Guesthouse vacation rentals in Hillcrest, San Diego

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Popular amenities for Hillcrest, San Diego guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
Guesthouse in Greater North Park
4.97 out of 5 average rating, 186 reviews

New Guest House - North Park

KrystenRating, 5 stars2 weeks ago
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!
Guest favorite
Guesthouse in Greater North Park
4.91 out of 5 average rating, 443 reviews

North Park Cottage

RosiRating, 5 stars1 week ago
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!
Guest favorite
Guesthouse in City Heights
4.95 out of 5 average rating, 149 reviews

Cozy Cottage 1/2 mile to North Park close to dtwn

JayneRating, 5 stars1 month ago
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!
Guest favorite
Guesthouse in Greater North Park
4.86 out of 5 average rating, 113 reviews

Charming North Park Cottage

LoraRating, 5 stars1 month ago
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!
Guest favorite
Guesthouse in Kensington
4.97 out of 5 average rating, 581 reviews

Central & Serene Secret Garden Guesthouse

NancyRating, 5 stars4 days ago
Charming and cozy cottage in delightful neighborhood. Perfect for one person to relax and enjoy!
Guest favorite
Guesthouse in University Heights
4.96 out of 5 average rating, 217 reviews

Family friendly 2BR casita w/AC & rooftop Igloo

JuliaRating, 5 stars1 month ago
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.
Top guest favorite
Guesthouse in Greater North Park
4.96 out of 5 average rating, 241 reviews

North Park, San Diego's Best At Your Doorstep

RegineRating, 5 stars2 weeks ago
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.
Guest favorite
Guesthouse in Adams North
4.93 out of 5 average rating, 439 reviews

Cozy 1-bdr apt in Normal Heights near Adams Ave

AlanRating, 5 stars1 week ago
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

Top guest favorite
Guesthouse in La Mesa
4.99 out of 5 average rating, 114 reviews

Private 1 BR Paradise retreat

AlleshaRating, 5 starstoday
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!
Top guest favorite
Guesthouse in La Jolla
4.98 out of 5 average rating, 207 reviews

La Jolla Oasis: Ocean, City and Fire Works Views

MollyRating, 5 stars2 weeks ago
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!
Top guest favorite
Guesthouse in Golden Hill
4.98 out of 5 average rating, 160 reviews

Cozy Urban Casita! Near Zoo, Gaslamp and Coronado

LeahRating, 5 stars1 week ago
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!!
Top guest favorite
Guesthouse in La Mesa
4.99 out of 5 average rating, 267 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

DanielleRating, 5 stars1 week ago
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
Top guest favorite
Guesthouse in San Diego
5 out of 5 average rating, 105 reviews

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable

SabineRating, 5 stars6 days ago
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.
Top guest favorite
Guesthouse in Point Loma Peninsula
4.93 out of 5 average rating, 114 reviews

Charming Casita with City and Bay Views

JanetRating, 5 stars3 weeks ago
Great location - super gracious host and private casita with a great patio!
Guest favorite
Guesthouse in Serra Mesa
4.95 out of 5 average rating, 105 reviews

Cozy, Quiet and Private Backyard Studio Escape

JoeeRating, 5 stars5 days ago
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!
Superhost
Guesthouse in City Heights
4.85 out of 5 average rating, 262 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

JessicaRating, 5 stars2 weeks ago
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

Top guest favorite
Guesthouse in Talmadge
4.98 out of 5 average rating, 209 reviews

Lovely Guesthouse in garden setting

RamonaRating, 5 stars6 months ago
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.
Top guest favorite
Guesthouse in Del Cerro
4.99 out of 5 average rating, 147 reviews

The Happy Family * 2 playhouses near SDSU!

JenniferRating, 5 stars1 month ago
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.
Guest favorite
Guesthouse in San Diego
4.94 out of 5 average rating, 148 reviews

Clean Cozy Private Guesthouse - Central San Diego

MoniqueRating, 5 stars3 days ago
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!
Top guest favorite
Guesthouse in City Heights
4.96 out of 5 average rating, 385 reviews

Central San Diego! Your home away from home!

AraceliRating, 5 stars2 weeks ago
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!
Top guest favorite
Guesthouse in Pacific Beach
4.96 out of 5 average rating, 255 reviews

Adorable Cottage 5 Blocks to the Beach w/AC!

MarkRating, 5 stars1 day ago
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!
Guest favorite
Guesthouse in Greater North Park
4.93 out of 5 average rating, 587 reviews

Quaint Craftsman#2- Walkable, Parking, EV Charging

KunalRating, 5 stars1 week ago
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!
Superhost
Guesthouse in Greater North Park
4.79 out of 5 average rating, 170 reviews

North Park bungalow apartment

GlennRating, 5 stars5 days ago
This place has everything you might need including breakfast ingredients. We will come again if it is available.
Guest favorite
Guesthouse in Greater North Park
4.94 out of 5 average rating, 277 reviews

Enjoy North Park at Comfy & Chic Bungalow Retreat

LisaRating, 5 stars2 weeks ago
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

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