
Guesthouse vacation rentals in Hillcrest, San Diego
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Top-rated guesthouse rentals in Hillcrest, San Diego
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Popular amenities for Hillcrest, San Diego guesthouse rentals
Family-friendly guest house rentals

New Guest House - North Park
Lynae’s place was wonderful, as was Lynae! Balboa park right nearby, with gorgeous trails and scenery. Walkable to North Park area which had a fun variety of bars, shops, and restaurants. Lynae was a wonderful host - responsive, kind, flexible - and the home was bright, airy, with gorgeous views. We couldn’t say enough good things about the wall of jasmine walking in. Thank you Lynae for having us in your home!

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!

Cozy Cottage 1/2 mile to North Park close to dtwn
Wendy was super responsive, and thoughtful - she had everything available, including ear buds, sand toys, beach towels, coffee pods, a ton of spices, etc. The arcade games were a game changer for my kids!

Charming North Park Cottage
We thoroughly enjoyed our short stay at Patricia’s place. The location is within walking distance of numerous restaurants and bars and is a short drive to downtown San Diego, Little Italy etc. The home was clean and comfortable and perfect for two people. I met Patricia briefly as we were leaving. She was very friendly and had we been staying longer I would’ve asked her for local recommendations. I will absolutely stay there again when I’m back in California. Thank you, Patricia!

Central & Serene Secret Garden Guesthouse
Charming and cozy cottage in delightful neighborhood. Perfect for one person to relax and enjoy!

Family friendly 2BR casita w/AC & rooftop Igloo
The PERFECT place to stay for anyone, but especially a family with kids. Amanda went the extra mile to have toys and books available for them, and they LOVED the igloo. We walked to dinner and adored the neighborhood.

North Park, San Diego's Best At Your Doorstep
I had such a great time staying at Les’s Airbnb. Everything is exactly as described. My favorite part was definitely the fire pit. I used it every night of my stay. I would definitely book with Les again on my next trip to San Diego.

Cozy 1-bdr apt in Normal Heights near Adams Ave
We really enjoyed our stay! The space was cozy, comfortable, and incredibly peaceful—perfect for relaxing. We appreciated the thoughtful touches like toiletries and bottled water, which made settling in easy. The location was also great—centrally located and walkable to lots of restaurants and coffee shops. It had everything we needed for a smooth, enjoyable stay. Would definitely recommend!
Guest house rentals with a patio

Private 1 BR Paradise retreat
Jeanne and John's place was exactly as advertised in the description and photographs. The backyard and pool were beautiful unfortunately the weather and our schedule of events did not permit us time to indulge. If we ever needed a place in the area again we would definitely reserve another stay. We felt so welcomed and the extras were so thoughtful...like a balloon for my husband's birthday and a handwritten welcome letter. Thank you for the hospitality!

La Jolla Oasis: Ocean, City and Fire Works Views
We had a great stay at Atoosa’s place when we were in La Jolla for a wedding! The amenities were great and the location was super peaceful and beautiful. The place itself is also super cute. We’d love to stay again if we’re in the area!

Cozy Urban Casita! Near Zoo, Gaslamp and Coronado
Amazing central location, quick and easy access to major attractions! Could not have asked for a better location, we were able to drive to most locations within a 10 min ride. The space is private and comfortable, Laurie was a lovely host and very welcoming. Appreciate the full kitchen area with full size fridge, mattress could have been a bit more comfortable but my husband and I are used to our mattress at home so was not a big issue! Would definitely recommend for a future visit!!

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub
This a amazing place to stay and they are wonderful hosts. We tied the knot and were so happy to be able to celebrate here.❤️ Thank you Zina & Craig

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable
We always stay at Nancy’s and Jacob’s casita when we are in town to visit family. The casita is a lovely and quiet retreat, close to shops and within a 4 Minute walk to a great coffee shop. It is a special treat to stay there in May when the Jasmine hedge is blooming, the fragrant flowers delight us and the bees and make time on the patio extra fun. We highly recommend the casita and Nancy and Jacob as hosts.

Charming Casita with City and Bay Views
Great location - super gracious host and private casita with a great patio!

Cozy, Quiet and Private Backyard Studio Escape
I had an absolutely wonderful stay at Stephanie's place! The space was spotless and made me feel right at home. The location was fantastic and the check-in process was incredibly easy. Stephanie was an outstanding host, always quick to respond to any questions. I especially loved the rain shower! I highly recommend this Airbnb to anyone visiting San Diego and would definitely love to stay here again!

Heart of SD | Zoo Nearby | Private Patio | Central
The place was lovely for a two-person stay! Everything was clean, the bed was comfortable, and there was a cute table outside in case you wanted some fresh air, great parking spot and good location 😊 The only thing is that the check-out time felt too early for us. It would have been nice to leave at a more relaxed pace and enjoy the space a little longer, an extra hour would make a big difference, especially when you’re on vacation, 10 am feels a little too early.
Guest house rentals with a washer and dryer

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.

The Happy Family * 2 playhouses near SDSU!
We loved our stay. From the beginning, Jessica was very responsive and friendly. The place was exactly as pictured. Jessica put so much thought into the small details that many other places don't think about. There was a pack and play for my almost 2 year old, but what stood out was the memory foam mattress insert and she provided tiny linens, pillow, and blankets. I've stayed at other places where they literally only had the pack and play and that was it. We were told to bring our own linens. My daughter used the toddler cot which also had linens and blankets. My kids loved the playhouses outside. They swept the outside area of any leaves every day. Pretty genius of Jessica to provide kid brooms to help keep her place clean. Now if only I can convince them to clean when we're at home! We would definitely stay again or try the larger main house if we come back.

Clean Cozy Private Guesthouse - Central San Diego
This airbnb was very nice for two people. It was a perfect space with a spot on the driveway for one car. Walking in, the airbnb was clean and smelled really good. There was plenty of amenities and our host Frank was friendly and responsive. We would book again!

Central San Diego! Your home away from home!
OUR HOME AWAY FROM HOME! what can we say that we haven’t already? It’s our maybe 5th time staying here and we love it. Even our pup walks right up to the door ready to get in. Shaun is such an amazing host, very communicative, sweet and overall amazing. The space itself is a dream, it has all the amenities you cab think of and if you need anything just ask. The location is great. And did we mention we get amazing workouts with the workout area they allow u to utilize! Book it!

Adorable Cottage 5 Blocks to the Beach w/AC!
Came in for a business trip and stayed an extra day to enjoy SD. James’ place was perfect and lovely! Quiet, immaculately clean, well curated and easy to access. He was extremely kind and so responsive. I can’t wait to come back! Thanks, James for an amazing space!

Quaint Craftsman#2- Walkable, Parking, EV Charging
Christina and Tylor’s place is truly exceptional—one of the best Airbnb stays I ve had! The space is incredibly clean, beautifully decorated, and thoughtfully set up with excellent amenities. From the moment I booked, the instructions for getting there, checking in, and checking out were crystal clear, making everything seamless. They went above and beyond by stocking the kitchen with everything you could possibly need, which made the stay so comfortable. The neighborhood is peaceful and quiet, perfect for relaxing, yet still just a quick 15-minute drive to the airport and close to all the major attractions in San Diego. Christina and Tylor were gracious, responsive hosts who clearly care about their guests’ experience. Highly recommend staying here—you won’t be disappointed!

North Park bungalow apartment
This place has everything you might need including breakfast ingredients. We will come again if it is available.

Enjoy North Park at Comfy & Chic Bungalow Retreat
Really lovely place, spacious and the towels to use for the beach were such a nice touch. Would definitely stay again!
Quick stats about guesthouse rentals in Hillcrest, San Diego
Total rentals
10 properties
Nightly prices starting at
G$10,492 GYD before taxes and fees
Total number of reviews
3.1K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Hillcrest, Whole Foods Market, and Scripps Mercy Hospital San Diego
Destinations to explore
- Rentals with a fire pit Hillcrest
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- Rosarito Beach
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