Guesthouse holiday rentals in Redwood City

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Redwood City guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Menlo Park
4.91 out of 5 average rating, 403 reviews

Cottage near downtown Palo Alto

RichardRating, 5 stars1 week ago
I've stayed in at least a half dozen other airbnb places in the Palo Alto/Menlo Park area over the last years, and this location was by far the nicest. It's very quiet and nicely appointed; easy parking and easy access; close to downtown Palo Alto; and above all, Bob was a wonderful host. Very easy to communicate and responses were almost instantaneous. I hope to have the chance to stay again the next time I'm in the area. Highly recommended.
Guest favourite
Guesthouse in San Francisco
4.92 out of 5 average rating, 310 reviews

Simplistic Crocker Suite

ReedRating, 5 stars1 week ago
Five stars all around. This was my wife and I's second time staying at Mai's place (the first time being one year ago on our honeymoon!). We love SF, and Mai's place is the perfect respite from the city while remaining relatively close to most areas of interest. Mai is so kind and accommodating, and her place surely does feel like home! We look forward to staying here again and again in the future.
Top Guest favourite
Guesthouse in Portola Valley
4.98 out of 5 average rating, 200 reviews

1 Bdr Cabana just west of Stanford

RickRating, 5 stars6 days ago
David’s place was well appointed, clean and thoughtfully furnished and organized. There were power strips with electrical outlets and USB ports wherever they might be needed — a nice touch. Coffee was plentiful and the kitchen well supplied. David and Goldie went out of their way to make us feel at home. We will definitely return.
Top Guest favourite
Guesthouse in Woodside
4.99 out of 5 average rating, 545 reviews

Guest House in the Woods

MaryRating, 5 stars3 weeks ago
Such a serene location! Nestled amongst the trees, this Airbnb will have you feeling like you’re a world away without being far from amenities at all. My husband and I enjoy staying here tremendously. The place was spotless and has everything you could need for a comfortable stay. Lea was one of the friendliest hosts I’ve ever come across and made us feel warm and welcomed. Can’t wait to visit again!
Top Guest favourite
Guesthouse in Hillsborough
4.95 out of 5 average rating, 919 reviews

Little Cottage on the Hill

WynnRating, 5 stars5 days ago
We thoroughly enjoyed our stay. We were comfortable, slept well, and loved the private and beautiful surroundings
Guest favourite
Guesthouse in Kensington
4.94 out of 5 average rating, 695 reviews

Secluded luxury cottage & hot tub

ClaudiaRating, 5 stars4 days ago
We had a wonderful stay at the cottage! The garden is full of flowers and eucalyptus trees, and the spa is peaceful and private. The space is bright, very clean, and has all the amenities you could need. The bed was super comfortable and the comforter nice and warm. We especially loved the owner’s artwork displayed throughout the cottage—it adds such a personal touch. The hosts were incredibly responsive and kind. Tilden Park is just 10 minutes away and perfect for nature walks. We really enjoyed our time here and would absolutely come back!
Guest favourite
Guesthouse in Menlo Park
4.97 out of 5 average rating, 150 reviews

Cottage near dwntwn Palo Alto, Stanford, Face-book

LanieRating, 5 stars6 months ago
This was a perfect place to decompress during a busy work trip. The space is beautiful, and the attached gym is such a nice treat! Everything was exactly as described, clean and lovely. I would definitely stay again!
Guest favourite
Guesthouse in Redwood City
4.94 out of 5 average rating, 123 reviews

Elegant & Convenient RWC Studio

Alex (Minjung)Rating, 5 stars5 months ago
The place was convenient to stay, clean, quiet, and felt safe. The kitchen was much bigger than a typical in-law unit and pretty much equipped, so it made cooking convenient. The closet was big enough to stay for a month. Washer and dryer were right behind the unit, big enough, and not shared with others. Shower booth was a bit small, but that was ok. The place was easy to access and parking was always easy. Easy access to 101. Walking to the downtown redwood city took only a few minutes. Delivery was always done correctly, and I’ve never lost any package. The hosts were easy to reach out and very helpful.

Guesthouses with a patio

Top Guest favourite
Guesthouse in San Francisco
4.98 out of 5 average rating, 105 reviews

La Casita - a quiet studio, Crocker Amazon area!

NiyaRating, 5 stars2 days ago
Had a wonderful time at Linda’s place. The room was clean and cozy. Linda gave great recommendations on local places and gave some useful knowledge on the city. Would definitely book again!
Guest favourite
Guesthouse in Downtown San Jose
4.96 out of 5 average rating, 104 reviews

Cozy Private 1B1B Cottage near Japantown

KathleenRating, 5 stars1 month ago
The cottage was absolutely beautiful! Very accommodating and very clean and quiet. Arthur was the perfect host! Our only issue was the parking. We were in San Jose for a church conference that took place off of 1st Street near 237. We wouldn't get back to the cottage until after 10 p.m. so had to park a block or so away both nights. But, it won't stop us from returning. We will be back for next year's conference. Thanks again Arthur!
Top Guest favourite
Guesthouse in Berkeley Hills
4.99 out of 5 average rating, 190 reviews

Berkeley Bitty House - a little bit of home

AaronRating, 5 stars2 weeks ago
Eugenia’s place and Eugenia and her husband are fantastic… One of the most comfortable organic cotton beds I’ve ever slept on, the most enchanting, beautiful property, and every appliance state of the art, efficient and intentional with the touch of love. Eugenia brought me teas, and various unconventional items I asked for. And the natural light and airflow were wonderful. And very healing and the most peaceful and healing neighborhood I’ve stayed at in the East Bay. For anyone looking for a healing retreat, Book this place as soon as possible
Guest favourite
Guesthouse in Palo Alto
4.93 out of 5 average rating, 127 reviews

Palo Alto Cottage: Privacy, Comfort & Convenience

RuoyingRating, 5 stars1 week ago
Host was super friendly and responsive. Highly recommend!
Top Guest favourite
Guesthouse in San Rafael
4.96 out of 5 average rating, 161 reviews

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!

EmmaRating, 5 stars6 days ago
The Casita in the Trees was the perfect getaway and Melodie and family were amazing hosts. The space has a very nice layout, the kitchen and other rooms are lovely with charming ambiance and thoughtfully stocked, you have everything you need and more. The soft morning birdsong was so pretty amongst the oak trees, the view is spectacular, and Melodie was such a thoughtful and kind host. I would absolutely recommend!
Top Guest favourite
Guesthouse in Mill Valley
4.99 out of 5 average rating, 102 reviews

The Bathhouse: Boho Modern + Hot Tub + Water View

ShaunaRating, 5 stars1 week ago
The bathhouse is incredible! I’m an Airbnb superhost of 2 properties and I’ve stayed in Airbnbs globally. This is one of the best Airbnbs I’ve stayed in! It’s gorgeous and serene. The jacuzzi under the redwood is incredible. It had everything I needed to feel right at home. I walked into the town of Mill Valley which is picturesque, has great shopping and amazing food. I highly recommend!
Top Guest favourite
Guesthouse in San Jose
4.99 out of 5 average rating, 176 reviews

1-bedroom guesthouse w/ full kitchen near DTSJ/SAP

유미Rating, 5 stars3 days ago
Amazing cozy house! Thank you for everything!
Guest favourite
Guesthouse in Felton
4.96 out of 5 average rating, 191 reviews

Redwood Cottage & Hot Tub

SarahRating, 5 stars1 week ago
This was a sweet get away in the quiet redwoods and while the road to get there is a classic windy way, staying up in the trees was so beautiful and peaceful. I loved it! cute chickens who were unobtrusive and in general, a very peaceful experience close to many incredible outdoor adventures and the town of Felton with excellent cafes, health food stores and yoga!

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Oakland
4.99 out of 5 average rating, 204 reviews

Redwood Heights Cottage with Stunning Bay Views

AnnikaRating, 5 stars1 week ago
Sarah’s space was truly lovely — clean, organized, thoughtful, and effortlessly charming and welcoming. I greatly appreciated her attention to detail in both cleanliness and environmentally friendly protocols. One of the best Airbnb’s I’ve had the pleasure of staying at. 12/10 recommend and bonus points for stellar views.
Top Guest favourite
Guesthouse in La Honda
4.95 out of 5 average rating, 440 reviews

Bicycle Shack @ La Honda Pottery

YevgineRating, 5 stars6 days ago
Stayed here for a weekend to attend a wedding. Devora was very helpful and friendly and made sure my stay was comfortable and seamless. The neighborhood is absolutely gorgeous and I found lots of things to do in the area. The space had everything I needed, couldn’t have asked for better hosts! 100% would come return.
Top Guest favourite
Guesthouse in Willow Glen
4.99 out of 5 average rating, 202 reviews

TheStudio in Willow Glen (San Jose) CA-95125

TaylorRating, 5 stars3 weeks ago
Silvia is the most wonderful host! Thoughtful and attentive. She has a welcome snack and champagne waiting for you when you arrive. She’s truly thought of everything! The Studio is also great! Private and peaceful. Very well stocked. She’s got everything you’ll need! We loved the private outdoor area to enjoy the sunshine. We stayed for a longer amount of time and she made sure we had fresh linens for the bed and fresh towels. We would absolutely stay here again.
Guest favourite
Guesthouse in Downtown San Jose
4.98 out of 5 average rating, 211 reviews

Private Abodu Guesthouse in Downtown San Jose

JohnRating, 5 starstoday
Flora’s place was great for our recent visit to San Jose. The unit was lovely and well equipped with everything we needed. Floras was a wonderful host and provided clear instructions and assistance as needed. We would definitely stay there again.
Top Guest favourite
Guesthouse in San Jose
4.98 out of 5 average rating, 342 reviews

Private unit close to Santa Clara University

ShoaibRating, 5 stars2 weeks ago
This is our first Airbnb experience and we were glad we chose this place for our first stay. Rahil was a very-very responsive and kind host. We had a tiny bit of trouble first entering the property due to the locking system. I messaged Rahil and he quickly responded and fixed the lock and we were good to go for the rest of our stay. The place was spotless and very clean when we first entered. It is like having your own mini house with all the amenities you need even for a long stay. Everything was professional, instructions were clear, bed and sofa bed were comfortable. The area is super nice and private. It is like a 5 minute drive to Santana Row, Valley Fair Mall, and multiple restaurants. I had no problem keeping my car parked in front of the property and never felt like it was going to be a problem. Overall I would definitely recommend staying at this Airbnb and you are in good hands with Rahil.
Top Guest favourite
Guesthouse in Redwood City
4.99 out of 5 average rating, 113 reviews

Private Cottage near Redwood City and San Carlos Downtowns

ShaneRating, 5 stars9 months ago
Great experience in every way. Nico was response and friendly. Place was just as described. Would definitely stay again
Guest favourite
Guesthouse in San Lorenzo
4.89 out of 5 average rating, 137 reviews

16017-Private 2BR Guest Unit near HWY, BART & Mall

DarioRating, 5 stars2 weeks ago
Great place to stay.
Guest favourite
Guesthouse in Sunnyvale
4.89 out of 5 average rating, 275 reviews

Tranquil and Charming 1-Bedroom Guest house w/bath

LillianRating, 5 stars1 week ago
This place was a very cute and peaceful retreat from the daily grind. I only stayed one night but it was everything I needed and expected. Clean and with all the amenities, great stay and I’d stay here again!

Quick stats about guesthouse rentals in Redwood City

  • Total rentals

    120 properties

  • Total number of reviews

    13K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 properties include access to Wi-Fi

Destinations to explore