Vacation rentals in Hillcrest

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Top-rated vacation rentals in Hillcrest

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

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Top guest favorite
A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.
Guesthouse in Mission Hills
5 out of 5 average rating, 232 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!

Top guest favorite
A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.
Home in Hillcrest
4.99 out of 5 average rating, 172 reviews

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

2021 CUSTOM guesthouse with pool in Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area.Full kitchen , a queen bed, a queen sleeper sofa & 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. Minutes' drive to all San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play Crib, crib mattress & cover are provided

Top guest favorite
A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.
Bungalow in Hillcrest
4.97 out of 5 average rating, 405 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 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, 811 reviews

MIKE'S PLACE - A PRIVATE COTTAGE

The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi, Smart TV, 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.

Superhost
The open-concept living area presents a modern design with high ceilings and large windows offering views of the outdoors. A comfortable couch is accompanied by a chair and coffee table, while a dining table accommodates four. Natural light fills the space, highlighted by polished concrete floors.
Loft in Hillcrest
4.8 out of 5 average rating, 230 reviews

Modern Penthouse -Walk to Everything in Hillcrest

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.

Superhost
A private outdoor area is highlighted by a round table with four chairs, topped by a red umbrella. Surrounding greenery provides privacy, and the wooden deck features warm lighting that enhances the evening ambiance.
Home in Hillcrest
4.75 out of 5 average rating, 109 reviews

Walkable & Modern in Hillcrest

This newly renovated modern cottage is located in an area with a 9.5/10 walk score & known for having the best restaurants, bars & shopping. Newly renovated with bright windows, a fully fenced yard, an off street designated parking space, sleeper sofa, new furniture & modern finishes. The home is just a 1 mile walk or drive to the San Diego Zoo. 5 minute drive to downtown SD, Seaport Village, Petco Park, Convention Center, Gaslamp, Little Italy, N. Park, UCSD Med Center, Scripps

Top guest favorite
Home in Hillcrest
4.99 out of 5 average rating, 124 reviews

Secret Room in Stunning Home | Game Room

Welcome to the first home ever built in Hillcrest (1903) - completely reimagined as a sophisticated, artistic retreat designed to create moments of wonder, peace, and joy! 4 BR sleeps 8. Rejuvenate in the infrared sauna. Discover the SECRET ROOM through a bookshelf. Relax in the oasis PRIVATE YARD with fire pit and putting green. Arcade/Game room with pool table, Pac-Man, foosball. Coffee station. 1-2 blocks from everything. Parking, 2 cars. Proudly owner-hosted. This is bliss!

Top guest favorite
A cozy living area features a navy blue sofa adorned with yellow and white cushions. Natural light floods in through two windows, illuminating the warm wooden floors. Decorative elements include a gold-framed mirror and a stylish floor lamp, enhancing the space's modern appeal.
Home in San Diego
4.95 out of 5 average rating, 438 reviews

Mid-Century Retreat Hillcrest, Parking, A/C

This 2nd floor retreat sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very bright, quiet, and private and sits directly behind our house(pictured) with no common walls. 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
The image captures a serene courtyard adorned with string lights against a colorful sunset sky. Walkways lined with greenery lead to white bungalow-style units, creating a tranquil atmosphere. A large umbrella shades a seating area furnished with vibrant chairs, enhancing the inviting outdoor space.
Bungalow in San Diego
4.87 out of 5 average rating, 297 reviews

Cozy & Quiet North Park Bungalow

License number: STR-04304L Welcome to one of our trendiest Airbnb bungalows in North Park! Cool, Comfortable & Hip! Enjoy the serenity of your own 4 walls in the heart of San Diego's most eclectic and walkable neighborhood! This bungalow is newly renovated, your private home away from home. Walking distance to 30th street, and all the neighborhood boutique shopping, bars, and restaurants. A few blocks away from the PRIDE parade, few minutes away from COMIC CON!

Top guest favorite
A modern kitchen area features sleek cabinetry and stainless-steel appliances. A spacious island with bar seating provides ample space for dining. Large windows allow natural light to fill the room, with greenery visible beyond the sliding glass doors.
Loft in Little Italy
4.98 out of 5 average rating, 169 reviews

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

Guest favorite
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
4.9 out of 5 average rating, 229 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.

Top guest favorite
A tranquil outdoor space features a large tree providing shade over a wooden platform. A serene Buddha statue is situated on the platform, surrounded by vibrant foliage and decorative stones. Stairs lead to the upper apartments, while lush greenery creates a calming atmosphere.
Apartment in Hillcrest
4.96 out of 5 average rating, 509 reviews

Hillcrest #1 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.

Popular amenities for Hillcrest, San Diego vacation rentals

When is the best time to visit Hillcrest?

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Quick stats about vacation rentals in Hillcrest

  • Total vacation rentals

    Explore 480 vacation rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 40,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Hillcrest vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Hillcrest rentals

  • 4.8 Average rating

    Hillcrest stays are highly rated by guests—averaging 4.8 out of 5!

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