Family-friendly holiday rentals in Seaside

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Peaceful Treehouse with Ocean View

Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Pretty Entire House With Ping-Pong and Golf

Self check-in, renovated pretty house with ocean peek is located on the safe quiet neighborhood with free parking and Internet. Brand-new beds are queen-size. The floors are all laminates which are nice and clean. The house is close to Monterey, HWY 1, 17-Mile Drive, Monterey Aquarium, Lover's Point, Carmel beach, Point-Lobos State Park, Big Sur , DLI and NPS, a couple of minutes to shopping centers, restaurants, an ideal home for a family to explore Monterey Bay areas. Enjoy ping-pong game.

Peninsula Refuge-A Modern Home in Heart of the Bay

Discover this modern, stylish gem nestled in the sought-after highlands of Seaside! Ideal for families and business trips ,the house is conveniently located near all attractions—from The Beaches (~2.0 miles), The Aquarium ( ~5.0miles away) and Golf Courses. You’ll also find yourself close to many restaurants, Carmel, Pebble Beach (7.0 miles), The Monterey Fair Grounds, and the Laguna Sech Concourse (7.0 miles). Catch a glimpse of the ocean right from the street. Your coastal adventure awaits!

Beautiful Studio in Seaside Sleeps 4

This cozy studio in seaside is recently renovated it includes most necessary amenities. There is a beautiful front yard below with a waterfall/ pond and fire pit area that is shared with front unit. The studio has a gas fireplace and lots of skylights for plenty of light. Nice ocean views PS: This is an upstairs unit with a staircase to enter the studio, if you have a problem climbing stairs this might not be the right fit for you. Please consider booking our 1 bedroom unit located below

The Seaside Cottage

Welcome to The Seaside Cottage, a custom home on the Monterey Peninsula. Our 1 bedroom, 1 bathroom is designed for relaxation, luxury, privacy, and comfort. Enjoy cooking in the handcrafted kitchen, soaking in the clawfoot tub, reading by the fire, & dining al fresco in the private yard. The Seaside Cottage is a quick drive on the scenic Highway 1 to Monterey, Carmel, Pebble Beach, & Big Sur. Spend your days exploring the Peninsula & your evenings relaxing in this one of a kind home.

Boutique Home near Monterey, Carmel STR25-00020

Your Perfect Monterey Bay Getaway in Marina It matters where you stay, and this is more than just a rental—it's your home base for exploring the best of the California coast. Enjoy exclusive access to our nice, cozy, and fully renovated whole house, offering plenty of space for your group to relax and recharge. A short drive to Monterey Bay Aquarium, Cannery Row, Pacific Grove, Carmel-by-the-Sea, the breathtaking Big Sur coastline, and Pebble Beach. Business License Number 04105524

Artist's Cottage on the Hill

An Artist's cozy cottage on the hill overlooking Monterey Bay. 1 Mile from the beach, minutes from Old Monterey, Fisherman's Wharf, Cannery Row, The Monterey Bay Aquarium. A short drive to Pebble Beach, Carmel-by-the-Sea, Point Lobos, Big Sur, CSUMB, Laguna Seca. Enjoy a relaxing cup of coffee in the morning on the patio with a view of beautiful Monterey Bay, or a gorgeous sunset before heading out for an evening on the town in Old Monterey, or Carmel-by-the-Sea.

Backyard Playset Family Getaway Home STR25-000025

Backyard play structure and a few minutes drive to the beach. Enjoy the comforts of home during your stay on the wonderful Monterey Peninsula. The Monterey Bay Aquarium, Point Lobos, Laguna Seca Raceway, Pebble Beach, and Carmel are just a few of the daytime activities to enjoy. Eat out at one of our area's great restaurants or stay in with a home-cooked meal. With comfortable seating for up to eight, family style dining is a breeze. Enjoy space and comfy beds.

Serenity Getaway - Near MRY Aquarium and downtown

Enjoy a stylish experience at this centrally-located place. Our home is located in a prime location, just minutes away from The Beach, Monterey Bay Aquarium, Carmel, and down town! Enjoy a well thought out floor plan with modern & comfortable fully furnished home. Want to cook a family meal? Use our fully stocked kitchen to whip out some amazing meal for the full family! And see the ocean from some of our windows on the 2nd floor!

Seaside home minutes from Monterey and Carmel

My place is good for couples, solo adventurers, business travelers, and families (with kids). We have all new furnishings. The mattresses are high quality and new. All linens are new. Immaculate house. Everything you need for a home away from home. Kitchen is complete in every way. There is a large deck with patio furniture and new BBQ. There is one security camera located in the front yard.