Search Holiday Homes in San Luis Obispo Wine Country

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Browse Select San Luis Obispo Wine Country Holiday Homes

MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome
Enjoy a scenic view from the kitchen window overlooking rolling hills and greenery.

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

9.8 out of 10, Exceptional, (436)
"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 £292
includes taxes & fees
31 Jul - 1 Aug
MOUNTAIN TOP GETAWAY : Best View In SLO! : Pets welcome
BEACHFRONT with Spa
Relax on the beach with comfortable seating and umbrellas, surrounded by the soothing sound of the ocean.

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
Relax on the covered porch with a table and two chairs, surrounded by lush greenery and a large potted plant.

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

10.0 out of 10, Exceptional, (456)
"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 £333
includes taxes & fees
19 Aug - 20 Aug
LUXURY : VISTA HOUSE above the Clouds! Stunning view near Avila Beach & Downtown
Baywood Cottage #1 | Walk to Bay | Dog Friendly
Experience the serene seaside setting with a stunning cliff formation and sandy 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 £230
includes taxes & fees
26 Aug - 27 Aug
Baywood Cottage #1 | Walk to Bay | Dog Friendly
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly
Surrounded by a serene rural landscape, this peaceful scene features a horse grazing near a white fence and a vintage truck.

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

10.0 out of 10, Exceptional, (379)
"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
Kitchen features a central island, gas stove, sink, oven, and ample kitchenware.

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
Relax on the inviting porch with a bench and chair, surrounded by lush plants and a charming entrance.

Iconic Modern Farmhouse- San Luis Obispo

9.8 out of 10, Exceptional, (30)
"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 £402
includes taxes & fees
27 Aug - 28 Aug
Iconic Modern Farmhouse- San Luis Obispo
Tropical Retreat. Great for 6-8 guest. Close to beaches.
Guests can enjoy a serene beach scene with palm trees and ocean views.

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 £351
includes taxes & fees
19 Aug - 20 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.
Relax on the deck with a mix of seating options, taking in the views of the surrounding grassy field and rolling hills.

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
Kitchen with a stove, sink, and dining area.

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
Relax and dine on the balcony with a view of the surrounding neighborhood, featuring a table, chairs, and grill.

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
Relax by the pool with a clear view of the surrounding landscape.

Krisyn Vineyards - Hilltop Views, Pool and Spa

10.0 out of 10, Exceptional, (15)
"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!
Relax in a serene outdoor space with a comfortable chair and lush greenery.

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 £446
includes taxes & fees
27 Aug - 28 Aug
Luxury Village Home Close to Beaches and Wineries!
Short walk to beach, 4 br, 2 bath, private house! Across street from park & pond
Enjoy a meal with a view from this kitchen, featuring a window overlooking the ocean.

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 £350
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!
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stove.

Upstairs retreat with ocean views!

9.6 out of 10, Exceptional, (17)
"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
Walk along the pier and enjoy the serene views of the surrounding waters.

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

10.0 out of 10, Exceptional, (267)
"We have stayed at Cindy’s place for the past five years and absolutely love it every year! It’s super clean, wonderful location, and Cindy is always so accommodating. We are excited to come back next year for year six - it is truly our happy place for our family. "
FULL OCEAN VIEW!!! 3 minute walk to beach, WiFi, Dogs welcomed upon approval
Endless Summer with Ocean Views, Ocean Side Hwy 101
Enjoy breathtaking ocean views from this rooftop terrace, featuring a fire pit, wicker chairs, and lush greenery.

Endless Summer with Ocean Views, Ocean Side Hwy 101

10.0 out of 10, Exceptional, (75)
"Beautiful and comfortable multi-story condo unit with all of the needed amenities and an awesome rooftop view of the ocean. Easy to get to off Rte 101 and plenty of restaurants within walking distance. A quick walk to the pier. Thoughtfully stocked for families wishing to enjoy the area. "
Endless Summer with Ocean Views, Ocean Side Hwy 101
RELAX❤️SEASIDE RETREAT~2 minutes to PISMO Beach
Relax in this inviting living space with a plush sofa, fireplace, and flat-screen TV.

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 £518
includes taxes & fees
31 Jul - 1 Aug
RELAX❤️SEASIDE RETREAT~2 minutes to PISMO Beach
Welcome to your luxe hilltop escape - a stunning retreat with panoramic views
Enter a tranquil oasis through this welcoming doorway, leading to a backyard with a swimming pool and lush surroundings.

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
Hidden Creek House near Downtown SLO. Family Sized!
Relax in a stylish space with a large round table, tufted leather chairs, and expansive views of the wooded landscape.

Hidden Creek House near Downtown SLO. Family Sized!

9.0 out of 10, Wonderful, (12)
"Beautiful spot, charming and comfortable house!"
Hidden Creek House near Downtown SLO. Family Sized!
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.
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Top San Luis Obispo Wine Country Hotel Reviews

Quality Suites Downtown San Luis Obispo

Quality Suites Downtown San Luis Obispo

10/10 Excellent
"Enjoyable stay! We recently stayed here and will definitely stay here again. The staff were amazing, our room was very nice with plenty of space and all the amenities. The evening BBQ meals and cantina were awesome as well! We were also very close to downtown for dining and shopping. Wonderful hotel! "
Cindy 2-night trip
Posted 10 hours ago
Quality Suites Downtown San Luis Obispo