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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Open and abundantly generous for families and groups. Beautiful and comfortable

Bedrooms 5
Space 3,000 sq ft
Property type house
Minimum Stay 3 nights


About the property

Spacious five bdrm home complete with two separate living areas, can be 2 nights

Elevated above quaint downtown Los Olivos this bright inviting home welcomes you with a warm feel, newly remodeled décor, and amenities at every turn. The views from the back balcony and patio give a removed view of downtown. Sink your feet into plush new carpet covering the upstairs level, a TV room and dining area in the great room off the kitchen. A third bedroom with hardwood floors and two full sized beds connect to the downstairs which has a recreation room with fireplace and dining area and a utility kitchen with wine bar. The master suite downstairs has a sliding glass door out to the spacious backyard and barbecue area. The floors blend from Old growth walnut to Brazilian Rosewood. A French door goes out from the wine bar kitchen area to the outside. A driveway comes up from the empty lot for easy access.

The linens through out the home are of the highest quality. Immaculate cleanliness is demonstrated by the bright white bedding nestled in hand carved wooden bed frames with decorative ironwork. The rustic homey feel is contrasted by the professional track lighting on the ceiling. Upstairs there is another master bedroom and second bedroom. The Vaulted ceilings of the upstairs great room give freedom to play. Only one television is in the master great room upstairs. Focus is on the games downstairs and the game table.

More Details

Jeanne Hollingsworth
Member since: 2014
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english, spanish
Response time:
Within a few days
Response rate:
Calendar last updated:
March 5, 2018

About Jeanne Hollingsworth

I grew up in the Bay area and went to Berkeley, but left for 15 years in South America shortly thereafter. I was with my college sweetheart following him around 10 countries in 15 years on a fast track advertising career much like the series Madmen!

When I came back to the US with two suitcases, an eight year old son and no husband, I landed in New Mexico at the Light Institute where I learned to follow my heart. Visiting my sister in Santa Barbara, she suggested I see the Santa Ynez Valley. When I came to the Valley, separated from any other city by 30 miles, nestled in a beautiful valley of vineyards and horse ranches, grass laden hillsides dotted by heritage Oak trees, I knew I wanted to live and die here.

I loaded up my horses and my son and we came to start our future. That was 24 years ago.

Jeanne Hollingsworth purchased this house in 2001

Why Jeanne Hollingsworth chose Los Olivos

I raised my son in this home. I felt like it was a window to the sky. It was place where all of my dreams came true. My son grew up and became a strong, successful, sensible, responsible and incredible father and husband.

When he left home, I met a man and built the horse ranch of my dreams with him. I chose to renovate the house to the luxury and style equivalent to our horse ranch and rent it to others to enjoy beautiful Los Olivos.

Even though we built the most gorgeous home and ranch of 500 acres, we still miss our home in Los Olivos.

Living simply in town with the cozy feeling of the people and establishments that you enjoy so close by is a wonderful way to live. The Los Olivos vacation rental is a place of belonging and comfort. I hope it is a place where people gather and build and strengthen friendships. Happiness rings within its walls.

What makes this house unique

Being so close to town and yet a little above it all is a decided advantage. The backyard comes with a dog run on the side and is fenced for dogs as is the front lawn. The privacy of the hedges around the front lawn make your own patio under the poplar tree where you can see everything, but no one can see you.

So many long talks and silent discussions have run along like notes of a song on the front porch. Hours have passed away in friendship and laughter. Downstairs has a large patio and a covered redwood deck . It has places to sit and dine and relax in the shade of the garden.

It's fun to go upstairs and downstairs with privacy in the family that gathers either in one area or the other. Plenty of space for individual comfort and shared times too.

Guestbook comments from the owner

The location could not have been better! The main street of Los Olivos, with its shops and tasting rooms, was just two blocks away. We were in town for a family event at a nearby winery and having our family stay together in the house was perfect. The layout of the house is a bit odd but there was plenty of space and beds. The house was fully stocked with kitchen supplies, linens, towels, laundry facilities, etc. Having wifi and plenty of parking were also advantages. Jeanne was easy to work with and we appreciated the wine and flowers that were in the house for us.

Recommended for: Sightseeing, Age 55+, Families with Teenagers
Jul 2015
  • 1 of 1


Los Olivos House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3000 sq ft
House Rules:
  • Max. occupancy: 12
  • pets considered
  • children welcome ...
  • non smoking only
Location Type:
  • Downtown ...
  • Mountain View ...
  • Near The Ocean ...
  • Rural ...
  • Village ...
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning ...
  • Clothes Dryer ...
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Free Wifi
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Room
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , tub , shower
  • Upscale bathrooms with shampoo, conditioner, and lotions provided. CAUTION: The house is on a septic system. There is to be no toilet paper in the toilets or garbage down the disposal. Laws have changed in Los Olivos. There will never be any septic repair or replacement because of regs. Because of this non-readily degradable waste has to be eliminated.
  • 5 Bedrooms, Sleeps 12
  • Bedroom 4 - 1 queen
    Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
    Bedroom 3 - 2 double
    Bedroom 5 - 1 king
    Other - 2 sleep sofa /futon
  • New luxurious plush bedding on every bed! New mattresses, too.
  • DVD Player
  • Games ...
  • Television ...
  • Balcony ...
  • Bicycles ...
  • Deck / Patio ...
  • Golf ...
  • Lanai / Gazebo
  • Lawn / Garden ...
  • Outdoor Grill ...
  • 1 bicycles
  • Long-term Renters Welcome
  • churches
  • festivals
  • health/beauty spa
  • playground
  • restaurants
  • winery tours
Leisure Activities:
  • bird watching
  • boating
  • gambling casinos
  • horseback riding
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • equestrian events
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • hot air ballooning
  • kayaking
  • mountain biking
  • mountain climbing
  • pier fishing
  • surf fishing
  • surfing
  • swimming
You will find everything you need in our fully appointed home. Two large gathering areas, and lots of privacy in the bedrooms. The decor is warm and welcoming, too.


Wonderful! 4.8/5 -
(33 traveler reviews)

84% Complete
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Open and abundantly generous for families and groups. Beautiful and comfortable
average rating of 4.848485 based on 34 reviews

Perfect spot for a wine tasting weekend in Los Olivos

  • 5 of 5

We had a wonderful time. The property is spacious and clean and is within a short walk to the Los Olivos wineries. This is our second stay at this property and we are already trying to book our next weekend trip at this house.

  • Submitted: Feb 13, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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The best place for a large group of people who want to wine and relax

  • 5 of 5

This is my second time staying at this house. It is so cute with plenty of room for a large party. Although it’s a house, it has all of the amenities of a hotel. Extra blankets, tons of towels, soap, shampoos, conditioners, WiFi, etc. and the beds are extremely comfortable. The owner leaves extra sets of keys for the guests who want to wander off on their own, separate from the crowd. The house is in the perfect location, to be able to walk to all of the tasting rooms and restaurants in the downtown. I can’t wait to stay there again!

  • Submitted: Feb 5, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
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A perfect getaway place!

  • 5 of 5

We can't say enough good things about our stay in Los Olivos and the beautiful home offered by Jeanne Hollingsworth. It is precisely as advertised. Spacious, comfortable, unbelievably well located, beautifully appointed and maintained. We had 12 adults up for the New Year's weekend, and it was wonderful from start to finish. We walked in the town of Los Olivos, we hiked up to the Lavender farm (and we're all "seasoned seniors"), we wine tasted and munched and shopped and had a ball. There is already talk of a repeat next year. And Jeanne couldn't be a more accommodating and responsive help when we bumped into questions or small problems. So glad we found it!

  • Submitted: Jan 2, 2018
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Lots of amenities and beautifully comfortable bedding and beds. Steps into Los Olivos wine tasting

  • 5 of 5

We were in town for a three day wedding event near Mattei's Tavern. We were party of 6 and the house was incredibly comfortable and set-up for many additional people. Highly recommend if staying in the area.

  • Submitted: Oct 15, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Comfortable and convenient for a family get together

  • 4 of 5

Nice large home provided ample room for ten people. Terrific space in the back yard. Great location-walking distance to multiple tasting rooms etc. The kitchen is about as well equipped as you will ever see. Well furnished with comfortable beds. Good water heater capacity.

The septic situation was a negative-a bit of a pain.

  • Submitted: Oct 4, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Long Beach, CA

But with an important caveat regarding communication and the property

  • 5 of 5

First the pros. The is a huge two floor property and easily accommodated 7 people. Access to town is awesome within a 2 minute walk. Very comfortable beds and well stocked (but a bit small) kitchen. Nice large outdoor and indoor dining table.

The Cons...or small annoyances. The bedroom with the two beds is on the main floor and has no privacy. Why? The master and the other bedroom are in the downstairs and requires the occupants to walk through the bedroom to get to the main floor. Fine if it's family with kids...not so much for couples or adults.

The barbecue was disgusting. Difficult to light, caked with grease. For the amount we paid for a mandatory 3 days I expected better.

Lastly...And I really hesitated about this but I think the owner should know.

The owner never responded to any of my emails or texts. Yes, once you pay you are sent a property detail online including when to text the owner of our arrival time...(which I did) but I had questions....Can we check in earlier? How do we check in? Are there keys? Are you meeting us? Let's just say we had to figure out how to get in. Unfortunately, the owner claims to be responsive but simply wasn't. I had to remind her a week later about my $500 refundable deposit.

Would I stay there again. Probably but with less irritation then I had the 1st time.

  • Submitted: Aug 25, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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3 1


Nearest Airport
32 Miles
Santa Barbara, Santa Maria, Los Angeles
Nearest Barpub
0.01 Miles
Nearest Golf
4 Miles
Alisal Ranch Golf Course
Nearest Train
38 Miles
Santa Barbara
Nearest Motorway
2 Miles
Highway 154 (0.02 mi) and Highway 101
Nearest Restaurant
0.01 Miles
Los Olivos Cafe & Wine Merchant
Nearest Beach
16 Miles
Gaviota, El Capitan, Refugio, Santa Barbara
Car: recommended

Los Olivos was made famous by Michael Jackson's Neverland Ranch, and he was sometimes seen walking around town. The movie Sideways was filmed here, which put this town of 1000 people on the map; we now boast 50 wine tasting shops. Los Olivos is a happy town, with local events occurring regularly. There are three elegant restaurants: Los Olivos Cafe, Sides from Brothers Restaurant, and The Bear and Star, in Fess Parker's Wine Country Inn and Spa.

From the downstairs patio of the house you can walk to the corner to the corner coffee house. On your way, browse Wendy Foster's Dress Shop and Italian shoes. Locally made Stafford's Chocolates have the most delicious salted caramels and red wine truffles. Alll that is just on the same street downstairs.

First Street Leather is next to Stolpman wine tasting. Panino's has the best sandwiches, try the #12 on wheat sourdough, it's a favorite! The Lavina Campbell Park has recently been renovated for a picnic or a time to relax and people watch. Many wine tasting shops have patios and tables on lawns for picnics and wine.

If you take a stroll the two blocks by two blocks which makes up Los Olivos, turn into the Saint Marks church parking lot where there is a bench in an entry by the side cemetery which is quiet and serene for a reflective moment.

Passing the R Country Store on your way home anything you are missing can be quickly picked up. Los Olivos is a very safe place to be. All that right outside your door, AND if you feel like a drive, try Solvang, a Danish settlement with delectable bakeries, it's just minutes away. If you feel like getting a feel of the Old West, the town of Santa Ynez is close by. Lake Cachuma is located just 7 miles south. Great fishing, boating, kayaking. And there's more! The Valley is great for bike riding and hiking, too.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $500
Cleaning Fee $200
Pet Fee $35
Tax Rate 12.0%

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.

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