
House holiday rentals in Hillcrest, San Diego
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Top-rated house rentals in Hillcrest, San Diego
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Popular amenities for Hillcrest, San Diego house rentals
House rentals with a pool

3 BR Urban Oasis with Pool and Spa in Great Area
The house is beautiful and well-appointed. The back yard is perfect for hanging out in the evenings with the lit pool and vibe-y blue and green lights and strung patio lights. The hot tub was hot and the patio had lots of furniture for lounging or eating meals together. It was the perfect size for our family of 4. I even enjoyed a fire in the fireplace on one of the chilly mornings while we were there. They supplied all the necessities for easily making a nice cozy fire. The living room TV came with Netflix logged in for the guests to watch and the surround sound was awesome during movie time at night. The neighborhood was so quiet with lots of people walking their dogs or running. There is a nice playground just around the corner from the house that we enjoyed one evening after swimming. My teens enjoyed walking down the road a just few minutes to enjoy all of the cool places to eat. The host was very responsive when I had a question about the pool. Overall a perfect stay!

The Queen House
It was wonderful. The views from the deck were amazing. Every bed was comfortable. I loved the bowl of gummy’s they had for us 😁. It’s was perfect for our family reunion everyone had privacy and the family room’s furniture was perfect to cozy up by the fire and watch tv. I loved the weather there. I opened up the windows and we had perfect weather so we never had to turn on the air conditioner. Kelly allowed us to put the cover over the pool and it warmed up the pool and the grandkids had a blast. We had multiple generations at home ( 4 generations from 85?to 1 yr old 😁) and everyone was happy. Thank you for the opportunity to enjoy family together.

La Jolla Beach House-Family Focused-3min to Beach
We had a fantastic week in La Jolla! John’s place was charming, spotless, and perfect for our family. The home was well-stocked with thoughtful amenities—including beach gear—and had everything we needed to feel comfortable. The location is unbeatable: a quiet, family-friendly neighborhood within a few minutes walking distance to the beach, great restaurants, coffee shops, and more. John was a friendly and responsive host who made everything easy from start to finish. Honestly could not have asked for a better host. Highly recommend for families looking for a relaxing, convenient stay in La Jolla. We’d love to come back!

Your Modern Lux Pool Resort in the Heart of SD
Stay at Katri’s was great. Had delicious cookies waiting for us when we checked in, which was a breeze. House was spacious and entire lot was very big. Pool was great and even after we had told them that no heated pool would be necessary, Mother Nature had a different idea and gave us some more than unexpected chilly weather, so they had no problem throwing the heater on for us. Freeway in the background was hardly a noise problem for us personally. Just far enough that it didn’t affect us, and was nice to see what our morning commute was going to be like. Brought two dogs with the group that absolutely loved everything (after one of them finally got over his fear of the staircase). All in all a great stay in a great neighborhood. Cant comment more how quickly they responded to us in the days leading up to the trip, and while we were there. Great hosts!

Luxurious North Park Home - Walk to Dining & Shops
We loved our stay at Mari Katherine’s Airbnb for a girl’s weekend in SD! It is a beautiful home that was spacious and thoughtfully designed and decorated to create a warm and welcoming atmosphere. The home feels private, but was in a fantastic location in North Park that was easily walkable to coffee shops, restaurants, etc. Mari Katherine sent clear instructions leading up to our stay, so the logistics of check in were clear and easy! When some logistical challenges came up during our stay, Mari Katherine was very responsive (even late in the evening) and offered solutions - we would be thrilled to visit again!

Lionhead - Private Boutique Home
Quiet location, exactly as pictured and described. Parking could be a challenge if you have a large vehicle but being able to park in the garage made it easier. Great communication!

Centrally located Home w/Guest House, Pool & Spa!
We had a very fun and relaxing friends get together here. We could walk to get food, and driving to different parts of San Diego was super easy from here. Our group has done many trips and this by far was the best residence for us by far, not to mention two large tables for playing board games. Would stay here again!

Oasis with ocean views/Pool/Hot tub! Sleeps 10!
We had a fantastic stay at Van's Airbnb! Van was incredibly communicative and friendly, making the entire experience seamless and welcoming. The view from the property was stunning, adding a special touch to our trip. The kitchen was well-equipped and a joy to use, and the house itself was exceptionally comfortable, making us feel right at home. Highly recommend staying here!
Weekly house rentals

Fabulous New 4BR/3BA House in Mission Hills
As described in other reviews. Best location I have stayed at in San Diego. Great central location and good access to freeways and so close to the airport. Everything you need in the house, spacious and walking distance to the grocery store right down the street. Would definitely return again.

A gorgeous fully remodeled 1 bed + office
Brent’s place was amazing and I would definitely stay there again! It’s in a great location close to lots of restaurants in South Park and my favorite coffee shop Santos coffee :) Their home was beautiful inside and out with a great yard space for the doggies!

Charming Craftsman hm In North Park near zoo
Loved my stay! Such a great area and cute space to stay

Charming 1920s Mariposa Cottage walk to ALL
There are times when you see something in person after looking at pictures and find yourself disappointed. The cottage was the opposite; everything was actually better in person. My parents and family spent an extended weekend here and everyone was so comfortable. We can't wait to go back and hope to stay here again.

The Island View Penthouse
We had a fantastic stay at this Airbnb! The house is located in a perfect neighborhood—safe, quiet, and close to everything you might need. The hosts were incredibly kind and helpful, always available when we had questions and even went out of their way to help us get oriented in the city. The home itself is clean, beautifully decorated, and well-maintained. It offers a lovely view, but what truly sets it apart is the patio. It's the perfect spot to relax in the evenings after a busy day—peaceful, cozy, and just the right ambiance to unwind. Highly recommend this place to anyone looking for a warm, welcoming, and relaxing stay!

San Diego house~Views~Sunrise to Sunset
Had a fantastic stay at this San Diego home! The place was spotless, stylish, and perfectly located near everything. The host was super responsive and made check-in a breeze. Highly recommend!

Jacuzzi, Firepit, Sauna & Ice Bath, Rest & Relax
Great stay! Everything was as shown/described - clean with pretty much everything you can need. The area felt safe and had great restaurants nearby. Instructions and expectations were super clear - we would stay again!

NorthPark Craftsman-Ideal 4 Foodie/Beer Enthusiast
Very cozy and peaceful stay . It’s a super quiet family neighborhood with great coffee shops and restaurants. They were responsive and great to deal with.
Private house rentals

Designer Heritage: Heart of San Diego w/ Fire Pit
Kaitlin’s Airbnb was a great place to stay! It was in a great location close to Balboa Park and the San Diego Zoo. It was perfect for my family of 4 and was clean and comfortable for all of us. Kaitlin was super communicative and responsive throughout our visit. I would highly recommend and will absolutely come back for any future stays in San Diego.

Light & Bright 1BR, 2 mins to Zoo!
It was exactly what I needed for the dogs and I as a little reset while my rig was being worked on. Thank you so much for a relaxing stay!

Golden Hill Tree House
This was an absolutely unforgettable place. Anthony and his wife, Shannon, were perfect hosts. They left a binder with plenty of great recommendations of places around the area to check out, and on our first night when we were out shopping for groceries, they were more than happy to provide some essentials (cooking oil, spices, etc.)! The place itself feels so cozy and was an excellent little getaway. I ended up proposing to my girlfriend (now fiancée) here, and Anthony and Shannon left us so gorgeous flowers and a note as a congratulations. I really can’t speak higher of this place. It’s so welcoming and you really can’t find nicer, more respectful hosts. TLDR: easily the best stay in San Diego! You’re going to love it!

Peaceful getaway!
Haley was a great host, very responsive and made me feel very welcome. My group was 11 friends and we had enough beds for everyone. The location is beautiful, safe, short walking distance to the bars and grocery stores. She let me bring my dog. There is a cute backyard with space to hang out and a deck. Would definitely stay here again!

Retro Miami retreat within the heart of North Park
We loved our time at the Retro Miami Retreat! The location can’t be beat and the home and backyard are lovely. Kevin was very responsive and friendly and went above and beyond to make sure we had a great stay! We hope to stay again!

Cozy Hillcrest Hideaway near Scripps Mercy
The place was very nice and comfortable. Destiny and Sal were responsive and helpful. The Hillcrest neighborhood is very pleasant and walkable.

Entire House with Private Yard
My stay there was great! The house was very clean and easy to travel and get around!

Vintage & Cozy Hillcrest Apt: Gym, Hot Tub,Parking
I had such a wonderful time at Conor’s. The place was eclectic and quiet. I was able to find parking easily and close. Conor helped with all my needs. He was accommodating and responsive and made my stay so enjoyable. The hot tubs were heavenly, the coffee was incredible, the linens and furniture were super comfy. I would love to stay again and I am recommending this to my family who will be coming out to visit San Diego often. Thank you for everything, Conor!!!
Quick stats about house rentals in Hillcrest, San Diego
Total rentals
160 properties
Total number of reviews
12K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace
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