
Vacation rentals with breakfast in Madison
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Top-rated breakfast rentals in Madison
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Popular amenities for Madison breakfast rentals
House rentals with breakfast

The Hillside B&B. Home w/ Breakfast Service!
Everything about the Hillside B&B was fabulous, especially Monica. There were eight adults and two children, and we all found our space and it never felt crowded. The setting is so beautiful. Nestled in a hillside, a beautiful pines, privacy on all sides and a spectacular view. The beds were comfortable and the linens soft and lovely. It was wonderful to be able to have breakfast together served by this delightful host. Everything was perfect.

Galena home close to Main St with parking and deck
We had a mother/daughter few days and Deb’s place was perfect and met all of our needs!! Great place to stay!!

Waterfront - Hot Tub - Sauna - 30 Min to Madison
Beautiful house, fully stacked with everything you need. Hot tube and sauna was amazing and relaxing. Great outdoor play for kids and adults. Kayaking on the lake was great experience and a lot of entertainment inside the house. Everything is clean and new. View from the windows is awesome. Tim was very helpful and responsive.

Galena Retreat-Cogan View!
Beautiful home in a beautiful place! Highly recommend

The Fancy Nancy
Very nice home and Kenisha was very responsive. This home will always be my go to when I’m back home

Private Lake House, with boat option- 14 beds
This house was perfect for our group! There were plenty of beds for all of us, plenty of extra air mattresses to use and tons of extra linens and towels. The rooms were clean and cozy. The living space was warm and inviting and the kitchen was STOCKED with anything we could have needed! The house was clean and ready for us - even a little earlier than planned! Jeff was a fabulous host to work with. From the day we reached out to inquire about the property, he was responsive, friendly and helpful. The highlight of our weekend was spending the beautiful sunny day outside - looking at the water and relaxing with friends. There was plenty of comfortable seating outside - including a fire pit that we used to make s’mores one evening. Some of us took out the canoe and enjoyed our time on the beautiful lake. Our group lives about 50 mins away and we truly felt like we were far from home on vacation! I highly recommend this property and would definitely work with Jeff again in the future!

A Traveling Executive's Home Away From Home!
We stayed here for about 2 months due to having work done on house and I was extremely happy. I would definitely stay again. Right by lake with lots of nature and boat activity on lake which was nice to watch. My dogs enjoyed the spacious area to take for walks.

1891 Home - Steps to Downtown & Free Breakfast
We thoroughly enjoyed our stay. The house was super clean, spacious, and charming—I only wish we had had more time to enjoy the lovely porch and get out in the neighborhood. The kitchen had everything we needed to cook in, the beds were comfortable, and the baths updated with plenty of towels. There are a lot of nice touches for visitors— hooks in the entryway for jackets, a baby gate to keep the dogs downstairs, big table in the dining area, and a spacious mud-room for all of our bags and such. The house is on a nice residential street but close to town and shopping, and it was an easy drive to the events we were attending in Jefferson and Johnson Creek. We would definitely stay here again if we are in the area.
Apartment rentals with breakfast

one bedroom apartment- self check-in
Lori's place was absolutely fantastic! It was so cozy and I loved staying in as much as I did going out. Lori's check in and check out was an introverts dream but Lori was responsive and just a text away if I needed anything. I absolutely would stay here again!

NEW! Boutique Inspired 2BR Loft, Lake Geneva
We had a wonderful time. The location was great and the apartment was clean set up perfectly. Thank you!

Derinda house B&B private apartment.
This was my fourth time staying at Sandys and each time is just as enjoyable as the last. Her new wallpaper in the kitchen, bedrooms, and master bath are beautiful. She has a real knack for decor. She's always super helpful, kind, and her breakfasts dont disappoint! If you're looking to relax in a peaceful setting, but still be close to downtown Galena, this is THE place to stay.

Spacious 1BR @ Club Wyndham Glacier Canyon
The host is extremely kind, was flexible with my needs and I had an amazing time during my stay. The staff @Glacier Canyon were mediocre, however I cannot complain! Highly recommend booking your vacation here 🏊🏼♂️🤩
Bed and breakfast rentals with breakfast

Greenbriar Country Inn-Room # 6...Private entrance
Great stay, incredibly kind and welcoming hosts

Mendota Lake House - Gore Vidal Room
A great place to stay if just looking for a place to crash! They are planning to do some renovations soon and we definitely will be back to check them out . The parking situation was difficult but we found a parking garage about a 10 minute walk away and all was well. Overall we had a great stay and will be back :)

Rose Room - Steampunk Manor Bed & Breakfast
We absolutely LOVED our stay at Steampunk Manor Bed & Breakfast. We stayed in The Rose Room for 2 nights. The room itself was beautiful and so were all the other rooms we were allowed to sit in. There were SO many interesting things to look at. Even a mandolin that Carl played for a bit and a pump organ we could try to play. The wrap around deck was lovely! We enjoyed it on 3 separate occasions - once to just sit and rocked on the porch swing, once as we sipped wine at one of the tables loving all the beautiful flowers and again in the morning sipping coffee at another table. And the 3 course breakfasts were superb! Never have we had such great food at an AirBnB that we stayed it. AMAZING! Daniel and Irina were wonderful hosts! We thoroughly enjoyed our 2 nights at this fabulous bed and breakfast. ♥♥♥

Victorian Manor Bed and Breakfast, LLC - Bed #2
My stay was nothing short of exceptional. The hosts went above and beyond to make me feel at home, and the cozy atmosphere made it feel like I was staying at my grandparents' country house—warm, personal, and welcoming. The interior is beautifully authentic and gives the place a unique charm. Every detail was carefully thought out, and there were so many little extras I didn’t expect, like snacks packed for my early departure and always available complimentary hot/cold water. The hosts adjusted breakfast to accommodate any dietary preferences or allergies, which made me feel incredibly cared for. I couldn't recommend this place more.

Farm Bed & Breakfast
Dorothy was so kind and flexible in our arrival. We enjoyed a beautiful fire in the evening and the room was so comfortable, cozy and clean. The farm area is so gorgeous and peaceful. Enjoyed our morning coffe on the front porch and she made pumpkin french toast for breakfast. A lovely getway that was very peaceful and a great value.

Galena, Luxurious Suite in B&B
Absolutely phenomenal! We loved that we could bring our pup and explore this treasure of Illinois! 10/10 would come back again!

Shane Acres Bed and Breakfast - Garden View King
Just a quick stop in transit, but it was a very relaxing and comfortable one. Debi and Patrick were very kind and welcoming. Everything was spotless. I needed to leave early the next day, but Debi was kind enough to leave a delicious breakfast “parfait” (yogurt, fruit, and granola) in the fridge for me. Additionally, as a birdwatcher and nature enthusiast, I found nearby Horicon Marsh NWR absolutely stunning and full of life. I will definitely stay here again on my trips between home and the U.P. Thanks, Debi and Patrick!

Lillian and Alfredo - Ringling House Bed & Breakfast
Really enjoyed our stay here! We only stayed one night after some hiking at devils lake (10 min drive only), but it was a perfect get away. Julie was super nice and made us feel at home. She gave us recommendations and we even ran into her and her husband at a restaurant down the street. She made us a great breakfast in the morning, even accommodating to a gluten-free diet! The place itself was super cute and had a lot of life and history to it. They’ve done a great job of keeping the place’s old school vibe with modern amenities. We met one of the other couples staying there, who were very nice as well, but we also had our privacy. I highly recommend and will probably be back for a longer hiking trip. Thank you!
Quick stats about vacation rentals with breakfast included in Madison
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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