
Vacation rentals with breakfast in Madison
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Top-rated breakfast rentals in Madison
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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.

1 block to the Lake, then 2 blocks to Downtown
If every host could be like Ryan and Angela - this app would be a much better place. They were extraordinarily communicative, attentive and eager to ensure all needs were met. The house was perfect (with a lot of character) - and is a couple of blocks away from the lake and lake trail. Also very close to downtown (for those who don’t mind the walk). Overall, this house is perfect for families looking to create long lasting memories and is managed by hosts that will go out of their way to make it so.

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!!

Greenbriar Country Suites
Greenbriar is lovely and comfortable, the staff are terrific. Bill is very accommodating and helpful. We went as a group and rented every room for three days, it was wonderful!

Waterfront - Hot Tub - Sauna - 30 Min to Madison
I had an amazing time at this lake house! The property was peaceful, beautifully kept, and had stunning views of the water, perfect for a relaxing getaway. The house itself was clean, cozy, and well-stocked with everything we needed. We had so much fun using the paddle boards on the lake, such a great way to enjoy the calm water and scenery. The jacuzzi and sauna were also huge highlights and made the stay feel extra special. The host was responsive and kind, making the whole experience smooth and enjoyable. I would definitely recommend this place to anyone looking for a peaceful retreat surrounded by nature.

Galena Retreat-Cogan View!
Michelle’s home was wonderful. The location is very serene and the house was exceptionally clean and well equipped for a relaxing stay. The house has bedrooms and bathrooms on all three levels, along with a screened in porch, multiple decks, and two fireplaces, with easy access (no stairs) to the main entry. Seating throughout the home is invitingly cozy and comfortable. There was a welcome basket of treats in the kitchen, such a nice touch. We really enjoyed our time at this lovely home.

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!
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

Black Walnut Suite @ Cherry Tree Inn B&B
I definitely recommend, whatever you're a fan of The groundhog Day or not ! Everything is delightful over there !

Charles and Edith Room - Ringling House Bed & Breakfast
Julie and Stuart were wonderful hosts. Very welcoming and were even able to accommodate gluten free dietary needs. Beautiful home with so much history. Walkable to downtown and super close to many other options. Highly recommend!

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. ♥♥♥

Floyd & Dorothy - En Suite Bath - The Rectory Bed & Breakfast
The Hosts were wonderful and it was exactly the respite I needed. For a true B &B experience I highly recommend the Rectory.

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!
Quick stats about vacation rentals with breakfast included in Madison
Total rentals
40 properties
Nightly prices starting at
R535 ZAR 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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