
Family-friendly vacation 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.

Mission Hills - Cozy Canyon Condo
Situated in a cozy, quiet neighborhood with friendly neighbors, this cozy condo has it's own entrance and a beautiful view of a eucalyptus-filled canyon. Watch honey bees and hummingbirds flit through the trees and listen to wind rustling leaves from your private deck. Amenities include: •Queen bed •Private bath with shower •Refrigerator, microwave and basic kitchen supplies (note: not a full kitchen--no kitchen sink or stove) •Wifi (note: no TV) •Private, well-lit entrance down a small stairway (so not ADA accesible) Conveniently located in Mission Hills, one of San Diego’s oldest, safest neighborhoods sandwiched between historic Old Town and hip Hillcrest, you will be within: •Walking distance to UCSD Medical Center, Scripps Mercy Hospital, grocery stores, playground, park, trolley stop and many fabulous restaurants with a wide variety of cuisines and price ranges •A long walk or short bike ride to Balboa Park, San Diego Zoo, Old Town and the waterfront •A short drive or long bike ride to downtown, Petco Park, the beaches, Sea World and the airport •Two miles to all major freeways We would be delighted to welcome you to our fabulous canyon-side condo.

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.

Your San Diego Studio - Free Parking, Pet-Friendly
Uncover a charming studio apartment nestled in the vibrant Hillcrest neighborhood of San Diego. This inviting space offers a restful queen-sized bed, complimentary parking, and self-check-in. Guests can enjoy essential amenities, including Wi-Fi, a coffee maker for morning brews, and a microwave for quick meals. The apartment's location provides easy access to popular destinations such as Balboa Park, Liberty Station, and the beautiful Coronado Island, allowing for exploration and enjoyment. 🌅

San Diego at your doorstep
Relax with the family at this peaceful place to stay. Studio apartment furnished with queen bed and queen sofa sleeper enhanced w/ a fully enclosed outdoor living space which includes an outdoor kitchen, fireplace, washer and dryer. Child and dog friendly. Located in a quiet neighborhood a fifteen minute stroll from the SD Zoo, Balboa Park and Hillcrest. Close to public transportation. A fifteen minute drive to beaches, downtown SD, the airport, harbor, and little Italy. Free parking and WiFi.

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!

MIKE'S PLACE - A PRIVATE COTTAGE
The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi . Cable HDTV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

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!

Walk to Bars, Restaurants 1 BD Hillcrest, Parking
This unique and luxurious house is located in Hillcrest, 1 block from University Avenue, within walking distance to some of San Diego’s finest restaurants, bars, and shopping. This location truly cannot be beat if you want to be close to it all in San Diego. You'll love the private outdoor space, and open concept home with designer finishes! Easy parking for one car. The perfect relaxing retreat in the city center of San Diego!

Place to Stay with Private Entrance near Beach
The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

The Cozy Craftsman
Escape to this serene, stylish retreat. Built in 1935, this Craftsman-style home exudes timeless San Diego charm. Perfectly situated in University Heights, bordering Hillcrest and North Park, you’ll be close to restaurants, cafés, grocery stores, public transportation, the San Diego Zoo, and Balboa Park. This 650 sq ft home has been renovated inside and out, and equipped with everything you need for a comfortable stay!

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.

Hillcrest 2 bed 2 en-suite baths garage zen garden
Start your day with a freshly brewed coffee (complimentary), on the large, breezy front porch, or the calming Zen Garden, with the sounds of the granite fountain. This remodeled two Bed/two ensuite Baths, Hillcrest property, includes a resort-like landscaped garden, gazebo, BBQ area, in a zen-like atmosphere. Hillcrest location, three car garage, and plenty of free street parking.
Popular amenities for Hillcrest family-friendly rentals
Family-friendly home rentals with a hot tub

Santorini-Inspired Cottage w/ Hot Tub + Views

4 Bed Midtown Oasis | Ocean View, Hot Tub, Parking

Colorful North Park Home | AC, BBQ, Private Office

Mountain View Retreat in Gated Estate (Hot Tub)

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

Barrio Logan Loft/ Detached Guest House

Mission Hills Charming suite, walkable to all.

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

OB Zen Den Studio w/Private Yard & Walk to Beach

Bright Oasis in the Heart of University Heights

"The Carriage House" Upper Unit

Light & Airy Craftsman in Mission Hills/Hillcrest

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

Kensington Classic/Historic Tudor - Fully Licensed

2-story modern w/balcony - unbeatable location

1925 Hillcrest Cottage with City Views!
Family-friendly home rentals with a pool

Hillcrest canyon home casita with pool access

The BEST NEST Clean, peaceful, private, affordable

Private 1 BR Paradise retreat

University Heights Oasis Getaway

Law Street Retreat

Designer Luxury Rental With Pool

Luxury Oceanfront Condo with Unbelievable Views

Birdsong Suite | Family-friendly getaway
When is the best time to visit Hillcrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 CAD | $276 CAD | $283 CAD | $275 CAD | $282 CAD | $305 CAD | $396 CAD | $333 CAD | $261 CAD | $275 CAD | $281 CAD | $282 CAD |
| 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 vacation rentals that are family-friendly in Hillcrest

Total vacation rentals
Explore 170 vacation rentals in Hillcrest

Nightly prices starting at
Hillcrest vacation rentals start at $169 CAD per night before taxes and fees

Verified guest reviews
Over 12,130 verified reviews to help you choose

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
170 of Hillcrest vacation 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!
Destinations to explore
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- Family-friendly rentals San Diego
- Family-friendly rentals San Diego County
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