
Family-friendly holiday rentals in Hillcrest, San Diego
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Top-rated family-friendly rentals in Hillcrest, San Diego
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Popular amenities for Hillcrest, San Diego family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded Cottage in San Diego
Lydia was a very responsive host and was really easy to communicate with. We were a little skeptical because we knew we would be staying on the property where she lived with her family and were worried about privacy but the cabin is very private and although we naturally bumped into Lydia and her husband a few times, they did not spend any time out their back yard (where the cabin is located) for the duration of our stay so we had the place and the yard pretty much to ourselves which was great. We didn't realize how far away we would be from shops and restaurants. It is about a 20 minute walk to the nearby town so we did spend a lot of money on ubers but that was our own fault for not doing our research beforehand. Overall Lydias place is very clean and had everything we needed for our stay, she even had some stuff in the fridge and cleaning products which was really convenient. Thank you Lydia for a lovely stay.

5 Star Location-XL Yard, Hot Tub, Parking- Sleep 5
Thanks Brooke - we had a wonderful stay, great place with everything we needed! The hot tub was an added bonus, very enjoyable.

Coastal Craftsman, Walk to Beach, Hot Tub
We enjoyed our stay with our 2 kiddos. Easily walkable to the beach and restaurants (Azucar is a MUST for coffee/pastries) and it was awesome having the wagon and beach chairs. Hot tub was great.

OB studio, ocean views, hot tub & garage parking!
Amazing stay at La casita !! Scott was an amazing host , had a binder of stuff to do locally and super attentive ! Will definitely be staying at La casita soon again

Sunset and waves from your private patio
The VIEWS!!! Absolutely breathtaking. We could’ve spent the entire trip just soaking in that ocean view—it was seriously next-level. From sunrise to sunset, it was pure magic. We absolutely loved Kate’s place and Kate herself! She was the best host we’ve ever had. The property was beautiful, peaceful, and had such a fun, quirky charm that made it feel like a hidden gem. The bed was insanely comfortable, the robes were perfectly cozy, and the coffee? Delicious. The art supplies and hot tub facing the ocean were truly to die for—I didn’t even want to leave to explore San Diego because I was so content right there. We slept with the back door open to hear the waves crash all night long and let the ocean breeze in. The neighborhood felt super safe and had such a great vibe. We already know we’ll be back to see Kate every year. No doubt about it.

Beautifully remodeled 10th floor oceanfront condo
Amazing stay and very well decorated unit with beautiful view. The place feels very cozy and homey and it has everything that you need. Will definitely stay there again

Walk to Balboa Park South Park Hot Tub Hideaway
Sean's place was exactly as he described, a perfect respite. Been coming to San Diego for years to visit family and hands down this place has the best parking options I have ever experienced in SD. Plenty of easy street parking within feet of the unit and up and down the short city block. A true rarity in SD, even had spots open on garbage day. Super quiet street and neighborhood too. We'll be back.

Bike to North Park, Loaner bikes/surfboards, Games
The space was perfect for our family. Great sized full and clean kitchen even though we didn’t need to use it a lot. Lots of space for us and our 3 kids, and we appreciated the toys and baby high chair+pack n play! The kids really enjoyed the back yard space. We only saw the neighbors in passing so the space was basically all ours during that time. Hosts were very friendly! Location was close to everything we needed. No issues with the street parking. We would definitely stay again!
Family- and pet-friendly home rentals

Urban Canyon Getaway
David is exactly what the reviews said about his responsiveness. My family and I can say this was our best experience ever in San Diego. We felt at home and this experience made it easy for my wife and I to conclude that when traveling with our young kids, we would be better off reserving an airbnb with a great host like David. Thank you once again for your hospitality, David.

Cozy Craftsman Bungalow, Hillcrest/Mission Hills
We had a very nice stay in the bungalow on Albatross Street. The house is charming, the neighborhood is safe & walkable. There are two grocery stores close by & several coffee shops & restaurants.

North Park Cottage
We had a wonderful stay at this cozy little cottage! The space was thoughtfully stocked with common personal care and household items—perfect for those little things you might forget while traveling. We also really appreciated the extra touches like snacks and coffee, which made us feel right at home. One of the best parts was how accommodating the hosts were to our fur babies—it’s always a relief to find a truly pet-friendly spot. Highly recommend this place to anyone looking for a comfortable and welcoming stay!

Fletcher Hills - modern 1 BR.Easy, no step access.
This air bnb was the best place we could have stayed in San Diego. It had everything we needed and there were so many thoughtful touches. All I wanted was a Southern California beach vacation and Kristen had all of the gear we needed for that. We went to several beaches during our stay and it was about a 30 minute drive to every beach we went after waiting out morning rush hour traffic. Her backyard was my favorite part of our trip as we love watching sunrises and sunsets and it was so peaceful with great views. There is a lot of natural light in the air bnb as I didn’t understand initially there are solar tube lights throughout the unit which I thought were really cool. The air bnb is in a safe and quiet neighborhood and is a convenient location. The bed itself was very comfortable and we enjoyed being able to cook meals with a full kitchen and be able to do laundry. I would definitely will return when back in San Diego.

Romantic Private Garden Studio Near Downtown
Great place! Beautiful garden. The studio is cozy but you’ll have everything you’ll need. Highly recommend.

Kensington Classic/Historic Tudor - Fully Licensed
Olga was a great host , she and her son were very welcoming , kind and communicative. She talked to us about a lot of things on gardening and was kind to share some of her plants with us. The house was perfect for a small family including a dog and was tastefully decorated with antique pictures and paraphernalia. The area in an interesting quaint neighborhood and we loved walking to the restaurants around there for food and deserts .

Charming Ocean Beach cottage
This is such a gem located just a few blocks from Ocean Beach. You can’t beat the price/location. We didn’t have to move our car all weekend, everything we needed was walking distance to Edwin’s place.

Awesome Studio. Total Privacy. Close to everything
Great place, loved the covered patio. Richard and his wife are excellent hosts, would definitely stay again.
Family-friendly home rentals with a pool

Lovely Guesthouse in garden setting
We are so grateful to have been able to stay at Gwynn's place, it is so peaceful and lovely. Like a secret garden getaway. We loved all the small touches, and beauty of the space. Gwynn made us feel very welcome and comfortable! The pool is amazing and the outdoor spaces are delightful. Can't wait to stay here again.

"10 min away from everything"
Place was very nice and worked well for us. Definitely keeping in mind for future visits.

On park. 1 bed apt.has air & small kitchen+w&d
Anthony’s apartment was just what I needed for my adult son and me. 2 twin beds in the living room worked well as another bedroom without the cost of a 2 bedroom. The kitchen is small but had all we needed to make bfast in the mornings. Helpful to have a parking spot in back and washer dryer in unit. I really enjoyed the location next to an urban park, pretty neighborhood for walks, and short walk to restaurants and coffee shop. Anthony was super helpful when we arrived.

The BEST NEST Clean, peaceful, private, affordable
Our stay in San Diego was truly unforgettable, and I owe so much of that to our incredible host. From the start, she was kind and flexible—working with us to adjust our booking after unexpected rain changed our plans. When we finally arrived, she went above and beyond for my daughter’s belated birthday celebration. She surprised us with beautiful decorations and even gave my daughter the sweetest birthday gift. It honestly touched my heart to see how thoughtful she was. The space was cozy, clean, and filled with good energy—perfect for making memories during a weekend that meant so much to us. If you’re thinking of booking, don’t hesitate. You’ll be in great hands with a host who truly cares. Thank you again for everything!

One Bedroom Ocean Front Condo!
The apartment was so close to all the restaurants and easy to get to anywhere within around 15 minutes drive. Tina was an amazing host and on hand to answer any questions.

Lionhead - Private Boutique Home
Great location and the house had everything we needed. beautiful home, nice decoration and really nice view from the jacuzzi.

Comfortable & convenient accommodation @ San Diego
I had a great time staying at Thelma De La Paz’s place! The space was cozy, very clean, and exactly what I needed for a comfortable stay. Thelma was a wonderful host - polite, welcoming, and super responsive to any questions I had. Highly recommend!

Hacienda de Las Campanas
We loved staying at Wil’s place. The place was amazing, cozy and everything we wanted for our family. We loved the aesthetic, and the pool was so fun to play in. It was quiet but close to everything we wanted to do, so it was the perfect place to come back to after a long day out. The host and hostess were amazing, friendly and extremely helpful. We can’t wait to visit again.
Quick stats about holiday rentals that are family-friendly in Hillcrest, San Diego
Total rentals
180 properties
Nightly prices starting at
$102 SGD before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
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- Rosarito Beach
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