House holiday rentals in Highland Park, Los Angeles

4.98 out of 5 average rating, 228 reviews

Home in South Pasadena

Chic Mid Century Modern Retreat South Pasadena

Mid Century Modern Vacation Retreat on the border of Pasadena & South Pasadena. ∗ chic ∗ comfortable ∗ centrally located ∗ spacious ∗ stocked ∗ Every amenity has been thought of, every moment curated to visually delight the eye and the soul with a mix of vintage and new modern. Close to Old Town Pasadena, the Rose Bowl, Highland Park shopping & restaurants, Silverlake, Downtown LA, the Norton Simon Museum, Occidental College, the 110 & 134 freeways. The Rose Parade floats pass by our street!

4.97 out of 5 average rating, 145 reviews

The Craftsman Highland Park Creative Stay.

Stay in my ADU, a historic house with a modern interior. It is a private one-bedroom space with a separate entrance. There is also a horizontal queen-sized Murphy bed in the back of the main room with a privacy curtain for extra guests. Amenities include a full kitchen, washer and dryer, and separate fast wifi. The neighborhood is tranquil at night, even though it's on the main street. I am the homeowner and live on the other side of the house. Please read my complete listing before booking.

4.98 out of 5 average rating, 123 reviews

Home in Glassell Park

Magical Treehouse with a view 2BR/1.5Bath

Nestled on top of Mt Washington with a panoramic view of SoCal. Minutes from Downtown LA, Dodger stadium, Highland Park, Griffith Park, Pasadena. Home sits a double lot with plenty of privacy and space outdoors. Wake up to birds chirping and make some cappuccino to drink on our redwood decks. Lay back and enjoy the breeze while relaxing on a hammock suspended between two enormous pine trees. We'll have everything you’ll need to unwind and enjoy LA from yoga mats to bikes. HSR22-000099

Home in Montecito Heights

4.98 out of 5 average rating, 171 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)

4.94 out of 5 average rating, 167 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.

4.99 out of 5 average rating, 179 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!

Superhost

Home in Mount Washington

4.93 out of 5 average rating, 145 reviews

Hilltop Guesthouse Getaway with Great Views in LA

We are so excited to share our oasis with you! Enjoy our spacious guest house atop Mt. Washington - it is both a retreat and optimal location for all that Los Angeles has to offer. Wake up to the sun rising on the San Gabriel mountains, hike the local trails, and enjoy the quiet hilltop living while being central to the amazing neighborhoods of Highland Park & Eagle Rock, 10 minutes to downtown LA, Pasadena, Glendale, 15-20 minutes to Hollywood & Silverlake.

4.87 out of 5 average rating, 331 reviews

Home in South Pasadena

Bright, Warm and Cozy w/Balcony in South Pasadena

Welcome to our South Pasadena gem! Experience the perfect blend of modern comfort and vintage charm in our thoughtfully designed space. Enjoy the convenience of being steps away from Trader Joe's for all your grocery needs and a short stroll to the Metro A Line, connecting you to the vibrant energy of Los Angeles. Since my parents are living in the unit below, you may occasionally see them in the driveway or around the premises during your stay.

4.97 out of 5 average rating, 188 reviews

Mid-Century Modern Craftsman Hillside Home

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 cooler LA nights, and multiple other outdoor patios to relax.

4.94 out of 5 average rating, 249 reviews

Hillside Vista 1924

Enjoy stunning views from this charming Montecito Heights retreat. This 1-bedroom home (soon to be 2-bedroom) is minutes from Downtown LA, Highland Park, Silverlake, and Pasadena. It features a king-size bed, cozy sofa, two TVs (including a 55”), WiFi, a new LG washer/dryer, and a fully equipped kitchen. Conveniently close to the Metro Gold Line and local shops, it’s the perfect spot to explore Los Angeles and make the most of your stay

4.94 out of 5 average rating, 264 reviews

Home in Mount Washington

Sunny and Serene Studio with a View

Sunny and serene studio located in the foothills of Mt. Washington on LA's artistic east side. Enjoy your privacy with queen size bed, kitchenette, large walk-in shower and direct access to the fruit filled garden. Hip coffee/lunch spot just a 2 min walk away and access to trail head. Our place is perfect for singles or couples who are respectful and clean, looking for a quiet place to relax after a day exploring.