Luxury Long Stay Rentals in San Mateo County

We selected the 130 homes worth renting in this location!

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in San Mateo County

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Petite yet perfectly equipped with everything you need for a relaxing stay, this bright home in Pacifica is ready to welcome you into a blissful coastal break. With its large windows, there’s plenty of California sun that pours in creating a dazzling effect against the neutral decor that’s sprinkled with reclaimed wood.

Seven Acres of Serenity

Seven Acres of Serenity

  • 12 guests

  • 5 bedrooms

Sonoma County, California

Want to get away from the hustle and bustle? We’ve found the ultimate hideaway.

Baby It's Cold Outside

Baby It's Cold Outside

  • 8 guests

  • 3 bedrooms

Truckee, Nevada County

With its dark wooden frames and surrounding woodland, this home makes for a cosy stay despite its large size. Spread across a few floors, this impressive and innovative spot is somewhere between a townhouse and a lodge.

Large Glass of Red

Large Glass of Red

  • 24 guests

  • 8 bedrooms

Napa County, California

Just outside of the village of Calistoga in the northernmost tip of the Napa Valley, you'll encounter this rustic yet refined retreat surrounded by acres of verdant vineyards and lush gardens. With no nearby neighbours, enjoy that all-too-rare feeling of seclusion, yet the convenience of only being a mile and a half from downtown Calistoga.


We selected the top 3% holiday homes in San Mateo County Long Stay Rentals

Explore the 130 most perfect homes in our collection

View on map

Most popular homes in San Mateo County

Utmost Taste

Utmost Taste

  • 4 guests

  • 2 bedrooms

Healdsburg, Sonoma County

Vineyards & Verandas

Vineyards & Verandas

  • 6 guests

  • 3 bedrooms

Healdsburg, Sonoma County

Live Oak Cove

Live Oak Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

The White Cloud

The White Cloud

  • 4 guests

  • 1 bedrooms

Sonoma County, California

Amidst The Vines

Amidst The Vines

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Wine Country Rhapsody

Wine Country Rhapsody

  • 12 guests

  • 6 bedrooms

Sonoma County, California

If You Come Back to California

If You Come Back to California

  • 6 guests

  • 3 bedrooms

Sonoma County, California

View all

Check upcoming rates & availability for San Mateo County Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in San Mateo County. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our San Mateo County collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

Search our collection