Guesthouse vacation rentals in Tamalpais-Homestead Valley

4.99 out of 5 average rating, 158 reviews

The exterior of the guest house features a welcoming entrance with double doors framed by decorative glass. A landscaped front yard showcases a pathway lined with small plants and mulch, complemented by a wooden overhang and exposed beams against a grey facade.

Guesthouse in Petaluma

Newly built Elegant and Stunning Guest house !!!

License # L-0954599 Charges waived for children 2-12. This newly built elegant, stunning 865 sqft guest house is perfect for your stay. It is very private, has its own kitchen equipped with induction stove, upscale appliances and washer/dryer. Light-filled great room has soaring 15 ft vaulted ceiling with decorative cedar wooden beams and 12ft window. Split AC/heater units in both rooms . Located in a quiet and safe neighborhood. New SMART station is 5 min walk. Shops &restaurants close by.

Guesthouse in El Sobrante

The well-equipped kitchen features modern cabinetry and appliances, including a refrigerator, oven, and microwave. Natural light floods in through a window above the sink, complemented by two pendant lights. Counter space is neatly arranged with utensils and kitchenware, providing a functional cooking area.

4.98 out of 5 average rating, 111 reviews

Hidden Gem in the Valley

The guest house is nestled in the May Valley, where amazing views of the hills awaits from the bedroom windows and private backyard patio, surrounded by variety of fruit trees. It's central location makes it ideal as home base to explore the Bay Area's top attractions, from San Francisco, Napa Valley to Sausalito among others. Target, Safeway, Lucky, Riley's, Trader Joe's, Sprouts, Foodmaxx are all within minutes of driving distance, you'll have the varieties you need for a comfortable stay.

4.88 out of 5 average rating, 276 reviews

The entrance features a welcoming porch with a decorative sign reading 'Welcome to Our Porch.' A mat lies at the door, and natural light highlights the surrounding greenery and garden area.

Guesthouse in Danville

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

5 out of 5 average rating, 116 reviews

Guesthouse in Sebastopol

Casita Sebastopol

This charming tranquil private guest house is the perfect spot for a relaxing getaway. It's surrounded in a garden setting of lush plants, flowers and fruit trees. Enjoy the private patio and setting that will leave you wanting to return again. This Casita is located 0.5 miles from downtown Sebastopol, within the world-famous Sonoma County wine region, surrounded by organic agriculture, local breweries, golf courses, hiking trails and just a 30 minute drive from the scenic Pacific Coast.

A private deck features a round purple table accompanied by two matching chairs, offering a space to enjoy the scenic views of the surrounding landscape. The wooden railing complements the outdoor setting, with trees and distant hills visible in the background.

4.89 out of 5 average rating, 216 reviews

Beautiful Guesthouse with direct view of the Bay

Beautiful furnished guesthouse located in east San Rafael, with a spectacular view of the water and Richmond Bridge. Located only a few minutes away from San Rafael downtown, where there is an abundance of coffee shops, restaurants, and bars. It is also walking distance from Trader Joe’s and Whole Foods. Guesthouse comes equipped with a queen sized bed (Saatva luxury mattress), pull out sofa, and a kitchenette. Beautiful oasis. 40 mins from wine country and 25 mins from SF.

The image shows a set of sturdy wooden stairs leading to a warmly painted building. Decorative planters filled with various plants and flowers add color along the path. A large umbrella stands nearby, providing shade to an outdoor seating area.

4.97 out of 5 average rating, 377 reviews

Coleman Cottage - Hillside Paradise

Open, airy, private guesthouse in the San Rafael Hills of Marin County. Recently remodeled and completely refurnished with new appliances this beautiful setting affords all of the amenities and comforts for a home away from home. Located 20 minutes from San Francisco and 30 minutes from wine country with nearby hiking and biking trails, you will experience the best of the Bay Area. ** We are in compliance with all Covid-19 protocols and policies as set forth by Marin County. **

4.95 out of 5 average rating, 163 reviews

A private pathway meanders through vibrant flowers and lush greenery, leading to the entrance of a charming octagonal bungalow. The structure features wooden paneling and a distinctive door, surrounded by natural foliage, creating a serene and inviting approach.

Guesthouse in Inverness

Lovely guesthouse in gorgeous nature. (UNIT B)

"Lovely" (the name of the guesthouse) is a perfect, economical nature getaway spot to relax and explore the rugged, beautiful nature of Point Reyes, just 1 hour north of San Francisco. Situated on five beautiful mixed wooded and landscaped, primarily flat acres on a hill overlooking Tomales Bay, this cozy, private cottage is one of several structures comprising the beautiful and famous Van der Ryn Ecorefuge, created by the renowned ecological architect Sim Van der Ryn.

4.91 out of 5 average rating, 336 reviews

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

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.

4.99 out of 5 average rating, 537 reviews

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

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.

Guesthouse in Berkeley Hills

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.

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.

4.88 out of 5 average rating, 125 reviews

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

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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Popular amenities for Tamalpais-Homestead Valley guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.91 out of 5 average rating, 540 reviews

Guesthouse in Santa Rosa

Comfy Santa Rosa B&B in the Trees

Superhost

A full moon illuminates the night sky over the bay, casting a soft glow on the water below. The view captures the city lights and distant mountains, along with the silhouette of a bridge spanning the bay, creating a serene nighttime landscape.

4.84 out of 5 average rating, 164 reviews

Farm in the city & sweeping bayview

4.94 out of 5 average rating, 324 reviews

Guesthouse in Sebastopol

Mod Podge Lodge

4.99 out of 5 average rating, 335 reviews

The exterior of a detached guesthouse is showcased, featuring rustic brick walls and large glass doors that invite natural light. A few potted plants are placed near the entrance, which includes a small set of steps leading up to the door.

Guesthouse in Kensington

Stand-alone cottage in garden setting, parking.

4.94 out of 5 average rating, 236 reviews

Guesthouse in Sonoma

Modern Sonoma Haven with Backyard Paradise & Pool

4.96 out of 5 average rating, 168 reviews

The exterior of the house is shown with a pink surfboard leaning against the wall. Bright green foliage frames the image, contrasting against the house's neutral-colored walls and multiple windows that allow natural light to enter.

Guesthouse in Concord

Backyard Beach House (BBH)

Guesthouse in Walnut Creek

4.91 out of 5 average rating, 571 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

4.95 out of 5 average rating, 401 reviews

The living room features a wall-mounted TV on a light wood media console, complemented by a small white coffee table on a gray area rug. A doorway leads to the bathroom, while large windows allow natural light to fill the space.

Guesthouse in Sunnyvale

Mid Century Modern Guesthouse

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Guest house rentals with a patio

4.98 out of 5 average rating, 132 reviews

A bright and airy living space includes a comfortable seating area featuring a cozy sofa and an accent chair. A modern dining table with two chairs is positioned next to a wall-mounted television. Light streams in through large windows, illuminating the space with a serene ambiance.

Guesthouse in Sonoma

Sonoma Wine Country Haven

Guesthouse in Point Richmond

A private outdoor patio features two white lounge chairs and a table with four black metal chairs, all arranged among lush greenery and colorful plants. A large green umbrella provides shade, creating a serene space for relaxation or dining.

4.98 out of 5 average rating, 113 reviews

Private garden retreat

4.99 out of 5 average rating, 100 reviews

A spacious deck features two wooden directors' chairs positioned around a small circular table. Lush greenery lines the perimeter, creating a natural backdrop. A sunshade is partially visible, offering protection from the sunlight.

Guesthouse in San Carlos

Delightful Hideaway in San Carlos

Guesthouse in Rose Garden

A modern outdoor patio area features a stone-paved surface surrounded by neatly trimmed bushes and potted plants. A large round table with multiple chairs is situated in the center. In the background, a guesthouse and additional outdoor features can be observed.

4.96 out of 5 average rating, 112 reviews

Garden Cottage w/ Hot Tub • 3 mi. to SJC

Superhost

A serene garden setting is presented, featuring a wooden seating arrangement surrounded by lush greenery and vibrant flowers. A pathway leads through the gravel, while a multi-level structure is partially visible in the background, blending harmoniously with the natural surroundings.

Guesthouse in Sausalito

4.87 out of 5 average rating, 123 reviews

Sausalito Garden Stay

4.96 out of 5 average rating, 146 reviews

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

4.99 out of 5 average rating, 169 reviews

A view from the window features a small outdoor table with a round, stone top, surrounded by greenery. The backyard is lined with plants and includes a path leading to a wooden fence, providing a sense of privacy.

Guesthouse in San Jose

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

Guesthouse in San Anselmo

4.97 out of 5 average rating, 102 reviews

The Creole Cottage

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Guest house rentals with a washer and dryer

Guesthouse in Redwood City

The exterior of the home showcases a welcoming entrance with a covered porch and a set of wooden stairs leading to the front door. Vibrant flowers in various colors line the path and the yard, surrounded by a wooden fence and green foliage.

4.96 out of 5 average rating, 24 reviews

Easy commute Private guest suite

4.89 out of 5 average rating, 104 reviews

A modern kitchen features a sleek stainless steel appliance setup, including a gas stove and refrigerator. A white countertop provides ample workspace, alongside a deep sink. Natural light enters through a window with greenery visible outside, creating a bright and airy atmosphere.

Guesthouse in Kentfield

Maple Cottage

Guesthouse in Stinson Beach

A panoramic view of the ocean is framed by a white railing and beams of the deck. The coastline stretches along with gentle waves, while greenery and rooftops are visible below, under a clear blue sky.

4.99 out of 5 average rating, 430 reviews

Studio at Surfers Outlook

4.89 out of 5 average rating, 260 reviews

A spacious backyard is visible, featuring a manicured lawn with artificial turf and paved stepping stones arranged in a grid pattern. Several potted plants are placed near the building, with two decorative lamps standing amidst the greenery. The area is well-lit and inviting.

Guesthouse in Sunnyvale

Tranquil and Charming 1-Bedroom Guest house w/bath

Guesthouse in Mill Valley

A private outdoor seating area features two chairs and a small table, framed by lush greenery. The entrance to the cottage is visible, highlighted by warm light filtering through the trees, creating a serene garden setting.

4.99 out of 5 average rating, 97 reviews

The Bathhouse: Boho Modern + Hot Tub + Water View

The spacious living room features a large, dark blue sectional sofa with plush cushions, complemented by a wooden coffee table. A decorative area rug in neutral tones lies beneath, while large windows allow natural light to fill the space. A dining table for four and a modern electric wall fireplace add warmth.

4.91 out of 5 average rating, 100 reviews

Mission Casita, Walking Distance to DT San Rafael

Guesthouse in South San Francisco

A contemporary kitchen area features warm wood cabinetry and sleek stainless steel appliances. A spacious countertop provides seating for two. Washing machine and dryer units are conveniently located beside the kitchen, contributing to the functional layout.

4.86 out of 5 average rating, 137 reviews

Convenient 3 bedroom guest house near SFO, highway