House holiday rentals in San Mateo

Home in South San Francisco

The dining area features a large, rectangular table surrounded by four upholstered chairs, providing a comfortable setting. Natural light floods in through large windows, showcasing a view of the landscape. A decorative wall clock and a framed artwork add character to the space.

★EV+★Hillside SFO View★Home Theater★Pool Table

Instant Booking Confirmation! Ample parking: Over-sized 2-car driveway! EV charging (12kW, level II, pay by kWh for EV charging, Tesla users: Please bring your own adapter) A charming, detached and private 3-bedroom, 2 bathroom house with a view to SFO on the Bay, Home Theater, Pool Table, Fully-Fenced Terrace Garden, Piano. WFH friendly: multiple desks, High Speed WiFi (100Mbps). Digital keypad entry for self check-in. You’ll have the entire house, backyard, front yard completely to yourself!

FamilyValueView

4.94 out of 5 average rating, 358 reviews

A welcoming living area showcases a leather sofa paired with an armchair and a round coffee table. A fireplace sits beneath a wall-mounted TV, and warm hardwood floors enhance the cozy ambiance. Natural light streams through nearby windows, offering a bright and airy feel.

4.88 out of 5 average rating, 260 reviews

Modern House w A/C No Pet in San Mateo

This cozy home is kids friendly, good for a family vacation. It is also suitable for business trip with high speed WIFI. It is well equipped with all the amenities you need to enjoy your stay! 15 minutes walk to San Mateo Downtown. 11 minutes walk to Cal Train Station, which takes you to San Francisco in 30 min, and San Jose 45 min. If you have a car, you can reach those popular destinations easily: Hwy 101: 3 min San Francisco Airport: 9 min Apple Palo Alto: 12 miles Stanford: 17 miles

FamilyValueAccuracy

4.93 out of 5 average rating, 203 reviews

Andulore Cottage - Walk to Burlingame Dining/Shops

Welcome to Andulore Cottage! Remodeled home in great location in quiet neighborhood. Walk to Burlingame Avenue shops, restaurants and Caltrain Station! This 1944 WWII era cottage has been lovingly restored, updated and renovated while preserving historic detail and charm throughout. Interior decor of this home is styled mid-century transitional. There are three bedrooms, living room, dining room, kitchen, and spacious backyard with beautiful patio with brick BBQ and fireplace.

FamilyLocationNearby

4.94 out of 5 average rating, 105 reviews

The living area features a leather sofa paired with a patterned rug and a glass coffee table. A dining area is visible in the background, illuminated by natural light from large windows. Soft decorative elements, including a fluffy pouf and indoor plants, enhance the welcoming ambiance.

Home in Belmont

Sunlit 2B1B house w/ Deck & Garden on Belmont hill

Escape to this peaceful retreat with new furniture, beautiful garden and nice views over Belmont hill! Luxury like your own home: - Leather sofa & Smart TV - Complete cookware and dining essentials - Big deck with a dining set - Large Private Backyard for relaxation Convenience: - Surrounded by various attractions - San Francisco and San Jose are both half-an-hour away - Easy access to Caltrain, US 101, I-280, and SR 92 - 15-minute drive from San Francisco International Airport

LocationFamilyKitchen

A dining area features a light wood table surrounded by four upholstered chairs. A decorative bench sits along one side of the table. Two abstract art pieces adorn the wall, and a potted plant adds a touch of greenery in the corner. Natural light enters through a large window.

4.88 out of 5 average rating, 246 reviews

12-Min From SFO, Tastefully Designed, Work Station

Welcome to the Laurel Pad, a home away from home. You'll enjoy the convenience this house offers - fully stocked kitchen, minutes away from amazing restaurants, supermarkets, parks, 13-min to SFO, 25-min to downtown San Francisco, and easy access to major companies around Silicon Valley. This bright and sunny house is tastefully designed and updated to offer functionality and aesthetics. You'll have access to fast wifi and dedicated driveway parking for up to two cars.

ValueFamilyParks

The guest house is presented with a charming Tudor-style exterior, featuring a pitched roof and decorative wooden beams. Large glass doors provide a view into the interior space, framed by a covered porch supported by sturdy beams. Lush landscaping and a vibrant red entry gate enhance the inviting ambiance.

4.96 out of 5 average rating, 320 reviews

The Perfectly Appointed Modern English Guest House

Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

LocationFamilyParking

The enchanting exterior of a Spanish style home is highlighted by a textured yellow facade and red tiled roof. Arched doorways lead into the entrance, surrounded by vibrant greenery and blooming plants. A pathway made of patterned tiles guides towards the front door.

4.82 out of 5 average rating, 202 reviews

Charming 1930 Spanish Haven close to everything

Enjoy a stay in the charm of 1930 Spanish style home with all the modern conveniences and comfort of today. This home is both ideal for the family visiting the bay area as well as the professional trip to the bay area. Conveniently located steps away from original restaurants and about a mile from the train station or freeways. Guests have WiFi, a fully stocked kitchen, and based on season, fruit from 17 trees including apple, lemon, pear, orange and more.

ValueFamilyTV

An open-concept living area is highlighted by a wood-burning fireplace with a textured white surround. Mid-century furniture, including a leather sofa and colorful chairs, is arranged around a plush area rug, while large windows provide natural light and views of the outdoor space.

4.95 out of 5 average rating, 154 reviews

Spacious Home w/ Fire Pit & BBQ Grill

Step into a rare 1956 Eichler home in San Mateo - mid-century architecture, a private backyard, and everything you need to work, unwind, or explore the Bay Area. - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private fenced backyard w/ fire pit, BBQ & dining area - Enclosed atrium w/ custom mural & red maple tree - Dedicated office w/ door & Wi-Fi - Wood-burning fireplace, full kitchen & in-unit washer/dryer - 20 mins to SF | 15 mins to SFO | near Caltrain

LocationValueHiking

An outdoor seating area features a spacious table surrounded by ten chairs, complemented by a cozy texture of orange cushions on a wicker sofa. A fire pit occupies the center, with a sunshade above to provide comfort during warm days.

4.83 out of 5 average rating, 121 reviews

Relaxing Backyard Retreat -Spacious + Bright Home

Escape, relax, and recharge at our beautiful 3-bedroom, 2-bath retreat in San Mateo, perfectly designed for families, friends, and remote workers seeking comfort and convenience. Featuring a modern open-concept layout, this spacious home is ideal for gathering, entertaining, or unwinding in style. Step outside to your private backyard oasis with lush greenery, a cozy patio, and glowing string lights,the perfect spot to enjoy peaceful Bay Area evenings.

LocationFamilyWalkability

A spacious deck extends over the water, featuring a mix of comfortable seating and dining areas. Red umbrella shades provide protection from the sun, enhancing the inviting atmosphere. Lush grass borders the deck, while calm water reflects the surrounding homes and palm trees.

4.96 out of 5 average rating, 110 reviews

Lagoon Living Offsite + Family Retreat!

► Wake up to water views in the heart of Silicon Valley ► Centrally located: ✈ SFO: 10 mins. SF: 25 mins. Palo Alto, Mountain View, Cupertino & San Jose: 25 mins ► Maid services during stay ► Enjoy sunny weather in our one-of-a-kind backyard w/ deck, sauna, BBQ, garden, casita (office + extra bedroom), dock & SUPs ► Set up for relaxing, cooking & grilling, with sauna and pizza oven ► Blazing fast internet (360mbps) throughout the property + backyard

FamilyLocationQuiet

4.93 out of 5 average rating, 323 reviews

Home in Foster City

Lagoonfront Retreat: 3BR House Near SFO

Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.

FamilyValueDecor

A cozy living room displays two red armchairs facing a blue sofa adorned with decorative pillows. Natural light filters through the large windows, highlighting the hardwood floor. A television is mounted on a wooden stand beside a bookshelf, with artwork depicting trees hanging on the wall.

4.95 out of 5 average rating, 167 reviews

New!! Silicon Valley Charming 3B2B House Fast wifi

Beautiful fully furnished home with magnificent bay views. Located in the heart of Silicon Valley -- 15-20 mins drive away from SFO. Beds and linens are new and very comfortable. Kitchen includes new stainless steel appliances. The house is walking distance to highly rated downtown restaurants and shops and to Caltrain station with service to San Francisco and Silicon Valley. It is perfect place for family visit, business trip and team retreat.

FamilyLocationTV

Popular amenities for San Mateo house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 179 reviews

A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.

Home in Portola Valley

3 BR Home on Vineyard nr Palo Alto & Stanford

FamilyValueNearby

4.87 out of 5 average rating, 195 reviews

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

Little Poolside House near Downtown. New AC!

ValueFamilyCleanliness

4.92 out of 5 average rating, 123 reviews

A two-story home is surrounded by well-maintained grass and trees. The front features a welcoming porch with two green chairs, a brick chimney, and large windows showcasing the indoor space. A pathway leads to the entrance, framed by manicured landscaping.

Home in Palo Alto

Large Home in Palo Alto, 5 bedrooms, Pool

FamilyValuePool

4.94 out of 5 average rating, 452 reviews

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

Luxury Silicon Valley Wellness and Work Oasis

FamilyLocationAccess

4.92 out of 5 average rating, 100 reviews

A spacious living area is designed with a large L-shaped sectional sofa adorned with colorful throw pillows. A dark coffee table is centrally placed on a vibrant area rug, while natural light filters through large windows, enhancing the overall brightness of the room.

Home in Santa Clara

Silicon Valley Executive home in Santa Clara

FamilyValueDecor

4.96 out of 5 average rating, 103 reviews

The solar-heated pool is illuminated at night, showcasing a serene blue hue. Three water features flow gracefully into the pool, highlighting the tranquil setting. The surrounding area is dimly lit, enhancing the peaceful ambiance of the outdoor space.

Home in Campbell

Luxury 4-Suite Carbon-Neutral Home With Pool

LocationValueAir conditioning

4.92 out of 5 average rating, 155 reviews

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

Home in San Jose

Private Oasis with Pool and Fire Pit

FamilyValueOutdoor spaces

4.97 out of 5 average rating, 349 reviews

A shaded outdoor dining area is set beside a heated pool. The space is furnished with a table and six metal chairs, accompanied by an umbrella. Lush greenery and tall trees provide a backdrop, enhancing the private and serene atmosphere of the yard.

Home in Walnut Creek

Gated 3 BR Home. Heated Pool. Top Location.

ValueLocationGetting around

Weekly house rentals

Home in South San Francisco

A modern kitchen features a spacious island with four high stools. White cabinetry surrounds a stylish backsplash of geometric tiles, complementing stainless steel appliances and ample countertop space, enhancing a well-lit and functional cooking area.

Modern Central 4BD/2.5Bath Home Near SF, SFO!

LocationValueGetting around

4.96 out of 5 average rating, 121 reviews

4.91 out of 5 average rating, 208 reviews

The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.

Home in Mountain View

Upscale Modern House Near Mountain View Downtown

ValueFamilyCheckout

4.92 out of 5 average rating, 406 reviews

A large window showcases a view of lush trees and a serene outdoor area. Natural light floods the space, enhancing the warm tones of the elegant decor, which includes a small decorative bicycle and a floral arrangement on a nearby table.

Home in Belmont

Hidden French Gem for Fam/Biz~near Caltrain,SFO

FamilyLocationCondition

4.9 out of 5 average rating, 402 reviews

Cozy San Mateo home / Near SFO Airport

ValueLocationNearby

A comfortable living area is featured with a dark leather sectional sofa positioned beside large windows adorned with blinds. A light-colored coffee table is centered on a textured area rug, complemented by warm wooden flooring. Natural light creates a welcoming environment.

4.89 out of 5 average rating, 148 reviews

Cozy San Carlos Gem | Bright & Spacious 2BR Flat

FamilyLocationKitchen

4.95 out of 5 average rating, 134 reviews

Home in Redwood City

Cozy & Fully Equipped Studio

LocationValueAir conditioning

4.79 out of 5 average rating, 115 reviews

Home in Half Moon Bay

Seaside Art Gallery Loft Inspire Your Creativity

LocationValueBathroom

Home in South San Francisco

The game room features a basketball arcade game, a colorful air hockey table, and cornhole boards for recreational activities. A large television screen is mounted on the wall, showcasing vibrant game graphics while bright lighting enhances the playful environment.

NEW Modern Home w/ FUN Game Room & Amazing views!

ValueFamilyCheckout

4.81 out of 5 average rating, 131 reviews

Private house rentals

A modern kitchen is presented with white cabinetry and light-colored countertops. A stainless steel stove is located against a backsplash of light tiles. Two wooden bar stools are placed at a breakfast counter, with shelving displaying decorative plants and framed photos above.

5.0 out of 5 average rating, 71 reviews

Spacious, Remodeled 2BR Duplex Unit by Downtown SM

LocationFamilyComfort

A spacious living area features large windows allowing natural light to fill the space. A cozy sectional sofa is complemented by a contemporary coffee table. A dining area with seating for six is visible, accompanied by a modern lighting fixture above.

4.77 out of 5 average rating, 87 reviews

SanMateo Cozy Central 3B1b home/Garage parking AC

LocationValueParking

4.94 out of 5 average rating, 17 reviews

3BR/3BA House 8 min from SFO | Free Parking

LocationFamilyNearby

5.0 out of 5 average rating, 26 reviews

Panoramic Bay View • Single-Level • 1Gbps WiFi

FamilyLocationWalkability

4.94 out of 5 average rating, 17 reviews

Newly renovated 2bed/1bath home

FamilyLocationCondition

4.83 out of 5 average rating, 24 reviews

Home in Millbrae

Sunny 3BR Home · Quiet Neighborhood

FamilyLocationIndoor spaces

A bright living room features light-colored sofas with yellow accent pillows, arranged around a wooden coffee table. A decorative blanket is draped over a chair. A fireplace is set within a white brick structure, flanked by built-in shelves displaying decor and plants.

4.95 out of 5 average rating, 56 reviews

Bright and sunny Central San Mateo 3/2.5 Craftsman

LocationFamilyKitchen

An inviting dining area, featuring a wooden table set for six, sits in an open space illuminated by modern pendant lights. The kitchen is visible in the background, showcasing wooden cabinets and kitchenware. A spacious living area can be seen through the doorway.