Expansive living room view at The Uptown Retreat in Hillcrest

The Uptown Retreat

A stylish Hillcrest haven designed for work, wellness, and walking to everything.

Your Stylish Sanctuary

Welcome to The Uptown Retreat, our personally-hosted home where you'll discover the perfect blend of neighborhood charm and modern luxury. Nestled in the vibrant heart of Hillcrest—a short walk from Whole Foods and Balboa Park—this is more than a condo; it’s your complete home base for an extended stay in San Diego.

The open-concept living space is bathed in natural light, inviting you to relax on the sofa for a movie on the 65” 4K Smart TV or step out onto the private balcony to enjoy the palm tree views. Every detail has been thoughtfully considered to make your stay seamless, comfortable, and truly memorable.

Work & Wellness Ready

  • Dedicated Workspace:
    Office desk, ergonomic chair, and high-speed Wi-Fi.
  • Resort-Style Amenities:
    Access to a pool, hot tub, and 24-hour gym.
  • EV Charger:
    Secure garage parking with electric vehicle charging.

Prime Location & Comfort

  • Close to Hospitals:
    ~5 min drive to UCSD Medical Center & Scripps Mercy.
  • High Walk Score:
    A short walk to Whole Foods, highly-rated restaurants, and Balboa Park.
  • Smart Thermostat:
    Central A/C and heating controlled by a Nest Smart Thermostat.

At a Glance

  • 1 Bedroom / Sleeps 4
  • 1 Bathroom
  • In-Unit Washer & Dryer
  • Central A/C (Nest Thermostat)
  • Dedicated Workspace
  • Secure Parking w/ EV Charger
  • Pool, Hot Tub & Gym

Curated Amenities

We've thoughtfully equipped The Uptown Retreat to feel like home, only better. Here’s what you can expect:

Comfort & Convenience

  • Queen Bed w/ Tempur-Pedic Mattress
  • Living Room with Memory Foam Double Sofa Bed
  • In-Unit Washer & Dryer
  • Central A/C & Heating (Nest Smart Thermostat)
  • Secure Garage Parking w/ EV Charger
  • Private Balcony with Outdoor Seating

Work & Entertainment

  • Dedicated Workspace w/ Desk & Chair
  • Blazing-Fast Wi-Fi
  • 65" 4K Smart TV with Streaming in Living Room
  • 55" Smart TV with Streaming in Bedroom

Community Luxuries

  • Resort-Style Pool & Hot Tub
  • 24-Hour Fitness Center
  • Elevator Access
  • Guest Parking (in Secured Garage)

Discover Hillcrest & Beyond

From your front door, you’re minutes from some of San Diego’s most beloved attractions.

The iconic neon Hillcrest sign at twilight.

Hillcrest is a vibrant, welcoming, and highly walkable neighborhood. The area is brimming with a diverse array of unique shops, cozy coffee houses, and some of the city's most acclaimed restaurants—all just a short stroll away. It’s a place with a strong sense of community and a relaxed, friendly atmosphere, offering the perfect home base for your extended San Diego stay.

Hillcrest Farmers’ Market

Hillcrest Farmers’ Market

Stroll through a vibrant market full of fresh produce, artisanal treats, and local crafts—everything you need to feel at home during your temporary stay.

Balboa Park

Balboa Park

A short walk away, this cultural oasis features world-class museums, stunning gardens, and the famous San Diego Zoo.

Artisan Coffee & Brunch

Artisan Coffee & Brunch

Start your morning with a thoughtfully prepared brunch or artisan coffee in a cozy, stylish space—comfort and reliability just like home.

What Our Guests Say

“We loved our 6 weeks at Katrina’s place. We wanted something in the heart of a vibrant part of the city with great restaurants and this apartment was perfect… We also felt very safe with the locked parking garage. Highly recommend.”

— Jane, Corvallis, OR — February 2025

“Katrina was accommodating to my needs and requests, was always really responsive, and her place is a gem in a great place within San Diego. You have beautiful views of the sunset from the porch, quick access to the pool and hot tub, which are usually unoccupied, and the unit and building in general strike a great balance of being quiet/private, while being right in the mix of some of the best San Diego has to offer. I wanted to stay longer.”

— Chris, San Francisco, CA — January 2024

“Overall everything was good and we were very satisfied. The overall location of the building itself is in a perfect location to walk to everything… The condo itself was nice and worked out well for my partner and I as we both work from home… It helped greatly to have a washer and dryer in unit and probably one of the most convenient things is that the unit is located very close to the pool (which is hardly used so you usually have it all to yourself).”

— Oscar, Los Angeles, CA — July 2023

“Katrina’s property is the perfect location — close to Balboa Park and some awesome restaurants. The apartment was spotless, matched the description, and felt like home! Katrina was very responsive and helpful. I absolutely will be coming back to stay again soon!”

— Seth, Boston, MA — November 2023

Inquire & Book Direct

Save on platform fees by booking with us. Tell us your dates and we’ll get back to you with a personalized quote.

Our Application Process

For a safe and seamless experience, we require the following for all 31+ night stays:

  • Completed rental application & signed lease.
  • Copy of a government-issued ID.
  • Standard background and credit check.
  • Refundable security deposit.
  • We welcome one pet per stay, subject to approval and a pet fee.

We never share your information. Minimum stay 31+ nights.

Prefer a Booking Platform?

For your convenience, you can also find this property on Airbnb and Vrbo.

Discover Our Other Residence

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