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Search Holiday Homes in South Madison

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Browse Select South Madison Holiday Homes

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Large Home close to everything, Dogs welcome.
10.0 out of 10, Exceptional, (1)
"We were in town visiting sick family and unfortunately spent most of our time at the hospital. The home was located within 15 mins of UW Hospital and many local restaurants and shopping. The home had plenty of bedrooms and space if traveling with a larger group. We did take our dog and though there isn’t much yard space the neighborhood is great for a walk. Very safe and quiet. The only negative to the house would be the stairs if anyone has mobility issues. You have to do stairs to get to...
Large Home close to everything, Dogs welcome.
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (184)
"Needed a comfortable place for me and me two senior parents. This was the perfect spot and much nicer, cleaner and more economical than a hotel. Greeter in person by the owners who were also next door if we had questions. The fresh cut flowers were a beautiful addition. Thanks Randy and Connie! We will definitely be back!"
A Pleasant Retreat- No Cleaning Fee & New Discounts
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Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, (35)
"House was wonderful and decorated beautifully!"
Legacy Guest House , Mount Horeb WI
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (133)
"We were very comfortable and had everything we needed. The home is immaculate and the theme of the artwork is perfect. We would definitely stay at this property again if possible."
Amazing townhouse, amazing attractions, amazing city!
Conveniently Located just off University Avenue on Madison's West Side
10.0 out of 10, Exceptional, (103)
"Great location near lots of places. Quiet house and location. Would stay here again."
Conveniently Located just off University Avenue on Madison's West Side
Updated 3 bed home close to Downtown Madison
10.0 out of 10, Exceptional, (3)
"Our stay at this home was just as imagined. Would definitely stay there again. We were in town to be with our daughter for Christmas. Our other daughter and their uncle flew in for the holiday. The house is in a great location, and well appointed with everything we needed. Plenty of closet space for belongings to keep everything neat and orderly. The kitchen had everything we needed (but a potato masher ... our daughter brought that over). We had plenty of room for group to eat together, bake...
Updated 3 bed home close to Downtown Madison
Spacious Edgerton Home w/ Private Beach & Views!
9.8 out of 10, Exceptional, (69)
"Communication was great with the owners. Amenities were plentiful, kitchen was very well stocked. Beds and bedding were exceptional. It was very clean and had all the supplies to keep it tidy if desired. Beautiful view of the lake."
Spacious Edgerton Home w/ Private Beach & Views!
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
9.6 out of 10, Exceptional, (12)
"Beautiful spot to have special family time and everyone was comfortable with plenty of space. Kitchen and family room spacious and beautiful…even on a rainy day wonderful bright and cozy. We loved our stay"
A-Frame Arbor One Block From The Beach-Four Beds and Four Bathrooms!
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (132)
"The house was clean and nicely decorated. The lake view was amazing. We really enjoyed our stay."
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Social Distance in Our Gorgeous, Private Retreat in the Woods
9.4 out of 10, Exceptional, (50)
"Easy to reach from Chicago, and near great hikes and not far from Madison. Kind host with great communications - cozy and warm for a perfect winter getaway."
Social Distance in Our Gorgeous, Private Retreat in the Woods
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, (13)
"We loved our visit to Madison, made even more special with our stay in this awesome retro house! All of the special touches throughout the house were amazing, we would definitely stay here again in the future."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (17)
"Our stay at the Pink Acorn was amazing! Kelly truly makes her guests feel welcome. She left a sweet note and lovely treats. The house is stocked with everything you need and was exceptionally clean. The beds are super comfortable and have nice cozy blankets. Am added bonus was seeing rabbits and chipmunks in the backyard. Kelly leaves directions to walk to the beach around the corner and it’s a must do…and make sure to grab some ice cream at the shop across from the park."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, (46)
"Our stay was great! The house is located in a very nice and well kept neighborhood. The interior of the house was very tasteful decorated and comfortable. It is a real plus to have the extra basement bathroom. If we are in the area again we would definitely stay here."
Newly renovated home close to downtown New Glarus
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, (3)
"Overall nice little place, I was very thankful for the fans to promote air movement. Thanks for sharing your home with us."
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Family-Friendly Lake Waubesa Home: Boat + Swim!
10.0 out of 10, Exceptional, (1)
"We were so impressed with everything about this property! The lakefront location was breathtaking and the home was comfortable, spotlessly clean, and beautifully decorated. The property owners offer many amenities that we would typically pack, dish soap/sponge, coffee filters, spices, etc. They have remembered every last detail to ensure a comfortable stay. The lakefront sunroom with its wall of windows was our favorite spot for morning coffee and an evening sunset! We would 100% return to this...
Family-Friendly Lake Waubesa Home: Boat + Swim!
Perfect get away Lake Ripley Lake House
10.0 out of 10, Exceptional, (2)
"Cambridge is a fun town. Made many new friends. Look forward to coming back in the summer. Our rental house had everything we needed. Nice quiet location."
Perfect get away Lake Ripley Lake House
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (13)
"This house was perfect for my extended family to meet up for a wedding in Sun Prairie. The home was spotless and there were so many extra touches that made our stay wonderful. Ex: daughter ended up with a hole in her dress and we were so happy to see there were little sewing kits left for our use. Also, Adam allowed us to access the home a couple of hours early. Much appreciated!"
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Welcome to the Treehouse. Our home away from home and hopefully yours too.
10.0 out of 10, Exceptional, (62)
"gorgeous part of country"
Welcome to the Treehouse. Our home away from home and hopefully yours too.
Home away from home!!!
9.4 out of 10, Exceptional, (8)
"The location of this property is perfect: near a bunch of shopping and downtown Sun Prairie, and a straight shot into Madison. The space was great, clean, spacious, and all the amenities you need for a week or a weekend. We will definitely be coming back!"
Home away from home!!!
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See all available properties in South Madison
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in South Madison

Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (133)
"We were very comfortable and had everything we needed. The home is immaculate and the theme of the artwork is perfect. We would definitely stay at this property again if possible."
Amazing townhouse, amazing attractions, amazing city!
Large Home close to everything, Dogs welcome.
10.0 out of 10, Exceptional, (1)
"We were in town visiting sick family and unfortunately spent most of our time at the hospital. The home was located within 15 mins of UW Hospital and many local restaurants and shopping. The home had plenty of bedrooms and space if traveling with a larger group. We did take our dog and though there isn’t much yard space the neighborhood is great for a walk. Very safe and quiet. The only negative to the house would be the stairs if anyone has mobility issues. You have to do stairs to get to...
Large Home close to everything, Dogs welcome.
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (165)
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

South Madison Holiday Homes information

Number of reviews
860
Accommodation
86 Holiday Homes
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Highest Price

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