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

Holiday Homes in San Luis Obispo Wine Country

  • 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 holiday homes

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

Boho Bungalow+walkable+stocked kitchen+BBQ+private
San Luis Obispo
9.6 out of 10, Exceptional, (29 reviews)
"Cozy place, felt great to have a mini vacation there "
United States
Sabreena B.
The price is AU$474
includes taxes & fees
26 Aug - 27 Aug
Boho Bungalow+walkable+stocked kitchen+BBQ+private

2. Comfortable 2-Bedroom SLO bungalow house

Comfortable 2-Bedroom SLO bungalow house
San Luis Obispo
9.0 out of 10, Wonderful, (9 reviews)
"Just a quick trip to the coast for some wine and fun. The place was clean and cute."
United States
Jessica F.
Comfortable 2-Bedroom SLO bungalow house

3. The BEST Tiny Home with 2 Queens and a loft

The BEST Tiny Home with 2 Queens and a loft
San Luis Obispo
8.8 out of 10, Excellent, (9 reviews)
"All around great spot! It was very clean and and had everything we needed! It was a great stay!"
United States
Colleen C.
The price is AU$379
includes taxes & fees
7 Sept - 8 Sept
The BEST Tiny Home with 2 Queens and a loft

4. Contemporary Boutique Bungalow+Backyard+Walkable

Contemporary Boutique Bungalow+Backyard+Walkable
San Luis Obispo
9.8 out of 10, Exceptional, (80 reviews)
"Great place to stay at. Has everything you need and close to downtown. "
United States
Ashley B.
The price is AU$622
includes taxes & fees
31 Aug - 1 Sept
Contemporary Boutique Bungalow+Backyard+Walkable

5. "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, (10 reviews)
"Lovely, comfortable stay very near Avila Beach!Our host John was very friendly and knowledgeable; he had lots of suggestions of things to do/places to eat and even provided beach gear "
United States
Larissa C.
"The Treehouse"/studio in oaks. Ocean 6+min. walk

6. Emberlight | Private Fire Pit & Beach Access

Emberlight | Private Fire Pit & Beach Access
Avila Beach
9.2 out of 10, Wonderful, (15 reviews)
"Quick easy check in, great stay! Superb!!!!"
United States
Jacqueline M.
The price is AU$465
includes taxes & fees
10 Sept - 11 Sept
Emberlight | Private Fire Pit & Beach Access

7. 2-Story Gem | Downtown Access | Private Backyard

2-Story Gem | Downtown Access | Private Backyard
Lower Higuera
9.4 out of 10, Exceptional, (54 reviews)
"great location, loved the property, great stay"
United States
Thomas C.
The price is AU$570
includes taxes & fees
16 Sept - 17 Sept
2-Story Gem | Downtown Access | Private Backyard

8. The Nest | Cozy Studio Steps to Sand

The Nest | Cozy Studio Steps to Sand
Avila Beach
9.6 out of 10, Exceptional, (20 reviews)
"The location is great. The host was welcoming and provided excellent directions. It was easy to get in and out."
United States
Barbara W.
The price is AU$436
includes taxes & fees
13 Sept - 14 Sept
The Nest | Cozy Studio Steps to Sand

9. Spacious SLO Retreat | Walk to DT/Parks

Spacious SLO Retreat | Walk to DT/Parks
San Luis Obispo
10.0 out of 10, Exceptional, (57 reviews)
"Great place for my wife and I but also good for a family. Everything was clean and easy and as advertised. Would definitely stay again."
United States
Erik S.
The price is AU$714
includes taxes & fees
2 Sept - 3 Sept
Spacious SLO Retreat | Walk to DT/Parks

10. 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, (63 reviews)
"Super cute, historic place! Great location, clean, and charming. "
United States
Julie B.
1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown

11. The Deckhouse | Avila Beach · Steps to Sand

The Deckhouse | Avila Beach · Steps to Sand
Avila Beach
9.0 out of 10, Wonderful, (4 reviews)
"Everything was excellent! "
United States
Jane D.
The price is AU$499
includes taxes & fees
8 Sept - 9 Sept
The Deckhouse | Avila Beach · Steps to Sand

12. San Luis Obispo Wine Country Retreat

San Luis Obispo Wine Country Retreat
San Luis Obispo
9.8 out of 10, Exceptional, (37 reviews)
"We loved it and will definitely be back!"
United States
Maria K.
The price is AU$859
includes taxes & fees
8 Sept - 9 Sept
San Luis Obispo Wine Country Retreat

13. Gorgeous Modern Pet Friendly Condo close to everything

Gorgeous Modern Pet Friendly Condo close to everything
Lower Broad
9.4 out of 10, Exceptional, (72 reviews)
"Spacious and well-appointed property, conveniently located. We enjoyed our stay and would return again. Highly recommend!"
United States
Ann L.
The price is AU$899
includes taxes & fees
19 Aug - 20 Aug
Gorgeous Modern Pet Friendly Condo close to everything

14. The Coral House | Luxury King 1BR & Ocean View

The Coral House | Luxury King 1BR & Ocean View
Avila Beach
9.8 out of 10, Exceptional, (9 reviews)
"Everything was perfect and clean"
United States
Lorrie
The Coral House | Luxury King 1BR & Ocean View

15. Pet friendly. 1 mi to beach. Not a house share.

Pet friendly. 1 mi to beach. Not a house share.
Oceano
9.8 out of 10, Exceptional, (240 reviews)
"The room was clean and in a great location."
United States
Tracy M.
The price is AU$199
includes taxes & fees
23 Aug - 24 Aug
Pet friendly. 1 mi to beach. Not a house share.

16. Baywood Cottage #3 | Walk to Bay | Dog Friendly

Baywood Cottage #3 | Walk to Bay | Dog Friendly
Baywood Park
10.0 out of 10, Exceptional, (33 reviews)
"Incredibly kind and accommodating host! The stay and location is beautiful too!"
United States
Tori S.
The price is AU$385
includes taxes & fees
9 Sept - 10 Sept
Baywood Cottage #3 | Walk to Bay | Dog Friendly

17. Central Coast Cottage

Central Coast Cottage
Arroyo Grande
10.0 out of 10, Exceptional, (23 reviews)
"The cottage is a perfect place for a short stay to visit wineries in the Edna Valley! "
United States
Teresa S.
The price is AU$291
includes taxes & fees
9 Sept - 10 Sept
Central Coast Cottage

18. Tropical Retreat Close to Beach

Tropical Retreat Close to Beach
Grover Beach
9.4 out of 10, Exceptional, (20 reviews)
"It was very cute and clean stay right by the beach! 10/10 will stay here again:)"
United States
Romissa
The price is AU$289
includes taxes & fees
13 Sept - 14 Sept
Tropical Retreat Close to Beach

19. Pacific Coast Highway Milkhouse

Pacific Coast Highway Milkhouse
San Luis Obispo
10.0 out of 10, Exceptional, (14 reviews)
"Exquisite design and serene surroundings:)Unbeatable stay!"
United States
Samar S.
The price is AU$360
includes taxes & fees
1 Sept - 2 Sept
Pacific Coast Highway Milkhouse

20. MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome

MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome
San Luis Obispo
9.8 out of 10, Exceptional, (489 reviews)
"Dogs were super sweet, Ryan was a great at knowledgeable host with excellent local recommendations. "
United States
Caitlin L.
The price is AU$690
includes taxes & fees
30 Aug - 31 Aug
MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome
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

San Luis Obispo Wine Country Holiday Homes information

Number of reviews
12,332
Accommodation
740 Holiday Homes
Lowest Price
AU$119
Highest Price
AU$299

Explore a world of travel with Expedia