Middleton Holiday Rentals

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4 Oct - 5 Oct
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5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Holiday Rentals in Middleton

Contemporary home in quiet neighborhood with pool & great back yard close to all
Outdoor pool, a heated pool

Contemporary home in quiet neighborhood with pool & great back yard close to all

9.6 out of 10, Exceptional, (9)
"Everything was just as advertised. The backyard & stay was very enjoyable. Thank you for a lovely stay, Sheila!"
Contemporary home in quiet neighborhood with pool & great back yard close to all
The Dylin by Mint House
Interior entrance

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (97)
"Great stay at the Dylin"
The Dylin by Mint House
Lake Wisconsin Resort
Exterior

Lake Wisconsin Resort

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cabins looked small from the outside, but we're actually very spacious we didn't feel cramped everything was very clean there was a full kitchen a table big enough to sit at least four. I think the only thing that wasn't 100% perfect was the beds are a little small they were stiff and the pillows were also very small and serviceable. I would still definitely stay there again 100% and would recommend it to everyone!"
Lake Wisconsin Resort
Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
Outdoor spa tub

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

9.8 out of 10, Exceptional, (244)
"So beautiful, peaceful and tranquil. A little piece of heaven tucked away in paradise. This was the most memorable trip, and literally the perfect beginning to the rest of our lives. Everything about it was just perfect!! We will DEFINITELY book again (if we can even find an ope reservation date!)"
Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
Pool with Slide. Great for Business Travelers!
Lobby

Pool with Slide. Great for Business Travelers!

The price is HK$1,141
HK$1,473 total
includes taxes & fees
9 Oct - 10 Oct
Pool with Slide. Great for Business Travelers!
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Smart TV, fireplace, video games, DVD player

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (64)
"A great place for a reunion of friends. Beautiful location with nearby trails. Host was excellent!!"
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Dining

Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

10.0 out of 10, Exceptional, (21)
"Barn was beautiful, clean & fun amenities."
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Doty ★ Walk to Everything -Hotel Quality- Downtown
Fridge, microwave, oven, stovetop

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (34)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
The price is HK$2,914
HK$4,363 total
includes taxes & fees
6 Oct - 7 Oct
Doty ★ Walk to Everything -Hotel Quality- Downtown
Rocky Glen Condo - forest nest on Baraboo bluff
Smart TV, fireplace, DVD player, books

Rocky Glen Condo - forest nest on Baraboo bluff

10.0 out of 10, Exceptional, (333)
"Beautiful place! Loved everything about it! Excellent hostess! "
The price is HK$1,556
HK$2,600 total
includes taxes & fees
6 Oct - 7 Oct
Rocky Glen Condo - forest nest on Baraboo bluff
Private Pool - HOT TUB - Sauna - Game Room - Pets
Terrace/patio

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (4)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
The price is HK$3,121
HK$7,996 total
includes taxes & fees
6 Oct - 7 Oct
Private Pool - HOT TUB - Sauna - Game Room - Pets
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
Indoor pool, a heated pool

Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!

9.6 out of 10, Exceptional, (5)
"Lots of beds and endless amenities to keep our large group busy and having fun all weekend. Would definitely stay here again. "
Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
ONE OF A KIND vacation rental with a view
Exterior

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (143)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
Historic Home Near Wi Dells, Lake Wi & Party Space Avail!
Interior

Historic Home Near Wi Dells, Lake Wi & Party Space Avail!

8.2 out of 10, Very good, (21)
"Plenty of sleeping options for kids.Close to Devils Head.Many restaurants within a short drive."
Historic Home Near Wi Dells, Lake Wi & Party Space Avail!
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!
Smart TV, music library, stereo

COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!

10.0 out of 10, Exceptional, (96)
"We so enjoyed our week at this adorable cottage. The kitchen is well-stocked, beds are comfortable, lake access is perfect. We enjoyed fishing and swimming off the dock and the stunning views of the lake. We brought our boat and were able to launch it easily right down the road and keep it at the dock at the house. The owner is incredibly responsive (within minutes!!) and helpful and we just can’t say enough about this gem of a place! We hope to be back sometime!! "
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!
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!

9.8 out of 10, Exceptional, (43)
"Such a nice house! Great location and excellent amenities!"
The price is HK$1,950
HK$4,033 total
includes taxes & fees
7 Oct - 8 Oct
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!
Outdoor spa tub

Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!

9.8 out of 10, Exceptional, (208)
"We stayed here for a business trip to Poynette and really enjoyed this area. Very nice backyard with access to the river & lake. "
Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!
Modern cabin with pool and hot tub!
Outdoor spa tub

Modern cabin with pool and hot tub!

10.0 out of 10, Exceptional, (10)
"This Cabin and the host were amazing!! Nice remote private area to give you that get away private feeling, yet close enough to all the fun and adventures of The Dells. Cabin had wonderful amenities and the host was more than gracious. Would definitely recommend and would 100% book again!"
Modern cabin with pool and hot tub!
Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Fridge, microwave, oven, stovetop

Lakeview Cabin > Unique Mid-Century Tucked in Bluff

9.8 out of 10, Exceptional, (18)
"Enjoyed a wonderful stay."
The price is HK$1,405
HK$3,137 total
includes taxes & fees
9 Oct - 10 Oct
Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Conveniently Located just off University Avenue on Madison's West Side
Smart TV, fireplace, DVD player, books

Conveniently Located just off University Avenue on Madison's West Side

10.0 out of 10, Exceptional, (129)
"We had a group of 5 and this worked out great. Beds were decently comfy. Utilized the fire pit which was a bonus."
Conveniently Located just off University Avenue on Madison's West Side
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Interior

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

10.0 out of 10, Exceptional, (7)
"Property was very clean and nicely decorated. Manager was very responsive and super helpful!! Would def stay again if we have any event in Madison! "
The price is HK$2,568
HK$4,482 total
includes taxes & fees
6 Oct - 7 Oct
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
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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Top Middleton Hotel Reviews

The Dylin by Mint House

The Dylin by Mint House

10/10 Excellent
"The location is good. Within 20 minutes walking you can find coffee, varying restaurants and the Capital square. Beautiful residential neighborhood. The interior and outdoor lounge area is quaint and welcoming. Road parking is available but very limited at varying times. I’d suggest purchasing a parking space. Loved my room. The apartment structure of the room was efficient and comfortable. Kitchenette well stocked, washer and dryer and a separate bedroom area. Truly enjoyed staying here!"
Melissa 2-night trip
Posted 2 days ago
The Dylin by Mint House

Find out more about Middleton

Find out more about Middleton

Search for holiday rentals in Middleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleton using one of the methods below:

  • View our selection of featured holiday rentals in Middleton
  • Use the map to find apartments and other holiday homes in the Middleton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleton while they last

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

Frequently asked questions

Can I find a holiday rental in Middleton?

Yes, there are holiday rentals close to the most popular sights in Middleton, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Middleton. Make sure you have time to check out the cafés and football games during your trip.

What are some of the best holiday rentals that Middleton has to offer?

Contemporary home in quiet neighborhood with pool & great back yard close to all: This highly rated holiday home rental in Middleton is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a balcony and a garden.

How many holiday rentals are there in Middleton?

Choose from 5 Expedia holiday rentals in Middleton for a memorable holiday.

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 Pleasant View Golf Course.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.