Guesthouse holiday rentals in Hillcrest, San Diego

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Top-rated Guesthouses in Hillcrest, San Diego

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Guest favourite

Guesthouse in Hillcrest

4.91 out of 5 average rating, 351 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 favourite

Guesthouse in Hillcrest

5 out of 5 average rating, 482 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 favourite

Guesthouse in North Park

4.99 out of 5 average rating, 145 reviews

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

Fully renovated stand-alone guesthouse in North Park, consistently voted one of the coolest "hipster" neighborhoods in the US. Just a few blocks from all the action at 30th and University, but tucked away in a quiet, historically designated residential neighborhood. Walk to Balboa Park or The World Famous San Diego Zoo. Get to Downtown San Diego, San Diego International Airport, Old Town, Little Italy, Coronado, La Jolla, Sea World, multiple beaches & so much more in under 15 minutes.

Guest favourite

Guesthouse in Mission Hills

4.98 out of 5 average rating, 157 reviews

Mission Hills-Entire Guest House-Center of it All

Enjoy a stylish experience at this centrally-located loft. Detached Guest House is striking distance of the best SanDiego has to offer. Walk to the best restaurants in town. Zoo, Coronado, Gaslamp & Downtown it’s all at your fingertips. Minutes from Airport. Soaring 15 foot ceilings and comfy queen bed with canopy and small futon. A stones throw from the airport, train, I5 & bay. Perched at the summit of Mission Hills stunning views of the bay, Coronado Island and the Pacific beyond!

Guest favourite

Guesthouse in Hillcrest

4.97 out of 5 average rating, 199 reviews

Hillcrest GH; zoo, shops, private, garage, safe

Safe, private, clean. Attached garage, adds night time safety and ease. Interior décor is uncluttered and curated. The master bed is king and fitted with 100% cotton sheets. Personal care spaces are separate; Two-sink vanity & laundry room, walk-in shower room, private toilet room. The living room has a queen size Palliser sofa bed. Master and living room have cable and HVAC control. *** Before requesting, Please click "show more" and view the rules.

Guest favourite

Guesthouse in Mission Hills

4.91 out of 5 average rating, 430 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 favourite

Guesthouse in Hillcrest

4.9 out of 5 average rating, 168 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 favourite

Guesthouse in University Heights

4.98 out of 5 average rating, 207 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 favourite

Guesthouse in North Park

4.97 out of 5 average rating, 220 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 favourite

Guesthouse in North Park

4.96 out of 5 average rating, 103 reviews

Private guesthouse studio with KING bed

Enjoy all that North Park has to offer. This private studio is steps from some of the best restaurants, bars, and breweries in San Diego. Come home to a relaxing private patio and luxurious king bed. Our central location makes it easy to see all of the attractions that San Diego has to offer like Balboa Park, The Gaslamp District, Sea world, San Diego Zoo, and of course the beaches!

Guest favourite

Guesthouse in North Park

4.91 out of 5 average rating, 891 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 favourite

Guesthouse in University Heights

4.99 out of 5 average rating, 234 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.