Holiday Homes in Madison

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Featured Holiday Homes in Madison

Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, (37)
"Very good stay!"
Legacy Guest House , Mount Horeb WI
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (80)
"Everything was absolutely great! Location was perfect, lots of good restaurants and shopping near the house. Beautiful scenery and tranquil setting for relaxing. House was just as advertised and had everything we needed. Hosts are amazing and so kind! You’ll love the visits from their pups! Highly recommend!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (137)
"We really enjoyed our stay and wished we could’ve stayed longer! It was very clean and had everything we needed. The views were spectacular! The location was excellent! We’ll definitely be staying here again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (18)
"This is our second visit to the property and are pleased to say high standards have been maintained. The property is comfortable and very clean. We also like the location. Would certainly return."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (133)
"We loved our stay. The house was comfortable and clean. It had all the amenities. The location was spectacular, and the backyard was super peaceful. Joan was a great host and communication was easy. There are three bedrooms for six people and a full-size futon, which is great for our group of 6."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (190)
"The gardens are better than the pictures."
A Pleasant Retreat- No Cleaning Fee & New Discounts
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, (49)
"Great place for us. Came for a nearby high school graduation so spent time out and about with family. The house was a reat place to come back and rest each evening. Great town , will need come back again to explore the fun places in town"
Newly renovated home close to downtown New Glarus
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, (15)
"St pattys fun with friends and family"
The price is NZ$1,424
includes taxes & fees
17 Jun - 18 Jun
Waterfront w/ HOT TUB + King Suite + Game Room
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
10.0 out of 10, Exceptional, (117)
"The home was clean and quiet and very comfortable. We spent time on both the upstairs and downstairs porches drinking coffee in the morning, a little wine in the evenings. The only scary thing is the driveway up for me. No problem for my husband, though! Great place!! Would stay here again!"
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
9.4 out of 10, Exceptional, (37)
"This is a great house in a quiet neighborhood. The views of the lake were amazing! The pictures don't do it justice. We were very pleasantly surprised by how spacious the great room was and how much seating was available. Likewise the deck was a pleasant surprise with both comfy cushioned furniture as well as firmer chairs. Something for everyone and just a great place to hang out with lovely breezes from the lake. I contacted the host once for something I could not find and she responded...
Sweet beach front on Lake Koshkonong w/lots of room & a Paddleboat
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (14)
"The home was spacious and well stocked. The owners even left us a tasty loaf of locally made bread which we enjoyed with one of our meals."
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (137)
"We really enjoyed staying at The Badger Den! The location is perfect to accessing all of Madison, and it's located in a nice quiet neighborhood. The Hosts were VERY responsive and checked in to make sure we had everything we needed to make our stay great! The beds were super comfortable, plenty of towels, and everything else you could think of to make you feel right at home. It was super fun to watch movies/TV on the projector in the downstairs Badger Den! We would definitely stay here again!...
Amazing townhouse, amazing attractions, amazing city!
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
10.0 out of 10, Exceptional, (28)
"In spite of a storm that felled many trees Thea and crew worked OT to allow us in. A truly wonderful place that we will return to time and again!"
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, (4)
"Our family enjoyed a delightful weekend stay at the EarthHouse for the graduation of our oldest son from UW. Pam wished us well from the onset & was extremely helpful when we added our middle son to our stay. At the time of booking, we were unaware that he would be able to join us for the graduation festivities. However, Pam accommodated our changing needs after arrival without creating any anxiety for us on our exciting weekend. We enjoyed a fantastic dinner in Mt Horeb Friday evening at Bistro...
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Waters Edge Private Cottage
8.0 out of 10, Very good, (4)
"Cute lake cottage- reminded me of my parents home- great communication with Chris regarding TV issues- could have been cleaner-you could see dirt/ dust under bed in single queen room when sitting on living room couch Overall worked great little place"
Waters Edge Private Cottage
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
9.4 out of 10, Exceptional, (43)
"We ad grandparents, siblings and parents at the house. It was perfect! View great in the morning, and great host who was super responsive."
Waterfront Lake Ripley getaway. Kayak, paddleboard and fish from private pier!
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
10.0 out of 10, Exceptional, (14)
"Very nice and clean place!! Not too far from town but far enough away to feel like you're secluded. Travis was very responsive and helpful with recommendations on things to do and places to eat. If we go out that way in the future, we would definitely like to stay here again!!"
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (20)
"The place perfectly suited our needs. We especially appreciated the packet with helpful tips on the surrounding area. The property manager was very easy to communicate with and you could tell how much they cared about providing a good experience,"
The price is NZ$884
includes taxes & fees
18 Jun - 19 Jun
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!
10.0 out of 10, Exceptional, (73)
"The house was in a great location. We brought our little boat and had an awesome time on the lake. The owner was super helpful, great weekend."
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!
Social Distance in Our Gorgeous, Private Retreat in the Woods
9.4 out of 10, Exceptional, (51)
"We were in town for graduation and this provided a nice retreat from the crowds! Plenty of space and beautiful setting."
Social Distance in Our Gorgeous, Private Retreat in the Woods
Don't see what you're looking for?
See all available properties in 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 Madison

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (80)
"Everything was absolutely great! Location was perfect, lots of good restaurants and shopping near the house. Beautiful scenery and tranquil setting for relaxing. House was just as advertised and had everything we needed. Hosts are amazing and so kind! You’ll love the visits from their pups! Highly recommend!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (20)
"The place perfectly suited our needs. We especially appreciated the packet with helpful tips on the surrounding area. The property manager was very easy to communicate with and you could tell how much they cared about providing a good experience,"
The price is NZ$884
includes taxes & fees
18 Jun - 19 Jun
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, (15)
"St pattys fun with friends and family"
The price is NZ$1,424
includes taxes & fees
17 Jun - 18 Jun
Waterfront w/ HOT TUB + King Suite + Game Room
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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