Holiday Homes in San Luis Obispo Wine Country

    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

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in San Luis Obispo Wine Country

MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome
Interior

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

9.8 out of 10, Exceptional, (434)
"Ryan was a great host with lots of care and interest during his orientation to the place. He left us alone the rest of the time. The views were gorgeous and beds very compfy. Sweet dogs and easy stay. "
The price is NZ$630
includes taxes & fees
27 July - 28 July
MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome
BEACHFRONT with Spa
On the beach, sun-loungers

BEACHFRONT with Spa

9.4 out of 10, Exceptional, (248)
"Everything was great with the place the view is amazing the neighborhood was very nice "
BEACHFRONT with Spa
LUXURY : VISTA HOUSE above the Clouds! Stunning view near Avila Beach & Downtown
Outdoor dining

LUXURY : VISTA HOUSE above the Clouds! Stunning view near Avila Beach & Downtown

10.0 out of 10, Exceptional, (454)
"Great getaway with beautiful views. Ryanne, the host was very helpful with good advice about things to do locally. would definitely find time to go back again."
The price is NZ$628
includes taxes & fees
31 July - 1 Aug
LUXURY : VISTA HOUSE above the Clouds! Stunning view near Avila Beach & Downtown
Breathtaking Ocean and Beach Views
Interior

Breathtaking Ocean and Beach Views

9.6 out of 10, Exceptional, (97)
"Gorgeous views and location. "
Breathtaking Ocean and Beach Views
Baywood Cottage #1 | Walk to Bay | Dog Friendly
Beach

Baywood Cottage #1 | Walk to Bay | Dog Friendly

10.0 out of 10, Exceptional, (35)
"Comfortable accommodations. Host friendly and welcoming. We had a lovely stay. "
The price is NZ$523
includes taxes & fees
19 Aug - 20 Aug
Baywood Cottage #1 | Walk to Bay | Dog Friendly
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly
Property grounds

46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

10.0 out of 10, Exceptional, (377)
"We've stayed at this property several times and love the location and views. I would recommend to anyone looking for a nice little house in the Paso area."
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly
Magnificent Ocean views! On Oceano sandy beach with fire pit
Fridge, microwave, oven, stovetop

Magnificent Ocean views! On Oceano sandy beach with fire pit

9.2 out of 10, Wonderful, (202)
"Family trip with two teen daughters and our small dog. We enjoyed our stay at the Seagull. The crow’s nest, hot tub and fire pit were nice features. Great place on the beach. Close walk to restaurants, general store and atv rentals."
Magnificent Ocean views! On Oceano sandy beach with fire pit
Iconic Modern Farmhouse- San Luis Obispo
Exterior detail

Iconic Modern Farmhouse- San Luis Obispo

9.8 out of 10, Exceptional, (29)
"We rented this home for a month and it really felt like a home to us. The house was well supplied with everything we needed and was in a wonderful location. We walked to downtown every day and sat on the porch every night. I really hope we can stay again!"
The price is NZ$910
includes taxes & fees
20 Aug - 21 Aug
Iconic Modern Farmhouse- San Luis Obispo
Tropical Retreat. Great for 6-8 guest. Close to beaches.
Beach

Tropical Retreat. Great for 6-8 guest. Close to beaches.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Nice & comfortable stay, thank you!"
The price is NZ$756
includes taxes & fees
20 Aug - 21 Aug
Tropical Retreat. Great for 6-8 guest. Close to beaches.
A five star gem in the middle of the Paso Robles Wine District. Don't miss out.
Terrace/patio

A five star gem in the middle of the Paso Robles Wine District. Don't miss out.

10.0 out of 10, Exceptional, (118)
"Perfect home for two couples. Short drive to Paso to enjoy Niner Winery. Beautiful drive to Morro Bay. Central location to many of our favorite places to visit. We plan to make Willow House our home away from next year. We appreciate the clean well stocked home. "
A five star gem in the middle of the Paso Robles Wine District. Don't miss out.
Classic getaway by the sea within walking distance to everything w/ocean views
Fridge, microwave, oven, stovetop

Classic getaway by the sea within walking distance to everything w/ocean views

9.0 out of 10, Wonderful, (88)
"Loved our stay at this quaint beach house! Walking distance to the beach and various shops. It has a fully stocked kitchen which was a huge plus for our group. It did feel a little dusty and many people in my group had horrible allergies during my stay though."
Classic getaway by the sea within walking distance to everything w/ocean views
Modern Convenience in Avila Beach
Property grounds

Modern Convenience in Avila Beach

9.4 out of 10, Exceptional, (135)
"Very nice, clean, well equipped condo just blocks from the beach. Easy walk to beach, wineries, and restaurants. "
Modern Convenience in Avila Beach
Krisyn Vineyards - Hilltop Views, Pool and Spa
A heated pool

Krisyn Vineyards - Hilltop Views, Pool and Spa

10.0 out of 10, Exceptional, (14)
"The property was amazing and we will all return for another fabulous family get together. "
Krisyn Vineyards - Hilltop Views, Pool and Spa
Luxury Village Home Close to Beaches and Wineries!
Terrace/patio

Luxury Village Home Close to Beaches and Wineries!

9.4 out of 10, Exceptional, (26)
"Very cute house! Pictures are very accurate, nice little shopping area close by! Plenty of parking. Friends and I had a great time! "
The price is NZ$965
includes taxes & fees
12 Aug - 13 Aug
Luxury Village Home Close to Beaches and Wineries!
Short walk to beach, 4 br, 2 bath, private house! Across street from park & pond
Fridge, microwave, oven, stovetop

Short walk to beach, 4 br, 2 bath, private house! Across street from park & pond

9.6 out of 10, Exceptional, (117)
"It was a great stay! The hosts were very friendly and gave great recommendations for dinner! Simple and easy stay just like we wanted!"
The price is NZ$918
includes taxes & fees
4 Aug - 5 Aug
Short walk to beach, 4 br, 2 bath, private house! Across street from park & pond
Upstairs retreat with ocean views!
Fridge, microwave, oven, stovetop

Upstairs retreat with ocean views!

9.4 out of 10, Exceptional, (16)
"We loved staying here and had great communication with our host. It’s a lovely property for a weekend getaway"
Upstairs retreat with ocean views!
FULL OCEAN VIEW!!! 3 minute walk to beach, WiFi, Dogs welcomed upon approval
Beach nearby, sun-loungers, beach towels

FULL OCEAN VIEW!!! 3 minute walk to beach, WiFi, Dogs welcomed upon approval

10.0 out of 10, Exceptional, (267)
"My husband and I had a great time with our 2 dogs. The home was across from the leash-free dog beach, and they had so much fun. We would definitely book the home again."
FULL OCEAN VIEW!!! 3 minute walk to beach, WiFi, Dogs welcomed upon approval
Endless Summer with Ocean Views, Ocean Side Hwy 101
Outdoor dining

Endless Summer with Ocean Views, Ocean Side Hwy 101

10.0 out of 10, Exceptional, (75)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The home was beautiful and was so close to the beach, pier, shops and restaurants. I would definitely stay here again."
Endless Summer with Ocean Views, Ocean Side Hwy 101
RELAX❤️SEASIDE RETREAT~2 minutes to PISMO Beach
Smart TV, fireplace, Netflix, Hulu

RELAX❤️SEASIDE RETREAT~2 minutes to PISMO Beach

9.6 out of 10, Exceptional, (49)
"We really enjoyed staying here, especially my children! We had everything we needed to have a good time at the beach, prepare & eat meals, and have fun at the house. The location was perfectly central for us. We would definitely come again!"
The price is NZ$1,254
includes taxes & fees
14 Aug - 15 Aug
RELAX❤️SEASIDE RETREAT~2 minutes to PISMO Beach
Welcome to your luxe hilltop escape - a stunning retreat with panoramic views
Pool

Welcome to your luxe hilltop escape - a stunning retreat with panoramic views

4.0 star property
9.0 out of 10, Wonderful, (10)
"Great place! Exactly as pictured. The drive to get to the property is very pretty and you see lots of deer and animals, so just be careful as you drive. One thing to note, if you want to ride share around - its a bit out of the way so you'll have to drive more often. Overall, my group of couples and I had an amazing time!"
Welcome to your luxe hilltop escape - a stunning retreat with panoramic views
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 San Luis Obispo Wine Country Hotel Reviews

Spyglass Inn

Spyglass Inn

10/10 Excellent
"Rooms were comfortable and clean. Outside was landscaped very nice with great fire pit areas and awesome views. Staff was very nice and helpful. Close to everything. "
Janae 2-night trip
Posted 1 day ago
Spyglass Inn