Family-friendly holiday rentals in Highland Park

Guesthouse in Los Angeles

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.

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.

KitchenFamilyPool

4.97 out of 5 average rating, 646 reviews

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.

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.

Indoor spacesKitchenSleep quality

4.95 out of 5 average rating, 505 reviews

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.

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.

KitchenFamilyComfort

4.86 out of 5 average rating, 360 reviews

4.92 out of 5 average rating, 137 reviews

The Craftsman-style front house is surrounded by a vibrant garden filled with various plants and flowers. A welcoming porch features comfortable seating under a striped awning, while stone paths guide through the landscaping, enhancing the home's charming exterior.

Home in South Pasadena

South Pasadena Craftsman House w/Serene Front Yard

Welcome to our charming Craftsman-style front house, the jewel of a tranquil triplex in sunny California! This spacious 4-bedroom, 3-bathroom unit is perfect for families or groups. Enjoy mid-century furnishings throughout, blending historic charm with modern convenience. Relax in the private front yard, perfect for soaking up the California sun. With a great location within walking distance to Trader Joe's, it's the ideal retreat for those seeking style and comfort in a serene setting.

Indoor spacesFamilyHeating

Bungalow in Highland Park

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.

FamilyKitchenParking

4.91 out of 5 average rating, 206 reviews

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.

4.92 out of 5 average rating, 127 reviews

Stylish Two Bedroom House in Highland Park LA

Walking distance to shops, metro. Charming. Hip, Historic Neighborhood. Amazing restaurants & night life. Enjoy this centrally-located 2-story, 2-bedroom spacious 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. Set back from the street. No smoking, no parties, no pets.

KitchenIndoor spacesLocation

4.97 out of 5 average rating, 467 reviews

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

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.

KitchenIndoor spacesParking

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.

4.96 out of 5 average rating, 225 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.

KitchenIndoor spacesQuiet

4.93 out of 5 average rating, 480 reviews

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.

FamilyKitchenCondition

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.

4.98 out of 5 average rating, 245 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.

FamilyKitchenParks

The guest unit features a spacious bed adorned with patterned bedding, complemented by soft pillows. A cozy area rug adds warmth underfoot. A wooden chair and table create a small dining space, while a bookshelf hosts a selection of books. Natural light enhances the welcoming environment.

4.84 out of 5 average rating, 165 reviews

Cozy studio in trendy Highland Park

HSR25-002317—You will feel right at home in this beautiful guest unit, which features a kitchenette, in-unit laundry, a private entrance, and a private patio. Super-fast fiber Wi-Fi. Tesla Powerwall batteries will power the house in case regular electricity fails. Pets are welcome, but please don't plan to leave your pet alone in the apartment while you're out. Other people live here, and yappy dogs are not pleasant to anybody!

KitchenIndoor spacesBathroom

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.