Holiday rentals in Middleton

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Popular amenities for Middleton holiday rentals

Stay near Middleton's top sights

Hilldale Shopping Center63 locals recommend
Walgreens30 locals recommend
Whole Foods Market29 locals recommend
Pick 'n Save27 locals recommend
Willy Street Co-op—West25 locals recommend
Metcalfe's Market19 locals recommend

Other great holiday rentals in Middleton

Guest favourite
Home in Poynette
4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

SandyRating, 5 stars3 days ago
Beautiful spot to relax, close to great hiking trails. The home was comfy and had some thoughtful extras.
Guest favourite
Cabin in Merrimac
4.94 out of 5 average rating, 72 reviews

Enjoy sunsets at a fully equipped & secluded cabin

GregRating, 5 stars1 month ago
Really amazing property with great views and super convenient to get to Devil's Head which is right down the street. Will definitely be looking to visit again in the future!
Top guest favourite
Home in Union Center
4.99 out of 5 average rating, 107 reviews

Charming country home - great vacation area.

AmeliaRating, 5 stars2 weeks ago
We were staying in down for a family emergency, so our plans kept changing. Carol was so flexible and helpful when we needed to extend our stay. The rental was clean, accessible, and private. Really made my rough week a little less chaotic.
Top guest favourite
Cottage in Richland Center
5 out of 5 average rating, 189 reviews

Beautiful 1 Bedroom Cottage Tucked Away in the Hills of the Driftless Area

KarilRating, 5 stars3 days ago
We so enjoyed our stay at Mike and Sheila’s beautifully renovated mill house! They were perfect hosts, friendly and fun to chat with, the place was tidy and fun with good lighting, great books, and lovely scones provided for breakfast. We loved the setting in the peaceful valley with a spring-fed pond and trails up the wooded hills. We look forward to coming back!
Guest favourite
Apartment in Wisconsin Dells
5 out of 5 average rating, 6 reviews

The Villa | 3BR Retreat for 14 w/ Whirlpool Tub

AdamRating, 5 stars1 month ago
Best condo in Chula Vista we've stayed in! Condo is very spacious with a cozy warm feeling andd very easily fit our family of 7. We will definitely be returning!
Superhost
Home in Galena
4.91 out of 5 average rating, 34 reviews

Walk 2 Town ~ Dog Friendly ~ Private ~ Wildlife Al

NancyRating, 5 stars12 months ago
The House was a great spot for us. It is on a quiet road with almost no traffic, with really nice neighbors. It sits on a wooded hill with great views. As a birder, I especially enjoyed being able to see and hear so many Yellow-Bellied Sapsucker Woodpeckers. They surrounded the house and we saw 6 at one time! Walking the neighborhood is hilly so it offered a good workout! And it's interesting to see so many deer so unafraid of humans. The house was immaculate and well decorated. We had all the kitchen ware we needed. And the fire pit was well enjoyed. It is a bit different that your average Airbnb as its run by a management company so you have to fill out some paperwork with them before you arrive. But it's all digital so easy to do. We highly recommend this airbnb and will be back.
Guest favourite
Cabin in Richland Center
4.9 out of 5 average rating, 143 reviews

The Driftless Escape! Modern, large cabin/57 acres

ChristineRating, 5 stars1 month ago
My family and I stayed at the Driftless Escape Cabin and had a wonderful time! The interior was even more beautiful in person with plenty of space for my whole family. The Kitchen was well stocked, the beds were very comfy and they had everything you needed. The property was gorgeous with lots of open space and amazing views. We loved playing in the yard and s’mores by the fire. And even though the cabin is close to town, we still felt like we were miles away in nature and truly disconnected!!
Guest favourite
Home in Wisconsin Dells
4.95 out of 5 average rating, 75 reviews

Giuseppe's cabin Vacation with great location

MichelleRating, 5 stars2 weeks ago
Kathy thought ahead and communicated what she thought would be helpful, to give us a good experience. Clean and comfortable. How nice to have multiple bathrooms for the different guests. The backyard was great! Peaceful and private. Thanks Kathy!

Quick stats about holiday rentals in Middleton

  • Total rentals

    20 properties

  • Nightly prices starting at

    £23 before taxes and fees

  • Total number of reviews

    820 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Middleton