
Family-friendly holiday rentals in Hillcrest
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillcrest
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Walk to Balboa Park and Hillcrest from an Immaculate Home
Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

Vintage Spanish Revival Home - Balboa Park - Alcazar Court
• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Central Charm in Hillcrest near Scripps Mercy
Your family will be close to everything when you stay at this centrally-located place, making it the perfect home base for your San Diego adventures. Walk to Hillcrest's vibrant heart, where you’ll find a wide variety of restaurants, bars, and shops at your doorstep. Enjoy easy access to Balboa Park and the world-famous Zoo, just minutes away! Explore nature and culture with ease. This clean-cut, cozy 3-bedroom home offers a relaxing space to unwind after a day in the city. Recharge in comfort,

Mike's House and Garden
The care taken to honor the atmosphere of the original 1910 house creates a feeling of another time and place. The house is secluded in a prize winning garden and approached through a stone pergola. The Craftsman furniture, lighting and antique Persian carpets reflect a distant and captivating sensibility. This house has been featured in three books and “American Bungalow” magazine. The garden was mentioned in Sunset Magazine and featured as one of the premier gardens of University Heights.

Hillcrest canyon home casita with pool access
Stay in a private canyon home in Hillcrest with pool access -just a few miles to the airport, downtown and little Italy. Walk to your favorite bars and restaurants in Hillcrest and Mission Hills, or explore Balboa Park, the world famous San Diego Zoo, and many of the nearby beaches, which are only a 10 -20 minute drive away. You will be 3 miles away from the Convention Center. My home is centrally located within 2 miles from the airport and almost everything is a 10 minute drive away.

Canyon Views w/ Outdoor Seating & Parking
Prime location! Within walking distance to Trader Joe’s, Whole Foods, Ralph’s, cafes, gyms, amazing restaurants, great nightlife, and Sunday's Farmer's Market! This newly restored historic cottage is in the heart of Hillcrest, San Diego. Originally located in Balboa Park, it housed workers for the 1915 Panama–California Exposition. Perched on a canyon, the cottage blends modern amenities with farmhouse charm. Book now for a San Diego stay that fuses the past with modern comforts!

The Cozy Craftsman
Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park. Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style. Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away. Perfect for couples, small groups, or business travelers exploring San Diego.

Mid-Century Retreat Hillcrest, Parking, A/C
This 2nd floor retreat sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very bright, quiet, and private and sits directly behind our house(pictured) with no common walls. 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!

Centrally Located Designer Loft w/ Parking and A/C
Discover this unique loft apartment in San Diego’s vibrant Hillcrest neighborhood! Enjoy a cozy living area with a sofa and TV, plus a dining table for four. The well-equipped kitchen features all you need to whip up meals. Relax on the large private balcony, perfect for soaking up the sun! Upstairs, find a serene loft bedroom with a queen bed and full bath. With dining, shopping, and nightlife just steps away, this chic retreat is your ideal home base for exploring San Diego!

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!

Charming Hillcrest/Mission Hills 3 BR + House
The most central location in San Diego; Great for families who want to take advantage of the San Diego Zoo, Balboa Park, Sea World, etc... as well as couples who may want to be close to downtown San Diego, Little Italy, the Harbor... walking distance to great Hillcrest and Mission Hills neighborhood coffee shops, bars, and restaurants. Remodel completed in Jan, 2022! Person booking the home must be at least 25 years old.

Great Location, Renovated Modern Spanish Apartment
Welcome to our charming and newly renovated Spanish-style apartment nestled in the heart of San Diego's vibrant Hillcrest neighborhood! Our 2bd, 1ba retreat offers an inviting open floor plan, ensuring a comfortable and relaxing stay. Whether you're visiting San Diego for a getaway, business trip, or simply seeking a memorable vacation, our renovated Spanish-style apartment offers the perfect retreat.
Popular amenities for Hillcrest family-friendly rentals
Family-friendly home rentals with a hot tub

Santorini-Inspired Cottage w/ Hot Tub + Views

Designer Cottage in the Historical San Diego Area

University Heights Oasis Getaway

Dragonfly Cottage - In the Heart of San Diego

Jacuzzi, Firepit, Sauna & Ice Bath, Rest & Relax

Mission Hills Charming suite, walkable to all.

Pool Oasis in Central Hillcrest by Park/Zoo

Beautiful Historic Home and Gardens Near Downtown!
Family- and pet-friendly home rentals

Modern Spanish Casita. Sunny & Quiet with Kitchen!

Bright Oasis in the Heart of University Heights

"The Carriage House" Upper Unit

Beautiful Canyon Cottage located on a huge lot

Light & Airy Craftsman in Mission Hills/Hillcrest

A gorgeous fully remodeled 1 bed + office

Modern House In The Hills | Killer Location!

Your Trendy San Diego Home, 2-Car Garage
Family-friendly home rentals with a pool

Lovely Guesthouse in garden setting

Modern Central SD Home w/ Pool & Spa Near Beach

3BR Urban Oasis with Hot Tub, Pool & Private Deck

Lux Villa: Heated Pool, Sauna, & Gym

Resort Style Living with Pool, Spa, and Bay Views!

On park. 1 bed apt.has air & small kitchen+w&d

Luxury Family Home Near Dining, Shops + Zoo

Lionhead - Private Boutique Home
When is the best time to visit Hillcrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £144 | £149 | £152 | £148 | £152 | £164 | £213 | £179 | £140 | £154 | £154 | £159 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about holiday rentals that are family-friendly in Hillcrest

Total holiday rentals
Explore 180 holiday rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 12,650 verified reviews to help you choose

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
180 of Hillcrest holiday rentals include wifi access

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

4.8 Average rating
Hillcrest stays are highly rated by guests – averaging 4.8 out of 5!
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