Hillcrest, San Diego vacation rentals

Guesthouse in Mission Hills

A modern multi-level building showcases white stucco exteriors and various balconies. Lush greenery and palm trees surround the property, providing a vibrant contrast against the bright architecture. Neighboring homes offer glimpses of a charming residential area, with the distant ocean visible beyond the rooftops.

5 out of 5 average rating, 187 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!

4.97 out of 5 average rating, 381 reviews

A coffee maker is positioned on a countertop, featuring a sleek black design with a glass carafe below it. A small, beige bag of coffee beans is placed beside the coffee maker, adding to the preparation space in the fully equipped kitchen.

Bungalow in Hillcrest

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

5 out of 5 average rating, 152 reviews

A brick pathway leads towards a private outdoor area, surrounded by lush greenery and colorful flowers. The saltwater pool is visible in the background, along with comfortable seating options and a patio area. The view overlooks a serene canyon landscape.

Home in Hillcrest

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

2021 CUSTOM guest home with pool in Hillcrest/San Diego Zoo/Balboa Park area. Full kitchen, a queen bed, a queen sleeper sofa, and a crib. Full bath, indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Under a mile to Farmers Market Sprouts. Minutes' drive to San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play/Crib, crib mattress, and cover are provided.

4.91 out of 5 average rating, 363 reviews

A koala is seen clinging to a tree trunk, with a baby koala nestled closely against its side. Their fur appears soft and textured, with the adult's large ears and the baby's small features clearly visible.

Guesthouse in Hillcrest

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.

4.95 out of 5 average rating, 484 reviews

A welcoming entrance features red brick steps leading up to a solid wooden door, framed by dark wooden beams. Lush greenery and potted plants accentuate the pathway, while large windows on either side provide natural light to the area.

Guesthouse 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!

Guest suite in University Heights

The entrance of the cottage is framed by lush greenery and decorative plants. A warm wooden door, complemented by blue-framed windows, invites guests into the space. The rustic architecture features accents that blend harmoniously with the surrounding garden.

4.98 out of 5 average rating, 784 reviews

MIKE'S PLACE - A PRIVATE COTTAGE

The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi . Cable HDTV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

Apartment in University Heights

The coffee bar area features modern cabinetry with glass doors above showcasing dishware and mugs. A microwave and coffee maker are provided on the granite countertop, alongside a dishwasher. The setting is complemented by a contemporary clock on the wall, adding a functional element.

4.95 out of 5 average rating, 296 reviews

Cozy & Quiet + Walkable Hillcrest Garage Apartment

This remodeled apartment is in a quiet pocket of the vibrant Hillcrest neighborhood - walking distance to shopping/eateries/bars and central to attractions like Balboa Park/Zoo, SeaWorld, beaches, Gaslamp/Convention Center. The sunny unit is above our garage, connected to the main house yet separated by a breezeway with its own private entrance. The bedroom has a king-sized bed, the TV room has a queen-sized sofa couch, there's a walk in shower and coffee bar w/refrigerator and microwave.

Superhost

A private terrace features modern outdoor furniture, including a spacious seating area with cushions and a wooden dining table. The wooden deck extends outward, and lush greenery, along with views of the neighborhood, can be observed in the background.

Loft in Hillcrest

4.84 out of 5 average rating, 161 reviews

Modern Penthouse Loft w/ Balcony & Sunset Views

Penthouse loft in recently built ultra-modern building. Minimal and clean, but with all of the essentials. Gorgeous Sunset and neighborhood views from large private terrace. Paid reserved parking available. Conveniently located in the heart of Hillcrest, only 2 blocks to Whole Foods, Trader Joes, Ralphs grocery store, and many great restaurants, bars and boutique shops. Other nearby attractions include Balboa Park, Downtown San Diego, SeaWorld, The San Diego Zoo, and Mission Beach.

A charming street is illuminated by warm string lights hanging from trees, creating a cozy ambiance. Nearby buildings feature a variety of storefronts with illuminated signs, while a stone table and benches offer a gathering place on the sidewalk.

4.98 out of 5 average rating, 106 reviews

Stylish Studio w/Parking, Near Balboa Park & Zoo

This rare found is the best place to stay for you. Spacious, very quiet and supplied with everything you will need to feel like at home. Located in one step from all best restaurants, less than a mile from Balboa Park and Zoo, a few min from Downtown, Airport, Coronado, Mission Bay and all signs you want to see! The apartment has washer, dryer and free parking. You will have an access to an amazing rooftop with jacuzzi and all amenties! The location is very safe and super walkable.

Superhost

A spacious living area is presented with a tan leather sofa and a round coffee table, complemented by a patterned area rug beneath. A modern lamp stands beside the sofa, while light wood accents are visible in the nearby kitchen and dining area, illuminated by natural light.

Loft in Hillcrest

4.85 out of 5 average rating, 214 reviews

Centrally Located Designer Loft w/ Parking and A/C

Discover this unique loft apartment in San Diego’s vibrant Hillcrest neighborhood! Enjoy a cozy living area with a sofa and TV, plus a dining table for four. The well-equipped kitchen features all you need to whip up meals. Relax on the large private balcony, perfect for soaking up the sun! Upstairs, find a serene loft bedroom with a queen bed and full bath. With dining, shopping, and nightlife just steps away, this chic retreat is your ideal home base for exploring San Diego!

5 out of 5 average rating, 104 reviews

A private outdoor seating area is showcased on a rooftop terrace, featuring two armchairs and a spacious couch, all adorned with decorative cushions. A wooden coffee table sits in the center, surrounded by lush greenery and palm trees. The sunset casts a warm glow over the scene.

Guesthouse in Hillcrest

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!

4.89 out of 5 average rating, 204 reviews

A bicycle with a brown leather seat stands against a lush backdrop of green ferns and tropical plants. The bike features a classic design with a sturdy frame and a rear rack, positioned on a tiled patio surface.

Guesthouse in Hillcrest

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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Hillcrest, San Diego vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Hillcrest, San Diego

Treehouse in Mission Hills

A serene pool area features a stone waterfall cascading into clear water. Surrounding lush greenery and tropical plants create a tranquil environment. The pool is nestled among natural elements, enhancing the inviting atmosphere of relaxation.

5 out of 5 average rating, 7 reviews

Treehouse Retreat in Mission Hills

MelissaRating, 5 stars3 days ago

Light filled studio in a walkable neighborhood. Close to restaurants and bars, centrally located to San Diego attractions. Easy check-in, cable tv, comfy bed, clean and spacious. Quiet neighborhood but parking can be tight in the evening. If using the pool/hot tub communicate in advance for heating. Bring an eye mask if a light sleeper. Lots of stairs if that’s difficult for you. Would stay again, great location and easy, communicative host.

An intricately carved stone statue is surrounded by lush greenery, showcasing a variety of plants and flowers. A tranquil seating area is visible in the background, where wooden furniture complements the vibrant garden setting.

4.95 out of 5 average rating, 20 reviews

Studio Oasis in Hillcrest

JudyRating, 5 stars4 days ago

Please don't hesitate to book this place. It's everything the description says it is - and more! Clean, well-appointed, clear instructions, good communication through the app, great location. I had a peaceful week here and appreciated the quiet and the garden, the proximity to all of the stores and restaurants. The decor is eclectic, the kitchen is well-stocked, good water pressure, responsive hosts, comfortable bed. Thank you! I'll be back next year!

An outdoor area features a wooden pergola with a seating arrangement, complemented by a fire pit on a stone patio. The space is surrounded by greenery and includes access to a converted garage. Soft lighting enhances the inviting atmosphere.

Home in Hillcrest

4.86 out of 5 average rating, 7 reviews

Modern Hillcrest Getaway

LeyaniRating, 5 stars3 months ago

Maria was such a great host. The house was perfect for a small friends trip and was in such a great part of the city. There was a grocery store right up the block if you wanted to eat in a bit more with a fully stocked kitchen to help. A beautiful office for those who had some leftover work to do through the weekend, and there was a great amount of space in both the bedrooms and bathrooms. The neighborhood was nice and quiet with no interruptions but still only a short drive from the downtown area. There was also great local spots right up the block as well if you wanted to walk around a bit more and explore Hillcrest. Overall it was one of the best airbnb experiences we had and Maria was very helpful and clear with every instruction and question. Thank you for the great stay!! It was a beautiful home and I’m glad we got to experience it!

A modern kitchen corner is shown, featuring a Keurig coffee maker and a toaster on a light-colored countertop. Above, open shelves display colorful mugs and dishes, adding a touch of charm. A coffee pod holder sits nearby, neatly organized.

4.98 out of 5 average rating, 41 reviews

Modern home in the heart of SD

EfiaRating, 5 stars1 month ago

I came with my daughter for a event at a hotel that was close by, just north of I8. It took me a couple of turns and a trip around the block to locate it as I am not use to driving in a city but my aGPS was correct but it just took me a pass or two to recognize the place and the turn in for the parking. The place was beautiful and perfect, clean. It felt very homey and I felt safe in the neighborhood. We walked around the corner to the Divo Diva Cafe. We went there every morning for our coffee, avacado toast and crossiant. Very lovely and great decor. We also walked to Nola's and had food delivered. Everything was very close. We walked to HiroNori Craft Ramen (best broth I have every had). I really appreciated that we had a dedicated parking spot. That was mandatory for my stay. I don't want to drive around the city looking for parking. I would definitely stay again. Highly recommend and I would stay here again.

Private room in Hillcrest

A cozy outdoor seating area is featured, adorned with three striped cushions resting on a natural color sofa. Two hanging planters, filled with greenery, add a touch of life against the soft green wooden paneling.

4.96 out of 5 average rating, 300 reviews

Hillcrest Hideout

NicoleRating, 5 stars2 weeks ago

The place was very nice, clean, and quiet. It's very close to the downtown and has many restaurants nearby. I liked the vibe of the neighborhood. Paul was very friendly, and his directions were very helpful.

A spacious deck is presented, offering an expansive view of the surrounding area. The wooden flooring complements the outdoor seating arrangements and a grill, while greenery is visible in the background, creating a setting for outdoor relaxation and gatherings.

Apartment in San Diego

4.83 out of 5 average rating, 12 reviews

Newly renovated Condo with Balcony

AndreaRating, 5 stars1 week ago

Lovely place at a quiet end of town. Very clean and the kitchen and bathroom updates are super nice. John was responsive as well. Note, there is also a nice trail to walk nearby with a nice view of mission bay.

The kitchen features modern cabinetry with a stylish dark countertop. Three sleek barstools offer seating at the breakfast bar, which is complemented by decorative backsplash tiles. A stainless steel refrigerator and microwave are visible, along with a coffee maker for convenience.

4.94 out of 5 average rating, 18 reviews

Swanky Studio in Vibrant Hillcrest

YogeshRating, 5 stars2 months ago

Perfect place to stay for our trip to San Diego - close to the zoo, restaurants, shopping etc - highly recommend

A modern shower area features a glass enclosure with a built-in niche displaying various toiletries. Decorative stone tiles cover the shower floor, while a white towel hangs neatly on a polished bar. A toilet is positioned adjacent to the shower, offering functionality.