Guesthouse vacation rentals in San Carlos

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Top-rated guesthouse rentals in San Carlos

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

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Guest favorite

A hot tub is seen surrounded by a softly lit patio, with colorful string lights enhancing the evening ambiance. Lush greenery and a covered seating area are visible in the background, contributing to a relaxing outdoor space.

Guesthouse in Los Gatos

4.92 out of 5 average rating, 358 reviews

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

This charming cottage, located on the outskirts of Los Gatos in the quiet and safe Cambrian neighborhood, is an ideal retreat away from the busy downtown. We ensure a safe and comfortable stay with rigorous cleaning protocols. The studio features one queen bed, with an additional cot available upon request. Please note that dogs are on the property. All dogs, including service dogs, must have prior consent from the host and provide current vaccinations (rabies, DH2PP, bordetella, leptospiros.

Top guest favorite

A serene outdoor area is shown with a colorful striped lounge chair beside a small table. Potted plants add greenery, while sunlight filters through the trees, casting playful shadows on the ground. The entrance is marked by large glass doors, leading inside.

Guesthouse in Lower Haight

4.98 out of 5 average rating, 342 reviews

Charming Cottage in Haight-Ashbury Garden

Our deluxe cottage is close to Nopa, Nopalito, Ragazza, Bar Crudo, Barvale, Souvla, Buena Vista Park, Alamo square and the painted ladies, Haight Ashbury, Golden Gate Park, Fallettis market and BiRite market. Tastefully appointed and with luxury linens you’ll love our place because you can walk or take bus easily from here, very quiet with peaceful yard and the bed is supercomfy. You will get a great night's sleep here. Our place is good for couples, solo adventurers, and business travelers.

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

An outdoor dining area features a long wooden table surrounded by several chairs, suitable for gatherings. Lush greenery and vibrant foliage create a serene environment, complemented by a barbecue grill nearby, inviting outdoor cooking and dining experiences.

Guesthouse in Palo Alto

4.98 out of 5 average rating, 257 reviews

*Airbnb PLUS* Mod Bungalow in Urban Farm Setting

Enjoy a private, high-quality designer experience on a rustic "urban farm". Make yourself at home amidst Mid-Century Modern furniture, a fully-stocked kitchen and luxurious bedding. Grill or hang out on a private patio. Families, friends, or business travelers will appreciate the proximity to downtown Palo Alto, Stanford, and tech companies. Safe and friendly neighborhood. We share fresh eggs from our chickens when in season. Private entrance and off-street parking for one car.

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.

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 wooden deck is adorned with potted plants and a seating area. A light-colored cabana features an open serving space and is complemented by string lights overhead. The area is surrounded by greenery, offering a sense of privacy and tranquility.

Guesthouse in Atherton

4.88 out of 5 average rating, 125 reviews

Guesthouse near Stanford, Palo Alto, Menlo Park

You’ll love our place because of the ambiance, the privacy, the quiet, the outdoors space, the neighborhood, and the comfy beds. Our guesthouse is good for couples, solo adventurers, business travelers. We live in the primary house on the property. We are close to the CalTrain station (1 mile/10 minutes by bike). We carefully follow enhanced cleaning protocols.

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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

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

Canyon View Casita

5 out of 5 average rating, 66 reviews3 weeks ago

I've been to countless Airbnbs, and I was very impressed by this listing. Abril's home was absolutely perfect for my family and I + She was able to accommodate us very last minute. Her home was cozy, clean and perfect if you have small kids. She was very responsive throughout our time there. Thank you, Abril! We very much enjoyed our stay.

Guesthouse in Castro Valley

What guests are saying

Luxury Rockridge Casita in Our Sunny Garden

4.97 out of 5 average rating, 530 reviews4 weeks ago

Rockridge Casita is a lovely place to stay, centered just between Rockridge and Temescal, an easy walk to both. The casita is beautifully designed, well appointed with everything one needs for a good stay and a range of dining choices within walking distance. Perhaps my favorite is the delicious scent of the garden's jasmine and the orange and lemon trees just outside the door. Many great hikes a short drive away and lots to explore beyond.

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

Quiet guesthouse near SJ airport with EV charger

4.99 out of 5 average rating, 68 reviews6 days ago

Returned to Jennifer’s amazing place for the second time. It’s so clean and comfortable, like a home away from home. She purchased a couple of items for the kitchen that I had mentioned would be useful, and it was so appreciated! It was nice to have a few games available when my son stopped by. You won’t be disappointed if you book Jennifer’s place! I look forward to returning.

Guesthouse in Downtown San Jose

What guests are saying

Modern 2 bedroom 1 Bath Backyard Retreat

4.9 out of 5 average rating, 105 reviews1 week ago

This was our second stay at Sanay's cabin and we loved it, just like the first stay. Sanay recommends Lunas kitchen and we wholeheartedly underscribe this recommendation. On our last day we found Moonewake coffee roasters nearby and that's really the place to be for Awesome Coffee and bread&pastries.

Guesthouse in San Jose