Family-friendly vacation rentals in Pasadena

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!

Family · Indoor spaces · Amenities

Attached Apartment Close to Rose Bowl

Charming private casita attached to a historic home in a gated Pasadena neighborhood, just minutes from the Rose Bowl and Old Town. Romantic & serene. One bedroom with a queen bed and comfortable living area, designed for a peaceful and relaxing stay. Please note this is an attached guest suite and we live in the main house, so you may occasionally hear normal household sounds. Ideal for guests who appreciate charm, privacy, and a relaxed residential setting. Permit number: SRH2020-00281

Family · Kitchen · Air conditioning

Stylish Modern Guesthouse Close to the Metro

Discover a stylish modern retreat, perfectly located in the heart of Pasadena. A short walk from the Rose Parade and the Allen street stop of the Gold metro line and just minutes from the Rose Bowl. Walk to the metro, visit the farmer's market, or head to the extraordinary Huntington gardens. This one-bedroom guest house has complete privacy with its own private entrance and off street parking 20 feet from your front door. Pasadena Short-Term Rental Permit SRU2018-00003, SRH2018-00011

Indoor spaces · Kitchen · Layout

Sweet Retreat Craftsman Bungalow in South Pasadena

Welcome home! This historic Craftsman bungalow has been thoughtfully designed with modern amenities to ensure an exceptionally comfortable stay. Whether you’re gathering around the kitchen island to cook, enjoying lively conversations over dinner, or focusing in the dedicated office space, this home provides everything you need to connect, stay productive, find inspiration, and relax fully. It’s the perfect retreat for families and travelers to experience both charm and convenience.

Kitchen · Family · Getting around

New state of the art home on Historic Property

This new house is on the Historic Green and Green track, hidden down a long driveway. Designed for the owners to live in, expenses were not spared in construction or interior design. With a built in sound system and cinema style tv, you can float in the pool and enjoy both. The interior bath tub has heated walls. The kitchen is a chef’s dream. It has a walk in closet. You can charge your electric car in the gated driveway where your animals can run free. Barbecue area is included.

Family · Indoor spaces · Decor

Rose City Cottage (Private Back Home)

Welcome to the City of Roses - Coming to town for a girls trip, visit family or a Rosebowl event/concert, the Hollywood Bowl, Staples Center? Come and enjoy Pasadena at this centrally located, peaceful, newly renovated, 2-bedroom & 1- bathroom guest home. The guest house includes queen beds. A back home on a large private/secure lot in a safe neighborhood, with large private patio. TVery close to the Rose Bowl, the Rose Parade route, Cal-Tech, JPL, museums, and Old Town Pasadena

Indoor spaces · Kitchen · Heating

Pool and Historical Swiss Chalet in Los Angeles

The Swiss Chalet is a historic home featuring original architecture and design. The Chalet also features lush gardens, a pool, and a hot tub on the private upper terrace. Enjoy the view of the mountains, bask in the sun by the pool, take in the sunset over a glass of wine from the veranda, and stargaze from the hot tub nestled between majestic pines and picturesque Californian oaks. Please note: no kitchen, and no parties. Glendale Home-Sharing License: HS-003915-2025

Indoor spaces · Kitchen · Value

Gracious Historical Cottage on Tranquil Estate

Welcome to the historic Markham Estate Manor, built in 1897 and located in the heart of Pasadena. Nestled just off Orange Grove Boulevard —famously known as Millionaire’s Row and along the iconic Rose Parade route—our property is central to Old Town Pasadena, the Huntington Library, the Gamble House, and offers convenient access to Southern California attractions. The property includes the Main House, where I reside, and a charming, stand-alone cottage for guests.

Family · Kitchen · Comfort

Posh 3-Luxury Huntington Gardens Home

Melt away stress in the PRIVATE exclusive outdoor hot tub of this designer home. Indulge in the luxury of a carefully curated space with colorful rooms, intricate tile-work, eclectic furnishings and decor, and a lush PRIVATE & ENCLOSED front garden with a LARGE 6 burner BBQ for some summer cooking. WE ACCEPT UP TO 2 DOGS WITH AN ADDITIONAL $150 PET CLEANING FEE. NO CATS. ALL GUESTS AGREE TO SIGN SPA SAFETY ADDENDUM PRIOR TO OCCUPANCY. SEE SAMPLE IN LAST PHOTO.

Family · Indoor spaces · Hot tub

Blue Haven by Rosebowl

This 1-bedroom/1-bathroom house was built in the early 1940s, its decor is a nod to that era's timeless charm. Blackout drapes enhance the sleeping areas for a restful night's sleep. The beverage bar features ample cabinetry, an accent wall with backsplash, and unique open live edge shelves, crafted from the old avocado tree that once graced the patio. The patio has since been transformed with outdoor furniture, making it perfect for leisurely moments outdoors.

Family · Kitchen · Heating

Southern California Cozy Lavender Cottage

LAVENDER COTTAGE is located in a small , safe and quaint foothill community in the Pasadena/Arcadia area. It is a clean, bright and newly renovated two bedroom, one bathroom house on a quiet residential street within walking distance (10 min) from coffee shops and restaurants. This home is roomy and plenty of natural light fills the open floor plan. Enjoy an enclosed private back yard, the newly landscaped front yard, central A/C, heating and new appliances.

Family · Kitchen · Condition

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.

Family · Kitchen · Walkability