Vacation rentals in Hillcrest

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Top-rated vacation rentals in Hillcrest

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Top guest favorite

A serene garden area is showcased, featuring a variety of plants including flowering species with orange-tipped blossoms. A slate stone with the word 'WELCOME' is prominently displayed among smooth rocks, enhancing the inviting atmosphere of the space.

Guesthouse in Hillcrest

4.91 out of 5 average rating, 367 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.

Top guest favorite

A tranquil koi pond is nestled within a landscaped garden, featuring several colorful koi fish swimming gracefully near the surface. Rocks and plants frame the pond, while a small waterfall cascades gently into the water, creating a soothing ambiance.

Guesthouse in Hillcrest

5 out of 5 average rating, 526 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 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, 492 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!

Guest favorite

A light-toned sofa is accompanied by decorative pillows featuring textured patterns. A small side table holds stacked books, and a brass lamp with a fabric shade provides soft lighting. Natural light filters in through the window, enhancing the cozy atmosphere of the living space.

Bungalow in Hillcrest

4.96 out of 5 average rating, 350 reviews

Spanish Revival 1920s Bungalow - Patio - 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 - 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 charming cottage is set within a lush garden, featuring a variety of tropical plants and vibrant flowers. The pathway leads to the entrance, framed by palm and cacti, inviting guests to explore the serene outdoor space.

Guest suite in University Heights

4.98 out of 5 average rating, 789 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.

Top guest favorite

A serene outdoor space is illuminated by sunlight filtering through lush greenery. A large red umbrella provides shade over a wooden table and chairs, surrounded by various potted plants. The setting offers a relaxed atmosphere, perfect for outdoor dining or leisure.

Home in Hillcrest

4.95 out of 5 average rating, 284 reviews

Sunny San Diego Home

We are located on a quiet, eclectic street in a canyon with lots of trees and great neighbors. Near beaches, Balboa Park, San Diego Zoo, Little Italy, Gaslamp and the San Diego Bay. Near grocery stores, movie theaters, shopping, restaurants and entertainment. Important: We meet all guests personally upon arrival. Please, no smoking/vape, no pets, additional guests must be pre-approved. Communication is essential, so please read our house guidelines before booking, and welcome to our home!

Top guest favorite

The image displays a wooden deck leading to a private entrance. Two chairs are positioned on the deck, accompanied by a beach umbrella. Decorative elements are visible on the railing, and a welcome mat is placed by the door.

Guest suite in Hillcrest

4.95 out of 5 average rating, 332 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 bright living area features a comfortable light gray sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, and a wall-mounted television is visible. Natural light filters through a large window beside the front door, which is framed with greenery.

Cottage in Hillcrest

4.97 out of 5 average rating, 178 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!

Superhost

A bright and airy living space features high ceilings and large windows, allowing natural light to flood in. A wooden dining table with black chairs is positioned beside a cozy seating area with a sofa and a floor lamp. A spiral staircase leads to the upper loft area.

Loft in Hillcrest

4.85 out of 5 average rating, 220 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!

Superhost

An outdoor patio is surrounded by lush greenery, featuring vibrant flowers and ferns. A rustic wooden feature stands to one side, complementing the warm-toned brick flooring. A large glass door provides access to the interior, inviting natural light into the space.

Guesthouse in Hillcrest

4.89 out of 5 average rating, 210 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 favorite

A serene courtyard features a prominent tree with sprawling branches, offering shade over a wooden deck. A Zen Buddha statue sits peacefully on the deck, surrounded by lush greenery and decorative plants, creating a calming atmosphere. Stairs lead to the upper levels of the property.

Apartment in Hillcrest

4.96 out of 5 average rating, 496 reviews

Hillcrest #2 Cozy Private Balcony ZenGarden Garage

Heat up the cherry red kettle or complementary coffee and indulge in a morning snack from your private balcony, overlooking the serene Zen garden, and listening to the zen fountain, creating a chilled ambience. Zen Buddha, awaits your exit and every arrival to the property, whether retuning from the eclectic Hillcrest nightlife, or a scenic stroll through Balboa Park, with its many museums, gardens, fountains, restaurant and coffee shops.

Guest favorite

An outdoor space features lounge seating arranged around a fire pit, surrounded by string lights creating a cozy atmosphere. The interior showcases a vibrant yellow couch, a fully equipped kitchen with modern appliances, and a tranquil bedroom highlighted by stylish wall decor.

Home in Hillcrest

4.88 out of 5 average rating, 129 reviews

Walk to Bars, Restaurants 1 BD Hillcrest, Parking

This unique and luxurious house is located in Hillcrest, 1 block from University Avenue, within walking distance to some of San Diego’s finest restaurants, bars, and shopping. This location truly cannot be beat if you want to be close to it all in San Diego. You'll love the private outdoor space, and open concept home with designer finishes! Easy parking for one car. The perfect relaxing retreat in the city center of San Diego!