Vacation rentals in Middleton

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Popular amenities for Middleton vacation 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 vacation rentals in Middleton

Guest favorite
The image features a serene view of the Wisconsin River framed by lush green trees and a well-maintained lawn. Canoes are visible along the water's edge, with sandy banks and distant hills providing a picturesque backdrop under a clear blue sky.
Home in Poynette
4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

SandyRating, 5 stars1 day ago
Beautiful spot to relax, close to great hiking trails. The home was comfy and had some thoughtful extras.
Top guest favorite
A spacious wooden deck is showcased, featuring a round table surrounded by six black chairs. A large umbrella provides shade, while an American flag gently flutters in the breeze. Lush green fields stretch into the distance under a clear blue sky.
Home in Merrimac
5 out of 5 average rating, 40 reviews

Spring has sprung, book your trip today!

EileenRating, 5 stars3 weeks ago
Kelly’s home is absolutely beautiful. The three bedrooms are all very comfortable. The setting is very peaceful. The kitchen is very well equipped. We enjoyed it thoroughly and hope to go back.
Guest favorite
A spacious cabin is pictured against an expansive lawn, surrounded by verdant trees. A stone chimney rises prominently against the sky, which is covered with a mix of soft clouds and a hint of sunlight. The serene landscape evokes a sense of tranquility.
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!
Superhost
A spacious wooden deck features a colorful geometric rug at its center, surrounded by seating and a decorative outdoor fireplace. The cabin, built from logs, displays large glass doors and a cozy exterior, set against a natural backdrop of greenery.
Home in Argyle
4.89 out of 5 average rating, 248 reviews

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

CodyRating, 5 stars4 weeks ago
Great nature views, enjoyed our mini vacation and the hot tub.
Superhost
Cabin in Edgerton
4.74 out of 5 average rating, 46 reviews

Olson Bay Getaway

ValerieRating, 5 stars4 months ago
A great experience for children Great for a family to come together Would recommend to others May return next year or in summer
Guest favorite
A private pier extends over calm waters, leading to lush greenery on both sides. A wooden staircase connects the pier to the property, offering easy access. A kayak rests on the bank, inviting exploration of the nearby lake.
Home in Edgerton
4.92 out of 5 average rating, 119 reviews

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

EmmaRating, 5 stars3 weeks ago
Loved this house! Has my bachelorette party here with 10 ladies and we felt right at home. Big enough and perfect lot. The many beds and sleeping spots were a big plus.
Guest favorite
A living area features a stone fireplace and a mounted flat-screen TV. Natural light floods in through multiple windows, highlighting the wood-paneled walls and ceiling. A comfortable, cream-colored couch is positioned on a patterned rug, accompanied by decorative items and artwork that enhance the cozy environment.
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!
Superhost
A spacious room features a hot tub with bubbling water, surrounded by windows allowing natural light. A decorative folding screen offers privacy, while towels are neatly stacked nearby. A foosball table is located in the corner, complementing the inviting atmosphere.
Home in Verona
4.88 out of 5 average rating, 32 reviews

Beautiful 4000sqft spacious home

TomRating, 5 stars1 week ago
Nice place, would stay again. Hot tub inside was a bonus.

Quick stats about vacation rentals in Middleton

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 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

Frequently Asked Questions

  • Where should I stay in Middleton?

    Make yourself at home in Middleton by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in Parkside Heights, over 60 vacation rentals in Downtown Middleton, and over 20 vacation rentals in North Lake.

  • Are there vacation rentals with a dedicated workspace in Middleton?

    Yes! Work meets play with ease at over 10 vacation rentals in Middleton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Middleton?

    Experience the best of Middleton with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Middleton?

    Four-legged friends are welcome in Middleton. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Middleton have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Middleton. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Middleton?

    Middleton has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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