Holiday rentals in San Carlos

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Top-rated holiday rentals in San Carlos

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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
4.94 out of 5 average rating, 135 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 favourite
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
4.97 out of 5 average rating, 143 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 favourite
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, 250 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 favourite
A well-appointed bedroom features a spacious bed with decorative pillows, flanked by bedside tables and lamps. French doors open to a peaceful backyard with views of greenery. A study table and a cozy rug add to the inviting atmosphere.
Guest suite in Emerald Hills
4.93 out of 5 average rating, 210 reviews

Elegant retreat in Redwood City

NOW with new AC & Heating! Gorgeous one bedroom apartment with en-suite bathroom, a spacious walk-in closet, ample light, and stunning views. Private fully equipped kitchen and sitting area allow for very comfortable living. Bedroom and sitting area/kitchen are separated by a door to allow for 2 separate work spaces. Washer/dryer and many other amenities available. This is part of a ~4000 sq ft luxury single family home with a completely separate and private entrance.

Top guest favourite
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.
Guest house in Mt. Carmel
4.97 out of 5 average rating, 233 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 favourite
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, 296 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 favourite
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.
Guest house in San Carlos
4.99 out of 5 average rating, 170 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.

Guest favourite
A spacious deck is showcased, featuring a vibrant red umbrella providing shade over a circular table. A hammock with colorful stripes is visible, gently swaying in the sunlight. Surrounding greenery creates a serene backdrop, enhancing the outdoor relaxation spaces.
Home in San Carlos
4.8 out of 5 average rating, 137 reviews

Canyon Oak House: Private, tranquil with trees

Looking for a serene getaway in San Carlos/mid peninsula? Tranquil, professionally cleaned retreat with lots of breathing space perched among the trees in Devonshire Canyon, San Carlos, CA. Enjoy evening sun on the large deck, wake up to the birds in the trees or a family of deer in the garden. Conveniently close to downtown San Carlos but feels like you're in the country. FAST WIFI. CLOSE TO 280 AND 101. We will consider pets (additional cleaning fee applies).

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
4.8 out of 5 average rating, 183 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 favourite
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.
Guest house in San Carlos
4.99 out of 5 average rating, 131 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.

Superhost
Home in San Carlos
4.91 out of 5 average rating, 115 reviews

Mid-Peninsula Gem | Peloton + Hot Tub Escape

Welcome to San Carlos, the City of Good Living! Relax in a clean, comfortable home located in a peaceful, safe neighborhood. The space offers fast WiFi, four bedding options, and workspaces. It is just a 7-minute walk to the train and bus stations, with restaurants, coffee shops, and sports bars nearby. I provide complimentary bikes, coffee, and tea. The living room and backyard are set up for guests to enjoy, including access to the hot tub for relaxation.

Guest favourite
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.
Home in San Carlos
4.98 out of 5 average rating, 150 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.

Popular amenities for San Carlos holiday rentals

When is the best time to visit San Carlos?

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Avg. price$173 SGD$177 SGD$167 SGD$180 SGD$185 SGD$185 SGD$204 SGD$204 SGD$204 SGD$199 SGD$182 SGD$196 SGD
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Frequently Asked Questions

  • What are the best places to stay in San Carlos?

    San Carlos has stays in quiet residential neighborhoods, near local parks, and around the downtown area, providing easy access to shops and dining. Many accommodations feature family-friendly amenities and pet-welcoming spaces.

  • What are the best things to do in San Carlos with kids?

    Families often explore playgrounds and green spaces at parks such as Burton Park, check out hands-on exhibits at the Hiller Aviation Museum, or enjoy community recreation centers. Locally-rooted activities and seasonal events are frequently suggested for all ages.

  • What are some of the best things to do in San Carlos?

    Explore downtown shops and cafes, discover aviation history at Hiller Aviation Museum, or relax at Burton Park. Culinary adventures, outdoor concerts, and neighborhood markets are often recommended.

  • How is the weather in San Carlos?

    San Carlos has mild winters around 45–58°F (7–15°C), with the most rainfall between late fall and winter. Summers are warm and dry, near 73°F (23°C), so lightweight layers can be useful year-round.

  • When is the best time to visit San Carlos?

    Late spring through early fall is often recommended for warm, dry days and outdoor activities. Seasonal festivals and community gatherings are popular during these months.

  • What are the best places to visit in San Carlos?

    Hiller Aviation Museum is frequently suggested for aviation fans, while Burton Park is known for playgrounds and sports. Downtown has local shops, bakeries, and galleries offering a taste of the city’s culture.

  • What are some hiking trails in San Carlos?

    San Carlos has wooded trails in parks like Big Canyon Park and Eaton Park, where visitors can experience natural scenery and spot wildlife. Local trailheads are often suggested for walking and jogging.

  • What are some family activities we can do in San Carlos?

    Explore interactive exhibits at Hiller Aviation Museum, picnic at Burton Park, or attend seasonal community events around the city. Recreational centers and local markets provide opportunities for families to connect and play.

  • What are some of the best day trip ideas from San Carlos?

    Explore coastal beaches around the Bay Area, visit vibrant city centers nearby, or hike in regional parks for scenic views. Cultural museums and botanical gardens are frequently suggested for a day out.

  • Are there any pet friendly accommodations available in San Carlos?

    San Carlos has pet-friendly stays in many neighborhoods, with easy access to local parks and walking trails. Some rentals feature fenced yards or amenities that make traveling with pets convenient.

  • What are some local tips for visiting San Carlos?

    Locals recommend exploring downtown for unique shops, bringing layers for shifting weather, and enjoying parks early in the morning for quieter walks. Seasonal community events provide opportunities to connect with residents.

  • What is San Carlos known for?

    San Carlos is known for its friendly small-town atmosphere, aviation heritage represented at Hiller Aviation Museum, and lively downtown with restaurants and specialty shops. The city is recognized for community events and accessible green spaces.

  • What are the best hidden gems to explore in San Carlos?

    Discover shaded trails at Big Canyon Park, find murals and local art downtown, or browse independent bookstores and bakeries tucked within neighborhood streets. Community gardens and farmer’s markets are often a local favorite.

  • What are the best foods to try in San Carlos?

    San Carlos has a range of cuisines, with frequently suggested options including locally made pastries, seasonal Californian dishes, and global flavors at neighborhood cafes. Family-run restaurants and farmers markets highlight regional produce.

  • What should I bring for a trip to San Carlos?

    Pack comfortable walking shoes, layered clothing for mild weather shifts, and a reusable water bottle for exploring parks or downtown. A light jacket is helpful during cooler evenings and breezy days.

  • What is the nightlife in San Carlos like?

    San Carlos has casual nightlife with locally rooted pubs, wine bars, and live music venues around downtown. Some spots feature trivia nights, small performances, and late-night bites in a friendly atmosphere.

  • What are the most popular events or festivals in San Carlos?

    The San Carlos Art and Wine Faire in autumn is frequently suggested, along with community summer concerts and seasonal street festivals. Markets and family activities often anchor local celebrations.

  • Are there family friendly vacation rentals in San Carlos?

    Many vacation rentals in San Carlos are designed for families, with extra bedrooms, flexible sleeping arrangements, and easy access to parks. The city’s quiet neighborhoods and community amenities welcome guests of all ages.

Quick stats about holiday rentals in San Carlos

  • Total holiday rentals

    Explore 290 holiday rentals in San Carlos

  • Nightly prices starting at

    San Carlos holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    290 of San Carlos holiday rentals include wifi 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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