Photo by Anthony Hilario

San Luis Obispo Wine Country Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Luis Obispo Wine Country holiday rentals

Room

1. Avila Pismo RV Resort and Campground

Avila Pismo RV Resort and Campground
3.0 star property
San Luis Obispo
9.2 out of 10, Wonderful, (57 reviews)
"Family, friendly, clean, restrooms, pet friendly will definitely go back Again"
United States
Gissela
The price is AU$189
includes taxes & fees
11 Nov - 12 Nov
Avila Pismo RV Resort and Campground
A deck with outdoor seating, a fire pit, and a view of the ocean and a bridge.

2. Flying Flags Avila Beach

Flying Flags Avila Beach
3.0 star property
Avila Beach
9.4 out of 10, Exceptional, (132 reviews)
"Awesome view and great layout!"
United States
Steve
The price is AU$391
includes taxes & fees
24 Nov - 25 Nov
Flying Flags Avila Beach
A coastal scene with a pier extending into calm waters, a sandy beach, and a hilly landscape in the background.

3. The Pine House — Dog Friendly Studio with Private Deck | Queen Bed Under the Pines · In-Unit Washer & Dryer · AC · Full Kitchenette · Beach Gear & Bikes · Avila Beach · Sleeps 2

The Pine House — Dog Friendly Studio with Private Deck | Queen Bed Under the Pines · In-Unit Washer & Dryer · AC · Full Kitchenette · Beach Gear & Bikes · Avila Beach · Sleeps 2
Avila Beach
8.8 out of 10, Excellent, (14 reviews)
"Great stay! All of the necessities and such a great location. Host was responsive and helpful. "
United States
Danielle
The price is AU$388
includes taxes & fees
11 Nov - 12 Nov
The Pine House — Dog Friendly Studio with Private Deck | Queen Bed Under the Pines · In-Unit Washer & Dryer · AC · Full Kitchenette · Beach Gear & Bikes · Avila Beach · Sleeps 2
A room with a window, a plant, a wall-mounted shelf with books, a refrigerator, and a trash can.

4. 1 Queen Bed | ADA/Tub/Micfridge

1 Queen Bed | ADA/Tub/Micfridge
San Luis Obispo
10.0 out of 10, Exceptional, (3 reviews)
"Just needed somewhere clean to crash for a night. This fit the bill perfectly."
United States
Anonymous traveller
The price is AU$136
includes taxes & fees
17 Nov - 18 Nov
1 Queen Bed | ADA/Tub/Micfridge
A hotel reception desk with a staff member, a guest, and a child.

5. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
San Luis Obispo
10.0 out of 10, Exceptional, (3 reviews)
"Just needed a straightforward place to rest overnight where basic needs were comfortably met."
United States
Anonymous traveller
The price is AU$153
includes taxes & fees
17 Nov - 18 Nov
2 Queen Beds | Non-Smoking, Kitchen
A teal house with a sliding door open, revealing a living area with a sofa, a ladder, and a sign.

6. Lovely Tiny House Nestled in the Eucalyptus trees

Lovely Tiny House Nestled in the Eucalyptus trees
San Luis Obispo
9.6 out of 10, Exceptional, (16 reviews)
"This property was very clean and host was responsive. Cute and cozy!"
United States
LoAn P.
The price is AU$347
includes taxes & fees
15 Nov - 16 Nov
Lovely Tiny House Nestled in the Eucalyptus trees
A compact living space with a kitchenette, a sofa with a yellow cushion, and a staircase leading to an upper level.

7. Pacific Coast Tiny House with three beds & a loft

Pacific Coast Tiny House with three beds & a loft
San Luis Obispo
9.8 out of 10, Exceptional, (21 reviews)
"Kids loved the loft."
United States
Joshua M.
Pacific Coast Tiny House with three beds & a loft
Terrace/patio

8. "The Treehouse"/studio in oaks. Ocean 6+min. walk

"The Treehouse"/studio in oaks. Ocean 6+min. walk
Avila Beach
9.8 out of 10, Exceptional, (17 reviews)
"Amazing location and host!"
United States
Lucy H.
The price is AU$321
includes taxes & fees
15 Nov - 16 Nov
"The Treehouse"/studio in oaks. Ocean 6+min. walk
A wooden deck with a railing, a small potted plant, and a propane tank.

9. San Luis Obispo Sunshine Tiny Home with 2 Queens

San Luis Obispo Sunshine Tiny Home with 2 Queens
San Luis Obispo
9.6 out of 10, Exceptional, (7 reviews)
"We really enjoyed the tiny home! The neighborhood was quiet and safe. The tiny home had everything that we needed. We would definitely stay here again!"
United States
Cami T.
The price is AU$333
includes taxes & fees
15 Nov - 16 Nov
San Luis Obispo Sunshine Tiny Home with 2 Queens
An outdoor deck with wooden railings, a wooden staircase, and two Adirondack chairs.

10. Peaceful tiny home with two queens and a loft

Peaceful tiny home with two queens and a loft
San Luis Obispo
9.0 out of 10, Wonderful, (19 reviews)
"Very friendly and attentive host, without being intrusive. The location is close to the downtown market area, and is easily walkable if you’re not in a hurry. Cozy home with cute deck overlooking a creek. Stairs to loft are super steep and narrow, proceed with caution. "
United States
Amanda P.
Peaceful tiny home with two queens and a loft
A coastal scene with a pier extending into calm waters, a sandy beach, and a hilly landscape in the background.

11. Casa Azul — Vibrant King Bed Studio One Block from the Sand | Historic Bungalow Charm, Modern Comfort · AC · Kitchenette · Beach Cruisers & Beach Gear · Designated Parking · Downtown Avila Beach · Sleeps 2 · Managed by Solmaré Stays

Casa Azul — Vibrant King Bed Studio One Block from the Sand | Historic Bungalow Charm, Modern Comfort · AC · Kitchenette · Beach Cruisers & Beach Gear · Designated Parking · Downtown Avila Beach · Sleeps 2 · Managed by Solmaré Stays
Avila Beach
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful Location "
United States
Rae L.
The price is AU$504
includes taxes & fees
22 Nov - 23 Nov
Casa Azul — Vibrant King Bed Studio One Block from the Sand | Historic Bungalow Charm, Modern Comfort · AC · Kitchenette · Beach Cruisers & Beach Gear · Designated Parking · Downtown Avila Beach · Sleeps 2 · Managed by Solmaré Stays
A bedroom with a bed, a ceiling fan, a view of the outdoors, and a wall-mounted tapestry.

12. Boho Bungalow+walkable+stocked kitchen+BBQ+private

Boho Bungalow+walkable+stocked kitchen+BBQ+private
San Luis Obispo
9.8 out of 10, Exceptional, (31 reviews)
"Sweet little place walking distance to the train station and downtown. A good place to SLO down!"
United States
Suzanne J.
The price is AU$380
includes taxes & fees
17 Nov - 18 Nov
Boho Bungalow+walkable+stocked kitchen+BBQ+private
A modern living room with a wooden wall, a flat-screen TV, a fireplace, and a kitchen in the background.

13. 2-Story Gem | Downtown Access | Private Backyard

2-Story Gem | Downtown Access | Private Backyard
Lower Higuera
9.4 out of 10, Exceptional, (59 reviews)
"great location, loved the property, great stay"
United States
Thomas C.
The price is AU$591
includes taxes & fees
17 Nov - 18 Nov
2-Story Gem | Downtown Access | Private Backyard
A room with a window overlooking greenery, a small table with chairs, and a framed artwork on the wall.

14. Monterey Heights 2 Bedroom Suite. Walk to Cal Poly SLO

Monterey Heights 2 Bedroom Suite. Walk to Cal Poly SLO
San Luis Obispo
10.0 out of 10, Exceptional, (1 review)
"Christian's place was perfect for us! A beautiful space with modern decor, super comfy beds and all the amenities you would need. Even some nice extras like snacks and coffee. It was in a great neighborhood (just 2 blocks from our daughter's house) near Cal Poly. We really enjoyed our weekend there and would love to come back!"
United States
Julie S.
The price is AU$424
includes taxes & fees
16 Nov - 17 Nov
Monterey Heights 2 Bedroom Suite. Walk to Cal Poly SLO
A living room with a sofa, a coffee table, a door leading outside, and a wall with framed pictures.

15. Contemporary Boutique Bungalow+Backyard+Walkable

Contemporary Boutique Bungalow+Backyard+Walkable
San Luis Obispo
10.0 out of 10, Exceptional, (81 reviews)
"Great bungalow. Clean, comfortable and spacious for a 2 bedroom."
United States
Alicia P.
Contemporary Boutique Bungalow+Backyard+Walkable
A modern kitchen with a central island, bar stools, stainless steel appliances, and decorative wall art.

16. Spacious SLO Retreat | Walk to DT/Parks

Spacious SLO Retreat | Walk to DT/Parks
San Luis Obispo
10.0 out of 10, Exceptional, (63 reviews)
"Everything was fantastic and worked perfectly for our quick trip. Location was super convenient."
United States
Kristi H.
The price is AU$740
includes taxes & fees
15 Nov - 16 Nov
Spacious SLO Retreat | Walk to DT/Parks
An outdoor patio with a fire pit, two wicker sofas, and a wooden table.

17. San Luis Obispo Wine Country Retreat

San Luis Obispo Wine Country Retreat
San Luis Obispo
9.8 out of 10, Exceptional, (37 reviews)
"This is a beautifully peaceful vacation property and we enjoyed our stay."
United States
Lilly O.
The price is AU$837
includes taxes & fees
11 Nov - 12 Nov
San Luis Obispo Wine Country Retreat
A patio with a fire pit, outdoor furniture, and string lights.

18. 1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown

1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown
Old Town Historic District
10.0 out of 10, Exceptional, (70 reviews)
"Super cute, historic place! Great location, clean, and charming. "
United States
Julie B.
The price is AU$955
includes taxes & fees
15 Nov - 16 Nov
1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown
A modern kitchen with dark wood cabinets, a stainless steel range, and a built-in microwave.

19. Modern Kitchen 3BR Home w/ Yard

Modern Kitchen 3BR Home w/ Yard
San Luis Obispo
The price is AU$881
includes taxes & fees
17 Nov - 18 Nov
Modern Kitchen 3BR Home w/ Yard
A modern living room with a fireplace, a sofa set, and a view of the sea and mountains.

20. Hummingbird House — Private Rooftop Terrace, Panoramic Ocean & Pier Views, 2BR/2BA Luxury Home · Steps to Avila Beach · Fireplace · Gourmet Kitchen · Beach Gear & Bikes Included · Sleeps 5 · Managed by Solmaré Stays

Hummingbird House — Private Rooftop Terrace, Panoramic Ocean & Pier Views, 2BR/2BA Luxury Home · Steps to Avila Beach · Fireplace · Gourmet Kitchen · Beach Gear & Bikes Included · Sleeps 5 · Managed by Solmaré Stays
Avila Beach
10.0 out of 10, Exceptional, (8 reviews)
"BEAUTIFUL, clean, easy to get to, very clear guide (online and onsite), great location. We only stayed one night passing through the area but would definitely stay again!"
United States
Alexandra A.
The price is AU$980
includes taxes & fees
11 Nov - 12 Nov
Hummingbird House — Private Rooftop Terrace, Panoramic Ocean & Pier Views, 2BR/2BA Luxury Home · Steps to Avila Beach · Fireplace · Gourmet Kitchen · Beach Gear & Bikes Included · Sleeps 5 · Managed by Solmaré Stays
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.
View all properties

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top San Luis Obispo Wine Country Hotel Reviews

An outdoor patio with striped umbrellas, wicker furniture, and potted plants.
Petit Soleil

Petit Soleil

Petit Soleil
MoJo

10/10 Excellent

Great place with french inspired themes. They have a great Mexican restaurant onsite as well. Worth the stop and worth the stay.
Australia
Seth
Reviewed June 30, 2026
Petit Soleil

Find out more about San Luis Obispo Wine Country

Everything you need to know about San Luis Obispo Wine Country holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Luis Obispo Wine Country holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Luis Obispo Wine Country holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

San Luis Obispo Wine Country holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Luis Obispo Wine Country. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Luis Obispo Wine Country holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of San Luis Obispo Wine Country holiday rentals we have chosen for you start as low as AU$136 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on San Luis Obispo Wine Country rentals

At Expedia, we put the best San Luis Obispo Wine Country holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top San Luis Obispo Wine Country rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Luis Obispo Wine Country holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Luis Obispo Wine Country. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia