Photo by robb image

Search Los Olivos Cottage Rentals from CA $188

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Los Olivos Cottages

Our top choices for Los Olivos cottages

Charming Wine Country Cottage, Pet Friendly!
Terrace/patio

Charming Wine Country Cottage, Pet Friendly!

9.8 out of 10, Exceptional, (52)
"Peaceful, comfortable, clean , accessible, DONKEYS !"
The price is CA $188
CA $414 total
includes taxes & fees
Aug 24 - Aug 25
Charming Wine Country Cottage, Pet Friendly!
Gastro HQ: Luxe Studio, Walk To Best Restaurants, L2EV, Sleeps 4, Unit 5 Madera
Property grounds

Gastro HQ: Luxe Studio, Walk To Best Restaurants, L2EV, Sleeps 4, Unit 5 Madera

10.0 out of 10, Exceptional, (1)
"Lovely spacious cottage . Love the privacy . would stay here again ! "
The price is CA $602
CA $805 total
includes taxes & fees
Aug 27 - Aug 28
Gastro HQ: Luxe Studio, Walk To Best Restaurants, L2EV, Sleeps 4, Unit 5 Madera
Wine Country Dream: Luxe Studio, Winery Passes, L2EV, Sleeps 4, Unit 6 Edison
Property grounds

Wine Country Dream: Luxe Studio, Winery Passes, L2EV, Sleeps 4, Unit 6 Edison

9.0 out of 10, Wonderful, (2)
"Enjoyed our stay. While there is space for 4 people, I would only share with family based on the configuration."
The price is CA $602
CA $805 total
includes taxes & fees
Aug 28 - Aug 29
Wine Country Dream: Luxe Studio, Winery Passes, L2EV, Sleeps 4, Unit 6 Edison
Cyclist Paradise: Luxe Studio Wine Country Beauty L2EV Sleeps 4, Unit 3 Numancia
Property grounds

Cyclist Paradise: Luxe Studio Wine Country Beauty L2EV Sleeps 4, Unit 3 Numancia

10.0 out of 10, Exceptional, (2)
"Quick 1 night girls trip and the location and room was beyond fantastic! Service is aamzing and super helpful and the Tesla charger was a great perk. Thanks for everything!"
The price is CA $602
CA $810 total
includes taxes & fees
Aug 27 - Aug 28
Cyclist Paradise: Luxe Studio Wine Country Beauty L2EV Sleeps 4, Unit 3 Numancia
Gastro HQ2: Luxe Studio Walk To Best Restaurants, L2EV, Sleeps 4, Unit 5 Faraday
Dining

Gastro HQ2: Luxe Studio Walk To Best Restaurants, L2EV, Sleeps 4, Unit 5 Faraday

10.0 out of 10, Exceptional, (2)
"We loved the property and location "
The price is CA $602
CA $805 total
includes taxes & fees
Aug 27 - Aug 28
Gastro HQ2: Luxe Studio Walk To Best Restaurants, L2EV, Sleeps 4, Unit 5 Faraday
Horse Country Heaven: Luxe Studio, Santa Ynez, L2EV, Sleeps 4, Unit 1 Sagunto
Property grounds

Horse Country Heaven: Luxe Studio, Santa Ynez, L2EV, Sleeps 4, Unit 1 Sagunto

10.0 out of 10, Exceptional, (2)
"Cutest cottages, quaint, comfortable - amazing location! The owner Dave was beyond helpful and kind, couldn’t recommend staying here more!"
The price is CA $602
CA $805 total
includes taxes & fees
Aug 27 - Aug 28
Horse Country Heaven: Luxe Studio, Santa Ynez, L2EV, Sleeps 4, Unit 1 Sagunto
Lovers Getaway: Luxe Studio Romance Wine Gastro L2EV Sleeps 4, Unit 4 Meadowvale
1 bedroom, desk, iron/ironing board, free WiFi

Lovers Getaway: Luxe Studio Romance Wine Gastro L2EV Sleeps 4, Unit 4 Meadowvale

10.0 out of 10, Exceptional, (1)
"This is a perfect place to stay in Santa Ynez. The cottage was clean with everything you could need for your vacation including a large bathroom and living area. There is even a place to park and a Tesla charger right there. You can literally walk to EVERYTHING! Dave was so helpful and really went the extra mile to make sure we had everything we needed. We will be back for sure!"
The price is CA $602
CA $805 total
includes taxes & fees
Aug 27 - Aug 28
Lovers Getaway: Luxe Studio Romance Wine Gastro L2EV Sleeps 4, Unit 4 Meadowvale
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Los Olivos Hotel Reviews

Sideways Inn

Sideways Inn

10/10 Excellent
"Sideways Inn is a great motel. Their Lounge is fun (though I'd pass on the sausage dinner). Convenient to Ellen's Pancake House too."
Dan 1-night trip
Posted 1 day ago
Sideways Inn