
Holiday rentals in Redwood City
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Top-rated holiday rentals in Redwood City
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Beautiful and Private Modern Cottage Close to Silicon Valley
Brew French press coffee in the kitchenette and drink it in the dappled light of a quiet backyard patio. It's charming and airy inside this modern cottage. A bright sleeping loft overlooks a cozy living room, where a sofa and shag rug are arranged in front of a fireplace. This stand-alone structure offers privacy and serenity. Its stylish decor boasts clean lines and a colorful vibe. For extra guests, the sofa pulls out to a queen-sized bed. This is 750 square feet of newly renovated, high-ceilinged and airy space, including a living area, spa-like bathroom, electric fireplace, kitchenette, eating area, outdoor patio and spacious sleeping loft that overlooks the area below. There is a queen-sized pull-out couch in the living room, in addition to the queen bed in the loft, which is upstairs and includes a dressing area. New furnishings throughout. Guests can access the cottage through a separate entrance on the property, behind the main house. There will be a host in the area or in the main house to help you should anything arise during your stay. My two children sometimes play in the yard or basketball in the drive. There's a sweet and gentle dog, Penny, who lives on the premises - she might say hello and then leave you alone. The cottage is in the Mt. Carmel neighborhood, a peaceful setting in the flatlands of Redwood City. There are tree-lined streets, flowers, and friendly neighbors—perfect for walking, running, and biking. It's a half mile to bustling downtown Redwood City, walking distance to the nearest Caltrain stop and five miles to Palo Alto and other Silicon Valley companies. Easy access to Hwy 101 and 280, Stanford, San Francisco, and much of the Silicon Valley peninsula. The Caltrain is a 1/2 mile walk (or a few minutes drive) which takes you to San Francisco in as little as 35 minutes and San Jose in 30. We are 2 Caltrain stops from Palo Alto, 5 from Mountain View. Walk, bike or drive to downtown Redwood City, just .6 miles away. 30 minute drive to the top of Skyline Drive to get away from it all for a run, hike or drive through the wooded hills overlooking the Valley and the Pacific Ocean. Access the entire Bay Area from this central location - use it as a home base for day trips to Napa Valley, Sonoma, Monterey and Carmel. Kitchenette has an electronic coffee maker, french press, small convection oven/microwave, two burners, tea pot, sink and a mini-fridge. There is a European style clothes washer/dryer combo unit for small loads -- clothes may need to be hung/aired for a short time on a drying rack (provided) to become fully dry.

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.

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.

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.

ADU studio unit in a 2/3 acre Spanish mansion
Kick back and relax in this calm, stylish beautiful mansion. An independent front ADU studio in a brand new modern Spanish style mansion in a 2/3 acre lot in Atherton with completely separate entrance and huge front yard with oak trees and fountain. Only 0.5 mile to 101 freeway and 1 mile to train station, near many high tech companies. A stylish welcoming king bed full Kitchenette large fridge large stove oven range microwave and in the unit washer dryer. Central AC and heat, internet & TV.

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.

SkyHigh Redwoods Retreat with Bay Views
Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

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).

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.

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.

Charming Studio Garden Cottage near Stanford
Come and relax in our light and airy studio cottage situated in a beautiful garden setting, the perfect get-away after a day of business meetings or visiting with family. We are close to major Silicon Valley destinations as well as Stanford Hospital, 45 minutes' drive from San Francisco, San Jose and the beach in Half Moon Bay — easy access to Highways 101 and 280. Our quiet neighborhood full of mature oak trees beckons you to take a walk.
Popular amenities for Redwood City holiday rentals
Other great holiday rentals in Redwood City

Charming furnished studio

Lavish Modern Home 4BR near SFO/Palo Alto/Stanford

Lantern Upper House

Adorable 1 bedroom guest house w/ AC in San Carlos

Serene & Peaceful Getaway in Redwood City

Private Modern Studio & Patio with stunning views

Eagle Hill Craftsman

Respite in the Hills! 2 bedrooms & a livingroom!
When is the best time to visit Redwood City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $190 SGD | $211 SGD | $205 SGD | $218 SGD | $229 SGD | $215 SGD | $219 SGD | $209 SGD | $197 SGD | $194 SGD | $204 SGD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Frequently Asked Questions
What are the best places to stay in Redwood City?
Vacation rentals in Redwood City’s downtown or nearby neighborhoods provide easy access to local restaurants, galleries, and parks. Many options feature amenities for families, groups, or pet owners.
What are the best things to do in Redwood City with kids?
Explore playgrounds at Red Morton Park or discover interactive exhibits at the San Mateo County History Museum. Many families enjoy community events, movie nights, and locally organized festivals.
What are some of the best things to do in Redwood City?
Tour the San Mateo County History Museum, spend time in Red Morton Park, and explore public art installations downtown. Seasonal community festivals add lively touches throughout the year.
How is the weather in Redwood City?
Redwood City experiences mild winters around 42–59°F (6–15°C) and warm, dry summers near 58–77°F (15–25°C). Rain is rare from June through September, so layers and sun protection are helpful for outdoor activities.
When is the best time to visit Redwood City?
Late spring through early fall is often recommended for comfortable temperatures between 56–77°F (13–25°C) and minimal rainfall. Outdoor festivals and community gatherings are common during these seasons.
What are the best places to visit in Redwood City?
The San Mateo County History Museum and local parks like Red Morton Park are frequently suggested. Downtown Redwood City has art, dining, and historic architecture to explore.
What are some hiking trails in Redwood City?
Edgewood Park and Natural Preserve features scenic trails through oak woodlands and grasslands. Pulgas Ridge Preserve is also mentioned for dog friendly hikes and panoramic viewpoints.
What are some family activities we can do in Redwood City?
Families can explore playgrounds, join library storytimes, or visit the San Mateo County History Museum. Seasonal festivals and outdoor movie nights are frequently mentioned as welcoming options.
What are some of the best day trip ideas from Redwood City?
Locals often suggest exploring coastal beaches, hiking preserves in the hills, or discovering museums and gardens in nearby towns around the Peninsula. Nature parks just outside Redwood City provide hiking and wildlife viewing.
Are there any pet friendly accommodations available in Redwood City?
Many vacation rentals in Redwood City welcome pets, especially in neighborhoods with access to outdoor spaces and walking trails. Look for listings that mention pet friendly amenities or fenced yards.
What are some local tips for visiting Redwood City?
Explore downtown’s historic blocks on foot, and take advantage of frequent public events. Locals often suggest visiting parks early for quieter walks and checking community calendars for ongoing festivals.
What is Redwood City known for?
Redwood City is known for its lively downtown, historic courthouse, and community events. The city has a tradition of hosting outdoor concerts, festivals, and cultural celebrations throughout the year.
What are the best hidden gems to explore in Redwood City?
Locals often mention the Pulgas Water Temple, art murals tucked throughout downtown, and scenic spots in Edgewood Park. Small neighborhood cafes and bookstores also draw those seeking quieter moments.
What are the best foods to try in Redwood City?
Redwood City has diverse cuisine, with locally rooted Mexican, Italian, and Southeast Asian flavors often recommended. Farmers markets provide fresh produce, pastries, and regional specialties.
What should I bring for a trip to Redwood City?
Pack light layers, as Redwood City’s weather is generally mild but can shift between cool mornings and warmer afternoons. Comfortable shoes are often suggested for exploring parks, downtown areas, and nearby trails.
What is the nightlife in Redwood City like?
Redwood City has a lively downtown area with bars, lounges, and entertainment venues featuring live music and performances. Locals often gather in public spaces for seasonal events or outdoor concerts.
What are the most popular events or festivals in Redwood City?
Redwood City has summer outdoor concerts, a Fourth of July parade, and frequent downtown cultural celebrations. Community arts nights and seasonal markets are often suggested by locals for their lively atmosphere.
Are there family friendly vacation rentals in Redwood City?
Redwood City has a selection of family friendly vacation rentals, often including homes with extra bedrooms, living spaces, and amenities suitable for children. Many neighborhoods feature parks and playgrounds nearby.
Quick stats about holiday rentals in Redwood City

Total holiday rentals
Explore 1,700 holiday rentals in Redwood City

Nightly prices starting at
Redwood City holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 62,340 verified reviews to help you choose

Family-friendly holiday rentals
580 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 440 rentals that welcome pets

Holiday rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
900 properties have a dedicated workspace

Wifi availability
1,670 of Redwood City holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Redwood City rentals

4.8 Average rating
Redwood City stays are highly rated by guests – averaging 4.8 out of 5!
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