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Guesthouse holiday rentals in Hillcrest, San Diego

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Hillcrest, San Diego guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in South Park
4.84 out of 5 average rating, 126 reviews

Adorable San Diego Guesthouse

AlauraRating, 5 stars4 weeks ago
I have never stayed in South Park before. This location was so fun! Lots of little places to walk to. No issues with parking.
Guest favourite
Guesthouse in La Jolla
4.83 out of 5 average rating, 155 reviews

Poolside Ocean View Studio

JeffRating, 5 stars5 months ago
I was looking for a peaceful and comfortable place to relax and recharge and this fit perfectly. Anita and Brian are great hosts, friendly and helpful but still respected my privacy. The setting is also beautifully landscaped and the deck was great to have for relaxing and enjoying the water view. I can highly recommend.
Guest favourite
Guesthouse in La Mesa
4.93 out of 5 average rating, 236 reviews

Fig Tree Bungalow

LaurenRating, 5 stars2 weeks ago
This place was great for our quick weekend trip. Definitely worth the price.
Superhost
Guesthouse in Pacific Beach
4.83 out of 5 average rating, 360 reviews

Pacific Beach Guest House With Garage and A/C

BillRating, 5 stars1 month ago
Had a great stay at this Airbnb. hist provided excellent instructions and the space was accurately described in the listing. Was a great basecamp for visiting San Diego friends and exploring the city.
Top Guest favourite
Guesthouse in Allied Gardens
4.95 out of 5 average rating, 390 reviews

The BEST NEST Clean, peaceful, private, affordable

CatalinaRating, 5 stars3 weeks ago
Love Teri’s place! Feels just like home whenever we stay there. Walking distance to Better Buzz Coffee and Vons for groceries. Everything you need is there for you to make the place feel like home away from home. Teri was a great host too, can’t recommend her enough for anyone wanting to stay in San Diego.
Guest favourite
Guesthouse in La Mesa
4.93 out of 5 average rating, 162 reviews

Granny Flat with Bedroom/Bathroom/Kitchen

VioletRating, 5 stars1 week ago
This has been my favorite place I have ever stayed. The home was cozy and beautiful and I loved the energy because it had so much history and love. My boyfriend and I enjoyed looking at all Janet’s memorabilia and felt it just made the home more special and we were grateful to be there. Janet was incredibly sweet and I enjoyed meeting her and having the opportunity to talk to her. She was kind, caring and had a warm presence. When we left she took the time to say goodbye and it meant a lot to me. Her dog was also very cute! She had a garden that was incredibly dreamy too. All in all it was a lovely experience and I hope to be back soon. Thank you so much Janet.🐶💜🦋
Guest favourite
Guesthouse in North Park
4.88 out of 5 average rating, 110 reviews

Charming North Park Cottage

LoraRating, 5 stars2 weeks 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!
Superhost
Guesthouse in Spring Valley
4.88 out of 5 average rating, 202 reviews

San Diego family bungalow!

EstrellaRating, 5 stars1 month ago
Everything and the hosts were amazing, can't wait to come back again ❤️

Guesthouses with a patio

Top Guest favourite
Guesthouse in Talmadge
4.99 out of 5 average rating, 201 reviews

Adorable cottage in Talmadge

KathyRating, 5 stars4 weeks ago
Another great visit! Convenient location coupled with wonderful amenities, along with Carlos’ hospitality makes this a top choice for us when visiting San Diego to see our son!
Top Guest favourite
Guesthouse in La Mesa
4.99 out of 5 average rating, 106 reviews

Private 1 BR Paradise retreat

GinaRating, 5 stars1 week ago
Great stay & wonderful hosts. We'll be back for sure!
Top Guest favourite
Guesthouse in La Jolla
4.98 out of 5 average rating, 201 reviews

La Jolla Oasis: Ocean, City and Fire Works Views

ElizabethRating, 5 stars2 weeks ago
This was our third time staying at Atoosa’s place and it never disappoints. The house is very clean, we love the location, and the neighborhood is so quiet. We always enjoy our stay and can’t wait to visit again soon!
Guest favourite
Guesthouse in Chula Vista
4.94 out of 5 average rating, 140 reviews

New! Beautiful Private Casita- King Bed & Office

ChrisRating, 5 stars1 month ago
Really enjoyed Alberto’s place, it’s nicely tucked away and provided a nice retreat from the busy area. We were able to relax and had all of the comforts of home. We really enjoyed the comfy couch and bed which allowed us to relax after a very busy few days. Off street parking was very nice as we had a busy agenda the few days we were in town and it was nice having our car in the driveway and secure off the street. Would absolutely stay again and recommend to anyone in the area.
Guest favourite
Guesthouse in Serra Mesa
4.95 out of 5 average rating, 101 reviews

Cozy, Quiet and Private Backyard Studio Escape

ChristineRating, 5 stars6 days ago
Everything was great but the thing that stood out the most was how CLEAN everything was. I find most airbnb hosts are not keeping their rentals as clean as I would like, but this one was spotless. Not only organized, but also bathroom and kitchen tiles, counters and floors throughout were very clean and I appreciated that so much! Stephanie also graciously offered to help with a pricing issue I encountered before booking which was very kind. The guest house is quiet and peaceful and I found the bed to be very comfortable. Very nice all around.
Guest favourite
Guesthouse in North Park
4.88 out of 5 average rating, 147 reviews

Casita with private yard and separate entrance

CamiRating, 5 stars2 months ago
This was the perfect place for a one night stay. It’s so close to a lot of good restaurants and stores. Also the perfect spot to stay if you’re looking for somewhere close to the observatory theater!
Top Guest favourite
Guesthouse in North Park
4.98 out of 5 average rating, 122 reviews

New (2022) North Park Abode w/ Roof Deck

SarahRating, 5 stars3 months ago
BOOK IT! Aesthetically well done, extremely comfortable, perfect location. Really enjoyed my stay here for 5 days. Unit has everything you may need during your stay. Love this neighborhood, so many great restaurants and shops. Parking was always available. Space is squeaky clean and bed is comfy. Next time I’m in SD I will stay here again.
Guest favourite
Guesthouse in La Mesa
4.95 out of 5 average rating, 107 reviews

Violet Oasis | hot tub, kitchen, no dog fee!

KaylaRating, 5 stars1 month ago
We had an amazing little staycation over the weekend at the Violet Oasis. Extremely clean, the bed was so comfy we never wanted to leave, both parking locations easy to find and Elizabeth and Paola were super responsive. Rather than feel like we were staying at an Airbnb it felt like staying over at a friend’s place. Their passion responding to their guests, making them feel at home and providing information on what to do in the area really shows in this listing. We will be back!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in La Jolla
4.98 out of 5 average rating, 416 reviews

Beautiful Private Villa walk to beach

JessieRating, 5 stars1 day ago
I cannot say enough great things about Kim’s Villa! It is in a perfect location and I felt right at home from the moment I stepped inside. The surroundings are absolutely stunning and the bedroom especially is very cozy. Kim herself was incredibly accommodating and kind - I was enjoying my stay so much that I decided to book for another week, and Kim went above and beyond to help make that happen for me! If you’re looking for the perfect stay in La Jolla - look no further than this Villa!
Top Guest favourite
Guesthouse in North Park
4.99 out of 5 average rating, 160 reviews

Carrie’s North Park Casita, in Heart of San Diego

BethRating, 5 stars3 weeks ago
Very sweet spot for me and my son to stay while on Spring Break. We mentioned my son loved tacos, and Carrie gave us several recommendations and even gave us a gift card for The Taco Stand! So thoughtful! 🙂❤️🌮
Guest favourite
Guesthouse in La Jolla
4.79 out of 5 average rating, 191 reviews

San Diego Shangri La

JimRating, 5 stars1 month ago
This apartment is great for 2 people to enjoy the San Diego / La Jolla area. We stayed here for a full month. The apartment is very cozy and the hosts are absolutely fantastic! They have an office set up downstairs (in the garage) and work there most weekdays and occasionally on weekends, so you're not in a totally private house (you have your own entrance and space upstairs), but they are close by for questions. As is prevalent in the area our small dog was very welcome in this apartment. If you have a small dog be wary of coyotes that roam the area.
Superhost
Guesthouse in Pacific Beach
4.78 out of 5 average rating, 389 reviews

Law Street Retreat

MarissaRating, 5 stars3 weeks ago
Exactly as advertised and in a great location not far from the beach and boardwalk. The bikes were great for getting around as well. The bed was also very comfortable. Easily accessed and had no issues at all!
Superhost
Guesthouse in Ocean Beach
4.88 out of 5 average rating, 321 reviews

Indoor/Outdoor Sanctuary in Ocean Beach

ShonnaRating, 5 stars2 weeks ago
The place was as described and Lori was responsive. Although, I did accidentally break a small plate while cleaning it. I let her know but didn't get a response. Oops! And it would have felt good hearing, "no worries it happens." Only because I felt bad. Overall, beautiful and relaxing. I'll definitely book there again when we're back to visit family!
Guest favourite
Guesthouse in El Cajon
4.97 out of 5 average rating, 161 reviews

Mt Helix Studio Loft with Mountain Views

Hoya JaneRating, 5 stars2 weeks ago
Josh was very responsive and proactive! Before and throughout our trip he would message to make sure everything was okay. Even checked in on the TV right away when we mentioned it was acting up. He's also super friendly! He offered my daughter to feed his chickens when I mentioned her interest and offered avocados and eggs. The place itself was clean and had lots of items we forgot to pack!
Top Guest favourite
Guesthouse in Mission Hills
4.97 out of 5 average rating, 248 reviews

Beautiful Historic Home and Gardens Near Downtown!

PeterRating, 5 stars1 week ago
Sam's place was lovely. The house is as advertised , and well appointed throughout. The garden was tranquil, and a nice place to relax after a long day. Sam provided us with all the kids items (Stroller, Pack n play, high chair, etc.) I highly recommend this house for all things San Diego. The location and amenities can't be beat.
Guest favourite
Guesthouse in La Mesa
4.96 out of 5 average rating, 198 reviews

Cozy Coop with a View

CindyRating, 5 stars1 week ago
Perfect! Centrally located from where we needed to be and to downtown and attractions. Spotless clean, perfect size, comfy bed and couch, kitchen with everything we needed for light cooking, big bathroom and washer and dryer! Quiet neighborhood, a few dogs barking but nothing that bothered us. Highly recommend and would stay again! Thanks for sharing your adorable little house with us!

Quick stats about guesthouse rentals in Hillcrest, San Diego

  • Total rentals

    10 properties

  • Nightly prices starting at

    $78 AUD before taxes and fees

  • Total number of reviews

    3.1K reviews

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

  • Local attractions

    Hillcrest Farmers Market, Whole Foods Market and Hash House A Go Go

Destinations to explore

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