
Holiday rentals in Highland Park
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Top-rated holiday rentals in Highland Park
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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!

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.

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, lots of streamers, WiFi, free park. Walk to restaurants, bar, shops. 15 min. to DTLA & Hollywood. 5 min. 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 only.

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.

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.

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.

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.

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!

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.

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.
Popular amenities for Highland Park holiday rentals
Stay near Highland Park's top sights
Other great holiday rentals in Highland Park

Mt. Washington Gem

Historical Craftsman with Modern Amenities

Modern Zen Studio · Deck · Walk to Metro & Shops

Adorable guesthouse with outdoor tub and patio

Brand new quiet and cozy tiny home in the Arroyo!

Hilltop Studio in Highland Park

Highland Park Hideaway

Colorful Highland Park duplex
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £108 | £101 | £106 | £108 | £105 | £114 | £117 | £117 | £114 | £100 | £109 | £111 |
| Avg. temp | 13°C | 14°C | 15°C | 17°C | 19°C | 21°C | 24°C | 25°C | 24°C | 20°C | 16°C | 13°C |
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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
480 of Highland Park holiday rentals include wifi 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
- Fitness-friendly rentals Highland Park
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- House rentals Highland Park
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