Vacation rentals in San Carlos

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Top-rated vacation rentals in San Carlos

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Top guest favorite
A charming cottage entrance is framed by natural wood shingles and surrounded by lush greenery. A small porch is adorned with a wicker chair and colorful cushion, inviting guests to enjoy the serene outdoor space. Sunlight filters through the trees, illuminating the pathway.
Guesthouse in Redwood City
4.93 out of 5 average rating, 337 reviews

Soak up the Serenity on the Patio of a Charming Cottage

Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

Guest favorite
A spacious bedroom features large windows dressed with sheer white curtains, allowing natural light to fill the space. A comfortable bed is accompanied by two elegant chairs positioned beside a small table. The warm wooden flooring complements the calming atmosphere.
Home in San Carlos
4.95 out of 5 average rating, 129 reviews

Serene Oasis in the midst of Silicon Valley

Gaze out at the beautiful green canyon while having a morning coffee in bed. Head to the fully equipped kitchen to prepare breakfast and enjoy it outside on the balcony, surrounded by the sights and sounds of this stunning hilltop location. Close to 280. Centrally located in Silicon Valley for easy access to both San Jose and San Francisco. Deck/BBQ Lounge Area. Minimal. Enjoy life in the San Carlos hills. Drive about 5 minutes to lively San Carlos downtown for several restaurants and bars. Go hiking in Edgewood, Crestview, or Big Canyon. For a taste of big city life, adventure a bit further to San Francisco. Driving is the best option, I280 and 101 are easily accessible. Cal Train station down the hill - connects all the way from San Francisco to San Jose. Very spacious unit ( approximately 1200 sq.ft )

Top guest favorite
The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.
Guesthouse in San Carlos
4.99 out of 5 average rating, 767 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 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). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Guest favorite
A spacious living area features hardwood floors and elegant decor. A plush sofa is paired with a decorative armchair. Mirrors along one wall reflect light, and plants add a touch of greenery. Soft natural light filters through sheer window treatments.
Home in San Carlos
4.98 out of 5 average rating, 132 reviews

Papillon ~ Renovated Home in Downtown San Carlos

Our upscale home is located in the lovely downtown of San Carlos on the San Francisco Peninsula. This newly remodeled two bedroom getaway is located on Laurel street (downtown San Carlos). Walking distance to a variety of wonderful restaurants and shops. The home offers room for six a large kitchen, living room, washer and dryer, and an inviting secluded balcony to relax after a busy day. We are approximately 20 mins south of SFO. We have parking spaces for 2 cars and st parking in plentiful.

Top guest favorite
The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.
Cottage in San Carlos
4.98 out of 5 average rating, 240 reviews

Carmelita Creek House

The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

Top guest favorite
A spacious sleeping area features a queen-sized bed with a neutral-toned blanket, accompanied by bedside lights. A desk with a chair is positioned near a window, allowing natural light to brighten the room. A lounge chair and wall-mounted TV are visible in the corner.
Guest suite in Belmont
4.95 out of 5 average rating, 152 reviews

Cozy private in-law suite, close to SFO, fast WiFi

Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

Guest favorite
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
4.93 out of 5 average rating, 376 reviews

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

Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

Top guest favorite
A light and airy living area features a neutral-toned sofa adorned with patterned cushions. A wooden coffee table with magazines sits in front of the couch, while a modern dining area is visible in the background, showcasing stylish bar stools and large windows.
Guesthouse in Mt. Carmel
4.97 out of 5 average rating, 226 reviews

Mt Carmel Cottage Charmer-Bright, Stylish & Clean

Beautiful cottage constructed with its own entry, offering beauty, comfort and privacy for your travel needs. Great location for couples, solo & business travelers alike. Cottage well appointed with many travel needs. Expertly maintained and cleaned. Walking distance to Caltrain (.9 mile), bustling downtown Redwood City (.6 mi), boutiques, coffee, restaurants, parks, movies (1.1 mi) & 5 miles to Palo Alto. Easy access to San Francisco, San Jose and the Silicon Valley.

Top guest favorite
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.
Home in San Carlos
4.96 out of 5 average rating, 278 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).

Top guest favorite
An inviting outdoor patio is displayed, featuring a round table surrounded by six cushioned chairs. A vibrant red front door complements the neutral siding of the cottage, while lush greenery and colorful plants frame the entrance, enhancing the welcoming atmosphere.
Guesthouse in San Carlos
4.99 out of 5 average rating, 155 reviews

Silicon Valley Oasis

Experience elegance and comfort in our spacious, 500 sq ft studio cottage, located in the heart of Silicon Valley. Newly built in a classic Craftsman style, it features wooden casement windows, a private garden with Adirondack chairs, and a fully-equipped kitchen with an Italian range. Enjoy a plush queen-sized bed, a cozy sectional for cinema-like experiences on a 65" TV with in-ceiling speakers, and lightning-fast Wi-Fi. Perfect for a luxurious and memorable stay.

Superhost
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.
Home in San Carlos
4.81 out of 5 average rating, 167 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.

Top guest favorite
A spacious deck features two wooden directors' chairs positioned around a small circular table. Lush greenery lines the perimeter, creating a natural backdrop. A sunshade is partially visible, offering protection from the sunlight.
Guesthouse in San Carlos
4.99 out of 5 average rating, 115 reviews

Delightful Hideaway in San Carlos

Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

Popular amenities for San Carlos vacation rentals

When is the best time to visit San Carlos?

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Avg. priceG$28,461 GYDG$29,089 GYDG$27,415 GYDG$29,507 GYDG$30,345 GYDG$30,345 GYDG$32,019 GYDG$30,763 GYDG$29,926 GYDG$29,089 GYDG$29,926 GYDG$29,926 GYD
Avg. temp11°C12°C13°C14°C16°C17°C18°C18°C19°C17°C14°C11°C

All About San Carlos

Midway between the vibrant metropolitan hub of San Francisco and the booming tech hub of San Jose, San Carlos is a small community on the San Francisco Bay. Its small size and sprawling terracotta-tiled roofs provide the perfect Mediterranean aesthetic to fit with the city’s temperate coastal climate and cozy downtown area. Streetside eateries, boutique shops, and trendy cafes line the palm-dotted boulevards, and a major aviation museum brings in fans of aeronautic history.

San Carlos makes an excellent jumping-off point to hike the surrounding area’s marine ecological reserves or to bike in the Santa Cruz Mountains. You can also take the scenic California State Route 92 west from San Carlos, past fields of pumpkins and organically grown produce, to the popular seaside town of Half Moon Bay.

The best time to stay in a vacation rental in San Carlos

Generally mild conditions are found throughout the year in San Carlos, with warm, dry summers and slightly chilly winter months bringing modest levels of rain. Being so close to San Francisco, San Jose, and Oakland, there are always festivals and events throughout the year to explore. Pride activities are celebrated throughout the Bay Area in June, while Half Moon Bay hosts a huge pumpkin festival in October.

Smaller happenings, like the San Carlos Farmers’ Market, with vendors retailing local produce and artisanal goods, occur throughout the year in downtown San Carlos.

Top things to do in San Carlos

Hiller Aviation Museum

The Hiller Aviation Museum hosts different activities and exhibits showcasing over a century of aeronautic history. Over 50 aircraft of varying classifications and periods are on the property, along with flight simulators, cockpit replicas, and historical exhibits detailing everything from the first powered flight to prominent women in aviation history. In addition, a regularly rotating schedule of events on the museum grounds includes water rocket building workshops, plane painting, and open cockpit days.

Filoli Historic House & Garden

Nestled into the Santa Cruz Mountains, this historic, sprawling estate features a preserved Victorian home and 16 acres of manicured gardens that run into the expansive parklands and natural areas surrounding it. The Filoli House is registered as a California Historic Landmark and includes 56 rooms, 17 fireplaces, and over 50,000 square feet of faithfully restored 19th-century living space. Hiking trails and self-guided exploration paths run through the more than 600 acres of surrounding redwood groves and chaparral ecosystems.

Bair Island State Marine Park

The Bair Island Ecological Reserve comprises 3,000 acres spread across three islands. Hiking paths through the park’s mudflats and salt marshes provide viewing opportunities for several unique and endangered aviary species, like Peregrine falcons, pelicans, and egrets. Rays and leopard sharks can often be found swimming throughout the meandering tidal channels.

Frequently Asked Questions

  • Are there San Carlos vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in San Carlos, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there vacation rentals with a dedicated workspace in San Carlos?

    Yes! Work meets play with ease at over 190 vacation rentals in San Carlos featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in San Carlos?

    Make yourself at home in San Carlos by choosing from our most frequently booked neighborhoods. We have over 690 vacation rentals in Mt. Carmel, and over 690 vacation rentals in Edgewood Park.

  • Are there pet-friendly vacation rentals in San Carlos?

    Four-legged friends are welcome in San Carlos. Choose from more than 100 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in San Carlos?

    San Carlos has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in San Carlos?

    Enhance your stay in our House Rentals with the most popular amenities: over 130 homes with wifi, over 110 homes with free parking, over 60 homes with air conditioning, over 110 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do private suite rentals in San Carlos have a kitchen?

    Absolutely! We offer over 10 private suite rentals with a kitchen in San Carlos. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in San Carlos have free parking?

    Absolutely! We offer over 20 guesthouse rentals with free parking in San Carlos. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in San Carlos have air conditioning?

    Absolutely! We offer over 10 private suite rentals with air conditioning in San Carlos. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in San Carlos have wifi?

    Absolutely! We offer over 20 private suite rentals with wifi in San Carlos. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in San Carlos

  • Total vacation rentals

    Explore 320 vacation rentals in San Carlos

  • Nightly prices starting at

    San Carlos vacation rentals start at G$6,278 GYD per night before taxes and fees

  • Verified guest reviews

    Over 14,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    310 of San Carlos vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Carlos rentals

  • 4.8 Average rating

    San Carlos stays are highly rated by guests—averaging 4.8 out of 5!

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