Family-friendly vacation rentals in Hillcrest, San Diego

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hillcrest, San Diego

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in San Diego

4.97 out of 5 average rating, 508 reviews

Central & Serene Secret Garden Guesthouse

My cozy & stylish Garden Guesthouse features colorful decor that gives a fun, relaxed vibe. Relax in style inside or outside in my peaceful garden w a cup of coffee, or glass of wine. I love to say a hi to my guests yet your privacy is #1. Reach me via Airbnb app if I can help! Kensington is a central, 1920’s historic neighborhood w shops & great local eateries. Close to downtown, Gaslamp, Zoo, airport, beaches, Balboa Park. Bus stop, & trolley nearby. Reserved off street parking space too!

Oct 14 – 21

$126 per night

Guest favorite

Guesthouse in San Diego

4.96 out of 5 average rating, 211 reviews

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!

Jul 10 – 17

$155 per night

Guest favorite

Home in San Diego

4.98 out of 5 average rating, 121 reviews

Canyon Hideaway in Central San Diego

Stay in the heart of San Diego but feel like you're in nature. Our house is on a canyon in the upscale neighborhood of Mission Hills. It's 10 minutes from the airport and 15 minutes from Sea World, Downtown, Old Town, Mission Valley, the Zoo and Balboa Park and the beach. Our guests adore the quiet setting for unwinding after a day of sightseeing and love that we've thoughtfully provided all you will need for your stay. Short Term Rental License #: STR-04277L Transient Occupancy Tax #: 645822

Jun 10 – 17

$175 per night

Guest favorite

Guesthouse in San Diego

4.92 out of 5 average rating, 368 reviews

Cozy 1-bdr apt in Normal Heights near Adams Ave

Comfortable upstairs apartment with street parking, kitchen, bathroom, and AC. Walking distance from some of San Diego's best bars, breweries, and restaurants and a short drive to Balboa Park, the Zoo, Gaslamp district, and the beach. The property was recently painted and the new colors aren't reflected in my Airbnb photos, yet. The apartment door is a bright turquoise blue. * Update: Brand new high speed Internet extender installed and memory foam sofa mattress for the pullout sofabed. Enjoy!

Mar 25 – Apr 1

$131 per night

Guest favorite

Apartment in San Diego

4.96 out of 5 average rating, 265 reviews

Private and Central Hillcrest Garage Apartment

This remodeled apartment is in a quiet pocket of the vibrant Hillcrest neighborhood - walking distance to shopping/eateries/bars and central to attractions like Balboa Park/Zoo, SeaWorld, beaches, Gaslamp/Convention Center. The sunny unit is above our garage, connected to the main house yet separated by a breezeway with its own private entrance. The bedroom has a king-sized bed, the TV room has a queen-sized sofa couch, there's a walk in shower and coffee bar w/refrigerator and microwave.

Aug 22 – 29

$149 per night

Guest favorite

Home in San Diego

4.94 out of 5 average rating, 257 reviews

Sunny San Diego Home

We are located on a quiet, eclectic street in a canyon with lots of trees and great neighbors. Near beaches, Balboa Park, San Diego Zoo, Little Italy, Gaslamp and the San Diego Bay. Near grocery stores, movie theaters, shopping, restaurants and entertainment. Important: We meet all guests personally upon arrival. Please, no smoking/vape, no pets, additional guests must be pre-approved. Communication is essential, so please read our house guidelines before booking, and welcome to our home!

May 22 – 29

$210 per night

Guest favorite

Guesthouse in San Diego

4.93 out of 5 average rating, 449 reviews

Private Cottage in Walkable North Park w/AC

Welcome to our charming private Airbnb in vibrant North Park! Enjoy the perfect blend of comfort and convenience for your San Diego stay. Walk to restaurants, coffee shops, art galleries, wine bars, breweries, yoga studios & various boutiques. Nature lovers will adore the nearby Balboa Park with its stunning gardens and cultural attractions. Downtown, Gaslamp Quarter, beaches, and the famous San Diego Zoo are easily accessible. Book and create lasting memories in this dynamic neighborhood.

Jun 18 – 25

$119 per night

Guest favorite

Apartment in San Diego

4.98 out of 5 average rating, 403 reviews

Lovely spacious upstairs studio with private entry

You’ll love our place as its spacious, quiet, private, comfortable in a residential neighborhood. The king-size bed is extremely comfortable and we have big relaxing patio chairs on our large balcony overlooking a beautiful landscaped garden. We are centrally located to most all of San Diego's attractions and close to freeways. The famous Gaslamp, Zoo, downtown and beaches are all within 13 to 20 minute drive. The kitchen is stocked with goodies, coffee and an assortment of teas.

Nov 16 – 23

$87 per night

Guest favorite

Guesthouse in San Diego

4.91 out of 5 average rating, 356 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

Oct 19 – 26

$108 per night

Superhost

Home in San Diego

4.83 out of 5 average rating, 629 reviews

1925 Hillcrest Cottage with City Views!

LOCATION, LOCATION, LOCATION!! Upgraded internet 9/13/23 Escape to beautiful San Diego in this very unique 1925 Built Craftsman one-bedroom, one-bathroom cottage that sleeps up to 2-3. Only five minutes from downtown, Balboa Park, the San Diego Zoo and surrounded by a wide variety of fun and popular attractions. It is perfect for those that want complete privacy but close to everything! This cottage has a full kitchen and beautiful city views.

Oct 5 – 12

$116 per night

Guest favorite

Apartment in San Diego

4.98 out of 5 average rating, 241 reviews

Reclaimed Retreat with “Catio”

If saving the planet is your thing, then this place is for you! This 400 square feet studio has high ceilings, western breezes, and lots of light. The earth-friendly retreat features reclaimed/recycled/repurposed furnishings and decor. The studio is located at the rear of the main house on the second floor. There is a king-sized bed with a twin-sized air mattress available for a third guest. Also features a “catio”. Enjoy!

Sep 5 – 12

$136 per night

Guest favorite

Guesthouse in San Diego

4.92 out of 5 average rating, 316 reviews

Urban Cottage Getaway

Our quaint & comfortable one-bedroom cottage nestled in the middle of the neighborhood for a cozy feel yet we are close to EVERYTHING! It comfortably fits 2-3 people and is centrally located on a quiet street in North Park. It is just two blocks from a number of restaurants, markets, brewpubs, and coffee shops. Peaceful. It is a back house and is tucked off the street behind our main residence.

May 7 – 14

$122 per night