Holiday houses in Highland Park

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Quick stats about holiday rentals in Highland Park

  • Total holiday rentals

    Explore 490 holiday rentals in Highland Park

  • Verified guest reviews

    Over 23,230 verified reviews to help you choose

  • Family-friendly holiday rentals

    230 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wi-Fi availability

    490 of Highland Park holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Highland Park rentals

  • 4.9 Average rating

    Highland Park stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Highland Park's top spots, include Occidental College, Highland Park Station, and Heritage Square Station

Top-rated holiday rentals in Highland Park

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

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Top Guest favourite
An open studio space is visible, featuring a dining area with a white table and wooden chairs. Terra-cotta tile floors connect the dining space to a cozy sleeping area, where a spacious bed is positioned against a light wall. Natural light enters through multiple windows adorned with blinds.
Guest suite in Pasadena
4.94 out of 5 average rating, 375 reviews

Bright Hillside Studio with Leafy Gardens

Brew some coffee and step out into a tiered hillside garden and have a seat on deck patio of this enchanting hideaway. Charming interiors feature terra-cotta tile floors, eclectic artworks, and traditional furnishings, forging a laid-back atmosphere. Check out the Accessibility pictures for the lay of the land! Note: the TV is an Apple TV to be used with your subscriptions. The studio is the entire bottom floor of a 3 story house. It has its own separate access through the garden and is completely private from the rest of the house. A bathroom, kitchenette, dining/study area are included within your studio space. Laundry and Apple TV available upon request. Garden space and access is shared. Enjoy the deck and outdoor dining and lounging facilities as well as a gorgeous sunset view of LA. The entire bottom floor of the house is yours. Garden access is shared, as are the laundry machines in the main house. We are available at all times by phone, text or email. Bordering the neighborhoods of Eagle Rock and Highland Park, the area has an understated charm and offers an array of vibrant restaurants, coffee shops, and bars. Old Town Pasadena, a retail hub with charming eateries, is a short drive away. It is a 0.4 mile distance to the nearest bus stop on La Loma and Figueroa. (about a 10 minute walk from the apartment) The 81 Bus can take you to the Gold Line Metro in Highland Park in less than 15 min. The Gold Line runs between Pasadena and Downtown, where you can transfer to other trains. Please let us know if you would like an Apple TV set up for your arrival or at any point during your stay.

Top Guest favourite
A spacious sleeping area features a simple, inviting bed with white linens. Natural light floods in from large glass windows, revealing the outdoor patio. Modern kitchen cabinetry with warm wood tones provides a contemporary touch to the overall space.
Tiny home in Highland Park
4.97 out of 5 average rating, 117 reviews

The Archer Highland Park

Newly Built Home with High-End Appliances right in the Heart of Highland Park between York and Figueroa. Close to everything Highland Park: 2 minute walk to 5-star rated shops, bars and restaurants on York Blvd 14 minute over-the-hill to the Metro Station and Figueroa St Close to everything NELA: Easy access to multiple freeways 110, 134, 5, 2. Fully equipped: Sub-Zero Fridge, Freezer, Icemaker, Hair Dryer, Coffee Machine, Tea Kettle. Amenities Include: Outdoor patio, Fire-pit, BBQ Grill.

Top Guest favourite
A serene swimming pool is framed by lush greenery, with a modern two-story guest house visible in the background. Soft lighting highlights the pool area, enhancing the peaceful ambiance of the outdoor space as evening approaches.
Guesthouse in Los Angeles
4.97 out of 5 average rating, 638 reviews

California Modern Guesthouse in LA, Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a gated property near Pasadena and surrounded by a Mediterranean garden. Ideal for guests seeking a quiet stay in a residential setting. This modern guest studio is a separate, stand-alone structure on an owner-occupied property, with access to a shared swimming pool and dedicated off-street parking. Thoughtfully furnished with art, photography books and modern interiors, it offers a comfortable base for exploring LA.

Top Guest favourite
A bright studio space is defined by a cozy sleeping area with a spacious bed covered in a colorful blanket. A decorative shelf separates the bed from a small desk, which includes a lamp and a chair. Windows allow natural light to fill the room.
Guest suite in Highland Park
4.95 out of 5 average rating, 498 reviews

Cactus Dreaming in Highland Park

Multi-tiered patio within various sitting areas, some of which offer scenic city views are for you to enjoy California sunny weather all year around. Exposed wood beams, eclectic furnishings, and unique decor are combined to forge a lively interior. Set up in the hills of Highland Park, vibrant, exciting, historically significant and diverse north eastern LA neighborhood. The apartment is on a quiet street yet steps away from great restaurants, coffee shops, bookstores, and vintage shops.

Top Guest favourite
The living area is designed with modern furnishings, featuring a spacious sectional sofa and circular tables. Large windows provide abundant natural light and offer expansive views of the sunset over the city. A vibrant area rug enhances the warmth of the space.
Home in Los Angeles
4.97 out of 5 average rating, 190 reviews

LA Hillside House dramatic views, super clean. 2BD

Professionally cleaned and sanitized. Perfect for the business traveler! Private hillside home rebuilt as a design showcase w/sweeping views of mountains, palm trees and downtown skyscrapers. Every detail carefully considered for a peaceful stay. Very safe, with secured gate to enter the property. Convenient location in the heart of LA, easy to access but secluded in a quiet neighborhood near wilderness park. 1400 sq ft+outdoor view deck. (Please read house rules prior to booking)

Guest favourite
The exterior of the bungalow features a white facade with a contrasting dark blue roof. A welcoming pathway leads to the covered entryway, flanked by lush greenery and decorative plants. Bright blue door adds a pop of color against the natural tones.
Bungalow in Highland Park
4.91 out of 5 average rating, 200 reviews

Walk to Restaurants! Family-Friendly Outdoor Oasis

Welcome to our classic 1912 bungalow with a relaxed, open floor plan. Sip a morning espresso in the swinging chair surrounded by jasmine, lavender, and hummingbirds. The kitchen is the center of the home, perfect for whipping up a spread with fresh herbs and citrus from the garden. The backyard is the true pride of this home. Grill on charcoal, dine al fresco under the gazebo, wrapped in bougainvillea, and end the day snuggled under blankets with a glass of wine around the fire pit.

Top Guest favourite
A scenic view captures the guesthouse nestled amongst lush gardens and mature trees. Bright flowers and greenery are complemented by a terracotta-tiled roof. In the background, rolling mountains can be seen beneath a soft, cloudy sky, creating a serene outdoor atmosphere.
Guesthouse in Eagle Rock
4.97 out of 5 average rating, 459 reviews

Garden Cottage near Occidental

Extra cleaning and care during Covid-19. Social distancing practiced here! This is a serene, solar powered studio guesthouse surrounded by a flowering native garden (with veggies too) with full kitchen, set on 1/2 acre property - walking distance to Occidental College and York Blvd bars, shops & restaurants. We are 1 block from Highland Park (NELA)! Vintage appliances in the kitchen with a bathroom/shower as well as an outdoor shower set beneath a fruit filled Pomegranate tree.

Top Guest favourite
A private entrance is framed by open double doors, allowing soft light to spill into the studio space. Fresh white curtains gently sway in the breeze. The interior showcases a modern design with light wood flooring and visible furnishings, merging indoor and outdoor elements.
Home in Highland Park
4.95 out of 5 average rating, 221 reviews

Your LA getaway awaits!

Kick back and relax in this calm, stylish space 12 mins walk from hip & happening York Blvd & Highland Park Metro station. Brand new remodel, all new furnishings, detached studio w/ private entrance, on a quiet street in Highland Park, LA's hippest neighborhood. Enjoy the exclusive use of 2 large, private patios complete with dining table, chairs, deck chairs & sun loungers, or wind down in the gorgeous 5' shower in the brand new bathroom. Perfect for a single or couple.

Top Guest favourite
A modern living room features a comfortable leather couch paired with two green upholstered chairs. A large television is mounted on the wall, above a stylish wooden console. Light filters through sheer curtains, enhancing the colorful area rug that adds warmth to the space.
Home in Highland Park
4.99 out of 5 average rating, 195 reviews

Sunny Spanish Bungalow with Porch!

Beautiful 1920's Spanish bungalow in the heart of Highland Park. Well appointed with a mix of modern and vintage furnishings, comfortable mattresses (Tempurpedic & Casper) and designed with the keen eye of an artist. Artwork from well-loved, local artisans adorn the walls, the kitchen is fully equipped for your cooking needs and the home is quiet but central to all the awesome things happening in Highland Park, Pasadena, DTLA, Atwater, Silverlake, Echo Park & Glendale!

Guest favourite
A cozy living area features a light-colored wall and two large windows allowing natural light. A gray sectional sofa and a brown leather couch are arranged around a round marble-top coffee table. A decorative plant is placed in the corner, adding a touch of greenery.
Home in Highland Park
4.94 out of 5 average rating, 124 reviews

Stylish Two Bedroom House in Highland Park LA

Walking distance to everything, including the metro. Charming. Hip, Historic Neighborhood. Amazing restaurants & night life. Enjoy this centrally-located 2-story, 2-bedroom house with a private yard, laundry, 3 beds + a sleeper futon. Walking distance to the LA metro blue line, shops, bars, cafes, live music, Highland theater, lodge room, bowling alley, stunning hikes and tons of coffee shops and restaurants. Private entrance. No smoking, no parties, no pets.

Top Guest favourite
The exterior view of the studio cottage showcases a welcoming entrance surrounded by greenery. Two blue chairs and a small table are positioned in a sandy area, with garden features including foliage and decorative plants. Natural light filters through trees, creating a serene setting.
Cottage in Highland Park
4.93 out of 5 average rating, 471 reviews

Studio Cottage

This is a small Studio cottage at the rear of my home. It's craftsmanesk in style with a partially open ceiling and a skylight. It's perfect for a couple or single person. There is a swimming pool but it's not heated, fine for swimming June to Oct depending on the weather, unless you are a polar bear. It's a 5 min walk to the MetroGold Line and a 10 min walk to new restaurants on Figueroa St. I have a fairly extensive cactus / succulent garden.

Guest favourite
A serene sleeping area features a spacious bed with a crisp white comforter, complemented by natural wood accents. A framed photograph hangs above the headboard, and a woven pendant light provides subtle illumination. Green plants and a small table add a touch of nature to the space.
Apartment in Highland Park
4.89 out of 5 average rating, 133 reviews

Highland Park Bungalow

Come stay in the downstairs unit of a historic 1920s California Style Bungalow. 7 min away from the the heart of Highland Park surrounded by restaurants, live music and LA's oldest bowling alley. There is a SEPARATE ENTRANCE and a beautiful back patio overlooking the garden. Extremely quiet and peaceful cul-de-sac for privacy and escaping the business of the city. Check out my other Airbnb The Shawnee Cabin in Yucca Valley to see host reviews!

Popular amenities for Highland Park holiday rentals