Guesthouse vacation rentals in Hillcrest, San Diego

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Hillcrest, San Diego

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Mission Hills

5 out of 5 average rating, 152 reviews

Santorini-Inspired Cottage #1 w/ Hot Tub + Views

Travel 16 steps up a Greek-inspired curving stairway with two-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the front private balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. Design & details inspired by European travel, it'll be hard to believe you’re still in San Diego.

Guest favorite

Guesthouse in Hillcrest

4.91 out of 5 average rating, 353 reviews

Private Hillcrest Retreat w/ Parking and AC

Good communication is of great value for this comfy, artsy studio and garden. Everyone is personally welcomed by your onsite Host. Walk to an international array of restaurants and clubs. About 2 mi to San Diego Zoo, SeaWorld, Balboa Park museums, Convention Center, Maritime Museum/USS Midway, Gaslamp Qtr, Little Italy, Old Town, Scripps Mercy & UCSD Med Center, shopping; about 10 mi to beaches. NO FULL KITCHEN. NO PARTIES OR UNREGISTERED GUESTS. Microwave, Keurig and mini-fridge are provided.

Guest favorite

Guesthouse in Hillcrest

5 out of 5 average rating, 491 reviews

Waterhaven - A Pondside Oasis

Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

Guest favorite

Guesthouse in Mission Hills

4.91 out of 5 average rating, 434 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

Guest favorite

Guesthouse in Hillcrest

4.89 out of 5 average rating, 176 reviews

Relaxing Oasis - short walk to shops & recreation

The Zen Den- This small oasis boasts a location that offers the best of both worlds: a quiet sanctuary for some tranquil R&R, and close proximity to San Diego’s best nightlife, sightseeing, and recreation. The studio opens up to an outdoor patio perfect for San Diego’s sunny and 70 weather. Your blissful retreat is located one block from the bustling metro district of Hillcrest with coffee shops, restaurants, parks, walking/running trails, and more.

Guest favorite

Guesthouse in University Heights

4.98 out of 5 average rating, 211 reviews

La Casita Dolce Studio

This immaculate and well-appointed private studio offers the perfect refuge from the busy life. Located in University Heights, this Spanish beauty is located in a quiet, central area. 15 minute walk to village restaurants, coffee houses/bakeries, shops, 5 minute drive to food markets and Hillcrest Farmers Market (Sundays). Airport, train station, World famous San Diego Zoo, Petco Park, harbor, beaches all within 5-15 minutes. Non-smokers only.

Guest favorite

Guesthouse in North Park

4.97 out of 5 average rating, 209 reviews

Fresh, hip and cozy private North Park guest house

Enjoy peaceful sunny San Diego days listening to the palm trees sway in this private backyard garden retreat set behind a 1925 California craftsman. The guest house is tucked away in a quiet quintessential Southern California neighborhood while only being a short and easy walk to amazing restaurants, world class breweries and cozy coffee shops. Balboa Park, the San Diego Zoo, beaches and downtown are all a few minutes drive away.

Guest favorite

Guesthouse in North Park

4.96 out of 5 average rating, 225 reviews

California Cottage in North Park

Walking along side the main house into this secluded cottage, you’ll embark on your own vacay just 10 minutes from the airport. This converted separated garage is a home away from home with walking distance to University Ave with Communal Coffee for breakfast, and outdoor dinner dinning at Louisiana Purchase. If the zoo is what you desire, it is not a far walk but a little hike through the canyon is required.

Guest favorite

Guesthouse in North Park

4.91 out of 5 average rating, 911 reviews

Safe Private Sanctuary - TOWER STUDIO/ Northpark

Come to a sanctuary and enjoy the sun! Check-in is contactless. Enjoy your cozy and quiet tower studio with a private entrance, private full bathroom, and private upper deck. The studio house is in a large garden adjoining a craftsman-style house in the historic Northpark Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.

Guest favorite

Guesthouse in North Park

4.99 out of 5 average rating, 272 reviews

Detached Private Studio Apartment with View

Private modern studio apartment in University Heights/North Park. Gorgeous canyon view deck overlooking Mission Valley. King temperpedic bed, new kitchen and bath, WiFi, Flatscreen and in ceiling surround sound. Close to restaurants, coffee, nightlife, freeway access, San Diego Zoo and Balboa Park. Private entrance. LGBT friendly.

Guest favorite

Guesthouse in University Heights

4.98 out of 5 average rating, 239 reviews

Luxury stay with convenient location in Hillcrest

Private guest suite with king bed, sofa, kitchenette, full bath, closet, and ample storage. Amenities include wifi, tv, microwave, coffee maker, small refrigerator/freezer, overhead rainshower with body wand, dedicated AC/heating, and desk area. The suite has its own private entrance with ample curbside street parking.

Guest favorite

Guesthouse in North Park

4.92 out of 5 average rating, 512 reviews

North Park Guest House

Our remodeled, modern guest house is located in a landscaped oasis in the heart of North Park. The private patio with guest studio has easy access to downtown, the San Diego Convention Center, Balboa Park, The San Diego Zoo, Hillcrest, and North Park's vibrant dining and craft beer scene.