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 $90
$137 total
includes taxes & fees
Jun 17 - Jun 18
Enjoy Nature with Full Comfort!
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)
"We had a great stay at this very cool house! Three families with teenagers and children fit well into this house. Super amenities and plenty to do in and around home with the hot tub, sand area, tiki bar, game room area and beach volleyball. We never figured out the live tv function on the TV but no one missed it. We also found some great hiking nearby and it’s not far from Devil’s Lake which was enjoyed by all of us. 50 min drive to Madison. The extra fridge in garage did not work, but we were...
The price is $850
$1,350 total
includes taxes & fees
Jul 5 - Jul 6
Barn House,5 Bedroom,Hot Tub,Ski/Golf,Beach Room,Indoor Slide,Tiki Bar,Pets Ok!
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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
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, (38)
"Robin and Adam are wonderful hosts and their guest apartment was comfortable, spacious, very clean and in the perfect location for our family reunion at Devil's Lake. We highly recommend their accommodations and look forward to another visit."
The price is $135
$213 total
includes taxes & fees
Jun 27 - Jun 28
Relax & Unwind in this full apartment w/ Most Attractions close by!
‘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, (37)
"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!
Rocky Glen Condo - forest nest on Baraboo bluff
Interior
Rocky Glen Condo - forest nest on Baraboo bluff
10.0 out of 10, Exceptional, (305)
"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 $170
$219 total
includes taxes & fees
Jun 28 - Jun 29
Rocky Glen Condo - forest nest on Baraboo bluff
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, (5)
"So much fun! At times we had 22 people, yet never felt crowded. Had plenty to do even when it rained. They were quick to respond. Would stay here again"
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
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 $342
$877 total
includes taxes & fees
Jun 17 - Jun 18
Waterfront w/ HOT TUB + King Suite + Game Room
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, (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 $264
$537 total
includes taxes & fees
Jun 24 - Jun 25
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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, (222)
"Great place and great location"
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Madison & ~UW~-Madison Area Lakefront Home
On the beach
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (166)
"We loved our three evenings at this lake house, watching wildlife and enjoying the sunsets over water. Very comfortable home and great location with proximity to park and boardwalk."
Madison & ~UW~-Madison Area Lakefront Home
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
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 $429
$557 total
includes taxes & fees
Jun 30 - Jul 1
Two bedroom suite with city views in the heart of downtown Madison
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
A Pleasant Retreat- No Cleaning Fee & New Discounts
Exterior
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
Amazing townhouse, amazing attractions, amazing city!
Fridge, microwave, oven, stovetop
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!
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
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
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, (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
2 Bedroom - Main Street Sun Prairie WI
TV
2 Bedroom - Main Street Sun Prairie WI
9.6 out of 10, Exceptional, (17)
"Overall awesome place. Chris stayed in contact the entire time but wasn’t overbearing. We enjoyed our stay."
The price is $111
$282 total
includes taxes & fees
Jun 19 - Jun 20
2 Bedroom - Main Street Sun Prairie WI
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.

Middleton Vacation Rental Travel Info

Number of vacation rentals
6
Popular accommodation
Middleton private vacation homes
Known landmarks
Overture Center for the Arts, Orpheum Theater and Henry Vilas Zoo
International airport
Madison, WI (MSN-Dane County Regional)

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, (683)
"Good stay but not great."
The price is $75
$85 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, (1008)
"Clean and comfortable property. "
The price is $80
$91 total
includes taxes & fees
Jul 1 - Jul 2
Country Inn & Suites by Radisson, Madison West, WI
Holiday Inn Express And Suites Madison West - Middleton, an IHG Hotel
Reception
Holiday Inn Express And Suites Madison West - Middleton, an IHG Hotel
2.5 star property
9.6 out of 10, Exceptional, (318)
"This is always a good hotel to stay at most times. This time around not so much. Apparently they had a change in staff and the person who was suppose to be checking me in, was on a smoke break so I stood there 10-15 minute waiting with no one else around at like 9pm! Just a bit disappointed! "
The price is $88
$100 total
includes taxes & fees
Jul 2 - Jul 3
Holiday Inn Express And Suites Madison West - Middleton, an IHG Hotel
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.

Everything you need to know about Middleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

5/5 Excellent
"Clean, comfortable bed, good water pressure. Convenient parking with reasonable cost is on-site. Great location with walking distance to every thing on state street and farmer’s market. Capitol view from our room was really very nice. There is a Starbucks and some nice lounges houses inside the hotel. Would stay again! "
A verified traveler stayed at The Madison Concourse Hotel and Governor's Club
Posted 15 hours ago
The Madison Concourse Hotel and Governor's Club