
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.

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.

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.

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)

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.

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.

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.

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!

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.

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.

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.

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.

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
Stay near Highland Park's top sights
Other great vacation rentals in Highland Park

LA Hideaway

Highland Park Designer Home w/Massive Deck & Views

Hilltop Studio in Highland Park

Highland Park Hideaway

Bright Studio with Garden

Garden Studio Apartment w Deck

Cozy Home in Highland Park 13 Mins from Downtown

Mt. Washington Perch
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
Destinations to explore
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