
Family-friendly vacation rentals in Highland Park
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Top-rated family-friendly rentals in Highland Park
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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.

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.

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

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!

Little Los Angeles Hideaway
Glass doors open onto a patio with lush trees, succulents, lounge chairs and a gas-operated firepit. Our studio in-law has a midcentury modern meets tree house feel to it. This little hideaway is completely detached from the main house and has its own separate entrance. A private bathroom is adjacent to the studio. While there isn't a stove for cooking, there is a small refrigerator, freezer, electric kettle, Kerug coffee maker, and microwave in the space.

Highland Park Retreat near DTLA with Pool/Hot Tub
*Our home was not affected by the recent fires, and we're happy to share that the air quality in the area is now healthy and clear. We're open and welcoming guests as usual. Come relax and enjoy your stay with peace of mind.* Tucked away from the excitement of LA's most vibrant new neighborhood, Highland Park, relax and unwind by the pool at this Los Angeles Oasis. Highland Park sits minutes away from Downtown LA and is south of Eagle Rock and Pasadena.

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.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Adorable Back House w/Secluded Garden & Yard

Los Feliz Craftsman Bungalow Getaway.

Crown Jewel of Los Angeles Hills

Posh 3-Luxury Huntington Gardens Home

Hillside House with DTLA Views + Jacuzzi

Gracious Historical Cottage on Tranquil Estate

Designer’s Dream Oasis with Lap Pool & Hot Tub

The Paradise Hot-Tub Treehouse
Family- and pet-friendly home rentals

Secluded Hillside Retreat in East LA

South Pasadena Studio Near Metro

Calm mid-century Silver Lake garden apartment

Modern Home Near Disney & DTLA

Airy House with Backyard Oasis, Kid & Pet Friendly

Bright, Warm and Cozy w/Balcony in South Pasadena

Private, Spacious, Bright & Modern home near DTLA

Modern Rustic Studio Feels Like a Tree House
Family-friendly home rentals with a pool

MULHOLLAND HILLS RETREAT W/BEST VIEWS IN LA

Private Spanish Guesthouse w/ Pool & Views

Čulin's House

Romantic Cottage Sanctuary in Pasadena

Adorable Hillside Cabin

Historical Swiss Chalet in Los Angeles (with pool)

Oasis in the City

Charming Guest Cottage
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$53,969 GYD | G$51,249 GYD | G$52,295 GYD | G$50,203 GYD | G$50,622 GYD | G$54,387 GYD | G$52,295 GYD | G$52,714 GYD | G$50,203 GYD | G$47,693 GYD | G$52,086 GYD | G$53,132 GYD |
| 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 vacation rentals that are family-friendly in Highland Park

Total vacation rentals
Explore 210 vacation rentals in Highland Park

Nightly prices starting at
Highland Park vacation rentals start at G$16,734 GYD per night before taxes and fees

Verified guest reviews
Over 5,280 verified reviews to help you choose

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
200 of Highland Park vacation 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
Destinations to explore
- Fitness-friendly rentals Highland Park
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- Pet-friendly rentals Highland Park
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- Smoking-friendly rentals Highland Park
- Rentals with a hot tub Highland Park
- Rentals with a fire pit Highland Park
- Family-friendly rentals Los Angeles
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- Family-friendly rentals California
- Family-friendly rentals United States
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