
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

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.

2300+ Sq Ft Brand New Home with Amazing Views!
Alain was incredibly helpful, responsive, and accommodating. The house was as described in a quiet neighborhood but with plenty within walking distance. The bay and the beach were both accessible, as well as some good food and nightlife. Plenty of room for the group, and watching sunset from the jacuzzi was icing on the cake. Thanks for the great stay!

La Jolla Windansea Paradise Two
My stay at Cy’s place was great! I was attending a wedding in La Jolla so the location was perfect. Just off a busy road with tons of good restaurants and stores. Very easy to find and the street in front has a great peek at the beach waves just a short walk down. Cy is very friendly and greeted us as soon as we arrived and had a cute letter on the counter w/ detailed instructions and great suggestions nearby. It’s a cozy 1 bedroom with a pullout sofa so myself, my daughter and friend all stayed comfortably. There was plenty of kitchen supplies and tons of towels. The bed was extremely comfortable and the shower was amazing with great water pressure. There is an apartment above and a courtyard in front, so you can hear a fair amount of noise at times, but nothing too bad. There is on street parking, I always found a spot but it could be a block or so down. Overall everything was great and I’d highly recommend to anyone staying in La Jolla or wanting to be within walking to the beach!

STUNNING MANSION THE BEST LOCATION & AMENITIES
Such a lovely place, lots of activities we can do at this place with our middle school boys, such as varieties of board games, football games,bikes and jacuzzi. Walkable distance to morning coffee and grocery market. Definitely will recommend to others

Coastal Craftsman, Walk to Beach, Hot Tub
Very cute house within walking distance to the beach and lots of restaurants. Great hot tub!

OB studio, ocean views, hot tub & garage parking!
I had such a nice time staying at La casita! It was a beautiful place with a great view of the ocean. The location was ideal for walking to the beach and so many restaurants/shops close by. Thank you Scott for your hospitality, I would love to stay here again!!

Kick Back in the Hot Tub at a Calm, Coastal-Themed Oasis
Great spot to stay and they had lots of amenities to use for the beach and enjoying the stay.

Sunset Paradise with Ocean view & May Special now!
Loved this cute cottage sanctuary steps from the beach and boardwalk! It was incredibly well-stocked for 3 adults who cooked all our meals at the house. We loved the patio for mealtimes and relaxing. The hot tub was lovely and hosts provided proactive instructions to maintain how nice and clean it was! Bathroom was clean, too. We appreciated the beach supplies available. No kids in our group, but we noticed how the Airbnb was stocked with many toys and supplies! Walkable to plenty of restaurants, coffeeshops, bars, and grocery store. Andrea was super helpful and reached out over text to ensure a smooth check-in. Highly recommend and would definitely stay here again!
Family- and pet-friendly home rentals

South Park Pet Friendly Bungalow
This place was amazing! I stayed here with my family, which included two dogs, and it was perfect! The house and yard were great for my family and pets, and the neighborhood is quiet and private. It was also close to many great restaurants and things to do. Isabelle was a great host! She left us a personalized message, cookies, snacks, and drinks for our check in and was extremely nice and responsive when we had questions. She also had some great recommendations for food and places to see nearby. I would definitely recommend staying here to anyone, especially if you are looking for a family and pet friendly location close to many great spots in San Diego. I hope I get to come back to the area and stay here again in the future.

BBQ Grill, 5 mins to DT, Canyon Views, Parking
Efrain’s home was in a perfect location and had everything we needed for a great San Diego trip! The included parking space was a huge benefit for us and we were very grateful for the drinks and snacks provided. Thank you!!

Family and Pet Friendly Beach Bungalow
Russell was an amazing host. went above and beyond and it was truly appreciated. Great location and a perfect space for a weekend vacation!

OB Beach House, 3.5 blocks to beach, A/C
We enjoyed our staycation in San Diego, thanks to our beautiful home away from home at Jason’s Air BnB unit. The beach is within walking distance from the house and there are plenty of good restaurants to go to nearby. We appreciate that Jason’s place is dog-friendly as the neighborhood is very dog friendly. There are some good dog-friendly restaurants within walking distance and the dog beach in San Diego is within walking distance too. It’s a perfect place to have a staycation with family and furbabies. Thank you Jason and Keri for all the clear instructions about the house that it made our stay smooth sailing! Definitely booking again if we ever need a staycation in SD in the future.

Charming Private Mission Bay Studio 1
Had a nice stay - check in instructions were a little hard to find but once we found the online portal they were pretty straightforward. Comfortable bed, nice shower head, and clean small studio space. Beach gear was provided which was a nice touch. Great location with easy free parking in the surrounding streets. Host was very responsive to any messages.

Hidden Beach Oasis, 2 Blks to Sand, A/C, Pets Ok!
It was a lovely place for us. Lots of bedrooms, big deck, great kitchen and within walking distance of a beach for two little kids. Lisa had lots of toys in the house, including sand toys, boogie boards and the like. Lisa is a good communicator, and all the instructions were clear and posted around the house. We’d go back.

Kensington Classic/Historic Tudor - Fully Licensed
I had a wonderful stay here! Olga was incredibly welcoming when my friend and I arrived—she gave us a great tour of the place, which looked amazing. The space had everything we needed, making our stay comfortable and enjoyable. I would absolutely recommend this place to anyone looking for a warm and inviting experience!

⭐️Entire 2 BR Home! Yard with deck/BBQ/AC/parking🚗
Just what the doctor ordered. Literally a post-operation respite nearby critical healthcare facilities and close enough to enjoy the sea air and beach vibe. Loved the private outdoor space and comfort of this wonderful beach cottage. Really a great location and so well equipped. Not so close it’s impacted by the craziness of beach traffic, but close enough to walk there and enjoy the best beach community in San Diego. This rental has it all. We hope to be back soon.
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.

Private 3 bedroom block to Bay New Pool Spa, Bikes
Vanessa's place is in a very very quiet neighborhood just steps from the bay. I am a SD native, I know the city very well. I actually lived in the area for many years. This place is totally worth it if your traveling with a family with kids. Plenty to do, plenty of space to sit and relax inside and outside. It has plenty of things to keep kids busy from books to toys very very nice touch. If available when we return definitely will be staying here. The short walk to watch the sunset in the ocean is worth every penny..

Views - Quiet Mt. Helix Home - Pool -Sleeps 11
Wonderful home and lovely amenities/views! We found everything comfortable and totally enjoyable too.

The BEST NEST Clean, peaceful, private, affordable
Teri was a super host and helped us with all of our requirements. It was a great stay.

Family Getaway ★ Pool Hot-tub ★4Bdr ★HVAC★Central
We had such an amazing week for our party of 7 family reunion!!! The house was exactly as described and so well stocked with amenities, most especially books, toys, and any children’s item you could think of for your young boys. Our family had tons of fun using the pool and hot tub, we definitely utilized the wide assortment pool/beach toys and floaties as well. We had a very good time with the special treasure hunt game which was amusement for all ages. Communication was top notch and the recommendations were much appreciated and spot on. We’re already planning our next vacation here again. Thank you so much for a wonderful stay!

Eco-Friendly Mount Soledad Pad with Views and Heated Pool
Great host and great stay. Thanks!

Lionhead - Private Boutique Home
What a lovely home! We spent 5 days here with our family of 5 and it was absolutely wonderful. The home is spacious and open, very clean, and beautifully decorated. We loved the pool and watching airplanes take off and land in the distance. The neighborhood is very quiet and peaceful. Would stay here again!
Quick stats about holiday rentals that are family-friendly in Hillcrest, San Diego
Total rentals
180 properties
Nightly prices starting at
£60 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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