
Guest house holiday rentals in Hillcrest
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Hillcrest
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Santorini-Inspired Cottage w/ Hot Tub + Views
*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the 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. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Private Hillcrest Retreat w/ Parking and AC
RESPONSE to Host email required to book this comfy, artsy studio and garden. Please find, read and approve comfort w/ House Rules. 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.

Mission Hills Charming suite, walkable to all.
Heart of Mission Hills, upscale area, this private suite, separate from the house, is perched above the pool (separate from main house), own entrance, room has walkin closet, small fridge, swivel TV, electric fireplace to warm you up. 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 and steamed, as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

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.

Mission Hills-Entire Guest House-Center of it All
Enjoy a stylish experience at this centrally-located studio 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!

Private Bankers Hill Hide-Away. Perfect for 2
Enjoy your relaxing stay in a premiere Banker's Hill location. Walking distance to Balboa Park, Hillcrest and restaurants; remodeled studio has it all. Privacy, bay view and open canyon with cool breezes. Five minute drive to Downtown, Little Italy, Beaches, Old Town, The Zoo and the Airport. Spa like shower, luxury mattress and bedding, flat screen TV w/ cable, Wi-Fi and fully equipped kitchen. Being foodies, we are happy to share info on local restaurants, bars, breweries and wineries.

Beautiful Historic Home and Gardens Near Downtown!
Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Family friendly 2BR casita w/AC & rooftop Igloo
Perfectly located and custom built with Air Bnb travelers and families in mind. Separate entrance, compact 2 bdrm/1 bath house with A/C, full private roof top deck (with private meditation/relaxation/stargazing Igloo!) and front & back outdoor patios! Eclectic neighborhood with our own quaint main street lined with amazing restaurants and bars-University Heights is where it's at! Short walk to Hillcrest, easy drive/uber to downtown, 10, the zoo, balboa park, 15 minute drive to beaches.

Sweet Modern Studio Hillcrest, A/C Parking
*****COMING SOON****This modern studio sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer.

Rooftop views 10min walk to Balboa Park/Zoo/Bars
Enjoy this peaceful second-story new guesthouse overlooking the treetops! A perfect day might be a morning stroll through Balboa Park, the cultural center of San Diego, surrounded by 58 miles of walking and running trails, followed by a short walk to the super fun bars and restaurants of Hillcrest, North Park, and University Heights. We LOVE this neighborhood and we are so excited to share the beauty, culture, and welcoming vibe of it with our guests!

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.

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.
Popular amenities for guest house rentals in Hillcrest
Family-friendly guest house rentals

Lovely Guesthouse in garden setting

Charming Mission Hills Studio w/ Patio

The Happy Family * 2 playhouses near SDSU!

The Golden Hill mosaic "casita"

Private 1 BR Paradise retreat

Private Garden Studio

Baywatch Bungalow-Spacious, Beachy Loft w/Bay View

Romantic Private Garden Studio Near Downtown
Guest house rentals with a patio

Mt. Helix Casita private petite home

Free Bikes. 5 min walk to Windensea Beach La Jolla

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

*KING BED* Colorful Guesthouse by Downtown

Upper Suite on Ivy St - Walk to Little Italy!

NEW construction - Studio by Village of La Mesa

Central studio w/ private outdoor space & parking

La Mesa Suite
Guest house rentals with a washing machine and dryer

Stunning Guest House 15 min. from Zoo, Downtown

Pacific Beach Guest House With Garage and A/C

South Mission Beach Zen-Like Studio

Central San Diego! Your home away from home!

Central Guest House with Private yard

OB studio, ocean views, hot tub & garage parking!

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

Golden Hill House, Gorgeous Skyline, Private Patio
Quick stats about guest house rentals in Hillcrest

Total holiday rentals
Explore 10 holiday rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 2,760 verified reviews to help you choose

Wifi availability
10 of Hillcrest holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hillcrest rentals

4.9 Average rating
Hillcrest stays are highly rated by guests – averaging 4.9 out of 5!
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