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Compare 77 Vacation Homes in Middleton with updated reviews, rates, and availability.

Fridge, microwave, oven, stovetop
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
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.
Exterior
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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Fridge, microwave, oven, stovetop
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
Fridge, microwave, oven, stovetop
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!
Interior
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
Fridge, microwave, oven, stovetop
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
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 !!
Smart TV, video games, stereo, computer monitors
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!
5 bedrooms, free WiFi, bed sheets
Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!
9.0 out of 10, Wonderful, (7)
"Big old house that had plenty of room for all our extended family."
Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!
Fridge, microwave, oven, stovetop
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
Marina
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
Property grounds
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, (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
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
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
Wisconsin River Valley Farmhouse w/Fire Pit & View
10.0 out of 10, Exceptional, (37)
"We spent time skiing at Cascade Mt. (20 min away). This house was great for the seven of us to spend time resting and playing games and music and enjoying each others company. Would rent again. Enjoyed brunch as nearby Broadway diner in Baraboo and Pizza from Sal's in Portage."
Wisconsin River Valley Farmhouse w/Fire Pit & View
Property grounds
Renovated home w/ 2-car garage and lake views
10.0 out of 10, Exceptional, (24)
"We have been to many rental properties. This by far was the cleanest we have ever been to. The space was comfortable and simple to make it feel cozy. Location made it convenient to all the attraction around. We would definitely stay again!"
The price is $135
$273 total
includes taxes & fees
May 5 - May 6
Renovated home w/ 2-car garage and lake views
Interior
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!!!
Property grounds
Peaceful lake house on Lake Kegonsa!
Peaceful lake house on Lake Kegonsa!
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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, (131)
"Enjoyed our stay and are planning to return in October."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
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.
Interior
Rocky Glen Condo - forest nest on Baraboo bluff
10.0 out of 10, Exceptional, (302)
"This is our second time staying here, and it was great again"
Rocky Glen Condo - forest nest on Baraboo bluff
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 Vacation Homes information

Number of reviews
739
Accommodation
77 Vacation Homes
Lowest Price
$135
Highest Price
$135

Recent reviews of Middleton hotels
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