
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.

Bright Oasis in the Heart of University Heights
Enjoy this peacefully tucked-away neighborhood gem. Exceptional restaurants, top-rated bars, and exciting nightlife are all waiting only blocks away. This space is only a 5-minute walk from University Heights Main Street restaurants and shops and a 10-minute walk to the bus hub for direct Down Town/Gaslamp access or San Diego's train station for easy coastal exploration. Bike lanes make North Park, Normal Heights, South Park, Hillcrest, and Balboa Park quickly accessible by scooter or bike.

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.

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool
2021 CUSTOM guest home with pool in Hillcrest/San Diego Zoo/Balboa Park area. Full kitchen, a queen bed, a queen sleeper sofa, and a crib. Full bath, indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Under a mile to Farmers Market Sprouts. Minutes' drive to San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play/Crib, crib mattress, and cover are provided.

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.

Dog friendly in heart of Hillcrest
This is a dog friendly home with no extra dog fees and a great backyard that is strictly yours and your pups to enjoy. Airbnb calls it a guest suite but it is one room that is attached to the back of my house with private entrance, deck, private bath, microwave, frig, keurig machine with pods (no kitchen) and one free off street parking space big enough to fit a Ford F-150 trucK. There is some highway noise outside but windows are double-paned, so quiet inside. Smoking is fine outside.

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!

Beautiful House in Hillcrest with Tub Parking AC
San Diego Villa, a Zen House in Hillcrest! Perfect Location: Centrally, within minutes of all San Diego attractions and walking distance to all major supermarkets shops and many restaurants and bars. Amazing Amenities: Hot Tub, luxurious features and appliances, Egyptian cotton sheets, and more. Comfort: peaceful and quiet with all the amenities you need, centra AC, and parking.
Popular amenities for Hillcrest family-friendly rentals
Family-friendly home rentals with a hot tub

Santorini-Inspired Cottage w/ Hot Tub + Views

Mountain View Retreat in Gated Estate (Hot Tub)

2 Bed Hidden Gem | Hot Tub, Parking | Midtown SD

University Heights Oasis Getaway

Mission Hills Charming suite, walkable to all.

Cozy Hideaway w/ Private Jacuzzi & Pool Table

Beautiful Historic Home and Gardens Near Downtown!

Pool Oasis in Central Hillcrest by Park/Zoo
Family- and pet-friendly home rentals

Modern Spanish Casita. Sunny & Quiet with Kitchen!

Light & Airy Craftsman in Mission Hills/Hillcrest

Stylish Little Italy Stay | Free Parking Near Bay

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

Walkable North Park Casita

Luxury Bay/Ocean view suite-San Diego/Mission Bay

1925 Hillcrest Cottage with City Views!

Modern ❤️ of South Park, SD skyline, private patio
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

Lionhead - Private Boutique Home

Resort Living: Hoops, Outdoor Bar, Views, Pool+Spa

Luxury Oceanfront Condo with Unbelievable Views

Luxe Home w. Serene Backyard Spa

Casita w/Private Pool, King Bed, Full Kitchen!
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 | £153 | £148 | £152 | £164 | £214 | £179 | £141 | £148 | £151 | £152 |
| 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 170 holiday rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at £91 per night before taxes and fees

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

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
170 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!
Destinations to explore
- Rentals with a hot tub Hillcrest
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- Rentals with a patio Hillcrest
- Rentals with a beach view Hillcrest
- Rentals with outdoor seating Hillcrest
- Rentals with beach access Hillcrest
- Rentals with pools Hillcrest
- Rentals with a firepit Hillcrest
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- Cottage rentals Hillcrest
- Hotel rooms Hillcrest
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- Family-friendly rentals San Diego
- Family-friendly rentals San Diego County
- Family-friendly rentals California
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