Hillcrest, San Diego vacation rentals

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Top-rated vacation rentals in Hillcrest, San Diego

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

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Top guest favorite

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.

Guesthouse 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!

Guest favorite

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

4.97 out of 5 average rating, 381 reviews

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.

Top guest favorite

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

4.91 out of 5 average rating, 362 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

A spacious studio is featured with a large bed in the foreground. Natural light streams in through the glass sliding door, which opens to a small outdoor area with greenery. A desk and chair are positioned nearby, along with a flat-screen TV mounted on the wall.

Apartment in San Diego

4.85 out of 5 average rating, 221 reviews

Your San Diego Studio - Free Parking, Pet-Friendly

Uncover a charming studio apartment nestled in the vibrant Hillcrest neighborhood of San Diego. This inviting space offers a restful queen-sized bed, complimentary parking, and self-check-in. Guests can enjoy essential amenities, including Wi-Fi, a coffee maker for morning brews, and a microwave for quick meals. The apartment's location provides easy access to popular destinations such as Balboa Park, Liberty Station, and the beautiful Coronado Island, allowing for exploration and enjoyment. 🌅

Top guest favorite

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

5 out of 5 average rating, 152 reviews

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

2021 CUSTOM guest home with a pool in the heart of Hillcrest/San Diego/Zoo/Balboa Park area. Full kitchen, a queen bed & a queen sleeper sofa. Full bath, indoor & outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Short walk to restaurants/shops/stores (Trader Joe's, Ralph's & Whole Foods). Minutes' drive to San Diego's beaches. It accommodates 1-4 guests. No rent for children under 3, but $95/stay. A high chair, Pack & Play/Crib with a crib mattress and cover are provided.

Guest favorite

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

4.95 out of 5 average rating, 483 reviews

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!

Top guest favorite

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.

Guest suite in University Heights

4.98 out of 5 average rating, 783 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.

Guest favorite

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.

Apartment in University Heights

4.95 out of 5 average rating, 295 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.

Guest favorite

An outdoor space features a shaded dining area under a red umbrella, complemented by string lights. A wooden table is surrounded by several chairs, including two detailed floral-patterned seats. The patio is bordered by a wooden fence with greenery, creating a cozy atmosphere.

Guest suite in Hillcrest

4.95 out of 5 average rating, 323 reviews

Dog friendly in heart of Hillcrest

This is a dog friendly home with no extra dog fees and a great backyard that is strictly yours and your pups to enjoy. Airbnb calls it a guest suite but it is one room that is attached to the back of my house with private entrance, deck, private bath, microwave, frig, keurig machine with pods (no kitchen) and one free off street parking space big enough to fit a Ford F-150 trucK. There is some highway noise outside but windows are double-paned, so quiet inside. Smoking is fine outside.

Top guest favorite

A light-filled living space features a spacious grey couch adorned with two decorative pillows. A potted plant stands nearby, while natural light filters through the window, framed by blinds that provide a view of the outdoors. A standing lamp enhances the cozy ambiance.

Cottage in Hillcrest

4.98 out of 5 average rating, 165 reviews

Canyon Views w/ Outdoor Seating & Parking

Prime location! Within walking distance to Trader Joe’s, Whole Foods, Ralph’s, cafes, gyms, amazing restaurants, great nightlife, and Sunday's Farmer's Market! This newly restored historic cottage is in the heart of Hillcrest, San Diego. Originally located in Balboa Park, it housed workers for the 1915 Panama–California Exposition. Perched on a canyon, the cottage blends modern amenities with farmhouse charm. Book now for a San Diego stay that fuses the past with modern comforts!

Top guest favorite

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

5 out of 5 average rating, 104 reviews

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!

Superhost

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

4.89 out of 5 average rating, 202 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.