Middleton Vacation Rentals

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Vacation Rentals in Middleton

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
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
Enjoy Nature with Full Comfort!
Property grounds
Enjoy Nature with Full Comfort!
9.8 out of 10, Exceptional, (10)
"Space is clean, property is very pretty! Pool wasn’t ready for use, but can imagine it would add even more to the a summer stay! Owner is easy to communicate with. Ran into severe weather - owners were welcoming and ensured we were safe at all times. We will definitely be back to visit again!"
The price is ￥14,055
￥21,418 total
includes taxes & fees
Jun 6 - Jun 7
Enjoy Nature with Full Comfort!
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
Outdoor dining
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
10.0 out of 10, Exceptional, (36)
"We had a great time! House was so clean and stocked with everything we needed. Would definitely stay again. Just adorable! I would recommend cutting the grass and storing your wood in a sheltered area. The wood was too wet to use-we had to purchase some & the grass was long with prickly vines on the stairs. The grass was long around the BBQ."
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
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Rocky Glen Condo - forest nest on Baraboo bluff
Interior
Rocky Glen Condo - forest nest on Baraboo bluff
10.0 out of 10, Exceptional, (304)
"Overall we had an amazing trip. The host was super friendly and the place was fantastic. She had thought of everything needed to make it a comfortable stay. I will definitely stay here again."
The price is ￥26,743
￥34,511 total
includes taxes & fees
Jul 3 - Jul 4
Rocky Glen Condo - forest nest on Baraboo bluff
Barn House,5 Bedroom,Hot Tub,Ski/Golf,Beach Room,Indoor Slide,Tiki Bar,Pets Ok!
Fridge, microwave, oven, stovetop
Barn House,5 Bedroom,Hot Tub,Ski/Golf,Beach Room,Indoor Slide,Tiki Bar,Pets Ok!
9.8 out of 10, Exceptional, (61)
"It was a perfect house for our group and we had a great weekend enjoying everything it had to offer!"
The price is ￥133,714
￥212,369 total
includes taxes & fees
Jun 25 - Jun 26
Barn House,5 Bedroom,Hot Tub,Ski/Golf,Beach Room,Indoor Slide,Tiki Bar,Pets Ok!
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Lake
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
9.8 out of 10, Exceptional, (221)
"Welcoming cozy cottage. Excellent location for bird watching & near by hiking at state parks. Friendly neighborhood :)"
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Property grounds
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 & ~UW~-Madison Area Lakefront Home
On the beach
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (165)
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (18)
"Everything about our stay was fantastic! The house was nicely decorated and extremely clean. The kitchen was well appointed and had everything we needed. Beds were comfy. Shower was great. A perfect place for our group of friends to spend a long weekend. I wouldn’t hesitate to stay here again!"
The price is ￥41,237
￥83,764 total
includes taxes & fees
Jun 11 - Jun 12
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Relax & Unwind in this full apartment w/ Most Attractions close by!
Fridge, microwave, oven, stovetop
Relax & Unwind in this full apartment w/ Most Attractions close by!
10.0 out of 10, Exceptional, (37)
"Great friend get away. Quiet, clean, and affordable."
The price is ￥21,237
￥33,449 total
includes taxes & fees
Jun 27 - Jun 28
Relax & Unwind in this full apartment w/ Most Attractions close by!
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Property grounds
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
Waterfront w/ HOT TUB + King Suite + Game Room
Property grounds
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 ￥60,282
￥146,352 total
includes taxes & fees
Jun 5 - Jun 6
Waterfront w/ HOT TUB + King Suite + Game Room
Legacy Guest House , Mount Horeb WI
Fridge, microwave, oven, stovetop
Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, (37)
"Very good stay!"
Legacy Guest House , Mount Horeb WI
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Fridge, microwave, oven, stovetop
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
10.0 out of 10, Exceptional, (4)
"Our family had a fantastic time! The host was flexible and generous, the accommodations beautiful, and the amenities unique and fun!"
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
A Pleasant Retreat- No Cleaning Fee & New Discounts
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (187)
"We loved this house and the gardens! It is ideally located, a quick walk into town. The Frank Lloyd Wright accents compliment the furnishings and decor of the house to a tee. It is well-stocked with everything you need! Connie and Randy (the owners) are delightful. We will definitely stay here again when the opportunity arises."
A Pleasant Retreat- No Cleaning Fee & New Discounts
Newly renovated home close to downtown New Glarus
Property grounds
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
Two bedroom suite with city views in the heart of downtown Madison
Fridge, microwave, oven, stovetop
Two bedroom suite with city views in the heart of downtown Madison
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay at the Saddlery! The 2 bedroom suite was beautiful with plenty of room to relax. The building has a lovely exterior deck to sit and enjoy the view of Lake Monona. The location is great- a short walk to the capitol and its surrounding attractions. We would definitely stay there again!"
The price is ￥66,997
￥86,596 total
includes taxes & fees
Jun 9 - Jun 10
Two bedroom suite with city views in the heart of downtown Madison
Amazing townhouse, amazing attractions, amazing city!
Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (136)
"We rented this place to visit family in Madison and attend a ren faire. It was great as we were looking for a small place with a full kitchen to cook. Neat touches with the Alexa with song and light recommendations. We enjoyed the living room white board - played lots of Pictionary. Our group was myself, my daughter, and my sister. The basement den made a great third bedroom. I might recommend a pull out couch."
Amazing townhouse, amazing attractions, amazing city!
Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!
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!
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
Interior
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
10.0 out of 10, Exceptional, (26)
"We were once again so pleased with our stay. The amenities are just perfect. The property is so beautiful. Wildlife viewing was incredible this year. Saw many varieties of birds, turkey, coyote, fox & lots of deer. Looking forward to our next visit."
One-of-a-kind house on 240 acres w/ prairie, woods & trout-stream - pet-friendly
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 types of properties in Middleton you may be interested in

Fairfield Inn & Suites by Marriott Madison West/Middleton
Exterior
Fairfield Inn & Suites by Marriott Madison West/Middleton
2.5 star property
9.0 out of 10, Wonderful, (678)
"Everytime the person in the room above me walked around, I heard their footsteps. "
The price is ￥11,713
￥13,295 total
includes taxes & fees
Jul 2 - Jul 3
Fairfield Inn & Suites by Marriott Madison West/Middleton
Country Inn & Suites by Radisson, Madison West, WI
Lobby
Country Inn & Suites by Radisson, Madison West, WI
2.5 star property
8.8 out of 10, Excellent, (1011)
"Great value and location for our plans.we will be back! "
The price is ￥12,478
￥14,161 total
includes taxes & fees
Jun 16 - Jun 17
Country Inn & Suites by Radisson, Madison West, WI
Courtyard by Marriott Madison West Middleton
Exterior
Courtyard by Marriott Madison West Middleton
3.0 star property
9.0 out of 10, Wonderful, (945)
"We stayed here for our daughter’s graduation and it was easy and convenient. Enjoyed our stay!"
The price is ￥14,630
￥16,604 total
includes taxes & fees
Jun 23 - Jun 24
Courtyard by Marriott Madison West 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.

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Look no further and take a look at our great range of rental properties in Middleton!

Frequently asked questions

Can I find a vacation rental in Middleton?

Yes, we offer vacation rentals close to popular points of interest in Middleton, or you can go with a more secluded option if you want a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in Middleton. Make sure you have time to check out the cafes and football games during your trip.

What's the top vacation rental that Middleton has to offer?

A Pleasant Retreat- No Cleaning Fee & New Discounts: Visitors like this Middleton vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Middleton?

Choose from 4 Expedia vacation rentals in Middleton for a memorable vacation.

What’s there to see and do in Middleton?

Cultural attractions include National Mustard Museum, whereas Lake Mendota is a spot to enjoy nature. Other places in town to visit include Capital Brewery and Death's Door Spirits Distillery.

What’s a vacation rental in Middleton like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Middleton. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for families.

Recent reviews of Middleton properties
Expedia verified reviews

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

5/5 Excellent
"Quiet"
A verified traveler stayed at Baymont Inn & Suites by Wyndham Madison
Posted 19 hours ago
Baymont Inn & Suites by Wyndham Madison