A coastal landscape with rocky cliffs, clear blue waters, and distant mountains.

San Luis Obispo Wine Country Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for San Luis Obispo Wine Country vacation rentals

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, (56 reviews)
"Family, friendly, clean, restrooms, pet friendly will definitely go back Again"
United States
Gissela
The price is ¥18,284
¥20,569 total
includes taxes & fees
Nov 9 - Nov 10
Avila Pismo RV Resort and Campground

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 ¥37,853
¥42,586 total
includes taxes & fees
Nov 24 - Nov 25
Flying Flags Avila Beach

3. San Luis Obispo, Queen Bed | Micfridge

San Luis Obispo, Queen Bed | Micfridge
San Luis Obispo
10.0 out of 10, Exceptional, (3 reviews)
"Super practical spot for a quick trip!"
United States
Anonymous traveler
The price is ¥13,086
¥14,879 total
includes taxes & fees
Nov 8 - Nov 9
San Luis Obispo, Queen Bed | Micfridge

4. 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 ¥20,782
¥42,352 total
includes taxes & fees
Nov 8 - Nov 9
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

5. 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)
"pet friendly, clean space"
United States
Adriana A.
The price is ¥19,513
¥38,120 total
includes taxes & fees
Nov 8 - Nov 9
Lovely Tiny House Nestled in the Eucalyptus trees

6. 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 traveler
The price is ¥14,626
¥16,695 total
includes taxes & fees
Nov 15 - Nov 16
2 Queen Beds | Non-Smoking, Kitchen

7. 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 ¥17,324
¥36,365 total
includes taxes & fees
Nov 8 - Nov 9
San Luis Obispo Sunshine Tiny Home with 2 Queens

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 ¥28,821
¥34,629 total
includes taxes & fees
Nov 8 - Nov 9
"The Treehouse"/studio in oaks. Ocean 6+min. walk

9. 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.
The price is ¥20,269
¥42,409 total
includes taxes & fees
Nov 12 - Nov 13
Peaceful tiny home with two queens and a loft

10. Eucalyptus House near downtown

Eucalyptus House near downtown
San Luis Obispo
9.8 out of 10, Exceptional, (11 reviews)
"Everything we were looking for in a rental, extremely clean, new, reserved parking and thorough instruction."
United States
Carlos A.
Eucalyptus House near downtown

11. 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 ¥15,765
¥39,897 total
includes taxes & fees
Nov 8 - Nov 9
Boho Bungalow+walkable+stocked kitchen+BBQ+private

12. 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.
The price is ¥36,900
¥66,273 total
includes taxes & fees
Nov 23 - Nov 24
Contemporary Boutique Bungalow+Backyard+Walkable

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 ¥30,711
¥64,649 total
includes taxes & fees
Nov 9 - Nov 10
2-Story Gem | Downtown Access | Private Backyard

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 ¥29,766
¥48,192 total
includes taxes & fees
Nov 29 - Nov 30
Monterey Heights 2 Bedroom Suite. Walk to Cal Poly SLO

15. 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 ¥35,435
¥81,391 total
includes taxes & fees
Nov 8 - Nov 9
Spacious SLO Retreat | Walk to DT/Parks

16. 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 ¥36,223
¥98,304 total
includes taxes & fees
Nov 9 - Nov 10
San Luis Obispo Wine Country Retreat

17. 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, (68 reviews)
"Super cute, historic place! Great location, clean, and charming. "
United States
Julie B.
The price is ¥52,539
¥98,778 total
includes taxes & fees
Nov 8 - Nov 9
1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown

18. Modern Kitchen 3BR Home w/ Yard

Modern Kitchen 3BR Home w/ Yard
San Luis Obispo
The price is ¥43,522
¥98,182 total
includes taxes & fees
Nov 16 - Nov 17
Modern Kitchen 3BR Home w/ Yard

19. 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 ¥61,579
¥107,525 total
includes taxes & fees
Nov 10 - Nov 11
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

20. San Luis Obispo 2 Queen Beds | Micfridge

San Luis Obispo 2 Queen Beds | Micfridge
San Luis Obispo
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here if they want something close to SLO airport that's easy to get in and out of fast night stays are covered well here."
United States
Anonymous traveler
The price is ¥15,395
¥17,499 total
includes taxes & fees
Nov 8 - Nov 9
San Luis Obispo 2 Queen Beds | Micfridge
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

Top San Luis Obispo Wine Country Hotel Reviews

Find out more about San Luis Obispo Wine Country

Search for holiday rentals in San Luis Obispo Wine Country on Expedia! You can easily find your home rentals, villas, holiday apartments in San Luis Obispo Wine Country using one of the methods below:

  • View our selection of featured holiday rentals in San Luis Obispo Wine Country
  • Use the map to find apartments and other holiday homes in the San Luis Obispo Wine Country neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Luis Obispo Wine Country while they last

Look no further and take a look at our great range of rental properties in San Luis Obispo Wine Country!

Explore a world of travel with Expedia