Entire home

Oak & Field *30+ Days Rental*

Photo gallery for Oak & Field *30+ Days Rental*

A poolside area with wicker furniture, a large tree, and a clear blue pool.
A circular fire pit with chairs around it, set in a grassy outdoor area with trees in the background.
Unwind in your own bohemian sanctuary, where handcrafted hanging chairs invite you to sway gently while soaking in natural light and artistic touches throughout the space.
A living room with a stone fireplace, a ceiling fan, a sofa, a coffee table, and a bookshelf.
A vintage-inspired wooden console displays carefully arranged decor, including a classic photograph, brass accents, and golden sunburst wall art above.

Highlights

  • Arcade/game room
    A rare find - fun for all ages with on-site arcade and game room.
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Santa Rosa, CA
  • Place, Laguna de Santa Rosa Foundation
    ‪4 min drive‬
  • Place, Russian River
    ‪17 min drive‬
  • Place, Graton Resort and Casino
    ‪18 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪21 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

3 bathrooms

Bathroom 2

Bathroom 3

Primary Ensuite

Spaces

Kitchen
Separate dining area
Dining area

About this property

Oak & Field *30+ Days Rental*

Set on nearly ten private acres along a quiet country lane, Oak and Field is a rare Wine Country retreat offering space, privacy, and a deep connection to the landscape. Surrounded by vineyards, open fields, mature oaks, and distant mountain views, the property feels peaceful and tucked away while still being close to tasting rooms, trails, Sebastopol, and Santa Rosa.

Designed for effortless indoor-outdoor living, the main living space opens through accordion glass doors to a spacious outdoor sitting area overlooking the vintage 1970s pool, expansive lawns, and a magnificent oak tree. Beyond the lawn, the land gently slopes toward the laguna stream, creating a serene natural backdrop.

Inside, the open-concept living and dining area is warm and inviting, with a gas fireplace, wet bar, and dining table for eight with extension leaves for larger gatherings. The kitchen centers around a large island perfect for cocktails and conversation. French doors lead directly to the alfresco dining area, outdoor kitchen, and gas BBQ.

The game room adds a playful, relaxed element with an 80-inch Samsung Frame TV, pool table, foosball, karaoke, a selection of board games, unique memorabilia, and a Sonos sound system. Bedrooms are thoughtfully arranged for comfort and flexibility, including a primary king suite with soaking tub and walk-in shower, a queen bedroom near the main hall bath, a twin room that can convert to a king, and a king canopy bedroom with access to a sauna steam shower. Each bedroom opens to the gardens through French doors, reinforcing the home’s connection to the outdoors.

Outdoors, the property is designed for both relaxation and recreation, with ample room to roam, gather, and unwind. Lounge by the pool, play bocce or croquet on the lawn, enjoy ping pong or oversized chess, or warm up around the gas fire pit for evenings under the stars.

With generous parking, vineyard surroundings, nearby tasting rooms, and trails within walking distance, Oak and Field offers the best of Wine Country living: private, artful, relaxed, and close to everything.

What We Love

This property feels like a hidden world of its own: creative, layered, and deeply connected to the landscape. The grounds unfold gradually, with mature oaks, open lawns, thoughtful plantings, and spaces designed for both quiet moments and memorable gatherings.

Inside, the home reflects years of collected art, stories, and personality. It has character and warmth without feeling overly styled — the kind of place that invites you to slow down, look closer, and settle in.

The lifestyle here is just as compelling. You can spend an entire day on the property lounging by the pool, soaking in the spa, playing games on the lawn, or gathering by the fire pit as the sun sets. There’s a nostalgic, playful quality to the home that makes it ideal for groups, families, and longer stays.

And then there’s the location: peaceful and tucked into Wine Country, yet incredibly accessible. With vineyards all around, trails nearby, tasting rooms within walking distance, and easy drives to Sebastopol, Santa Rosa, the coast, and the redwoods, it offers a rare balance of seclusion and convenience.

What Makes This Home Unique

Oak and Field offers a distinctive blend of privacy, personality, and true indoor-outdoor living on nearly ten acres in the heart of Wine Country. Unlike typical rentals, it feels curated and lived-in, filled with art, collected pieces, and thoughtful details that give the space warmth and individuality.

The setting is a standout: surrounded by vineyards, open fields, mature oaks, and distant mountain views, with a peaceful natural edge near the laguna stream. At the same time, the home is close to tasting rooms, trails, dining, and local amenities.

The design centers around connection to the outdoors. Accordion glass doors and French doors throughout the home open to gardens, lawns, and gathering spaces, making it easy to move between inside and out. Nearly every room has a relationship to the landscape.

There’s also a strong sense of play woven into the property. From the vintage pool and expansive lawns to the game room, bocce, croquet, ping pong, and oversized chess set, this is a home designed not just to stay in, but to enjoy fully.

Location

The property is ideally situated in the heart of Wine Country, offering both peaceful seclusion and exceptional convenience. Just a short walk away are Balletto and Hanna tasting rooms, along with surrounding vineyards that make casual tastings and sunset strolls effortless. The Laguna Trail is about a block away for scenic walks and bike rides, while Santa Rosa Golf & Country Club borders the back of the property, adding to the open, green feel of the setting.

Within an easy 8–10 minute drive, guests can reach downtown Sebastopol, Graton, and Santa Rosa, with access to excellent restaurants, cafés, Whole Foods, Oliver’s Market, and music venues including HopMonk Tavern, the Green Music Center, and the Luther Burbank Center for the Arts.

Bodega Bay and the coast are less than an hour away, while Armstrong Woods, Guerneville, Forestville, the Russian River, redwood groves, wineries, trails, and charming small towns are all within easy reach.

This location offers the best of both worlds: quiet, vineyard-lined surroundings with quick access to Wine Country, the coast, redwoods, dining, music, and outdoor adventure.

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House Rules

Check in after 2:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5285082vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Santa Rosa

Santa Rosa is home to this holiday home. While the natural beauty of Russian River and Safari West can be enjoyed by anyone, those looking for an activity can explore Sonoma County Fairgrounds. Travelling with kids? Consider Sebastopol Center for the Arts, or check out an event or a game at Redwood Empire Ice Arena. Spend some time exploring the area's activities, including winery tours.
Map
Santa Rosa, CA

What's nearby

  • Laguna de Santa Rosa Foundation - 4 min drive - 2.2 km
  • Sonoma County Fairgrounds - 12 min drive - 12.1 km
  • Russian River - 17 min drive - 15.9 km
  • Graton Resort and Casino - 18 min drive - 19.2 km
  • Calistoga Hot Springs - 44 min drive - 43.6 km

Getting around

  • Santa Rosa Station - 18 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 24 min drive

Restaurants

  • ‪Willowside Meats - ‬9 min drive
  • ‪Crooked Goat Brewing - ‬9 min drive
  • ‪Acre Pizza - ‬9 min drive
  • ‪Cock Robin - ‬9 min drive
  • ‪El Tarasco Restaurant - ‬8 min drive

Frequently asked questions

Is Oak & Field *30+ Days Rental* pet-friendly?

No, pets are not allowed at this property.

How much is parking at Oak & Field *30+ Days Rental*?

On-site parking is available at the property.

What time is check-in at Oak & Field *30+ Days Rental*?

Check-in begins at 2:00 PM.

What time is check-out at Oak & Field *30+ Days Rental*?

Checkout is at 10:00 AM.

Where is Oak & Field *30+ Days Rental* located?

This family-friendly Santa Rosa holiday home is within 3 mi (5 km) of Laguna de Santa Rosa Foundation, Sebastopol Center for the Arts and The Barlow. La Follette Wines and Main Stage West are also within 3 miles (5 km).

About the host

Hosted by Madeline Yankee

Host profile image

Languages:

English
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