Vacation rentals in Highland Park

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Top-rated vacation rentals in Highland Park

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

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Top guest favorite
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, 629 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 favorite
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, 490 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 favorite
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, 188 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)

Top guest favorite
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, 452 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 favorite
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, 214 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 favorite
A workspace features a wooden desk with a smooth surface, complemented by a modern table lamp and a clock. A colorful abstract painting hangs above the desk, and a small fan is positioned on the side. Decorative items and a small sound system are also present.
Guesthouse in South Pasadena
4.88 out of 5 average rating, 447 reviews

South Pasadena Studio Near Metro

This Studio sits in a stellar location, right in the heart of South Pasadena’s Mission District & Library Park— two-minute walk to the Metro. It has a walkability score of 92, near restaurants, bars, cafés, grocery stores, schools, churches, new music venue “Sid the Cat”, and two Trader Joe's! A short drive to In 'N Out for burgers. The neighborhood is often featured in films, TV shows, commercials and is treasured for its tree-lined quiet streets and historic character.

Top guest favorite
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, 191 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 favorite
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
4.93 out of 5 average rating, 118 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 favorite
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
4.97 out of 5 average rating, 135 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 favorite
A swimming pool surrounded by natural stone features and a variety of plants. The calm water reflects the sky and surrounding landscape, while a large green float adds a touch of color to the scene. The pool area invites relaxation and enjoyment.
Cottage in Highland Park
4.93 out of 5 average rating, 461 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.

Top guest favorite
Guesthouse in Pasadena
4.93 out of 5 average rating, 146 reviews

Classic and Convenient Bungalow in Pasadena

Cozy traditional 1920s California bungalow, complete with a Batchelder fireplace, tucked behind the main house built in 1903 by famed architect Frederick Roehrig. Centrally located off of Orange Grove Blvd. Walk to the Rose Parade, the Arroyo Seco, Huntington Hospital, Art Center South Campus, and Old Pasadena. A brisk walk will take you to the Rose Bowl, Gamble House, or the Wrigley Mansion. The Huntington Library is only a short drive away.

Top guest favorite
Home in Highland Park
4.97 out of 5 average rating, 232 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 vacation rentals

Quick stats about vacation rentals in Highland Park

  • Total vacation rentals

    Explore 500 vacation rentals in Highland Park

  • Verified guest reviews

    Over 23,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    230 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wi-Fi availability

    500 of Highland Park vacation 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 Highland Theatre, Occidental College, and Highland Park Station