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Middleton Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Middleton vacation rentals

Terrace/patio

1. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very Good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is SAR 509
SAR 670 total
includes taxes & fees
6 Sep - 7 Sep
King Suite | Free Breakfast. Pool and Hot Tub
Smart TV, computer monitors

2. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (14 reviews)
"This property is the nicest property we have stayed in. Everything was there for our convenience. It was extremely pet friendly and very nicely furnished. We hope to stay there again."
United States
Donald V.
The price is SAR 490
SAR 857 total
includes taxes & fees
10 Sep - 11 Sep
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Reception

3. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (177 reviews)
"nice location"
United States
Mary
The price is SAR 479
SAR 553 total
includes taxes & fees
7 Sep - 8 Sep
The Dylin
Dining

4. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
The price is SAR 770
SAR 1,019 total
includes taxes & fees
13 Sep - 14 Sep
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Lobby

5. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is SAR 1,204
SAR 1,562 total
includes taxes & fees
27 Sep - 28 Sep
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Smart TV, fireplace, stereo, printers

6. Sun-Soaked Madison Retreat

Sun-Soaked Madison Retreat
Fitchburg
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is SAR 1,131
SAR 2,886 total
includes taxes & fees
2 Sep - 3 Sep
Sun-Soaked Madison Retreat
Lobby

7. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is SAR 525
SAR 681 total
includes taxes & fees
20 Sep - 21 Sep
Pool with Slide. Great for Business Travelers!
Outdoor dining

8. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (53 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is SAR 331
SAR 508 total
includes taxes & fees
8 Sep - 9 Sep
A Room with a View
Smart TV

9. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"Great place!"
United States
Robert F.
The price is SAR 1,434
SAR 2,064 total
includes taxes & fees
1 Sep - 2 Sep
Doty ★ Walk to Everything -Hotel Quality- Downtown
Interior

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

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (21 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
The price is SAR 1,314
SAR 2,268 total
includes taxes & fees
31 Aug - 1 Sep
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Exterior

11. Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is SAR 917
SAR 1,918 total
includes taxes & fees
9 Sep - 10 Sep
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
4 bedrooms, iron/ironing board, WiFi (free), bed sheets

12. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (53 reviews)
"Very nice place"
United States
Penny C.
The price is SAR 1,509
SAR 2,522 total
includes taxes & fees
31 Aug - 1 Sep
Capital City- 6 Miles from Madison with fireplace
Outdoor dining

13. Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Dane
10.0 out of 10, Exceptional, (2 reviews)
"Feeding the horses was so fun and the scenery is very picturesque. Wonderful place to stay!"
United States
Katelyn F.
The price is SAR 559
SAR 946 total
includes taxes & fees
7 Sep - 8 Sep
Escape to tranquility – your countryside haven, and at times with a horse or two
Interior

14. Free Breakfast Pool & Hot Tub. Near East Towne Mall!

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Madison
10.0 out of 10, Exceptional, (1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
The price is SAR 1,216
SAR 1,615 total
includes taxes & fees
14 Sep - 15 Sep
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
3 bedrooms, WiFi (free), bed sheets

15. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (21 reviews)
"Tami was a wonderful host! Check in was fast and she was easy to communicate with. The house was clean and spacious."
United States
Joanna C.
The price is SAR 1,408
SAR 2,391 total
includes taxes & fees
19 Sep - 20 Sep
Entire 3 Bedroom with Fireplace - sleeps 12
Coffee/tea maker, fridge, microwave, oven

16. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"This is the third time we have rented this property. Love the full kitchen and laundry! Comfy bed. Experience was great. Especially like the pizza shop on main level and coffe shop across the street!"
United States
Robert M.
The price is SAR 725
SAR 1,533 total
includes taxes & fees
31 Aug - 1 Sep
2 Bedroom Apartment Downtown Sun Prairie!
Interior

17. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is SAR 477
SAR 1,339 total
includes taxes & fees
31 Aug - 1 Sep
2 Bed, 2 Bath Apartment at Cannery Square
Dining

18. Lakeview Cabin > Unique Mid-Century Tucked in Bluff

Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Merrimac
9.6 out of 10, Exceptional, (30 reviews)
"We had a great time and hope to return soon!"
United States
Jenna R.
The price is SAR 909
SAR 1,803 total
includes taxes & fees
31 Aug - 1 Sep
Lakeview Cabin > Unique Mid-Century Tucked in Bluff
1 bedroom, iron/ironing board, WiFi (free), bed sheets

19. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
9.8 out of 10, Exceptional, (30 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is SAR 488
SAR 950 total
includes taxes & fees
18 Sep - 19 Sep
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Pool

20. Accessible 1BR Suite | Free Daily Breakfast & Pool

Accessible 1BR Suite | Free Daily Breakfast & Pool
Madison
The price is SAR 691
SAR 915 total
includes taxes & fees
6 Sep - 7 Sep
Accessible 1BR Suite | Free Daily Breakfast & Pool
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

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison

10/10 Excellent
"Was good stay. Always nice clean hotel."
George 2-night trip
Posted 5 hours ago
Baymont Inn & Suites by Wyndham Madison

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?

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail: Visitors like this Middleton vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Pleasant View Golf Course and Capital Brewery.

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.