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Browse Select Middleton Holiday Homes

Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (186)
"This was our first experience renting this home & we're definitely booking this home again next year. Everything from very attentive, kind renters, too extremely clean & renovated home, extremely comfortable beds & pillows. Not to mention the gorgeous & relaxing back yard. Perfect place to stay, for sure"
A Pleasant Retreat- No Cleaning Fee & New Discounts
Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (135)
"In Madison for a work event. Easy to get to and in a nice, quiet neighborhood. Comfy and clean."
Amazing townhouse, amazing attractions, amazing city!
Outdoor dining
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (132)
"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
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Property grounds
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (79)
"Clean, easy check in and quiet. As advertised."
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Fridge, microwave, oven, stovetop
Paoli Den - Newly Remodeled!
Paoli Den - Newly Remodeled!
Fridge, microwave, oven, stovetop
Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, (36)
"House was wonderful and decorated beautifully!"
Legacy Guest House , Mount Horeb WI
Fridge, microwave, oven, stovetop
Two bedroom suite with city views in the heart of downtown Madison
The price is €543
per night
19 May - 20 May
Two bedroom suite with city views in the heart of downtown Madison
Property grounds
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.
Dining
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
Property grounds
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, (48)
"Property is a perfect place for a getaway. House is blocks from downtown and neighborhood is absolutely charming. Great amenities and all the comforts of home. Hosts were great with communication and recommendations. Beds are super comfortable. We will absolutely love to stay there again."
Newly renovated home close to downtown New Glarus
TV, fireplace
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!
Interior
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
Exterior
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
Fridge, microwave, oven, stovetop
Cozy, Spacious Downtown Verona 3 Bedroom Home
10.0 out of 10, Exceptional, (17)
"The property was clean, tidy and highly functional. 5 stars!"
Cozy, Spacious Downtown Verona 3 Bedroom Home
Property grounds
Waters Edge Private Cottage
7.4 out of 10, Good, (3)
"Won $500 pull tab this weekend. Would stay again."
The price is €402
per night
19 May - 20 May
Waters Edge Private Cottage
5 bedrooms, free WiFi, bed sheets
Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!
9.0 out of 10, Wonderful, (7)
"There is more than enough beds for a group of 10 to have their own beds. The town is nice and quiet and it’s a 30 second walk to the nearest bar. We never felt on top of each other and were really comfortable in the house. I would go back!"
Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!
Outdoor dining
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (18)
"We are a bunch of Art Therapy Graduate students from Edgewood. This was our last residency before graduation and we wanted to stay together. You're home was the perfect place for us to finish out our Graduate experience together. In your beautiful home lifetime bonds were solidified! Thank you! You are so welcoming & communicated clearly & timely. You have put a lot of passion & talent into this lake home and it shows! We wish we could give you a TEN star review... but 5 star will have to do!...
The price is €491
per night
28 May - 29 May
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Outdoor dining
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Smart TV
Monona Home
10.0 out of 10, Exceptional, (19)
"Great property. Fenced in back yard great for dogs!"
Monona Home
Smart TV, music library, stereo
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!
10.0 out of 10, Exceptional, (71)
"Cozy, relaxing and amazing location!"
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!
Don't see what you're looking for?
See all available properties in Middleton
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 Middleton

Outdoor dining
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (132)
"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
Interior
Rocky Glen Condo - forest nest on Baraboo bluff
10.0 out of 10, Exceptional, (303)
"We so enjoyed our stay! Lesleigh kindly met us at the door and showed us around. The place is set among trees on a hill. Perfect for relaxing out on the deck or looking out the windows at the nature all around! We plan to come again!"
Rocky Glen Condo - forest nest on Baraboo bluff
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (186)
"This was our first experience renting this home & we're definitely booking this home again next year. Everything from very attentive, kind renters, too extremely clean & renovated home, extremely comfortable beds & pillows. Not to mention the gorgeous & relaxing back yard. Perfect place to stay, for sure"
A Pleasant Retreat- No Cleaning Fee & New Discounts
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.

Middleton Holiday Homes information

Number of reviews
766
Accommodation
79 Holiday Homes
Lowest Price
€491
Highest Price
€543

Middleton Hotel Reviews
Expedia verified reviews