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Middleton Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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 ￥21,714
￥28,557 total
includes taxes & fees
Sep 6 - Sep 7
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, (11 reviews)
"The property details provided were exactly what we found when we arrived. Definitely will book again if we need a place in the area. The hosts did an outstanding job with the layout of the space and providing everything we needed. Our dog was comfortable with no noise and a safe outside area. Thank you!"
United States
Lois P.
The price is ￥23,649
￥40,036 total
includes taxes & fees
Sep 10 - Sep 11
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Reception

3. The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (171 reviews)
"nice location"
United States
Mary
The price is ￥21,070
￥24,336 total
includes taxes & fees
Sep 1 - Sep 2
The Dylin
Outdoor dining

4. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (51 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is ￥15,934
￥23,469 total
includes taxes & fees
Sep 8 - Sep 9
A Room with a View
Lobby

5. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is ￥23,966
￥31,178 total
includes taxes & fees
Sep 4 - Sep 5
Pool with Slide. Great for Business Travelers!
Lobby

6. 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 ￥27,182
￥35,371 total
includes taxes & fees
Sep 4 - Sep 5
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Interior

7. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, Exceptional, (53 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is ￥20,036
￥56,262 total
includes taxes & fees
Aug 12 - Aug 13
2 Bed, 2 Bath Apartment at Cannery Square
Outdoor dining

8. 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 ￥29,186
￥46,895 total
includes taxes & fees
Aug 26 - Aug 27
Escape to tranquility – your countryside haven, and at times with a horse or two
Interior

9. 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 ￥21,771
￥58,392 total
includes taxes & fees
Aug 12 - Aug 13
2 Bed, 2 Bath Apartment at Cannery Square
1 bedroom, iron/ironing board, WiFi (free), bed sheets

10. 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, (28 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is ￥20,703
￥40,308 total
includes taxes & fees
Aug 30 - Aug 31
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Sauna

11. Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison

Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison
Sun Prairie
8.0 out of 10, Very Good, (2 reviews)
"Great for what our trip was for. Quiet. Pet friendly. Good location"
United States
Robert M.
The price is ￥18,300
￥53,954 total
includes taxes & fees
Aug 12 - Aug 13
Cozy 1 Bedroom Apartment with King Bed & Patio Near Madison
Terrace/patio

12. 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 ￥28,791
￥37,852 total
includes taxes & fees
Aug 13 - Aug 14
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Smart TV

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"The house was super clean and well stocked, and very comfortable. Great location, easy to walk everywhere we wanted to go. Street parking was a little hard to find on the weekend, but parking garages were close and very reasonably priced. We would definitely stay here again "
United States
Deborah G.
The price is ￥68,318
￥97,669 total
includes taxes & fees
Aug 20 - Aug 21
Doty ★ Walk to Everything -Hotel Quality- Downtown
Fitness facility

14. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very Good, (15 reviews)
"Great little town to stay the night. Woke early 5:30 am to tow truck towing cars in front lot. We luckily parked in back lot as instructed. Other than the noise of this unfortunate event, we enjoyed our stay. Loved the town and many places to walk to. Pizza place was amazing!"
United States
Cheryl B.
The price is ￥18,473
￥44,252 total
includes taxes & fees
Sep 6 - Sep 7
Studio Apartment at Cannery Square
Exterior

15. 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, (55 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
The price is ￥42,233
￥85,713 total
includes taxes & fees
Sep 7 - Sep 8
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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 ￥30,735
￥65,214 total
includes taxes & fees
Aug 31 - Sep 1
2 Bedroom Apartment Downtown Sun Prairie!
2 bedrooms, WiFi, bed sheets

17. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is ￥28,665
￥55,432 total
includes taxes & fees
Sep 2 - Sep 3
Charming Downtown Two Bedroom w/ Fireplace
Coffee/tea maker, fridge, microwave, oven

18. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is ￥29,812
￥82,099 total
includes taxes & fees
Sep 2 - Sep 3
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Interior

19. Updated home with lake views, across the street from Lake Wisc!

Updated home with lake views, across the street from Lake Wisc!
Merrimac
10.0 out of 10, Exceptional, (40 reviews)
"Had a great time staying here very nice little house"
United States
Paul W.
Updated home with lake views, across the street from Lake Wisc!
Terrace/patio

20. 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 ￥41,674
￥54,963 total
includes taxes & fees
Sep 2 - Sep 3
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
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

AmericInn by Wyndham Madison West

AmericInn by Wyndham Madison West

10/10 Excellent
"Stay here. Enough said"
David 1-night trip
Posted 8 hours ago
AmericInn by Wyndham Madison West

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
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  • 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 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.