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Compare 118 Vacation Homes in South Madison with updated reviews, rates, and availability.

A Pleasant Retreat- No Cleaning Fee & New Discounts
Street view of front yard

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (220)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is SAR 845
SAR 1,082 total
includes taxes & fees
23 Jan - 24 January 2025
A Pleasant Retreat- No Cleaning Fee & New Discounts
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Outdoor spa tub

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (99)
"Exquisitely laid out and decorated to blend perfectly with nature’s beauty. Attention to detail and wonderful amenities. You will not be disappointed with this cozy private retreat!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Outdoor dining

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

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is SAR 958
SAR 1,949 total
includes taxes & fees
1 Jan - 2 January 2025
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Living area

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (25)
"We were celebrating our son's graduation. This was a perfect spot and couldn't be happier with our selection. We will definitely stay here again if the need arises. "
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Two bedroom suite with city views in the heart of downtown Madison
Private kitchen

Two bedroom suite with city views in the heart of downtown Madison

10.0 out of 10, Exceptional, (14)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is SAR 1,048
SAR 1,357 total
includes taxes & fees
25 Dec - 26 Dec
Two bedroom suite with city views in the heart of downtown Madison
Studio queen with views of Lake Monona in the heart of downtown Madison
Living area

Studio queen with views of Lake Monona in the heart of downtown Madison

9.0 out of 10, Wonderful, (4)
"Was in town for UWM parents weekend and wanted something more than a simple hotel room as I was going to be there for nearly a week. The Saddlery for the bill. Location was amazing. Having a kitchenette meant I could fully enjoy the great farmers market that weekend. And the view out my window of the lake was a perfect way to wake up. Manager was very responsive. Everything was as stated. TV/media set up would benefit from updating, but it actually didn’t matter as it allowed me to tuck into a...
The price is SAR 672
SAR 871 total
includes taxes & fees
31 Dec - 1 January 2025
Studio queen with views of Lake Monona in the heart of downtown Madison
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Exterior view facing lake

Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful location and wonderful spacious house. Owner was very great at communicating with us and even sent me information about potential auroras that may occur. They were always very responsive to any questions I had. I also had the opportunity to learn about the history of the house, which to me is always very interesting! Decor is very warm and cute!"
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona
Miscellaneous

Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona

8.0 out of 10, Very Good, (2)
"Great property, great location. Very enjoyable stay."
The price is SAR 723
SAR 1,676 total
includes taxes & fees
9 Jan - 10 January 2025
Madison Luxury Home With Hot Tub - 10 min to UW- Walk to lake Monona
Eagle's Landing on the Rock River, Pontoon available for additional fee
Boat house deck

Eagle's Landing on the Rock River, Pontoon available for additional fee

10.0 out of 10, Exceptional, (10)
"Great property! Want to return next summer for a family vacation."
Eagle's Landing on the Rock River, Pontoon available for additional fee
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
Beach

Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat

9.4 out of 10, Exceptional, (41)
"Communication with Tammy was great from before we booked the lake house until we checked out - very timely, friendly and professional. The house was clean, plenty of room, included everything we needed and had beautiful view. Best of all, we were able to bring our pets! We would love to come back in the summer and take advantage of warmer weather and all the goodies she has for the lake. Thanks for helping us find a great place to stay!"
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
Home away from home!!!
Property grounds

Home away from home!!!

8.6 out of 10, Excellent, (11)
"This is a basement apartment in a gorgeous neighborhood. Took us about 25 minutes to get into the campus area, which we came to see. Great WiFi, we worked during tne day, house was quiet. Comfortable bed, sofa couch, and large bathroom. It was cool but there are portable heaters that were perfect. Close to a grocery store. Also, Gus’s Diner was minutes away and had very nice food. Great pizza close by too. House is next to an open space, saw cranes and goldfinches. Great place to stay. Hosts...
Home away from home!!!
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Country setting

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (144)
"We have stayed multiple times, and always enjoy the country setting; cleanliness; well equipped, large kitchen; nearby dog park; and wonderful hosts. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Lake Monona Waterfront + HOT TUB + Game Room
The canal does not fully freeze in the winter, but if you walk 3 blocks down, you can access the frozen part of the lake for ice fishing.

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (27)
"Excellent location with beautiful view of the canal. Kids enjoyed watching the ducks and squirrels. Had everything we needed to enjoy our family quality time"
Lake Monona Waterfront + HOT TUB + Game Room
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more
Perfect for a summer family retreat!

Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more

9.8 out of 10, Exceptional, (7)
"Property was perfect. We were there for a bachelor party and the house was big and clean. Perfect balconies overlooking the front yard and pool area. Pool was perfect! A lot of brush surrounding. The sauna may have been the best part of this house! Be sure to use quiet hours at 10, although, you do not have any direct sight of any houses. Would recommend for larger groups!"
Authentic Swiss Chalet w/ private saltwater pool, sauna, grill, fire pit & more
HOT TUB - 20 min to Capitol - KING Bed - Fireplace
Deck, hot tub, furniture, charcoal grill, fire pit, and games highlight our large back yard.

HOT TUB - 20 min to Capitol - KING Bed - Fireplace

9.8 out of 10, Exceptional, (6)
"My adult children (including SIL) and my partner and I wanted to visit Madison for the first time. While the house is a little further from downtown (20 mins.) than we might have liked, it was worth it for the size, comfort and cleanliness of the house. We had plenty of room and all of the necessities. We pretty much just slept and had breakfast at the house, but it would've been great if we'd needed to spend more time there. (I was looking forward to using the hot tub and Pacman machine,...
HOT TUB - 20 min to Capitol - KING Bed - Fireplace
Executive Lakefront Home 30 Minutes From Madison!
Ariel View...Property is on a 1.2 acre lot with 117 feet of frontage on the Lake

Executive Lakefront Home 30 Minutes From Madison!

10.0 out of 10, Exceptional, (85)
"Beautiful property. Very well equipment. "
Executive Lakefront Home 30 Minutes From Madison!
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family
Private kitchen

Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family

10.0 out of 10, Exceptional, (13)
"Everything is organized perfectly. Much thought has been put into making sure that guests are fully accommodated and comfortable. Beautiful extra touches left that show great consideration from the hosts! "
Elegant Space–Premium Kitchen–Spacious & Ideal for Gathering w/ Friends & Family
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More
Miscellaneous

Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More

10.0 out of 10, Exceptional, (18)
"Plenty of room for everyone and nice location for our weekend getaway. Far enough from the hustle and bustle but close enough to have things to do! Enjoyed an afternoon of antiquing and exploring Madison which is a short drive. Grocery store and gas station located within minutes of the property. Relaxing lake side location and views. Would definitely recommend!"
Lakeside Retreat at Lake Ripley - Sandy Beach, Dock, Kayaks, & More
Family-Friendly Lake Waubesa Home: Boat + Swim!
McFarland Vacation Rental | 3BR | 3BA | Stairs Required | 1,794 Sq Ft

Family-Friendly Lake Waubesa Home: Boat + Swim!

9.8 out of 10, Exceptional, (9)
"Grandparents, parents, teen, college and young adult family members enjoyed the retro summer camp vibe in this historic house. The glassed in porch with fireplace was perfect for watching the lake and birds. Kitchen fully stocked for cooking our Thanksgiving meal. All bedrooms are on 2nd floor, with just one bathroom one each floor of the house...felt a little less private than we're used to, but the space overall felt so cozy and as if it was our own treasured family getaway...made up for any...
Family-Friendly Lake Waubesa Home: Boat + Swim!
Beach House
Terrace/patio

Beach House

10.0 out of 10, Exceptional, (24)
"We celebrated my mom's 70th Birthday. I would absolutely rent this property again!!"
Beach House
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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Other property types in South Madison

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

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

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is SAR 958
SAR 1,949 total
includes taxes & fees
1 Jan - 2 January 2025
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Amazing townhouse, amazing attractions, amazing city!
Space for everyone!

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (159)
"Relaxing four getaway night stay with a dear friend. Location is perfect and close to top notch restaurants, grocery stores, and downtown Madison. Quiet neighborhood. Timely, friendly communication with owners. Comfortable beds. The unit is clean, stylish, comfortable and we loved our stay! "
Amazing townhouse, amazing attractions, amazing city!
Madison & ~UW~-Madison Area Lakefront Home
Another perfect sunset at the Cottage!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (183)
"The lake cottage was absolutely beautiful!! The home was very clean and organized and not to mention the amazing views!! The host was great at responding to any questions we had too. We will definitely be back! "
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.