
Guesthouse vacation rentals in Hillcrest
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Top-rated guesthouse rentals in Hillcrest
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Santorini-Inspired Cottage w/ Hot Tub + Views
*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Tropical on Texas
Private casita (studio) with kitchenette, day bed with trundle so easily can accommodate two singles or can become a king size bed. Very near zoo, shopping, restaurants, stadium, minutes from Sea World, downtown, convention center, Gaslamp, airport, beaches/bay. Immediate freeway access, 5 minutes to trolley, bus stop at corner. Great walk-ability. If you would like a taste of paradise & central location we look forward to your visit. Please no extra guests they may come to visit but not stay.

North Park, San Diego's Best At Your Doorstep
Incomparable location, privacy, quality and unique experiences await the discerning traveler. Walk to dozens of renown restaurants, coffee shops, micro-breweries, bars, art galleries, unique shops, stores and world famous attractions from your exceptional detached studio suite. Come see why Forbes Magazine, Time Magazine, The New York Times, The LA Times and The San Diego Union Tribune recently acclaimed North Park as San Diego's Favorite Neighborhood, The Hippest In The Nation and Smokin' Hot!

Private Hillcrest Retreat w/ Parking and AC
Good communication is of great value for this comfy, artsy studio and garden. Everyone is personally welcomed by your onsite Host. Walk to an international array of restaurants and clubs. About 2 mi to San Diego Zoo, SeaWorld, Balboa Park museums, Convention Center, Maritime Museum/USS Midway, Gaslamp Qtr, Little Italy, Old Town, Scripps Mercy & UCSD Med Center, shopping; about 10 mi to beaches. NO FULL KITCHEN. NO PARTIES OR UNREGISTERED GUESTS. Microwave, Keurig and mini-fridge are provided.

Waterhaven - A Pondside Oasis
Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

Modern Sweet Home Stay, Hillcrest, A/C Parking W/D
This quaint bungalow sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Carrie’s North Park Casita, in Heart of San Diego
Fully renovated stand-alone guesthouse in North Park, consistently voted one of the coolest neighborhoods in the US. Just a few blocks from all the action at 30th and University, but tucked away in a quiet, historically designated residential neighborhood. Walk to Balboa Park or The World Famous San Diego Zoo. Get to Downtown San Diego, San Diego International Airport, Old Town, Little Italy, Coronado, La Jolla, Sea World, multiple beaches & so much more in under 15 minutes.

Rooftop views 10min walk to Balboa Park/Zoo/Bars
Enjoy this peaceful second-story new guesthouse overlooking the treetops! A perfect day might be a morning stroll through Balboa Park, the cultural center of San Diego, surrounded by 58 miles of walking and running trails, followed by a short walk to the super fun bars and restaurants of Hillcrest, North Park, and University Heights. We LOVE this neighborhood and we are so excited to share the beauty, culture, and welcoming vibe of it with our guests!

Relaxing Oasis - short walk to shops & recreation
The Zen Den- This small oasis boasts a location that offers the best of both worlds: a quiet sanctuary for some tranquil R&R, and close proximity to San Diego’s best nightlife, sightseeing, and recreation. The studio opens up to an outdoor patio perfect for San Diego’s sunny and 70 weather. Your blissful retreat is located one block from the bustling metro district of Hillcrest with coffee shops, restaurants, parks, walking/running trails, and more.

Cozy Canyon Prvt Studio in North Park
After many stays and wonderful encounters with all our guests we just updated our cozy studio. Tucked away on a quiet Canyon in North Park within walking distance to the best coffee shops, restaurants, and breweries. A few minutes drive to Downtown, Balboa Park, and the Zoo. Contemporary open floor plan with a double bed, twin bed, kitchen, and limited outdoor space with a great view of Mission Valley. Perfect for your San Diego get away!

Brand New Modern North Park View Apartment
This brand new North Park apartment is the perfect place to enjoy San Diego. The home is located on a quiet street in close proximity to Balboa Park, the San Diego Zoo, Downtown, Sea World, Old Town, Coronado Island, Seaport Village, and the airport. It is in walking distance to a number of renown restaurants, coffee shops, and breweries. Beautiful sunset views allow you to relax after a long day of taking in the city.

Mountain View Retreat in Gated Estate (Hot Tub)
Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.
Popular amenities for Hillcrest guesthouse rentals
Family-friendly guest house rentals

Charming Mission Hills Studio w/ Patio

The Happy Family * 2 playhouses near SDSU!

Private 1 BR Paradise retreat

Quaint Craftsman#2- Walkable, Parking, EV Charging

Newly built- North Park Abode w/ patio & roof deck

Mission Hills Charming suite, walkable to all.

Central studio w/ private outdoor space & parking

The Best Cottage in North Park!
Guest house rentals with a patio

Adorable cottage in Talmadge

The Under-tree Tiny Home Downtown San Diego

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable

*KING BED* Colorful Guesthouse by Downtown

Charming Casita with City and Bay Views

Cozy, Quiet and Private Backyard Studio Escape

Heart of SD | Zoo Nearby | Private Patio | Central
Guest house rentals with a washer and dryer

Lovely Guesthouse in garden setting

Private beach guesthouse w/ private parking

Private Guest House for 2 with Kitchen + Laundry

Stunning Guest House 15 min. from Zoo, Downtown

Cozy Detached Casita w/AC & heat

The Golden Hill mosaic "casita"

Charming North Park Cottage

North Park bungalow apartment
Quick stats about guesthouse rentals in Hillcrest

Total vacation rentals
Explore 10 vacation rentals in Hillcrest

Nightly prices starting at
Hillcrest vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 2,830 verified reviews to help you choose

Wi-Fi availability
10 of Hillcrest vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillcrest rentals

4.9 Average rating
Hillcrest stays are highly rated by guests—averaging 4.9 out of 5!
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