Stay well, then step out and discover Hillside.
Best Stays by Sonder Hillside
Find places to stay in Hillside. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
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Where to Stay in Hillside
Hillside Popular Stays
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Good for the Weekend
Easy in-and-out for quick Hillside gateway.
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Work-friendly stays
Desks, fast Wi-Fi, and a kitchen for work trips that run long, with dinner a short walk away.
Sonder hasn't arrived in Hillside yet. You may like these stays from trusted partners
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Explore neighborhoods in Hillside.
Explore different parts of Hillside and find the setting that suits your trip.
Hillside travel questions, answered.
Quick answers to the questions travelers ask most.
There are a lot of options in Hillside. If you plan on staying in the Hillside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hillside:
- Walkable Portland Studio < 1 Mi to Dtwn!
- Luxury Apartment, 95 walk score, AC, Laundry, Patio, 2 TVs
- Stay Portland - Mississippi Micro-Luxe - Mid-Century Style
- Indulge in Home-Like Comfort! 3 Suited Units, Near Classical Chinese Garden
- Look No Further! Two Spacious Units Near Portland Art Museum! Pets Are Welcome!
- Premier Double Queen Suite with Modern Comforts in Downtown Portland, 2 Units
- Short Distance From Area Attractions! Pets Allowed, Near Portland Art Museum
- Marvelous 2-bedroom Cedarbrook apartment Near Hillsdale & Multnomah Village
- Hassle-Free Stay! 4 Relaxing Units, Onsite Pop-Up Cinema, Pets are Allowed!
- The Art Deco Lounge - 95 WalkScore - Live Music
There are 12 vacation rentals with private pools near Hillside. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Hillside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hillside:
Currently, the total number of properties listed in 2026 is over 109 in the Hillside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hillside.
Go with curiosity. Come back with stories.
The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.