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Holiday rentals in Hillcrest

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Top-rated holiday rentals in Hillcrest

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

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Top guest favourite
An oversized sofa occupies the living room, featuring soft cushions and a central ottoman. Natural light enters through multiple large windows, which are framed by light blue curtains. A decorative mirror and a plant add a touch of elegance to the space.
Home in Hillcrest
4.94 out of 5 average rating, 135 reviews

Wrap-around deck w/ Cyn views, 2bd 2bth, 5mins>DT

Welcome Home! Luxury and relaxation at their best are combined in this one-of-a-kind canyon beauty! Our gorgeous 2-bedroom, 2-bathroom home is located in the heart of Hillcrest just 1 block from the world-renowned San Diego Zoo and Balboa Park. Our luxurious and spacious home is completely remodeled, using all high-end finishes and everything is new! The interior boasts a private master with ensuite bath, and a second bedroom with canyon views. Spacious kitchen and indoor and outdoor dining.

Top guest favourite
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.
Guest house in Hillcrest
4.91 out of 5 average rating, 386 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 favourite
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
4.95 out of 5 average rating, 366 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 favourite
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, 815 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.

Guest favourite
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, 237 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 favourite
The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.
Bungalow in Greater North Park
4.96 out of 5 average rating, 147 reviews

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park.  Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style.  Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away.  Perfect for couples, small groups, or business travelers exploring San Diego.

Top guest favourite
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, 442 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!

Top guest favourite
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.
Guest house in Hillcrest
5 out of 5 average rating, 131 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!

Guest favourite
An aerial view of a modern living space features a black leather sofa and glass coffee table on a light-colored area rug. A dining table with black chairs is positioned beside the large windows, offering natural light. A staircase leads to the upper level.
Loft in Hillcrest
4.77 out of 5 average rating, 111 reviews

2 Story Apt - Best Location - Walk to Everything

Second floor loft in recently built ultra-modern building. Minimal and clean, but with all of the essentials. 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 and bars and boutique shops. Other nearby attractions include Balboa Park, Downtown San Diego, SeaWorld, The San Diego Zoo, and Mission Beach.

Guest favourite
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.
Flat in Hillcrest
4.96 out of 5 average rating, 529 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 favourite
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
4.87 out of 5 average rating, 156 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!

Guest favourite
An outdoor seating area is set on a lush green lawn, featuring a wooden coffee table surrounded by a rattan chair and two cushioned chairs. Warm ambient lighting highlights the nearby architectural details and creates a relaxed atmosphere as dusk settles in.
Apartment in Hillcrest
4.92 out of 5 average rating, 132 reviews

Stunning Hillcrest Villa! Tub AC Parking Ping-Pong

Stunning Property in Hillcrest / Bankers Hill. Just remodeled property with dream gardens The Perfect Location, right next to Balboa Park, within minutes of the Convention Center, the Gas Lamp District, Little Italy, the Zoo and all San Diego attractions. Everything from the linens, towels and luxury posturepedic mattresses to appliances and furniture is top quality to provide you with the best Dream Vacation experience.

Popular amenities for Hillcrest holiday rentals

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Avg. price£105£105£103£105£108£115£134£118£102£107£112£117
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Quick stats about holiday rentals in Hillcrest

  • Total holiday rentals

    Explore 480 holiday rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 40,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    480 of Hillcrest holiday rentals include wifi 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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