Vacation rentals with outdoor seating in Highland Park

A historic house is shown with a contemporary exterior, featuring light green siding and a grey roof. A welcoming entrance is accessed via a set of stairs, flanked by lush landscaping and a stone wall. A gated entry adds a sense of privacy.

4.96 out of 5 average rating, 148 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.

Guest suite in Highland Park

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.

4.95 out of 5 average rating, 456 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 suite in Highland Park

An entrance is shown with a vibrant red door framed by an orange wall. Two dogs sit in front, accompanied by potted plants and a wooden deck with yellow pots. An umbrella provides shade over the area, enhancing the welcoming appearance.

4.86 out of 5 average rating, 313 reviews

LA Hideaway

Hideaway in the Heart of LA: Separate entrance to the gated yard. Warm and modern studio with natural light and open space. Super comfy queen bed and full pull out sofa bed. Just enough of home with a small refrigerator and microwave to use for snacking and a coffeemaker however, not a kitchen. Located in the hip and fun neighborhood of Highland Park, close to downtown LA, Pasadena, Glendale, and s short drive to Hollywood and Santa Monica. Close to freeways and public transportation.

Guesthouse in Highland Park

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.

4.97 out of 5 average rating, 416 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.

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.

4.94 out of 5 average rating, 174 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.

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.

4.99 out of 5 average rating, 183 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!

4.93 out of 5 average rating, 412 reviews

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

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.

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.

4.97 out of 5 average rating, 195 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.

Guesthouse in Highland Park

A modern kitchenette features minimalist cabinetry and a white countertop with a gas stove and sink. Open shelving displays cookware and kitchen essentials. Two metal stools provide seating at the counter, while natural light streams in through the nearby window.

5 out of 5 average rating, 319 reviews

Highland Park Designer Retreat

A bright, tranquil space with a clean, modern style, perfect for relaxing after a day of work or exploring. Sheltered with private independent access. Located in the heart of Highland Park and walking distance to all the great amenities of York Blvd and just a few blocks from Figueroa and Occidental College. Downtown LA, Dodgers Stadium, Pasadena, Hollywood, Glendale and Burbank are all within a short drives reach.

Guesthouse in Montecito Heights

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.

4.97 out of 5 average rating, 585 reviews

Private Modern Guesthouse with Pool, View & Garden

Relax in this serene retreat under the California sun, surrounded by a Mediterranean garden on a peaceful private lot. This beautifully designed modern guest studio is a separate structure from the primary family residence on a secure, gated property with a dedicated off-street parking space for guests. • Non-smoking Property • Only two Airbnb guests per stay • Shared Swimming Pool w/ Hosts

An outdoor seating area features a wooden coffee table surrounded by comfortable couches with cushions. The space is lined with green grass and is illuminated by warm string lights. Scenic views of palm trees and rolling hills are visible in the background as the sun sets.

5 out of 5 average rating, 155 reviews

Cozy Home in Highland Park 13 Mins from Downtown

“The best Airbnb I’ve ever stayed in.” -Dicelle Imagine sipping a glass of wine amongst friends, with breathtaking mountain views of our citrus grove and the greater LA area. Our Airbnb, located in the prestigious Highland Park sector, is the perfect luxury estate for large groups to enjoy this world-famous region. Book your stay now or reach out to us if you have any questions!