Holiday rentals in Old Town, San Diego

Guest house in Mission Hills

5 out of 5 average rating, 185 reviews

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!

4.95 out of 5 average rating, 126 reviews

Exclusive Mission Hills: Views, Breezes & Sunsets

Brand new bathrooms! In this updated space you will enjoy a spacious 3 bedrooms and 3 baths on the private level of a hillside home. A separate entrance, private deck, sunset views await. Private single level guest apartment (1,500 sq ft.) at the bottom of our family home. Bottom level overlooks a hill with unparalleled views of San Diego Bay, Point Loma, Old Town, etc. and includes a private deck. Guests access home via set of 12 stairs next to garage. Well lit staircase with sturdy railing.

Superhost

Flat in Mission Hills

4.91 out of 5 average rating, 169 reviews

★Lux Designer Penthouse | Balcony w/ Stunning View

Step into the comfort of this luxurious 2BR 2Bath penthouse designed by an award-winning architect in Mission Hills, a sought-after San Diego neighborhood. It promises an urban retreat with stunning, #instaworthy views, close to restaurants, bars, shops, and numerous attractions. Contemporary industrial design and a rich amenity list will satisfy all your needs. ✔ 2 BRs w/ Queen Beds ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony w/ Seating ✔ Smart TV ✔ Free Parking See more below!

4.95 out of 5 average rating, 483 reviews

Guest house in San Diego

Modern Sweet Home Stay, Hillcrest, A/C Parking W/D

This quaint bungalow 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. We hope you stay with us soon!

4.92 out of 5 average rating, 105 reviews

Central Charmer in Unbeatable Old Town Location!

Experience the best of San Diego from this elegant, hidden gem tucked away within the beating heart of Old Town! Explore cobblestone streets, quaint cafes, and boutique stores all just steps away along the happening San Diego Avenue. You'll have easy access to Downtown, the Gaslamp Quarter, and stunning beaches with the Trolley only a 6 min walk away, then return to this elegant hideaway filled with all of life’s little luxuries, modern spaces, and a sunny outdoor area for you to enjoy.

4.89 out of 5 average rating, 1,452 reviews

Flat in Downtown

At Mine | Spacious Suite in the Gaslamp Quarter

This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

4.94 out of 5 average rating, 161 reviews

Old Town Just Like Home w/Patio Casa

Best Location!!! Walk to all! Take the trolley, Uber! & Free gated one space parking. Please read the reviews! You'll love it too! It's Central & well furnished & a fully equipped kitchen. The Casita is a roomy, bright & comfortable duplex with a large lighted private patio/BBQ & free parking. Transit Center is a 6 minute walk, where you can pickup the city MTS trolley, or trains. "Old Town Trolley Tours" is fun. Our sister property is called: Old Town Patio & Tree Swing Casita

Guest suite in Mission Hills

4.98 out of 5 average rating, 128 reviews

Canyon View Bedroom Suite

Keep it simple at this peaceful and private one-bedroom suite in the heart of Mission Hills. Enjoy the morning sun pouring in through the canyon as you relax in the plush queen bed or sit back and enjoy a movie on the 65" TV in the evening. This suite has its own private entrance and is separated from the main house by a security door. You are minutes away from downtown and the beach and just a short walk to the shops and restaurants of Mission Hills and Old Town.

Guest house in Mission Hills

4.92 out of 5 average rating, 418 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

4.96 out of 5 average rating, 222 reviews

Flat in Mission Hills

Victorian attic in the trees

Located in Mission Hills,10 minute drive from Balboa park, Old Town, airport, Downtown.You’ll love it because of the ambiance, privacy, neighborhood, comfy bed, microwave, fridge.Easy walk to bars, restaurants, stores, public transit.Things to note: no stove, dormer ceilings, tub (NO SHOWER). This safe space is located upstairs above my home. There is a separate private entrance, a queen bed. Feminine, flowery, funky, victorian decor.

Guest suite in Ocean Beach

4.94 out of 5 average rating, 707 reviews

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

Home in Point Loma Peninsula

4.98 out of 5 average rating, 121 reviews

The California - Indulge in San Diego luxury

Welcome to your dream vacation home in the heart of San Diego, perched high atop the hills of Mission Hills on California St! This beautifully remodeled duplex boasts breathtaking panoramic views of downtown San Diego, the sparkling bay, the airport, Point Loma, and even South Coronado Island off the coast of Baja on clear days. Come experience the best of San Diego from the comfort of your own private abode! 🌅

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Popular amenities for Old Town, San Diego holiday rentals

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Other great holiday rentals in Old Town, San Diego

4.97 out of 5 average rating, 32 reviews

Home in San Diego

Near Sea World & Beaches. 1 Story House, 2 Bedroom

MariaRating, 5 stars1 week ago

Conveniently located . Easy to find . Well maintained front and backyard . Quiet, peaceful and safe area . Host very responsive and allowed us to stay a bit longer to give us time to clean up and leave the place as orderly as we found it .

Private room in Mission Hills

4.9 out of 5 average rating, 367 reviews

Clean, comfortable and well located

VictorRating, 5 stars2 weeks ago

Great place to stay at SD! Jon is very nice and hospitable host who gives one clear instruction, flexible check in's/check out's, and very warm welcome overal. The house is located in very quite neighbourhood and has everything a traveller may need. Highly recommended for families, couples and solo travellers who seek good value options for their stay while in San Diego!

5 out of 5 average rating, 16 reviews

Steps to Restaurants! Vibrant Night Life-BIG Yard!

SuzzaneRating, 5 stars1 week ago

Our stay was wonderful! We had an amazing stay at Nicole’s place! The house was spotless, and the bed was incredibly comfortable. Nicole and the team were also a fantastic host, always quick to respond and accommodating. We would definitely recommend their place and stay again!

Cottage in Mission Hills

4.8 out of 5 average rating, 214 reviews

Quiet Cottage Retreat Just Minutes from Downtown

TrevorRating, 5 stars1 month ago

Great quiet neighborhood. The place is adorable and perfect for a quick getaway. Would stay here again.

Superhost

Guest suite in Bay Park

5 out of 5 average rating, 3 reviews

Studio Retreat in Bay Park

AnaRating, 5 stars2 weeks ago

Great location! Really enjoyed my stay here with my two pups. The place looks exactly like the pictures. Location is awesome, Mission Beach and La Jolla beach are less than 15 minutes. The bed is very comfortable and the little patio is really cute. The only thing I would say is the wall is a bit thin and was able to hear the people next door/ laundry machine. Other than that I enjoyed my stay!

Flat in Point Loma Peninsula

4.93 out of 5 average rating, 58 reviews

Old Town and Modern Unit A

AnissaRating, 5 stars4 months ago

Dan's place was absolutely perfect for our girls trip! Perfect location close to the airport and old town! Dan was the epitome of a Superhost! Very responsive, helpful for finding the local coffee shop.. and just a super nice guy to talk to. We had such a great time and will stay here again! Thanks Dan!

Private room in Mission Hills

4.89 out of 5 average rating, 764 reviews

Large Private King Room& Bath / "Purple" Brand Bed

AlexRating, 5 stars1 week ago

Everything was great and felt just like home. The hosts do a fantastic job creating that atmosphere. The house is spacious, and even though some common areas are shared with other guests, it felt like I had the whole place to myself! Great location—close to the airport, beaches, and only a 10-minute Uber ride to downtown. Booking a room with a private bathroom was definitely a plus and well worth the extra cost.