Holiday Rentals in South Madison

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Holiday Rentals in South Madison

Our top choices for South Madison holiday rentals

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (141)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (194)
"The cottage is a great location, hiking trail, restaurants and pubs in walking distance, and short drive to Madison. It is well-furnished, comfortable and is located on the water with great views. My friends and I would highly recommend this property."
Madison & ~UW~-Madison Area Lakefront Home

On the Yahara River, access to Madison Lakes

10.0 out of 10, Exceptional, (41)
"Beautiful home in a great setting. Really enjoyed our stay. "
On the Yahara River, access to Madison Lakes

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (42)
"We enjoyed our stay!"
The price is €455
includes taxes & fees
24 Aug - 25 Aug
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (84)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House

YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

9.8 out of 10, Exceptional, (163)
"Great spot for a large group of family and friends. Very comfortable size, nice porch/yard and great layout."
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

9.4 out of 10, Exceptional, (103)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Remodeled home with pontoon rental 2 decks Private beach playground volleyball

10.0 out of 10, Exceptional, (4)
"Very nice place. The beds and blankets were so comfortable. "
Remodeled home with pontoon rental 2 decks Private beach playground volleyball

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (160)
"Great stay that was super clean! Would definitely recommend and plan to stay again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (36)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
The price is €174
includes taxes & fees
2 Sept - 3 Sept
Log Cabin at Lake Koshkonong - “The Overlook”

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (62)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (25)
"Would recommend - very good location, nice space, and great host!"
The price is €561
includes taxes & fees
24 Aug - 25 Aug
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (1)
"The Sun Prairie house perfectly met the goals for our family gathering of six adults and golden retriever for social and private space and so many entertainment options! The house was spotless, the neighborhood quiet, with Woodmans close by for shopping. We had 5 days of sunshine, golfing nearby courses, enjoying afternoon pool time, evening hot tub, and bug-free outdoor dining-so private and relaxing! We never ran out of room for food/drinks in the large volume fridge (loved the beverage...
Private Pool - HOT TUB - Sauna - Game Room - Pets

Lakefront Access Cottage on Lake Koshkonong

10.0 out of 10, Exceptional, (11)
"Great little place with convenient access to Fort. It was nice to be a short walk to the lake. Fantastic hosts with very quick communication"
Lakefront Access Cottage on Lake Koshkonong

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (32)
"The lake home was beautiful and located off the lake. Lovely views and very quiet location. The home had lots of space and plenty of rooms to sleep comfortably. I highly recommend this home given the location."
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is €337
includes taxes & fees
24 Aug - 25 Aug
One Bedroom King with Den with views of the heart of downtown.

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (23)
"Prefect"
Paoli Den - Newly Remodeled!

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (14)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is €163
includes taxes & fees
23 Aug - 24 Aug
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Executive Lakefront Home 30 Minutes From Madison!

10.0 out of 10, Exceptional, (94)
"Wonderful stay!!! House was beautiful and clean Would highly recommend this house Owner super nice and accommodating 👍🤗"
Executive Lakefront Home 30 Minutes From 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.
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Top South Madison Hotel Reviews