
Pet-friendly vacation rentals in Madison
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Madison
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Walnut Street Saloon BNB
Step back in time to enjoy a historic tavern-turned-getaway in downtown Madison, Indiana. This spacious home, once a bustling town staple, combines rich history with modern amenities. Immerse yourself in Madison's vibrant heritage while staying just blocks away from locally owned shops, bars, and restaurants, as well as the beautiful Ohio River. It's the perfect vacation spot, whether you're here to shop, explore Clifty Falls State Park, or check out one of Madison's many festivals and events.

The little house
Located right in downtown historic Madison just a few blocks from the river, great restaurants, bars, hiking trails and all the different events going on In Madison. Full kitchen, washer dryer, and a firepit with seating out back, everything you could need for a relaxing stay! *House was previously smoked in as a rental and a guest at the beginning of my Airbnb journey. I am working diligently on removing the smell. I just disclaimer for anyone that is super sensitive to light cigarette smoke*

The Main St. Oasis - Heart of Downtown Madison
Welcome to the Main St. Oasis in the heart of Historic Downtown Madison! We're steps away from Lanthier Winery, shopping, fine dining, the Ohio River, a bakery underneath the apt & have a coffee shop right across the street. Close to Clifty Falls State Park (3 min) & Hanover College (9 min). Enjoy a unique retro-western theme, with games & luxuries for all ages. Perfect for couples, families, or small groups. Ideal for exploring Madison’s top attractions or relaxing in comfort right on Main St!

Annies river house!
Your group will enjoy Annies River House! Located on Main Street in beautiful historic Madison. We are just blocks from the majestic Ohio river, shopping, eateries and wineries! Rent a golf cart and maneuver through town with ease! Take in the history, the beauty and architecture of times past and know you have a comfortable spacious place to retire at the end of the day at Annies River House! Additional $10.00 per guest over two. One time fee. Additional $75.00 pet fee. One time fee.

Cozy Cottage downtown *Pets*Trails*firepit*Clean
Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

Madison's only Yurt experience!!!
You'll love this unique and romantic escape in the hills of southern Indiana! Located just 20 minutes from beautiful downtown Madison and Vevay. Enjoy the countryside in your very own yurt. Come relax after a hard day of shopping in downtown Madison or after a late night at Belterra casino. You will love the warm inviting boho style of decor while enjoy the beautiful sunsets from the deck. The stars look so close you could touch them from the grassy hillsides of this enchanting property.

Fiona’s Boho Retreat
Did you ever wish you could decorate for your own personal pleasure? Our kids are grown so that’s what we’ve done! If you are searching for Pottery Barn decor you will be disappointed BUT if your adventurous side likes eclectic,boho meets MCM space that’s not perfect but perfectly lived in, this is for you. Walkable to downtown, 3.5 blocks to the beginning of the tourist area and 4 blocks from the river. On a quiet street,great neighbors and pet friendly. We hope you enjoy!

Riverview Historical Retreat
Full time Airbnb home in Historic Downtown Madison. This two bed, two bath home overlooks the Ohio River and includes a fully stocked kitchen, washer/dryer, screened in back porch, internet, keyless entry, and more Centrally located next to Bicentennial Park, enjoy one of the many restaurants, bars, parks, and local events, or enjoy a quiet weekend away with a weekly Music/Movie by the river, a local farmers market, and shops. There is something for everyone to enjoy in Madison

Mulberry Cottage In The Heart Of Downtown Madison
This quaint studio cottage is located in the heart of Madison, Indiana. The entire building was fully renovated in 2020 and offers a modern luxurious stay in our beautiful historic town. This property features off-street parking, fast private WiFi, and complimentary beverages/snacks. Within walking distance of shopping, restaurants, and all downtown events. Few properties come close to the accessibility that this Madison cottage provides. We look forward to hearing from you!

Peaceful Houseboat off the Ohio River
This floating home is located in a beautiful setting in a cove off the Ohio River. Drive to nearby towns and visit antique shops and restaurants in Vevay and Madison, Indiana. Clifty Falls is a great place to hike. Beltera Casino Resort is down the street and the marina is also close to Rising Sun, Hollywood Casino, and Sunset Grill on the water in Warsaw, Kentucky. Conveniently located close to The Neeley Family Distillery. Some have visited the Ark while staying here also.

Secluded Country Home in Historic Hoosier Hills
You’ll love the property because of the private secluded location and the views. The property is good for couples, solo families (with kids), all girls/boys gatherings and big groups. The house has over 1900 square feet of living space plus a sunroom looking over the pond and woods. There are two TVs with cable connection and one tv with an antenna. One TV is in the common living area and the other tv's are in two bedrooms, Catch and release fishing is permitted.

2 King Beds-1 Block to Main St-Privacy Fenced Yard
🏠 This updated historic home features two bedrooms, both with king beds, and one full bathroom with a washer and dryer. The home is clean and charming, sure to be just what you need for a family trip, girls' weekend, or romantic getaway! 🚸 Enjoy a brief walk to all that downtown Madison, Indiana has to offer. It is also a quick drive to Madison's hilltop, Hanover College, and Clifty Falls State Park. 🚙 On street parking only.
Popular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

Riverside cottage sleeps 4

Bicentennial Park View

The Nature House

Mulberry Manor*Walkable*8 Guests*4 Bed/2.5 Bath

The Riverstone Getaway in historical Madison, IN

The Cozy Couch

• Rhythm&Blues • *Pets welcome*Golf Cart available

Aquantis: Sleeps 6, Pets OK, Steps from Main St
Private, pet-friendly home rentals

'The Bovard Lodge' Rustic Cabin Near Ohio River!

The Aviator: Serene Ambience & Stylish Comfort

Auralis: Sleeps 8 - (Pictures not updated)

Delaney's Saloon

The Hanover Hideaway

Jefferson Off Main: *4 Beds*King Beds*Walk to Main
Pet-friendly home rentals with a hot tub

Little Lamb Retreat at the river

"Madison Manor II” Hot Tub, Patio, Fire Pit, Grill

Madison Manor by the River: Hot Tub, Downtown

"Madison Manor I” Hot Tub, Patio, Fire Pit, Grill

Historic 1830s Log Cabin in Madison, IN
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $216 CAD | $207 CAD | $223 CAD | $224 CAD | $231 CAD | $219 CAD | $267 CAD | $228 CAD | $268 CAD | $228 CAD | $238 CAD | $226 CAD |
| Avg. temp | 2 °C | 4 °C | 9 °C | 15 °C | 20 °C | 25 °C | 27 °C | 26 °C | 22 °C | 16 °C | 9 °C | 4 °C |
Quick stats about vacation rentals that are pet-friendly in Madison

Total vacation rentals
Explore 30 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Madison vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Western North Carolina Vacation rentals
- Chicago Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Pigeon Forge Vacation rentals
- Downtown Chicago Vacation rentals
- Northeast Ohio Vacation rentals
- Asheville Vacation rentals
- Indianapolis Vacation rentals
- Detroit Vacation rentals
- Southern Indiana Vacation rentals
- St. Louis Vacation rentals
- Ark Encounter
- Buffalo Trace Distillery
- Creation Museum
- Perfect North Slopes
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Versailles State Park
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Charlestown State Park
- Falls of the Ohio State Park
- Turtle Run Winery
- Big Four Bridge
- Kentucky Science Center
- Waterfront Park
- River Run Family Water Park
- Big Spring Country Club
- Frazier History Museum
- Evan Williams Bourbon Experience
- Hurstbourne Country Club