the beautiful sunrise and sunsets.

There is so much to enjoy here in Madison, IN.
Come enjoy the best of both worlds-- Cypress Grove Inn looks forward to accommodating you!

Getting around--
Golf cart rentals available downtown-Acree Alley Carts.
Inquire with hosts- we are happy to set a reservation for you!
Cab service available as well.
List of suggested places to visit is provided.

**Hot Tub is located on lower deck area. There are safety guidelines listed once checked in.

**Checkout procedure- please just text hosts once you have departed. (317-625-8311).
All towels, sheets, trash hosts will take care of for you.
If there is an excess of trash feel free to place in dumpster and the north end of the house ( front).
If any damage had occurred please Inform hosts prior to departing.

Thank you for staying with us!

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Property amenities

Beach

  • Beach towels

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Wheelchair-accessible parking available

Food and drink

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Lobster/crab pot
  • Microwave
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Free breakfast available
  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundromat nearby

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 3 accessible parking spaces
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No lift
  • Smooth flooring in public areas
  • Stair-free path to entrance
  • Thin carpet in public areas
  • Tile flooring in public areas
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the marina
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage
  • Golf
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Outdoor lighting
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycle parking
  • Bicycle storage
  • Garden
  • Local artist showcase
  • Locally-owned and organised tours and activities

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 23

Check-out

Check-out before 11:00 AM
Contactless check-out

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

Check-out instructions

The host requires you to complete the following before checking out:
Strip any used beds and gather used towels
Turn off the lights and return the keys
Please place used sheets/towels in hamper.
Please bag trash to be discarded by cleaning staff.
Please leave key on black front table next to front door.
Failure to complete these may result in a negative review from the host.

Rules

Any additional person past capacity is $25 per person per day unless prior exception given by hosts.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed
See hosts regarding any event requests.

Smoking

Smoking allowed: in designated areas

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
Parties and events are allowed on site
Note from host: See hosts regarding any event requests.
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, outdoor lighting and a deadlock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Parties and events are allowed on site. Note from host: See hosts regarding any event requests. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, outdoor lighting and a deadbolt lock in all accommodation.

Property is also known as

Vrbo Property
Best of Both World's in Madison IN! NEW Listing!
Best of both world's in Madison IN!<br>***NEW LISTING!***

Frequently asked questions

Does The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! have a pool?

No, this holiday home doesn't have a pool.

What luxury perks are available at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

This property features 1 hot tub, as well as a fireplace and a living room.

What makes The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! a romantic place to stay?

1 hot tub, fireplaces, and private balconies all help set the scene for a sizzling getaway at The Cypress Grove Inn ~Madison, IN!
*5 Star hosts! .

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

You bet! With amenities such as a playground and a BBQ, as well as children's dinnerware and children's books, it's no surprise that The Cypress Grove Inn ~Madison, IN!
*5 Star hosts! is a winner with our family travellers.

Is there a private hot tub at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

Yep, there is a hot tub.

Is there a free airport shuttle available at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

No, The Cypress Grove Inn ~Madison, IN!
*5 Star hosts! does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at The Cypress Grove Inn ~Madison, IN!<br>*5 Star hosts! ?

No, pets are not allowed.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 47 out of 47 reviews
Rating 8 - Good. 0 out of 47 reviews
Rating 6 - Okay. 0 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Annette T.

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

10/10 Excellent

Lucy H.

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
Verified

10/10 Excellent

Jennifer R.

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

10/10 Excellent

Jill D.

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
Verified

10/10 Excellent

Jon H.

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
Verified

10/10 Excellent

ALONZO W.

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

10/10 Excellent

Len C.

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

10/10 Excellent

Kimberley K.

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
Verified

10/10 Excellent

Amy D.

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
Verified

10/10 Excellent

David W.

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
Verified

10/10 Excellent

Jeff N.

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
Verified

10/10 Excellent

Kenny W.

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
Verified

10/10 Excellent

Alicia S.

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
Verified

10/10 Excellent

Thomas B.

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
Verified

10/10 Excellent

Shelley L.

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
Verified

10/10 Excellent

Rebecca C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is absolutely beautiful, immaculate, warm and welcoming! The hosts provided coffee, tea, wine, snacks, toiletries….so much more than we expected. Even though they live on the property, they offer complete privacy unless you need something. We sought them out to sit on the porch in the evenings and visit. They are a beautiful, kind, fun couple. We will definitely be going back, not just to stay in this beautiful place, but to spend time with them as well.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Linda R.

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
Verified

10/10 Excellent

Shelley S.

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
Verified

10/10 Excellent

Ashley B.

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
Verified

10/10 Excellent

Dmitriy N.

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
Verified

10/10 Excellent

Daniel G.

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
Verified

10/10 Excellent

Suzette F.

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
Verified

10/10 Excellent

Shari C.

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
Verified

10/10 Excellent

Thomas R.

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

10/10 Excellent

Marypat C.

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

Cozy & Private

A beautiful home away from home & so very peaceful. I spent a great deal of time on the back patio watching the hummingbirds & the butterflies. Chandra & Tom were kind & friendly; giving great insight to sites & events in Madison IN. It's just a short drive to Clifty Falls State Park, where there is excellent hiking. I would absolutely recommend this lovely place.
Stayed 2 nights in Aug 2023