Travelers planning to visit Milan in the spring or fall months, take heed: this penthouse comes with a sprawling terrace where you can take every meal al fresco. The guest-favorite stay is ideally located in the Chinatown district near the Arco della Pace. Inside, a simple take on Italian design covers all the bases.

Rooms: 1 bedroom, 1 bathroom

Amenities: HDTV, AC, dishwasher, espresso machine, balcony, elevator, paid valet parking available, breakfast

Location: Quartiere Cinese

Courtesy of Airbnb

With bright windows and a view of the Santa Maria Incoronata church, this sunny stay is family-friendly (it comes with both a regular and travel crib). Conveniently located in the Brera neighborhood near all the shops with clean, minimalist decor, it’s stocked with everything you need. Of note is the massive kitchen: Eataly is a short walk away, and if you decide to take advantage of its proximity during your stay, it’ll come in handy.

Rooms: 2 bedrooms, 2 bathrooms

Amenities: Bathtub, washer, TV, crib, pack ’n play, dishwasher, air conditioning, elevator, paid parking available

Location: Brera

What to Pack

No surprise, Italian brands—Miu Miu! Tod’s! Gucci!—take the lead here. Pack comfortable clothes (and shoes) for walking the cobblestoned streets, stopping for coffee along the way. A beautiful notebook, like this marbled one from Giannini Firenze, may just inspire you to keep a journal of your travels.