Guesthouse vacation rentals in Kentfield

4.93 out of 5 average rating, 436 reviews

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Step into summer beneath towering redwoods where mist, birdsong, and a cedar sauna soften the edges. Midweek nervous system resets, solo retreats and couple escapes, or work from the treetops! This remodeled, allergy-aware treehouse with fast WiFi, laundry, AC & EV charging sits at the base of Mount Tam, with trails and wild air just outside your door. Dog and cat friendly with Open Space all around— minutes to Muir Woods, Stinson Beach, GG Bridge. Top 5% Favorite. Come in. Let Go. Transform.

4.97 out of 5 average rating, 237 reviews

A large saltwater pool glistens under a clear blue sky, surrounded by lush greenery. The view overlooks the hills and twinkling lights of San Rafael, providing a serene backdrop for relaxation.

Guesthouse in San Rafael

Poolside Retreat with Views • Private Guesthouse

Private hillside retreat with sweeping views, heated pool (May–Sep), & a standalone guesthouse all to yourselves. Ideal for couples seeking a peaceful escape, yet minutes from Marin's trails, charming towns, & easy day trips to San Francisco, Napa, Sonoma. Enjoy the privacy of a secluded getaway with the confidence of a top 1% local Superhost, personal recommendations, and a curated guidebook to help you experience the very best of the area. Marin's 1st Green Business Certified vacation rental.

4.97 out of 5 average rating, 127 reviews

A spacious living area features a large sofa adorned with decorative pillows, accompanied by two armchairs. Light streams through extensive windows overlooking woodlands. A stylish coffee table sits on a patterned rug, and a guitar is placed in the corner, enhancing the inviting space.

Guesthouse in Kentfield

The Musician’s Cottage! Soaring ceilings, gardens!

This spacious cottage was originally a music studio for one of the owners, a musician. Now in its next life as a guesthouse, you can still feel the happy vibe of the space. The cottage has been recently renovated and is fresh, upscale, and very Marin. The light-filled great room has soaring 20' ft. ceilings and walls of windows looking out onto woodlands. In one of the most desirable locations in the Bay Area, on our quiet and safe 2-acre gated family property. Convenient to both SF and Napa.

A cozy sleeping area is highlighted by a spacious bed adorned with white bedding and vibrant red and white decorative pillows. A piece of wall art featuring a sunflower is displayed above the bed. A mounted TV is visible on the wall opposite the bed.

4.98 out of 5 average rating, 839 reviews

Hike Muir Woods from an Enchanting Studio in Mill Valley

Discover the open flow of this homey artsy private studio. Enjoy floor-to-ceiling valley views. Curl up in a daylight flooded reading nook. Perched at the top of the historic Dipsea Steps, the apartment is a short walk from Mill Valley’s enchanting boutiques, restaurants, and coffee shops. Jump on trails and hike the Headlands, Muir Woods, and Stinson Beach. The studio has a kitchenette with a mini fridge, Nespresso machine and a microwave. Please note, it’s definitely not for cooking meals.

Guesthouse in San Anselmo

The kitchen features a spacious layout with granite countertops and wood cabinetry. A built-in gas range is situated in front of an overhead vent. An island with a wooden top stands in the center, accompanied by a vase of fresh flowers.

4.98 out of 5 average rating, 123 reviews

The Creole Cottage

The Creole Cottage is a private, spacious, charming, newly renovated two bedroom in-law unit. The living space is open, airy, filled with natural light, and enhanced by Craftsmen style furnishings. The living room, dining room and spacious kitchen are all connected in an open floor plan that allows for comfortable gatherings in a serene, relaxed atmosphere. This is perfect for guests looking for a getaway retreat or work space with all amenities and all necessities within walking distance.

The exterior of a 1969 Airstream trailer glistens in natural light, set within a tranquil garden. Colorful potted plants surround the entrance, and two chairs are positioned on a wooden deck, inviting relaxation. Lush greenery frames the scene, enhancing the sense of privacy.

4.91 out of 5 average rating, 1,988 reviews

Immaculate Vintage Airstream in Mill Valley

Capture the spirit of 1960s American wanderlust in a gleaming 1969 Airstream. Painstakingly restored with period décor. We added our "aluminum guest house" to our back yard with a 100 foot crane! Quiet, green and private backyard. Plenty of headroom, modern amenities and new plumbing with delightful 1969 Vintage décor. 1000 thread count sheets on a queen size bed. Great WIFI and onsite tech support. Well equipped kitchen. Marin County STR License Number P5274 4 parking spaces in front.

Floor-to-ceiling glass doors open to reveal a scenic view of a valley, bay, and surrounding hills. Lush greenery is visible in the foreground, while the water glimmers under sunlight in the distance. A spacious balcony invites relaxation and appreciation of the natural landscape.

4.83 out of 5 average rating, 609 reviews

Mill Valley Hilltop Guesthouse with Bay Views

Guest Favorite! Experience tranquility and sweeping vistas from your fully private guesthouse perched atop our property * Ideal for couples or solo traveler A Sustainable Retreat Our guesthouse was thoughtfully built with reclaimed, eco-friendly materials — a modern space with a unique story and nature just outside your door Why Guests Love It • Panoramic views of the Bay, valley, and Angel Island • Direct access to world-famous trails right outside your door • A sanctuary to reset

A cozy interior space features a small dining table with four chairs beside a large window, providing natural light. A flat-screen TV is mounted on the wall across from a bright red armchair. Decorative flowers in vases and a patterned blanket add warmth to the room.

4.89 out of 5 average rating, 627 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.

The sleeping area features a queen bed with blue bedding and a decorative pillow. Light-colored walls are adorned with framed photographs and artwork. A small desk with a chair is positioned beside the bed, accompanied by a bedside lamp and a flowering plant.

4.96 out of 5 average rating, 543 reviews

Base Camp, Cozy and Sweet!

Small detached guest cottage (no kitchen) with a private entrance, queen bed /full bath/TV, and a small area with coffee/tea/fridge/microwave/toaster-oven and wifi. We're following strict sanitizing and washing protocols and provide cleaning supplies in the unit. We're in a quaint neighborhood in a flat area of Mill Valley. This space is comfortable for 1 and cozy for 2. A mile from downtown Mill Valley, many great hiking/mountain biking trails and San Francisco is 10 miles away.

Guesthouse in San Anselmo

A modern living space is illuminated by natural light through large windows, showcasing green foliage outside. A dark green couch is paired with two upholstered chairs, and a wooden coffee table with decor adds to the inviting ambiance.

4.9 out of 5 average rating, 235 reviews

Treehouse studio, secluded & chic hiker’s paradise

Find peace and solitude just across the Golden Gate Bridge. Nestled at the base of Mt. Tamalpais and just minutes from Downtown San Anselmo and Fairfax, this charming studio is the perfect place to unwind for travelers, artists, and outdoor enthusiasts alike. Ideal for working remotely or exploring all the hiking and biking adventures that Marin has to offer, this is the perfect destination to get away and unplug. Please contact me if your dates are unavailable in our calendar!

A modern kitchen showcases a large central island surrounded by wooden cabinetry. Large windows flood the space with natural light while offering a view of the serene water and surrounding greenery. White curtains soften the ambiance, complementing the rustic charm of the cedar paneling.

4.99 out of 5 average rating, 151 reviews

The Bathhouse: Boho Comfort + Hot Tub + Water View

Channel your chi at this unique cottage, reborn from a groovy '70s bathhouse. Inside a gorgeous water view, warm cedar paneling & leaded glass panes await you. Unwind in rich coziness bathed in sunlight & tranquility in a private garden setting. Soak in your private hot tub, while Leonard, a majestic 100ft Redwood, keeps silent watch. A unique blend of vintage charm + updated amenities creates a perfect escape where modern comfort meets vintage vibes.