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Holiday rentals in Middleton

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Top-rated holiday rentals in Middleton

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Loft in Madison
Cape Cod Loft, High-Speed internet + King bed
Welcome! This property is on Madison’s funky-up & coming East side. Quiet, conveniently located residential neighborhood with great neighbors & free street parking. The upstairs unit is a private guest-dedicated suite with it's own kitchenette & side entrance. GPS: Meriter Hospital, St Mary's Hospital, UW Hospital- 15 min Dane County Airport- 7 min. Wisconsin State Capitol- 12 min. Ulbrich Botanical Garden's- 5 min. Camp Randall Stadium- 16 min. *Bike *Lyft *Uber *Nearby public bus stops
Individual Host
Guest favourite
Home in Madison
Grooviest | Quiet | Close | NEW Upscale | Records!
• ALL NEW RENOVATION, BRAND NEW LINENS, TOWELS, ETC • Two floor private home • Private backyard with patio & fire pits • Two TVs, one in living room, one in dining room • Luxury Mid Century Modern Stereo Console with records, bluetooth • Over 70 classic albums to listen to (jazz, rock, classical, eclectic) • Access to over 1000 classic albums at our downtown Music Studio • Electric fireplace with multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked • Vintage Bar Cart ;)
Individual Host
Guest favourite
Apartment in Madison
Sunny Downtown Condo
Enjoy Madison’s vibrant culture right outside your door! With a walk score of 91, this sunny one bedroom with high-end finishes is close to restaurants, supermarkets, coffee shops, parks, bike boulevard, and lakes. The second-floor condo has a private entrance, open floor plan, and floor-to-ceiling windows, as well as a parking spot in a climate-controlled garage one block away. Whether you enjoy quiet walks by the lakes or the unique energy of city life, this condo is a perfect fit for both!
Individual Host

Popular amenities for Middleton holiday rentals

Stay near Middleton's top sights

Greenway Station3 locals recommend
Hubbard Avenue Diner14 locals recommend
Original Pancake House12 locals recommend
Willy Street Co-op—West25 locals recommend
National Mustard Museum12 locals recommend
Craftsman Table & Tap7 locals recommend

Other great holiday rentals in Middleton

Guest favourite
Guest suite in Madison
Peaceful 2 BR/1 BA w/ patio, firepit & pool table
Individual Host
Guest favourite
Guest suite in Madison
2 Kings, 0-Hassle Checkout, Laundry, Walkable
Individual Host
Guest favourite
Cabin in Madison
The City Cabin
Individual Host
Guest favourite
Home in Madison
Beautiful 3 Bedroom Apartment, Kitchen, Fireplace
Individual Host
Guest favourite
Home in Madison
Boutique Eco Hideaway - Willy Street
Individual Host
Guest favourite
Loft in McFarland
Private Loft in Historic McFarland House
Individual Host
Guest favourite
Guest suite in Madison
DT+Bikes+Pvt Suite+Jacuzzi+Parking+Near Campus
Individual Host
Guest favourite
Guest suite in Sun Prairie
Entire Countryside Garden Suite, Peaceful Retreat
Individual Host
Guest favourite
Guest suite in Madison
Lake City Loft - Private Floor w/Spiral Staircase
Individual Host
Guest favourite
Guest suite in Madison
Lakefront downtown private 3 BR. Hot tub. Sauna.
Professional Host
Guest favourite
Guest suite in New Glarus
Fresh & Bright Apartment Getaway in New Glarus
Individual Host
Guest favourite
Guest suite in Madison
Private & Clean Apartment Near Downtown & Airport
Individual Host

Quick stats about holiday rentals in Middleton

Total rentals

20 properties

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

860 reviews

Nightly prices starting at

£24 before taxes and fees

Destinations to explore

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