Book Holiday Homes in San Luis Obispo Wine Country

April 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

May 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in San Luis Obispo Wine Country

MOUNTAIN TOP GETAWAY : Best View In SLO! : MARCH & APRIL = Pups stay free

MOUNTAIN TOP GETAWAY : Best View In SLO! : MARCH & APRIL = Pups stay free

San Luis Obispo
The price is AU$690 per night from 6 Apr to 7 Apr
AU$690
includes taxes & fees
6 Apr - 7 Apr
When you stay at this vacation home in San Luis Obispo, you'll be near the beach and 14 minutes by car from Montaña de Oro State Park.
MOUNTAIN TOP GETAWAY : Best View In SLO! : MARCH & APRIL = Pups stay free
LUXURY : VISTA HOUSE above the Clouds! : Minutes to Avila Beach and Downtown SLO

LUXURY : VISTA HOUSE above the Clouds! : Minutes to Avila Beach and Downtown SLO

San Luis Obispo
The price is AU$680 per night from 16 Apr to 17 Apr
AU$680
includes taxes & fees
16 Apr - 17 Apr
When you stay at this vacation home in San Luis Obispo, you'll be near the beach and 14 minutes by car from Montaña de Oro State Park.
LUXURY : VISTA HOUSE above the Clouds! : Minutes to Avila Beach and Downtown SLO
Hidden Creek House near Downtown SLO. Family Sized!

Hidden Creek House near Downtown SLO. Family Sized!

San Luis Obispo
Located in San Luis Obispo, this vacation home is within a 15-minute drive of California Polytechnic State University, San Luis Obispo and Avila Hot ...
Hidden Creek House near Downtown SLO. Family Sized!
Save an average of 15% on thousands of hotels when you're signed in
SHARI'S PLACE - UNEXPECTED CHARM; STAND-ALONE COTTAGE

SHARI'S PLACE - UNEXPECTED CHARM; STAND-ALONE COTTAGE

Santa Margarita
With a stay at this vacation home in Santa Margarita, you'll be by the sea, just a 5-minute walk from Pozo Valley Winery and 13 minutes by foot from Ancient ...
SHARI'S PLACE - UNEXPECTED CHARM; STAND-ALONE COTTAGE
2-Story Gem | Downtown Access | Private Backyard

2-Story Gem | Downtown Access | Private Backyard

San Luis Obispo
The price is AU$585 per night from 27 Apr to 28 Apr
AU$585
includes taxes & fees
27 Apr - 28 Apr
With a stay at this vacation home in San Luis Obispo, you'll be a 4-minute drive from California Polytechnic State University, San Luis Obispo and 9 minutes ...
2-Story Gem | Downtown Access | Private Backyard
OCEAN VIBES with Mountain Scenery and distanced Dune View!

OCEAN VIBES with Mountain Scenery and distanced Dune View!

Oceano
The price is AU$781 per night from 7 Apr to 8 Apr
AU$781
includes taxes & fees
7 Apr - 8 Apr
Located in Oceano, this vacation home is within a 15-minute drive of Pismo Beach Pier and Avila Hot Springs.
OCEAN VIBES with Mountain Scenery and distanced Dune View!
5 MINUTE Walk to Beach! 4 br 2 bath Gorgeous Private CLASSIC California Bungalow

5 MINUTE Walk to Beach! 4 br 2 bath Gorgeous Private CLASSIC California Bungalow

Grover Beach
The price is AU$648 per night from 6 Apr to 7 Apr
AU$648
includes taxes & fees
6 Apr - 7 Apr
When you stay at this vacation home in Grover Beach, you'll be by the sea, a 4-minute drive from Pismo Beach Pier and 9 minutes from Avila Hot Springs.
5 MINUTE Walk to Beach! 4 br 2 bath Gorgeous Private CLASSIC California Bungalow
Luxury Village Home Close to Beaches and Wineries!

Luxury Village Home Close to Beaches and Wineries!

Arroyo Grande
The price is AU$869 per night from 8 Apr to 9 Apr
AU$869
includes taxes & fees
8 Apr - 9 Apr
With a stay at this vacation home in Arroyo Grande, you'll be within a 10-minute drive of Pismo Beach Pier and Avila Hot Springs.
Luxury Village Home Close to Beaches and Wineries!
Endless Summer with Ocean Views, Ocean Side Hwy 101

Endless Summer with Ocean Views, Ocean Side Hwy 101

Pismo Beach
With a stay at this vacation home, you'll be centrally located in Pismo Beach, a 1-minute drive from Pismo Beach Pier and 7 minutes from Avila Hot Springs.
Endless Summer with Ocean Views, Ocean Side Hwy 101
Don't see what you're looking for?
See all available properties in San Luis Obispo Wine Country
View all properties
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.

San Luis Obispo Wine Country Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Luis Obispo Wine Country vacation homes are the perfect way for you to wing it.

Holiday houses in San Luis Obispo Wine Country let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Luis Obispo Wine Country in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Luis Obispo Wine Country adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Luis Obispo Wine Country with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Luis Obispo Wine Country vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Luis Obispo Wine Country Holiday Homes essential information

Accommodation
765 Holiday Homes
Lowest Price
AU$228
Highest Price
AU$869
Popular accommodation
MOUNTAIN TOP GETAWAY : Best View In SLO! : MARCH & APRIL = Pups stay free, LUXURY : VISTA HOUSE above the Clouds! : Minutes to Avila Beach and Downtown SLO, Hidden Creek House near Downtown SLO. Family Sized!, SHARI'S PLACE - UNEXPECTED CHARM; STAND-ALONE COTTAGE, 2-Story Gem | Downtown Access | Private Backyard, OCEAN VIBES with Mountain Scenery and distanced Dune View!, 5 MINUTE Walk to Beach! 4 br 2 bath Gorgeous Private CLASSIC California Bungalow, Luxury Village Home Close to Beaches and Wineries!, Endless Summer with Ocean Views, Ocean Side Hwy 101

Top trending hotels in San Luis Obispo Wine Country

Spyglass Inn

Spyglass Inn

3 out of 5
2705 Spyglass Dr, Pismo Beach, CA
Fully refundableReserve now, pay when you stay
The price is AU$321 per night from 21 Apr to 22 Apr
AU$321
includes taxes & fees
21 Apr - 22 Apr
When you stay at Spyglass Inn in Pismo Beach, you'll be on the waterfront, within a 5-minute drive of Avila Hot Springs and Pismo Beach Pier.
Spyglass Inn
Quality Suites Downtown San Luis Obispo

Quality Suites Downtown San Luis Obispo

3 out of 5
1631 Monterey St, San Luis Obispo, CA
Fully refundableReserve now, pay when you stay
The price is AU$276 per night from 27 Apr to 28 Apr
AU$276
includes taxes & fees
27 Apr - 28 Apr
Located in San Luis Obispo, Quality Suites Downtown San Luis Obispo is within a 15-minute drive of California Polytechnic State University, San Luis Obispo and ...
Quality Suites Downtown San Luis Obispo
Madonna Inn

Madonna Inn

3.5 out of 5
100 Madonna Road, San Luis Obispo, CA
Fully refundableReserve now, pay when you stay
The price is AU$441 per night from 7 Apr to 8 Apr
AU$441
includes taxes & fees
7 Apr - 8 Apr
With a stay at Madonna Inn in San Luis Obispo (Laguna), you'll be within a 10-minute drive of California Polytechnic State University, San Luis Obispo and Avila ...
Madonna Inn
Save an average of 15% on thousands of hotels when you're signed in
La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

3 out of 5
1845 Monterey St., San Luis Obispo, CA
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 4 May to 5 May
AU$228
includes taxes & fees
4 May - 5 May
With a stay at La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown, you'll be centrally located in San Luis Obispo, a 2-minute drive from California Polytechnic ...
La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown
Don't see what you're looking for?
See all available properties in San Luis Obispo Wine Country
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.