Guesthouse vacation rentals in Hillcrest, San Diego

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Popular amenities for Hillcrest, San Diego guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Mission Hills
4.92 out of 5 average rating, 423 reviews

La Casita - Fully Updated Casita in Mission Hills

MollyRating, 5 stars2 days ago
The casita was perfect for one or two guests, intimate space but did the job. It was very clean, in a nice and quiet neighborhood. We took a walk one of the mornings to a nearby coffee shop which was very peaceful and enjoyable. The location is a short drive to downtown and the beach which was very convenient. I would stay here again.
Guest favorite
Guesthouse in Greater North Park
4.96 out of 5 average rating, 701 reviews

BEAUTIFUL Private Studio

TraceyRating, 5 stars1 week ago
My husband and I stayed at Sean's place to help our daughter move to San Diego, our stay was absolutely perfect! Super clean, fun decor, nice unexpected treats for guests, sheets, towels, bed all comfy. I actually want to replicate some of the decor! Location is great and quiet. Loved having a designated parking space. For our future visits we won't have to look any further, I know this will be our place to stay. Sean's instructions for check-in is very thorough, making check-in so easy. We really appreciated the recommendations he provided with places to eat, to grab a coffee and even the local farmers market. I find so many checkout's so complicated and cumbersome, Sean's is very very reasonable. I highly recommend booking with Sean, you won't be disappointed.
Top guest favorite
Guesthouse in Greater North Park
4.97 out of 5 average rating, 186 reviews

New Guest House - North Park

KrystenRating, 5 stars3 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 City Heights
4.95 out of 5 average rating, 150 reviews

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

JasonRating, 5 stars2 weeks 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 favorite
Guesthouse in Sherman Heights
4.96 out of 5 average rating, 533 reviews

Romantic Private Garden Studio Near Downtown

HéctorRating, 5 stars3 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 favorite
Guesthouse in Kensington
4.97 out of 5 average rating, 582 reviews

Central & Serene Secret Garden Guesthouse

JenniferRating, 5 stars2 weeks ago
We loved Susie’s garden guesthouse! Very walkable to a lot of lovely restaurants and close to SDSU!
Top guest favorite
Guesthouse in Greater North Park
4.96 out of 5 average rating, 242 reviews

North Park, San Diego's Best At Your Doorstep

ArnoldRating, 5 stars2 weeks ago
Wonderful peace and quiet; the yard space provided space for visits with family; great neighborhood; comfy bed; all so tidy and clean. I will remind myself to bring silverware next time.
Top guest favorite
Guesthouse in Greater North Park
4.93 out of 5 average rating, 509 reviews

Private Cottage in Walkable North Park w/AC

SethRating, 5 stars2 weeks ago
We couldn't have asked for more and will recommend Susan's place to anybody that is looking to visit San Diego. The neighborhood was awesome and we were able to hit up a ton of local bars and restaurants. It was a super short drive to the zoo and everything in Balboa Park. It's also a short drive to the Marina and all the other neighborhoods, we could have taken mass transit if we wanted. It really was one of the most convenient places we have stayed at, and we will definitely check back in when we come back to visit.

Guest house rentals with a patio

Top guest favorite
Guesthouse in La Mesa
4.99 out of 5 average rating, 115 reviews

Private 1 BR Paradise retreat

AlleshaRating, 5 stars1 week 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!
Top guest favorite
Guesthouse in La Jolla
4.98 out of 5 average rating, 208 reviews

La Jolla Oasis: Ocean, City and Fire Works Views

MarrisRating, 5 stars2 weeks ago
The space is stunning, spacious with modern decor and beautiful views. Atoosa has anticipated everything you will need to enjoy your vacation, from coffee to complimentary snacks to free weights and gear for the beach. The bed is cozy, and the sheets silky soft. The view from the terrace is lovely and peaceful. Parking is easy, and you are just a quick drive from the cafes and beaches of La Jolla. This gorgeous apartment will surpass your expectations.
Top guest favorite
Guesthouse in Golden Hill
4.98 out of 5 average rating, 162 reviews

Cozy Urban Casita! Near Zoo, Gaslamp and Coronado

LindaRating, 5 stars1 day ago
Absolutely the best! (And I'm a super-host too) Location, amenities, communication, just total thoughtfulness on Laurie's part made this the perfect San Diego getaway place for this retired active peaceful couple. If you have the privilege of staying here you'll feel like you came across magic.
Top guest favorite
Guesthouse in Point Loma Peninsula
4.93 out of 5 average rating, 115 reviews

Charming Casita with City and Bay Views

LenoreRating, 5 stars2 days ago
Our hosts were extremely gracious, helpful and available. The casita was as advertised (clean and charming). The yard full of plants was very serene and charming. We would definitely stay here again!
Guest favorite
Guesthouse in Greater North Park
4.89 out of 5 average rating, 150 reviews

Casita with private yard and separate entrance

CarlyRating, 5 stars1 month 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, 265 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

LaylaRating, 5 stars5 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 favorite
Guesthouse in Spring Valley
4.98 out of 5 average rating, 170 reviews

Loft Cabin-Night Cinema+Hot Soaking Tub+Views!

ChandraRating, 5 stars2 days ago
Staying here off the grid (somewhat lol) was an absolute treat for my bf and I. Check in was easy peasy, and everything was exactly as described. What a fun little getaway only about 30 minutes away from most beaches and attractions. Would definitely return!
Top guest favorite
Guesthouse in San Diego
4.95 out of 5 average rating, 109 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

MatildaRating, 5 stars1 week ago
Located in a quiet neighborhood, Ricardo's house is very clean, modern and well equipped. Ricardo took care of every detail (coffee, tea, bathroom and kitchen products, including sun cream were there). The snacks were perfect for our first evening when we arrived extremely late from the airport. The pool and jacuzzi were a delight for us. Ricardo was very attentive and responsive and we thank him for the relaxing week we had.

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.
Guest favorite
Guesthouse in San Diego
4.93 out of 5 average rating, 150 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 favorite
Guesthouse in El Cajon
4.98 out of 5 average rating, 222 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!
Top guest favorite
Guesthouse in Greater North Park
4.95 out of 5 average rating, 609 reviews

Early 1900's Carriage House w/Views

AlexRating, 5 stars4 weeks ago
My wife and I LOVED being at this sweet carriage house for our two-week stay in San Diego! Brook and Justin were such gracious hosts and are absolutely lovely people. They made us feel right at home. :) The location is perfectly nestled on a quiet street just a couple of blocks away from the excitement of North Park’s bustling restaurants, shops, and coffee spots. If you’re around on a Thursday evening, be sure to check out the farmer’s market! Also just a short drive to the zoo or to the beach. My wife works remotely and also loved having a dedicated work space in the living area as well as a lovely little nook outside to work or read a book. After a day of exploring, watching the sunset from the second floor bedroom was absolutely magical. We can’t wait to return to San Diego and stay here again!
Top guest favorite
Guesthouse in Pacific Beach
4.96 out of 5 average rating, 257 reviews

Adorable Cottage 5 Blocks to the Beach w/AC

AbbyRating, 5 stars2 weeks ago
We had a great stay here! James was super responsive and flexible with us. The rental was clean and comfortable. The location was great, in a peaceful area and walking distance to the beach and lots of restaurants, coffee shops, etc. We would definitely stay here again!
Guest favorite
Guesthouse in Greater North Park
4.86 out of 5 average rating, 115 reviews

Charming North Park Cottage

BrandyRating, 5 stars5 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 favorite
Guesthouse in Greater North Park
4.94 out of 5 average rating, 279 reviews

Enjoy North Park at Comfy & Chic Bungalow Retreat

PatriciaRating, 5 stars5 days ago
One of the most spacious-feeling casitas I've stayed in- wonderful layout and a great size for our family of three. Spotlessly clean and great communication with the host made for a great stay. Love the central location and access to walkable neighborhoods.
Guest favorite
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!

Quick stats about guesthouse rentals in Hillcrest, San Diego

  • Total rentals

    10 properties

  • Nightly prices starting at

    R901 ZAR 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

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