Guesthouse vacation rentals in Redwood City

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Top-rated guesthouse rentals in Redwood City

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

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Guest favorite

A well-maintained guest house is visible, featuring a spacious two-car garage with decorative doors. Lush greenery surrounds the property, and the home is positioned on a hillside, offering a glimpse of the nearby deck. Clear blue skies create a bright backdrop for this inviting setting.

Guesthouse in Half Moon Bay

4.9 out of 5 average rating, 281 reviews

Stylish Spacious Seaside Retreat, Walking to Beach

A perfect getaway on the coast with fresh air, sandy beaches, biking/hiking trails, and quaint restaurants, our place is 10minutes walk to the famous Maverick Beach, Sam Chowder House, and the Harbor. This stylish guest house is the 1st floor of our seldom used beach house in El Granada, 4 miles north of Half Moon Bay. It has a private entry, a fully equipped kitchen, w/ a laundry/mud room & on-site parking. Large decks have splendid ocean view! Come and enjoy this quiet and comfortable home.

Top guest favorite

Two loungers are positioned on a wooden deck, offering views of rolling hills and a soft pink sky at sunset. Tall trees frame the scene, enhancing the natural setting and providing a serene backdrop.

Guesthouse in Oakland

4.97 out of 5 average rating, 237 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Guest favorite

Guesthouse in Danville

4.88 out of 5 average rating, 275 reviews

Welcoming Private Guesthouse

Private entrance with direct access to Iron Horse Trail. Freestanding unit with bedroom, living room, kitchenette (not full kitchen) and bathroom. Walkable to Downtown Danville. Visiting family in Alamo, Danville, Lafayette, San Ramon or WC- inquire about the Family or CPC Events discounts. Set on 1/2 acre estate, walking distance to village. Coffee shops, bars, restaurants and family friendly pubs, Hot Summer Nights car show and Farmers Market. SF, Wine Country and Silicon Valley ~ 1 hour

Top guest favorite

A light-colored entrance features a glass-paneled door located next to a large window. White chairs are arranged on the wooden deck, which offers views of the surrounding hills. The flooring is a warm-toned wood, enhancing the open and airy feel of the space.

Guesthouse in Walnut Creek

4.97 out of 5 average rating, 165 reviews

Gorgeous Guest House with a Farmhouse Flair

Gorgeous new guest house tucked away from it all and yet close to Downtown Walnut Creek! Walnut Creek is truly a gem of a city right out side San Francisco with cutting-edge restaurants and retail shopping. Staying in our guest house will give you a taste of the country in a organic setting of the yard. This open floor plan is bright and airy, spacious kitchen with large peninsula view for eating and socializing. Beautiful front porch perfect for warm summer nights, with views of the hills.

Superhost

An aerial view captures Angel Island, showcasing its lush green hills and rugged coastline surrounded by the blue waters of the San Francisco Bay. The island's natural beauty is highlighted under a clear sky, with faint outlines of distant mountains visible along the horizon.

Guesthouse in Tamalpais Valley

4.89 out of 5 average rating, 524 reviews

Stunning & Tranquil Cottage with a Magical View

Stunning, tranquil, and private cottage in Tamalpais Valley neighborhood of Mill Valley. 100% renovated. Surrounded by the beautiful hills of Marin Headlands. Close to all Bay Area attractions. Muir Woods, Stinson Beach, Mt. Tamalpais, Angel Island, Sausalito, San Francisco. Many hiking trails very close by. Walking distance to Good Earth Market, Equator Coffee, Prooflab Surfshop, Shoreline Coffee Shop, + much more. True gem that leaves you relaxed, invigorated, and wanting to return.

Guest favorite

The modern kitchen features sleek white cabinetry and stainless steel appliances. An eat-in island with seating for two is set with plates and glasses. Natural light is provided by multiple windows, highlighting the quartz countertops and decor elements in the open space.

Guesthouse in Redwood City

4.95 out of 5 average rating, 435 reviews

🌼Modern guesthouse w private patio and ♨️ hot tub

New and modern guesthouse, built in 2018, 20 min walk to downtown Redwood City. The kitchen comes fully equipped with high-end appliances, quartz countertops, Keurig coffee maker, and an eat-in island. In the living room, enjoy the 55" 4K TV with Bose sound on a sectional sofa that doubles as a pull-out bed. Rest well on a premium cal king size bed and enjoy a relaxing dip in the hot tub on your tranquil backyard patio. Unit has washer/dryer, heat/AC, and ensuite bath.

Guest favorite

A verdant garden is displayed, featuring a pathway lined with stepping stones leading to the two cabins. Lush plants and vibrant flowers surround the space, complemented by raised garden beds filled with herbs and vegetables. The cabins, with large windows, are visible in the background.

Guesthouse in Oakland

4.91 out of 5 average rating, 336 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Superhost

The exterior of a tranquil guest house is surrounded by lush greenery and vibrant trees. The structure features a dark blue façade with multiple windows, providing ample natural light. A well-maintained garden complements the space, enhancing the serene atmosphere.

Guesthouse in Alameda

4.86 out of 5 average rating, 123 reviews

Pet-Friendly Guest House with Private Patio

Tranquil 1 bedroom 1 bathroom guest house. The space is calm and serene nestled in a lush urban garden surrounded by trees. Prime location where guests are walking distance from neighborhood cafes, and Downtown Alameda which has an assortment of excellent restaurants, bars, and shopping. Amenities include: Queen Bed with pillow top 42 inch Smart TV with Disney Plus & Hulu Private Wifi And More... Early check-in starting at 12pm an additional $35.

Top guest favorite

Guesthouse in Scotts Valley

4.97 out of 5 average rating, 117 reviews

Treescape, a perfect modern, rustic, SV getaway.

Welcome toTreescape Guest Suite, nestled in Scotts Valley finest neighborhoods, we’re located across the street, from beautiful Glenwood Preserve, & around the corner from 1440 Multiversity. Our remodeled guest suite is only a three-five minute drive, to local restaurants, grocery stores, coffee shops, microbrewery, and more. Treescape is 1 mile to HW-17, 8 miles to Santa Cruz, 10 miles to Natural Bridges State Beach, and 15 miles to Silicon Valley.

Guest favorite

Guesthouse in Woodside

4.93 out of 5 average rating, 144 reviews

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.

Top guest favorite

A wooden deck features a railing overlooking a serene creek, surrounded by lush greenery. Four metal chairs are positioned along the deck, inviting relaxation. Sunlight filters through the trees, creating a peaceful outdoor setting.

Guesthouse in Woodside

4.99 out of 5 average rating, 536 reviews

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Guest favorite

A private patio area features a wooden deck surrounded by greenery. A dining table with wrought iron chairs complements woven seating. Natural light brightens the space under a retractable awning, creating a serene spot for relaxation.

Guesthouse in Berkeley Hills

4.86 out of 5 average rating, 199 reviews

Berkeley Hills Bay cottage w/ loft work space

Experience the blend of privacy and convenience in our fully gated, detached cottage. Nestled in the lush, exclusive Berkeley Hills, this escape is your ideal haven for work, study, and relaxation. A designated quiet residentail space -no gatherings, please. Enhance your productivity in a dedicated loft space, complete with fiber optic high-speed WI-FI that extends to the charming patio area.

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What guests are saying

Downtown Palo Alto Gem! Cute, Spotless Guest House

4.91 out of 5 average rating, 187 reviews2 weeks ago

This is a great stay. The unit is a back yard studio accessed by the side of the owner's house. No issues getting in or out. Inside, everything is really nice. Desk for work, comfortable bed, enough storage for several days of clothes, super-clean bathroom, and a mini split for heating and cooling. Nothing at all to complain about. Easy walk to downtown PA and a short trip to Stanford. The unit is perfect for solo travellers but might be slightly tight for a couple.

Guesthouse in Palo Alto

What guests are saying

Beautiful Guesthouse in the Heart of Mill Valley

4.99 out of 5 average rating, 120 reviews1 week ago

It is such a treat getting to stay with Jill! The cottage is the perfect mix of cozy, private, immersed in nature and close to everything! The back patio, right on Sycamore Creek, is so tranquil and inviting. The kitchen is perfectly appointed as is the bath. The bed is comfy and the linens are top quality. Jill has such great taste in decor - everything goes together, feels completely welcoming yet timeless and cultured. The cottage is walkable to everything in Mill Valley with easy access to freeways for longer trips. Jill is the best host I've ever had the pleasure to stay with!

Guesthouse in Mill Valley

What guests are saying

Charming Cottage in Haight-Ashbury Garden

4.98 out of 5 average rating, 342 reviews1 week ago

Our stay in Rosa's ADU could not have worked out better. Our kids live right up the block and it is a great location for so many things. We loved exploring Golden Gate Park and there were plenty of shops and restaurants within walking distance. Rosa was an excellent communicator and was attentive to our needs. She changed out our towels during the trip and restocked kleenex. Rosa and her husband are San Fran natives and supplied very interesting San Fran history and guide books in the unit as well. We will definitely be back!

Guesthouse in Lower Haight

What guests are saying

Guesthouse in heart of Oakland

5 out of 5 average rating, 6 reviews3 months ago

Azeb and his furry Zuzu were really warm and friendly hosts. Their place is close to groceries, stores, eating places, the City, freeways, and quick drive to many destination spots in the bay area. Although the neighborhood is not the best of sights, we never had any issues about safety, security, nor felt uncomfortable at any time. Azeb’s place is spacious for family of three and even has a nice outdoor area for nightcap cocktails/morning coffee, and daytime games for our young son. Thank you Azeb for the welcome and your nice accommodation. We enjoyed our bay area vacation.

Guesthouse in North Oakland

What guests are saying

SkyHigh Redwoods Retreat with Bay Views

4.97 out of 5 average rating, 255 reviews5 days ago

This was a lovely space! The cottage is adorable and feels both homey and hospitable. The grounds are truly magical and we really appreciated the thoughtful touches and how open HiC and Jeff were with sharing the decks/outdoor areas! Appreciate the flexibility in checking in as we had delays and had a long trip the day of check-in.

Guesthouse in Woodside

What guests are saying

Tropical Garden Cottage +HOT TUB &POOL by Downtown

4.91 out of 5 average rating, 569 reviews1 month ago

I rented Polina’s place for my daughter and toddler grandson during their visit to the area because my husband and I did not have room for them to stay with us. It was an excellent choice - a lovely well maintained unit on the grounds of Polina and her family’s home in the hills above Walnut Creek. Very peaceful area, yet close to downtown and transportation options. Polina was so kind and helpful, the unit has everything one would need for a short stay in the area. Highly recommended and a good value for the area.

Guesthouse in Walnut Creek

What guests are saying

The Guest Cottage in the Redwoods

4.94 out of 5 average rating, 296 reviews1 month ago

I will never forget staying here, it was a unique place that grew on me quickly. No tv, no micro wave, no noise amongst the Redwoods, aside from hikers & Mt. bikers who were all super respectful & nice! this place is an amazing respite and a gift to the soul - unplugged. The peace and quiet to start a morning with the addicting sound of the water kettle lettin' ya know that temperature is right ... I would do this again. 100%

Guesthouse in Mill Valley

What guests are saying

Casaluna: Berkeley Garden Cottage

4.97 out of 5 average rating, 505 reviews1 week ago

Heidi's Casaluna is very nice! It was the perfect place for my weekend stay, peaceful with little distractions. The room opened up to a lovely back yard area with a garden and table and chairs. The bed was comfortable, the couch was a nice reading spot, and while the heaters did not blow, they were great at helping keep the room at the right temperature. Also of note, I was really happy with how calm and quiet the neighborhood felt day and night.

Guesthouse in Berkeley