Photo by Anthony Hilario

San Luis Obispo Wine Country holiday rentals

We found 1,094 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – San Luis Obispo Wine Country

Showing deals for:8 Jan - 15 Jan

Kitchen
Welcome to Edna Rail House! (Front Door)
Exterior
Interior
Exceptional
(27 reviews)

1895 Edna Railhouse - The Heart of Central Coast Wine Country

San Luis Obispo

8% off
AU$11,744
for 7 nights, 1 home
AU$1,678 per night
includes taxes & fees
1895 Edna Railhouse - The Heart of Central Coast Wine Country
Kitchen
Court Yard
Entryway/office
Back Yard Relaxation Area
Exceptional
(68 reviews)

3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.

Arroyo Grande

5% off
AU$6,697
for 7 nights, 1 home
AU$957 per night
includes taxes & fees
3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.
Expansive Windows throughout Main House with Lovely Views of Santa Lucia Hills
Main House and Suite tucked into the Santa Lucia Mountains of San Luis Obispo
Open Floor Plan with Dining Table and Living Room featuring Surround Sound
Main House with Wrap Around Deck, Patio Doors, and Lovely Brick Entrance
Exceptional
(29 reviews)

Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28

San Luis Obispo

8% off
AU$38,150
for 7 nights, 1 home
AU$5,450 per night
includes taxes & fees
Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28
We have a fire pit for roasting smores and a fireplace to keep you warm.
Beautiful mountain views in this secluded private master bath.
Water feature and spectacular mountain views create a tranquil space.
The sunken in living room is spacious and features an open-floor plan design.
Exceptional
(20 reviews)

Comfy Central Coast Retreat w/Views

Arroyo Grande

12% off
AU$7,694
for 7 nights, 1 home
AU$1,099 per night
includes taxes & fees
Comfy Central Coast Retreat w/Views
Modern, easy to use kitchen stocked with everything to prepare and serve food
Hot-tub heated year-round. 
Pool seasonally heated April-October.
Enjoy a family-sized, open format living room with smart TV and dining area
Entryway
Exceptional
(133 reviews)

Spacious Central Coast Retreat. Pool, Spa, Backyard & Pet Friendly. Sleeps 8.

Arroyo Grande

8% off
AU$7,280
for 7 nights, 1 home
AU$1,040 per night
includes taxes & fees
Spacious Central Coast Retreat. Pool, Spa, Backyard & Pet Friendly. Sleeps 8.
Dining
Kitchen with island bench seating for four.
Living area
Taken just before sunset. Media room opens into the gated front courtyard.
Exceptional
(208 reviews)

Escape to a Coastal Retreat: Modern 5-Star Beachfront Home w/ 360 Ocean Views!

Oceano

8% off
AU$7,540
for 7 nights, 1 home
AU$1,077 per night
includes taxes & fees
Escape to a Coastal Retreat: Modern 5-Star Beachfront Home w/ 360 Ocean Views!
Open floor plan joining kitchen, family room, living room, and dining room.
Wake up to breakfast with an ocean view.
Bar seating for four.
Gas fireplace and rotating TV.
Exceptional
(40 reviews)

HAPPY CLAM OCEANFRONT 5BD/3.5BA

Oceano

8% off
AU$7,670
for 7 nights, 1 home
AU$1,096 per night
includes taxes & fees
HAPPY CLAM OCEANFRONT 5BD/3.5BA
Property grounds
Lower Patio
Living area
Dining Room
Exceptional
(56 reviews)

Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!

San Luis Obispo

16% off
AU$11,328
for 7 nights, 1 home
AU$1,618 per night
includes taxes & fees
Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!
Room
Living area
Private kitchen
Dining
Exceptional
(86 reviews)

Avila Valley Luxury Estate with Pickleball Court

San Luis Obispo

8% off
AU$17,102
for 7 nights, 1 home
AU$2,443 per night
includes taxes & fees
Avila Valley Luxury Estate with Pickleball Court
Living area
Dining
Exterior detail
Room
Exceptional
(81 reviews)

Happy Clam Casa Oceanfront Beach House w/Private GuestHouse

Oceano

8% off
AU$7,077
for 7 nights, 1 home
AU$1,011 per night
includes taxes & fees
Happy Clam Casa Oceanfront Beach House w/Private GuestHouse
Absolutely Stunning!!
Pool
Terrace/patio
Room
Exceptional
(123 reviews)

Beautiful Pool Side Tuscany Setting!!

San Luis Obispo

9% off
AU$6,233
for 7 nights, 1 villa
AU$890 per night
includes taxes & fees
Beautiful Pool Side Tuscany Setting!!
Main Bedroom
Living area
Dining
kitchen/dining area
Exceptional
(54 reviews)

The Pelican House, home away from home, will consider pets, 1.5 mi. to beach!

Oceano

8% off
AU$2,978
for 7 nights, 1 home
AU$425 per night
includes taxes & fees
The Pelican House, home away from home, will consider pets, 1.5 mi. to beach!
Living area
Exterior
Private kitchen
Lobby
Exceptional
(50 reviews)

Beautiful custom home near beach

Oceano

8% off
AU$7,005
for 7 nights, 1 home
AU$1,001 per night
includes taxes & fees
Beautiful custom home near beach
Enjoy a heartwarming BBQ meal on the wooden patio.
Prepare and enjoy your meals on the massive open kitchen!
The main entrance of the house, welcomes you to an amazing stay
Colorful, bright and relaxing common space
Exceptional
(15 reviews)

Family Retreat in The Village - Yard & Patio

Arroyo Grande

5% off
AU$4,011
for 7 nights, 1 home
AU$573 per night
includes taxes & fees
Family Retreat in The Village - Yard & Patio
Hot tub and side patio view.
Private kitchen
Interior
Dining Room Table
Exceptional
(26 reviews)

Modern Luxe Barn Loft with Hot Tub in Wine Country

San Luis Obispo

8% off
AU$7,053
for 7 nights, 1 home
AU$1,008 per night
includes taxes & fees
Modern Luxe Barn Loft with Hot Tub in Wine Country
Living area
View from upper/main deck. Cuesta Ridge Mountains facing San Luis Obispo.
Room
Upstairs kitchen
Exceptional
(26 reviews)

Central Coast Getaway

Atascadero

12% off
AU$4,078
for 7 nights, 1 home
AU$583 per night
includes taxes & fees
Central Coast Getaway
Master Bedroom
roof deck
Main Living Room
Front door/Porch
Exceptional
(79 reviews)

Family friendly Grover Beach house located blocks from the ocean.

Grover Beach

8% off
AU$4,444
for 7 nights, 1 home
AU$635 per night
includes taxes & fees
Family friendly Grover Beach house located blocks from the ocean.
Exterior
Welcome to your private cabin
Dining
Enchanting garden setting
Exceptional
(35 reviews)

Private Creekside Cabin in See Canyon | Gated | Near Avila, Pismo & SLO

San Luis Obispo

8% off
AU$4,470
for 7 nights, 1 cabin
AU$639 per night
includes taxes & fees
Private Creekside Cabin in See Canyon | Gated | Near Avila, Pismo & SLO
Front of the home with space for 2 cars in the garage and 2 in the driveway.
Stairs up to bedrooms.
Super close proximity to the beach!
Front of the Home - Beach is at the end of the street!
Excellent
(6 reviews)

Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️

Oceano

8% off
AU$7,791
for 7 nights, 1 home
AU$1,113 per night
includes taxes & fees
Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️
Exterior detail
Outdoor spa tub
Living area
Dining
Exceptional
(32 reviews)

windermere village

Arroyo Grande

8% off
AU$5,139
for 7 nights, 1 home
AU$734 per night
includes taxes & fees
windermere village
Aerial view of house and proximity to beach and ocean
Upstairs View from top of Stairs
Upstairs Kitchen
Property grounds
Exceptional
(92 reviews)

HOME AWAY FROM HOME BEACH HOUSE!!!

Oceano

7% off
AU$8,836
for 7 nights, 1 home
AU$1,262 per night
includes taxes & fees
HOME AWAY FROM HOME BEACH HOUSE!!!
Exterior
Room
Private kitchen
Property grounds
Exceptional
(10 reviews)

Cozy Private Casita in Grover Beach close to beach

Grover Beach

16% off
AU$1,544
for 7 nights, 1 home
AU$221 per night
includes taxes & fees
Cozy Private Casita in Grover Beach close to beach
Room
Private kitchen
Private kitchen
Property grounds
Exceptional
(17 reviews)

Retreat Studio with Private Patio and Full Kitchen located on the central coast.

Los Osos

8% off
AU$1,802
for 7 nights, 1 apartment
AU$257 per night
includes taxes & fees
Retreat Studio with Private Patio and Full Kitchen located on the central coast.
Working Winery Next Door
Winery Garden
Front Porch
Pismo Beach is only a few miles away
Exceptional
(160 reviews)

Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country

San Luis Obispo

8% off
AU$3,305
for 7 nights, 1 cottage
AU$472 per night
includes taxes & fees
Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the oceanfront setting in San Luis Obispo Wine Country

The ocean views and other outdoor surroundings create an inviting atmosphere in San Luis Obispo Wine Country. Travellers to this welcoming city praise the cycling, hiking and bird watching. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around San Luis Obispo Wine Country

Are you looking for things to do in the city? Travellers enjoy San Luis Obispo Wine Country for its cycling, hiking and surfing. Venture out of your holiday home and check out everything that makes San Luis Obispo Wine Country a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Avila Hot Springs (4 mi / 6.5 km)
  • Avila Beach Golf Resort (4.8 mi / 7.8 km)
  • The Spa at Dolphin Bay (5 mi / 8.1 km)
  • Pacific Dunes Ranch Riding Stables (10.7 mi / 17.2 km)
  • Morro Bay Golf Course (11.8 mi / 19 km)
  • Blacklake Golf Resort (15.2 mi / 24.5 km)

Exploring the beaches and other natural features in San Luis Obispo Wine Country

Travellers enjoy San Luis Obispo Wine Country for its seaside and sunsets. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, San Luis Obispo Wine Country is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Avila Hot Springs (4 mi / 6.5 km)
  • Avila Beach (4.9 mi / 7.8 km)
  • El Chorro Regional Park (6.9 mi / 11 km)
  • Pismo State Beach (7.8 mi / 12.5 km)
  • North Beach Campground (8 mi / 12.8 km)
  • Monarch Butterfly Grove (8 mi / 12.9 km)

Transport options to and around San Luis Obispo Wine Country

The nearest airport is in San Luis Obispo, CA (SBP-San Luis Obispo County Regional), located 2.6 mi (4.2 km) from the city centre.

If you'd prefer to travel by train, the main station is San Luis Obispo Station.

Frequently asked questions

What is the best area to stay in San Luis Obispo Wine Country when booking a holiday home?
If you're heading to San Luis Obispo Wine Country, Avila Beach is regarded as one of the most desired areas to book a holiday home. While here, keep busy by exploring leading sights like Avila Beach Golf Resort and Central Coast Aquarium.
What is the most popular type of holiday home accommodation in San Luis Obispo Wine Country?
According to our data, houses are the most in-demand holiday home type in San Luis Obispo Wine Country. But having said that, everyone's idea of an epic stay isn't going to be the same. Stayz has holiday homes of all shapes, sizes and budgets, and we'll help you to find your ideal match.
How much does it cost to rent a holiday home in San Luis Obispo Wine Country?
Length of stay, property type and time of year are some factors that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect match. From comfy cottages to expansive luxury villas, all Stayz holiday homes offer incredible value.
How much does it cost to rent a beach house in San Luis Obispo Wine Country?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Type in your San Luis Obispo Wine Country travel dates to see all your options on Stayz. Did someone just say "private pool"? Use the filters to choose the amenities and features you want in your holiday home.
What are popular home amenities in San Luis Obispo Wine Country?
When it comes to home amenities that people look for in San Luis Obispo Wine Country, off-street parking options, a fridge and a microwave oven are at the top of the list. With Stayz holiday homes, you'll enjoy options to fit your style and taste, whether you're going away with family members, friends or even pets.
Are there large group holiday homes in San Luis Obispo Wine Country?
Choose from 42 holiday homes in San Luis Obispo Wine Country that can accommodate a group of 10 or more guests. Whether you're planning time away with extended family or a special event like a birthday party, there's enough space to get your loved ones together under the same roof.
What are the top attractions for families in San Luis Obispo Wine Country?
Keeping the kids happy during your stay in San Luis Obispo Wine Country is easy with these cool family-friendly attractions:
  • Laguna Lake Park
  • Pirates Cove
  • Avila Beach
Can I find two-bedroom holiday homes in San Luis Obispo Wine Country?
Gather your family and enjoy a relaxing escape in one of the 101 two-bedroom holiday properties San Luis Obispo Wine Country has to offer.
Are there holiday homes with WiFi in San Luis Obispo Wine Country?
Whether you want to keep up with the news, look over emails or surf your social networks, there are 119 holiday homes with WiFi in San Luis Obispo Wine Country. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How old do you have to be to rent a holiday home in San Luis Obispo Wine Country?
The minimum age can differ between properties on Stayz, so be sure to check the rules of the holiday home in San Luis Obispo Wine Country you're considering. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in San Luis Obispo Wine Country for?
It's really down to the San Luis Obispo Wine Country property. To look at a list of options offering extended stays, simply enter your dates and number of guests into the Stayz search page. Look forward to having the property to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and outdoor spaces to run around in. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.

More holiday ideas