House holiday rentals in Hillcrest, San Diego

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Hillcrest, San Diego house rentals

House rentals with a pool

Top Guest favourite
Home in Greater North Park
5 out of 5 average rating, 117 reviews

3 BR Urban Oasis with Pool and Spa in Great Area

AnnRating, 5 stars1 week ago
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!
Guest favourite
Home in La Mesa
4.88 out of 5 average rating, 171 reviews

The Queen House

YvonneRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in La Jolla
4.99 out of 5 average rating, 155 reviews

La Jolla Beach House-Family Focused-3min to Beach

MeghanneRating, 5 stars1 week ago
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!
Superhost
Home in University Heights
4.91 out of 5 average rating, 141 reviews

Your Modern Lux Pool Resort in the Heart of SD

AaronRating, 5 stars5 days ago
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!
Guest favourite
Home in Greater North Park
4.97 out of 5 average rating, 162 reviews

Luxurious North Park Home - Walk to Dining & Shops

JamieRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Mission Hills
4.94 out of 5 average rating, 248 reviews

Lionhead - Private Boutique Home

JeffreyRating, 5 stars1 week ago
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!
Guest favourite
Home in Kensington
4.94 out of 5 average rating, 109 reviews

Centrally located Home w/Guest House, Pool & Spa!

BrittanyRating, 5 stars4 days ago
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!
Guest favourite
Home in Chula Vista
4.9 out of 5 average rating, 184 reviews

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

JohnRating, 5 stars2 weeks ago
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

Top Guest favourite
Home in Mission Hills
4.96 out of 5 average rating, 219 reviews

Fabulous New 4BR/3BA House in Mission Hills

DavidRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Greater North Park
4.96 out of 5 average rating, 132 reviews

A gorgeous fully remodeled 1 bed + office

CourtneyRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Greater North Park
4.9 out of 5 average rating, 278 reviews

Charming Craftsman hm In North Park near zoo

GrahamRating, 5 stars8 months ago
Loved my stay! Such a great area and cute space to stay
Top Guest favourite
Home in Hillcrest
4.99 out of 5 average rating, 175 reviews

Charming 1920s Mariposa Cottage walk to ALL

LaniRating, 5 stars3 months ago
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.
Top Guest favourite
Home in Bankers Hill
4.98 out of 5 average rating, 101 reviews

The Island View Penthouse

MichaelRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Mission Hills
4.85 out of 5 average rating, 156 reviews

San Diego house~Views~Sunrise to Sunset

SamRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Adams North
4.95 out of 5 average rating, 307 reviews

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

MeghanRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Greater North Park
4.91 out of 5 average rating, 212 reviews

NorthPark Craftsman-Ideal 4 Foodie/Beer Enthusiast

GabilRating, 5 stars6 days ago
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

Top Guest favourite
Home in Greater North Park
5 out of 5 average rating, 37 reviews

Designer Heritage: Heart of San Diego w/ Fire Pit

MeganRating, 5 stars3 days ago
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.
Superhost
Home in Hillcrest
4.7 out of 5 average rating, 50 reviews

Light & Bright 1BR, 2 mins to Zoo!

ErinRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Golden Hill
4.99 out of 5 average rating, 359 reviews

Golden Hill Tree House

ChrisRating, 5 stars3 days ago
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!
Superhost
Home in University Heights
4.75 out of 5 average rating, 8 reviews

Peaceful getaway!

JohnnyRating, 5 stars5 months ago
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!
Top Guest favourite
Home in Greater North Park
5 out of 5 average rating, 13 reviews

Retro Miami retreat within the heart of North Park

KoriRating, 5 stars1 week ago
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!
Guest favourite
Home in San Diego
5 out of 5 average rating, 43 reviews

Cozy Hillcrest Hideaway near Scripps Mercy

EvanRating, 5 stars2 weeks ago
The place was very nice and comfortable. Destiny and Sal were responsive and helpful. The Hillcrest neighborhood is very pleasant and walkable.
Top Guest favourite
Home in Greater North Park
4.98 out of 5 average rating, 45 reviews

Entire House with Private Yard

JaydenRating, 5 stars5 days ago
My stay there was great! The house was very clean and easy to travel and get around!
Guest favourite
Home in San Diego
4.86 out of 5 average rating, 70 reviews

Vintage & Cozy Hillcrest Apt: Gym, Hot Tub,Parking

BeccaRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. San Diego
  6. Hillcrest
  7. House rentals