Holiday houses in Highland Park

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Top-rated holiday rentals in Highland Park

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

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Top Guest favourite
A charming outdoor space features a wooden deck surrounded by lush greenery, with a shaded table and chairs set beneath a large umbrella. Twinkling lights hang above, creating a cozy atmosphere, while stone steps lead up to an upper garden area.
Apartment in Eagle Rock
4.99 out of 5 average rating, 383 reviews

Private Loft-like Space w/Garden - Walk to Cafes

Private 2-Level Studio/Loft-like Apt. on lower level of ‘31 Spanish home we live in. Kitchenette, garden access, in L.A. (Eagle Rock). Garden/Mnt. Views from backyard top level. (No view from inside apt) Cool amenities, own entrance, streamers, WiFi, free park. Walk to restaurants, bar, shops. 15min. to DTLA & Hollywood. 5min to Pasadena/Rose Bowl. 40 min. to beach/LAX. 5 min to Occidental. Has stairs! Tiny space. Double bed. 2ppl max. No animals, kids, parties. Smoke outside. Best 4 short stays

Top Guest favourite
A cozy living area features two mid-century modern armchairs in warm rust tones, set around a circular coffee table. A textured stone wall serves as a backdrop, while a kitchen area is glimpsed with modern appliances and a light color palette.
Home in South Pasadena
4.98 out of 5 average rating, 247 reviews

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!

Top Guest favourite
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.
Guesthouse in Highland Park
4.97 out of 5 average rating, 609 reviews

Modern Guesthouse in Highland Park: Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a large, gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. This beautifully designed, recently constructed modern guest studio is a separate, stand-alone structure from the primary residence, offering access to a shared swimming pool and dedicated off-street parking on a secure property. A curated original collection of art and photography books is available for guest use.

Top Guest favourite
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
4.94 out of 5 average rating, 473 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 favourite
Guest suite in Glassell Park
4.84 out of 5 average rating, 143 reviews

Cozy Spot in Centrally Located Highland Park

With a few minute walk to the best spots on York, this private oasis is sure to make your stay in LA. The space is in a hundred year old home in the heart of old LA. From vintage Moroccan rugs, premium linen sheets and towels, a tuft and needle mattress you are sure to feel rested and ready to take on the town. Natural light pools into your completely private escape. A reading nook and desk allows for work, while a vintage MCM couch with pull out allows for extra guests to stay with you.

Superhost
A patio area is furnished with a comfortable seating arrangement consisting of a gray sofa and two matching chairs surrounding a wooden coffee table. The space offers a view of the hillside neighborhood, with greenery and urban rooftops visible in the distance.
Guest suite in Highland Park
4.84 out of 5 average rating, 214 reviews

Hilltop views at Private Studio with King Bed

Welcome to our private retreat in a central location! Enjoy the hilltop views under 30 minutes to LA's best neighborhoods. Tons of easy free parking! Biking distance to rose bowl Minutes to popular Highland Park destinations on York/Figueroa. Lots of specialty coffee roasters, hip bars, and restaurants. The attached lowerlevel studio has it's own private entrance. Note the roof is relatively low & no kitchenette Early check-in is available for a fee. Please contact for info

Top Guest favourite
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, 198 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 favourite
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, 445 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.

Guest favourite
A spacious room features natural wooden beams and soft lighting. A large bed is placed centrally, accompanied by a minimalist nightstand. A dining area with a simple table and chairs occupies one side, while potted plants add a touch of greenery to the space.
Apartment in Eagle Rock
4.89 out of 5 average rating, 115 reviews

Highland Park Bungalow

Come stay in the downstairs unit of a historic 1920s California Style Bungalow. 7 min away from the the heart of Highland Park surrounded by restaurants, live music and LA's oldest bowling alley. There is a SEPARATE ENTRANCE and a beautiful back patio overlooking the garden. Extremely quiet and peaceful cul-de-sac for privacy and escaping the business of the city. Check out my other Airbnb The Shawnee Cabin in Yucca Valley to see host reviews!

Top Guest favourite
Home in Eagle Rock
4.97 out of 5 average rating, 217 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.

Top Guest favourite
Guesthouse in Eagle Rock
5 out of 5 average rating, 348 reviews

Highland Park Designer Retreat

A bright, tranquil space with a clean, modern style, perfect for relaxing after a day of work or exploring Los Angeles. Located in a quiet, residential part of Highland Park, with York Blvd within walking distance and Figueroa Street a short drive away. Most guests use Uber or a car to explore beyond the neighborhood. Downtown LA, Dodger Stadium, Pasadena, Hollywood, Glendale, and Burbank are all easily accessible by car.

Superhost
A cozy sleeping area is highlighted by a bed with a colorful polka dot comforter and decorative pillows. A gallery wall of vibrant images adds visual interest, and a small desk and seating area are visible in the background, contributing to a warm design.
Guest suite in Highland Park
4.92 out of 5 average rating, 406 reviews

Private vibrant studio in Highland Park

We will be very happy to accommodate you in our cozy and design room with PRIVATE ENTRANCE and bathroom. A/C, Heater, Wi-Fi, ROKU TV, microwave, fridge. FREE street parking No kitchen The place is on the hilly side of Highland Park. 10-min walk to the Metro Gold Line; 5 min-drive to the 110 freeway ONLY 10-min drive to DTLA ($ 8 Uber ride); 17-min to NY Film Academy (Burbank)

Popular amenities for Highland Park holiday rentals

When is the best time to visit Highland Park?

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Avg. price$243 NZD$226 NZD$238 NZD$243 NZD$236 NZD$254 NZD$261 NZD$263 NZD$254 NZD$263 NZD$263 NZD$256 NZD
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Quick stats about holiday rentals in Highland Park

  • Total holiday rentals

    Explore 480 holiday rentals in Highland Park

  • Verified guest reviews

    Over 23,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Highland Park holiday 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