
Holiday rentals in Redwood City
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Top-rated holiday rentals in Redwood City
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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.

Cozy & Fully Equipped Studio
Welcome to your perfect retreat! Our studio is fully equipped, modern, and super comfortable, offering all the amenities for an unforgettable stay. Whether you’re traveling for business or leisure, this space provides the ideal balance between comfort and convenience. 🛋 Cozy living area: Beautifully decorated with a comfortable sofa, TV 🍽 Fully equipped kitchen 🌿 Private patio: A perfect outdoor space to relax and enjoy fresh air. 🚗 Private parking with independent entrance self check in

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.

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.

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).

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.

Spacious & Luxurious 1 BR w/Pool & Free Parking
Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

Delightful Stay
The whole group will enjoy easy access to everything from this centrally located home. This home has been remodeled and has everything you need from washer/dryer needs to high speed internet with home office area. Located within walking distance to the vibrant downtown of Redwood City, this home will leave you delighted. Please note: the property sits near the train tracks, most guests don’t mind.

Privat studio in the heart of Silicon Valley
A stunning 300 sqft private and comfortable studio in a quiet neighborhood close to Stanford and major tech companies in the heart of Silicon Valley. It offers a queen size bed, loveseat, fully stocked kitchen & bathroom. Free cable TV & high-speed internet (cable/WiFi) is included. Contact me for special offers for monthly stays during the COVID crisis.
Popular amenities for Redwood City holiday rentals
Other great holiday rentals in Redwood City

Lantern Upper House

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

3BR RedwoodCity•Walk to Caltrain•2 Parking•AC•SFO

Adorable 1 bedroom guest house w/ AC in San Carlos

Serene & Peaceful Getaway in Redwood City

Sunny Cottage in Redwood City

Private Modern Studio & Patio with stunning views

Dazzling Modern Home Near DT Palo Alto & Stanford
When is the best time to visit Redwood City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $210 SGD | $209 SGD | $204 SGD | $217 SGD | $228 SGD | $214 SGD | $218 SGD | $208 SGD | $196 SGD | $193 SGD | $203 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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