Holiday rentals in Highland Park

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Top-rated holiday rentals in Highland Park

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Guest favourite
A cozy living space features a comfortable sofa adorned with colorful cushions. Soft seating is provided by a green chair and two small stools on a natural fiber rug. Artwork and shelves with books and décor add character to the room, which is well-lit by natural light.
Flat in Highland Park
4.88 out of 5 average rating, 111 reviews

Hilltop Studio in Highland Park

Sweet studio apartment with its own entrance and self check-in, just 15 minutes from Downtown Los Angeles and 5 minutes from the wonderful shops and dining on York Blvd. in Highland Park. Enjoy the hilltop view of the city lights and walk to local spots including a donut shop and a safe, friendly park with playground. Soak in the sunset on lounge chairs overlooking the city. This studio is below the hosts' living area; it's very private, but when we're home you can hear the kids and dog above.

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, 103 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 modern pool area is featured, with a clear blue swimming pool surrounded by a spacious deck. Two lounge chairs are positioned under a striped umbrella. In the background, a two-story building is visible, flanked by lush greenery and a serene atmosphere.
Guest house in Highland Park
4.97 out of 5 average rating, 618 reviews

Modern Guesthouse in Highland Park: Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a large, gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. This beautifully designed, recently constructed modern guest studio is a separate, stand-alone structure from the primary residence, offering access to a shared swimming pool and dedicated off-street parking on a secure property. A curated original collection of art and photography books is available for guest use.

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, 478 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.

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, 192 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.
Guest house in Eagle Rock
4.97 out of 5 average rating, 442 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, 204 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.

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, 110 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.

Guest favourite
A warm and styled living space features a wooden dresser and a decorative ladder against a textured wall. A low glass table is set with neatly stacked towels. Natural light illuminates a large wall art piece depicting a western scene, complemented by indoor plants.
Guest suite in Highland Park
4.98 out of 5 average rating, 127 reviews

Spanish styled get away, Highland Park LA

Enjoy a stylish experience at this centrally-located place. 15 minutes from downtown, easy parking, walking distance from great food and coffee, epic views! Our space was made for a single guest that needs some space to relax or as a romantic and stylish get away for couples to enjoy. Just a quick heads up. Our house sits at the top of a pretty steep hill which gives you amazing views. Just be mindful if you’re uncomfortable parking or walking on a hill.

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, 450 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.
Flat in Eagle Rock
4.89 out of 5 average rating, 118 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!

Top guest favourite
A spacious outdoor deck offers multiple seating areas with sleek furniture. Lush greenery surrounds the space, including palm trees and other plants, providing a refreshing view of the landscape. The clear sky enhances the tranquil atmosphere, inviting relaxation.
Home in Eagle Rock
4.97 out of 5 average rating, 222 reviews

Modern Craftsman Retreat • Hillside Views

Enjoy breathtaking views at this LA hideaway. This 1923 renovated craftsman home is nestled into the hillside surrounded by beautiful landscape. Cook Sunday morning breakfast in the kitchen. Enjoy high-speed internet for your workdays at home as well as a smart TV for the nights where a little R+R is needed. This serene retreat boasts a large grass-covered backyard, a deck for those warmer LA nights, and multiple other outdoor patios to relax.

Popular amenities for Highland Park holiday rentals

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Quick stats about holiday rentals in Highland Park

  • Total holiday rentals

    Explore 480 holiday rentals in Highland Park

  • Verified guest reviews

    Over 23,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wifi availability

    480 of Highland Park holiday rentals include wifi 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 Highland Theatre, Occidental College and Highland Park Station