Holiday rentals with breakfast in Madison

Your Madison Home Base

The historic Regent neighborhood where my comfortable and esthetically pleasing 1930s home is located is a walk from the UW campus and Camp Randall stadium and many of the city's major hospitals and parks. The house retains many period amenities but with a newly remodeled and spacious kitchen. Madison is a compact, lively diverse city and staying on this stretch of Kendall Avenue ("Bike Boulevard") puts you within easy reach of all MadCity has to offer from a quiet and restorative home base.

The Hillside B&B. Home w/ Breakfast Service!

This home is a unique take on a classic B&B. A private driveway and entrance gives you full access to first and second floors of this entire historic house. A private breakfast served exclusively for you and your guests (optional). The basement is the private apartment of the owner which has its own driveway and entrance to maintain your privacy during the stay. Home is located on a quiet wooded lot. Minutes away from all the Dells area entertainment and dinning and attraction. #VLD000488

King Suite - Game Room - Large Groups - Yard

🔸Ideal location near Sun Prairie parks, restaurants, & shopping 🔹Sleeps large groups - 2 King, 2 Queen, 1 Full + 1 Queen floor mattress 🔸Game room w/ poker table, 50" smart TV, ping pong, Pacman arcade game, foosball, futon, & board games 🔹Open concept main level w/ updated kitchen, large dining table, & spacious living area 🔸Kids toys, highchair & pack n’ play 🔹You'll find "The Kohl Center, UW-Madison, Camp Randall Stadium, The Capitol, & The Alliant Energy Center" within 25min

Peaceful, artistic home in the heart of downtown

This inviting, historic home is situated in the most walkable, friendly neighborhood in the city. Just around the corner is a local co-op, loads of quality restaurants, cafes, coffee shops, a park, and easily accessible public transportation. The Capitol and State Street are only about a mile away, making this an ideal location for people in town for business or pleasure. Bright, peaceful, cozy, and outfitted with every convenience in mind, this property will make any guest feel at home.

Luxeview on Como

Time to get cozy at Luxeview on Como. Truly an Entertainer's Delight with plenty of activities to do inside by the cozy fireplace or upstairs in one of two entertaining spaces! This handsome Lakeview Home is centrally located to all that Como has to offer, just steps from the Lake. Enjoy the sound system, smart TV's, entertainment rooms & entertaining spaces throughout. If guests are looking for a luxe stay, with a luxe view, and luxe entertainment, Luxeview is your Home Away from Home.

Red Lodge - Game Room, Hot Tub, Near Lake

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

Cozy, Sunny Artist's House (UW/Near West)

Our historic, art-filled home is close to the UW hospital and campus, but is located in a quiet and pretty neighborhood. Madison is known for its open-mindedness, amazing farm-to-table restaurant scene, walk- and bike-ability, and lots of performing arts for the small size of the city. We're Superhosts in our tenth year and we'd love to comfortably accommodate you. Please take the time to read our entire listing if you'll be staying with us to learn details about the house.

Rural Driftless Region Stay with Pastoral View

Comfortable country decor highlights a 2nd floor view of the secluded farmstead including summer vegetable gardens, outdoor cats, and an Aronia berry orchard. A mile's worth of hiking or silent winter sports trails meander throughout the property; perfect for discovering songbirds, wildlife; unwinding & connecting with nature. Nearby tiny rural towns host seasonal events; enhancing the pastoral & bucolic atmosphere. The rolling hills offer rewarding biking experiences.