Luxury rentals in Tamalpais-Homestead Valley

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Top-rated luxury vacation rentals in Tamalpais-Homestead Valley

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Luxe
A bright seating area features two comfortable sofas adorned with soft throws, positioned around a central wooden coffee table. A vase filled with roses sits atop the table, while lush greenery is visible through expansive glass doors that lead to the outdoor space.
Villa in San Francisco
4.94 out of 5 average rating, 16 reviews

House of Peace

This Golden Gate Avenue home pairs a distinctive Victorian exterior with creative decor and modern luxury. Wooden stairs lead up to the arched entry, opening to lush carpet, mirrors and a hallway chandelier. Shining fixtures, flourishing plants and stylish touches light up the kitchen and comfortable living room, with historic homes, museums, huge parks, and diverse neighborhoods nearby. As morning dawns at the House of Peace, sip a reviving tea or coffee in the ornamental garden, as a stone water feature softly burbles. Step into the welcoming home, and relax on comfortable sofas and couches that dot the lower level as other guests arise. Easily plan a day trip encompassing famous city sights over breakfast in the colorfully-decorated kitchen, as pristine, marble-lined bathrooms and the quiet retreat of the home’s study ensure every guest need is met. The sheer character of the home ensures that evenings spent relaxing on the easy couches, or at the fireside dining table are always enjoyable. From the steps of this home, guests can visit attractions in both the immediate locality and easily-accessible greater city. Take a short stroll to admire the Painted Ladies housing row, before taking in the fresh air, towering Coast Redwoods, and lush expanses of the Golden Gate park. A short walk to Haight-Ashbury reveals the city’s unique urban heritage and diverse world cuisine. Ride the famous cable cars downtown and take an exhilarating cruise around Alcatraz, or experience the eye-catching collections at the fascinating Academy of Sciences. Copyright © Luxury Retreats. All rights reserved. Registration number: STR-0001772 BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Fireplace • Bedroom 2: Single size day bed, Shared access to hall bathroom with bedrooms 3, 4 & 5, Stand-alone rain shower, dual vanity • Bedroom 3: Queen size bed, Ensuite powder room, Shared access to hall bathroom with bedroom 2, 4 & 5, Stand-alone rain shower, dual vanity, Television • Bedroom 4: King size bed, Ensuite powder room, Shared access to hall bathroom with bedroom 2, 3 & 5, Stand-alone rain shower, dual vanity • Bedroom 5: King size bed, Shared access to hall bathroom with bedroom 2, 3 & 4, Stand-alone rain shower, dual vanity • Bedroom 6: King size bed, Ensuite bathroom with stand-alone rain shower and bathtub, Walk-in closet, Massage table, Television, Access to rooftop balcony FEATURES & AMENITIES • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Luxe
A villa is depicted with a tranquil pool in the foreground and a spacious outdoor living area behind it. The rear of the structure features multiple glass doors that create a seamless connection to the landscape, surrounded by well-maintained grass and flowering shrubs.
Villa in Sonoma
5.0 out of 5 average rating, 4 reviews

The Attune Estate

This beautiful Sonoma villa is nestled in the heart of wine country and sits amongst the Attune Estate’s Pinot Noir vineyards. When you’re not out exploring the valley, visiting World-class tasting rooms, or dining at Sonoma’s best restaurants, grab a poolside lounger and soak up the warm Californian sun. After sunset, pour another glass of wine and curl up by the fireplace with someone special. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower and bathtub, Television, Fireplace, Terrace • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower and bathtub, Television, Terrace • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Television, Terrace • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone shower and bathtub, Television • Bedroom 5: Queen size bed, Ensuite bathroom with stand-alone shower and bathtub, Television OUTDOOR FEATURES • Outdoor living area • Garage - 4 spaces STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions

Luxe
Home in Belvedere Tiburon
5.0 out of 5 average rating, 33 reviews

Palatial Estate - Vineyards, Views & Indoor Pool

This is a magical place for a visit to the Bay Area and perfect for large families or group retreats. Location is 12 minutes from San Francisco and the Golden Gate Bridge, close to all Marin attractions, and 30 minutes to Sonoma and Napa counties. Entire property and six acres of gardens, lawns, flowers, woods. Bicycles, gym and indoor pool. Guests can communicate with owners or on call housekeeper for any issues or advice. Set on six acres of bay-view gardens, the home is a short drive from San Francisco, Marin, Napa, and Sonoma. Outdoor attractions such as Muir Woods, Mount Tamalpais, and Point Reyes are all close by. It is nice to bike into town from the house, and then catch a ferry to Angel Island or San Francisco. There are bus services but having a car is necessary.

Luxe
An outdoor dining area features a wooden table set with plates, glasses, and a bottle of wine. Comfortable seating is arranged nearby, with a scenic view of the landscape and mountains in the background. A soft glow of sunset enhances the tranquil setting.
Home in San Rafael
4.97 out of 5 average rating, 32 reviews

Panoramic Views + Hot Tub | 2BR Near SF & Napa

Wake up to sweeping views of Mt Tam, the Bay Bridge & the Coast Range—& unwind in the hot tub at sunset. Bright, contemporary 2BR/2BA home with spacious living area, full kitchen & two quiet, comfortable bedrooms. Dedicated office space for remote work. Large private deck w/hot tub, fire pit, BBQ & outdoor dining w/heat lamps. Quiet, very safe neighborhood with easy access to San Francisco, Napa & the West Marin coast. Note: Owner lives in separate downstairs unit w/ private entrance-often away

Luxe
A serene sunset casts vibrant colors across the sky, reflected in the surface of an infinity pool. The poolside terrace features a wooden deck, with a hint of lush landscaping visible along the edges.
Home in Woodside
4.96 out of 5 average rating, 125 reviews

Stunning California Resort + Infinity Pool

Ready to be WOWed!? We can't wait to welcome you to this California Getaway! It's perfect for your relaxing and fun-filled stay! The property is located in Woodside and is extremely secluded with breathtaking views. The house is just what you need to escape the hustle and bustle of daily life. The home has received a number of improvements over the year: a pool heater, new movie theater chairs, desks & chairs for the bedrooms, Peloton Tread & Mirror Workout Studio in the gym!

Luxe
A bright and airy living space is highlighted by large windows that offer expansive views of the surrounding landscape. A modern dining area features a long table with stylish chairs, while a cozy seating arrangement complements the open layout with decorative plants and natural light.
Villa in San Francisco
4.6 out of 5 average rating, 10 reviews

Modern Hilltop Luxe Villa | City View+Nature

This 2-level 2500+sqft light-filled fully detached home features breathtaking view from all living spaces, open floor plan with vaulted ceiling, and high level of comfort. It's also recently chosen as a film scene starring the Hollywood superstar Channing Tatum. Wake up with twin peaks valley at your feet, sip a Napa red by the fireplace, or chill on the sunlight-filled deck, you can have the opportunity to enjoy this city oasis beauty even before the movie hits the screen.

Luxe
Home in Sonoma
5.0 out of 5 average rating, 68 reviews

Private Villa on 4.3 Acre Estate Pool + Hot Tub +

Just five minutes from Sonoma Square, this beautifully newly renovated, 4-½ acre privately gated family-friendly compound is your perfect base for wine tasting adventures, weekend getaways, or relaxing retreats. Whether you're sipping wine under the stars by the firepit or cooking family meals in the spacious kitchen, this home blends comfort, style, and convenience - perfect for families, wine lovers, corporate retreats and group getaways.

Luxe
A spacious single-level home sits amidst a well-manicured lawn, framed by lush greenery and trees. A covered porch extends from the front of the house, inviting guests to enjoy the outdoor space. Clear blue skies provide a bright backdrop for this serene retreat.
Home in Sonoma
5.0 out of 5 average rating, 44 reviews

Luxury 3-Bedroom Home in Sonoma

Experience luxury in this stunning 3-bedroom home in Sonoma, with easy access to Napa Valley. - Spacious accommodation for families or friends - Gourmet kitchen with modern appliances - Expansive outdoor area with BBQ grill - Prime location near world-class wineries and restaurants Whether you're seeking a romantic getaway or a fun-filled vacation with loved ones, this Sonoma home promises an unforgettable experience.

Luxe
Home in Mill Valley
4.98 out of 5 average rating, 82 reviews

Modern Mill Valley Retreat - Family/Team Getaways

Modern Mill Valley home with a private courtyard, spa, and bright indoor outdoor living. Ideal for family trips, group getaways, and small team retreats looking for space to gather and relax. Minutes to hiking, Muir Woods, Stinson Beach, and the Golden Gate Bridge. Bring family, friends, or colleagues and enjoy a comfortable place to spend time together while exploring the North Bay.

Luxe
Home in Sonoma
4.95 out of 5 average rating, 63 reviews

Private Sonoma Vineyard Estate + pool, spa, views

Escape to this gated Eames-inspired luxury modern farmhouse, surrounded by vineyards and olive orchards in the heart of Sonoma Valley—just 8 minutes from the historic downtown square. Located on prestigious Carriger Road, this private retreat features a solar-heated pool, relaxing hot tub, and breathtaking vineyard and mountain views, making it the ultimate wine country getaway.

Luxe
Home in Sonoma
4.85 out of 5 average rating, 13 reviews

Serene Olive Grove Estate | Pool, Hot Tub & Views

Set in the heart of Carneros, this private retreat offers the best of wine country living. Enjoy poolside days, unwind in the hot tub, and gather around the firepit with sweeping vineyard views. Stroll the olive grove, relax by the pond, and soak in the peaceful surroundings. Perfect for groups and families seeking a refined, serene escape in Sonoma.

Luxe
Home in Montara
4.95 out of 5 average rating, 19 reviews

Distinguished Oceanfront Point Estate with Iconic

Perched above Montara State Beach, Point Estate is a gated coastal estate with sweeping Pacific vistas and unmatched privacy. Just 20 minutes from San Francisco and Silicon Valley, it offers a main residence, private guest residences, expansive decks, and wellness amenities—perfect for retreats, events, and unforgettable stays.

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