Guesthouse holiday rentals in Hillcrest, San Diego

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Popular amenities for Hillcrest, San Diego guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Mission Hills
4.92 out of 5 average rating, 421 reviews

La Casita - Fully Updated Casita in Mission Hills

LynnRating, 5 stars2 days ago
Stephen's place met our needs for our 2 night stay. The space was small but well-appointed and it was nice to sit out in the garden. It is in a beautiful area that is walkable to restaurants and a park. Stephen was very helpful and friendly. Recommended for a couple who want to enjoy a good neighborhood that is convenient to sights in San Diego
Top Guest favourite
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 favourite
Guesthouse in Cherokee Point
4.95 out of 5 average rating, 150 reviews

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

JasonRating, 5 stars1 week ago
Excellent place. We loved the location relative to the sites we wanted to see. Free parking, laundry, very well stocked kitchen, comfortable bed. We were very comfortable and happy here. And as a host Wendy was phenomenal. One of the most responsive hosts I’ve had the pleasure of connecting with on Airbnb. Thank you Wendy!!!
Top Guest favourite
Guesthouse in Sherman Heights
4.96 out of 5 average rating, 532 reviews

Romantic Private Garden Studio Near Downtown

HéctorRating, 5 stars2 weeks ago
Kathi and Byron are great hosts and the place is beautiful, exactly as described. We had a great time, the place is very close to everything, there is a liquor store just 1 block away, very comfortable bed, beautiful garden 😃😃😃😃 Thank you very much Kathi, we hope to come back soon to San Diego and we will definitely book your place again.
Guest favourite
Guesthouse in Greater North Park
4.86 out of 5 average rating, 115 reviews

Charming North Park Cottage

BrandyRating, 5 stars2 days ago
My wife and I stayed here with our nearly 6mo old son. Check in was a breeze. Place was perfect for the 3 of us. May have been too small if it were 4 adults. The neighborhood is great. Really felt like home for us. Plenty of street parking and very walkable to many restaurants and bars.
Guest favourite
Guesthouse in University Heights
4.96 out of 5 average rating, 218 reviews

Family friendly 2BR casita w/AC & rooftop Igloo

ErikaRating, 5 stars2 weeks ago
Amanda went above and beyond as a host! When I mentioned I had a toddler she left several toys, books, and necessities when traveling with a little one. She is extremely thoughtful as a host. The home was beautiful and perfect for our family of three!
Top Guest favourite
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 stars3 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 favourite
Guesthouse in Normal Heights
4.93 out of 5 average rating, 440 reviews

Cozy 1-bdr apt in Normal Heights near Adams Ave

AlanRating, 5 stars2 weeks 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!

Guesthouses with a patio

Top Guest favourite
Guesthouse in La Mesa
4.99 out of 5 average rating, 115 reviews

Private 1 BR Paradise retreat

AlleshaRating, 5 stars5 days ago
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!
Guest favourite
Guesthouse in Chula Vista
4.94 out of 5 average rating, 145 reviews

New! Beautiful Private Casita- King Bed & Office

OscarRating, 5 stars2 weeks ago
My wife and I had a wonderful stay. Place was clean, host was responsive to any questions, the bed was comfortable, and it was close to many tourist locations. Would definitely recommend!
Top Guest favourite
Guesthouse in Golden Hill
4.98 out of 5 average rating, 161 reviews

Cozy Urban Casita! Near Zoo, Gaslamp and Coronado

DominiqueRating, 5 stars5 days ago
I loved staying here! This location is close to everything, you don’t have to drive so far or go out of your way, everything is only a few minutes away. There’s even convenient stores that are walkable and Laurie is so nice, sweet, very communicative and just awesome. I’d highly recommend this location to anyone visiting San Diego! I’ll for sure be back!
Top Guest favourite
Guesthouse in San Diego
4.93 out of 5 average rating, 114 reviews

Charming Casita with City and Bay Views

JanetRating, 5 stars4 weeks ago
Great location - super gracious host and private casita with a great patio!
Guest favourite
Guesthouse in Serra Mesa
4.95 out of 5 average rating, 105 reviews

Cozy, Quiet and Private Backyard Studio Escape

JoeeRating, 5 stars1 week 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!
Guest favourite
Guesthouse in Greater North Park
4.89 out of 5 average rating, 150 reviews

Casita with private yard and separate entrance

CarlyRating, 5 stars3 weeks ago
We had a great stay at Michael’s place! It was cozy and had everything we needed. Walkable to lots of North Park restaurants and coffee shops nearby. We also walked to the zoo (a little over 2 miles) and the ferry to Coronado (a little over 4 miles). Great central spot!
Superhost
Guesthouse in City Heights
4.86 out of 5 average rating, 264 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

LaylaRating, 5 stars2 days ago
This is a nice little private spot you can be at right by Balboa Park. Close to Downtown, and the host was great and very responsive. I believe the washer and dryer is a plus! One thing I loved is Hulu is set up on the TV so that was really nice!
Top Guest favourite
Guesthouse in Greater North Park
4.98 out of 5 average rating, 125 reviews

New (2022) North Park Abode w/ Roof Deck

KimRating, 5 stars3 weeks ago
A fantastic location in North Park near Balboa Park with gorgeous views from the 2nd floor deck. It made for a gorgeous backdrop for graduation family photos! There are ample nearby restaurant choices for this safe and quiet neighborhood. Comes with a very comfortable bed, and a variety of pillows with an efficient kitchenette.. only wish the shower head streamed more water. Hosts were very gracious and responsive to our requests. I definitly plan to stay here again and have already recommended this awesome place to friends.

Guest house rentals with a washing machine and dryer

Top Guest favourite
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.
Guest favourite
Guesthouse in City Heights
4.98 out of 5 average rating, 135 reviews

Private Guest House for 2 with Kitchen + Laundry

ArleneRating, 5 stars1 month ago
The place was exactly as described! Paid for a place with far less amenities for the exact same price range so definitely recommend this one!
Guest favourite
Guesthouse in Golden Hill
4.87 out of 5 average rating, 492 reviews

The Golden Hill mosaic "casita"

SpringRating, 5 stars2 weeks ago
Matias’s place was in a convenient location and exactly as listed!
Top Guest favourite
Guesthouse in Cherokee Point
4.96 out of 5 average rating, 386 reviews

Central San Diego! Your home away from home!

AraceliRating, 5 stars3 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!
Guest favourite
Guesthouse in San Diego
4.94 out of 5 average rating, 149 reviews

Clean Cozy Private Guesthouse - Central San Diego

MoniqueRating, 5 stars1 week 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 favourite
Guesthouse in El Cajon
4.98 out of 5 average rating, 221 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

LaurissaRating, 5 stars1 week ago
We had a fabulous time at the Granny Flat! Everything was pristine and Kristen has thought of every amenity. She was kind and responsive. We loved the peaceful backyard with gorgeous views. The location is super convenient and a max of 25-30 mins to anywhere else in the SD area. Our pups had a great time, too! Would love to stay here again!
Guest favourite
Guesthouse in Greater North Park
4.93 out of 5 average rating, 590 reviews

Quaint Craftsman#2- Walkable, Parking, EV Charging

TiffanyRating, 5 stars4 days ago
This airbnb was clean, comfy, and had a lot of great amenities available. I liked that it was in walking distance of a lot of shops and restaurants. Christina was a great host, friendly and responsive. She provided good suggestions for things to do in the area. I would recommend this listing anyone looking to stay in San Diego.
Superhost
Guesthouse in Greater North Park
4.79 out of 5 average rating, 170 reviews

North Park bungalow apartment

GlennRating, 5 stars1 week ago
This place has everything you might need including breakfast ingredients. We will come again if it is available.

Quick stats about guesthouse rentals in Hillcrest, San Diego

  • Total rentals

    10 properties

  • Nightly prices starting at

    $83 NZD 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, Whole Foods Market and Scripps Mercy Hospital San Diego

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