
Holiday rentals in San Carlos
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Top-rated holiday rentals in San Carlos
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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 )

Private Cottage near Redwood City and San Carlos Downtowns
Quiet, private two-level garden cottage ideal for business travelers and visiting family. Gig+ high-speed Wi-Fi, workspace, central AC & heat, king-size bed, private entry (24/7), 50” 4K TV, fully equipped kitchen with granite countertops, and guest-exclusive washer and dryer. Bedroom, living area, kitchen, bathroom, and dining / work space. Shared garden with BBQ, teak table and hot tub. Walkable to transit, downtown areas, and a popular breakfast café. Some train and light traffic noise.

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.

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

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.

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

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.

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).

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.

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).

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.

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 holiday rentals
Other great holiday rentals in San Carlos

Menlo Park 2bd @ Sandhill near Stanford - Pool, Gym

Kasa the Niche Redwood City | Micro-pod Full Bed

Hidden & Quiet Home Up on the Hill w/ Private Yard

Serene & Peaceful Getaway in Redwood City

Jane's Home (V8A) | Upgraded Cottage w Garage+HVAC

1BR with W/D, AC, Patio, Sofabed, Vaulted Ceilings

Miro Grove Guesthouse– Stylish 1BR w/ King Bed AC

Monte Sereno Cottage
When is the best time to visit San Carlos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £104 | £98 | £106 | £109 | £109 | £120 | £120 | £120 | £117 | £107 | £116 |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
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 £23 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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