Photo by Anthony Hilario

San Luis Obispo Wine Country holiday homes

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

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

1895 Edna Railhouse - The Heart of Central Coast Wine Country

San Luis Obispo

8% off
NZ$14,792
for 7 nights, 1 home
NZ$2,113 per night
includes taxes & fees
1895 Edna Railhouse - The Heart of Central Coast Wine Country
Kitchen
Court Yard
Kitchen/Family Room
Entryway/office
Exceptional
(68 reviews)

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

Arroyo Grande

5% off
NZ$8,314
for 7 nights, 1 home
NZ$1,188 per night
includes taxes & fees
3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.
Main House Pool Terrace with Waterfall surrounded by Mature Palm Trees
Main House and Suite tucked into the Santa Lucia Mountains of San Luis Obispo
Main House with Wrap Around Deck, Patio Doors, and Lovely Brick Entrance
Open Floor Plan with Dining Table and Living Room featuring Surround Sound
Exceptional
(29 reviews)

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

San Luis Obispo

8% off
NZ$47,504
for 7 nights, 1 home
NZ$6,786 per night
includes taxes & fees
Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28
Water feature and spectacular mountain views create a tranquil space.
Beautiful mountain views in this secluded private master bath.
We have a fire pit for roasting smores and a fireplace to keep you warm.
Enjoy family dinners around our spacious dining space.
Exceptional
(20 reviews)

Comfy Central Coast Retreat w/Views

Arroyo Grande

12% off
NZ$9,667
for 7 nights, 1 home
NZ$1,381 per night
includes taxes & fees
Comfy Central Coast Retreat w/Views
Enjoy a family-sized, open format living room with smart TV and dining area
Hot-tub heated year-round. 
Pool seasonally heated April-October.
Modern, easy to use kitchen stocked with everything to prepare and serve food
Entryway
Exceptional
(133 reviews)

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

Arroyo Grande

8% off
NZ$9,029
for 7 nights, 1 home
NZ$1,290 per night
includes taxes & fees
Spacious Central Coast Retreat. Pool, Spa, Backyard & Pet Friendly. Sleeps 8.
Living area
Kitchen with island bench seating for four.
Taken just before sunset. Media room opens into the gated front courtyard.
Dining
Exceptional
(208 reviews)

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

Oceano

8% off
NZ$9,473
for 7 nights, 1 home
NZ$1,353 per night
includes taxes & fees
Escape to a Coastal Retreat: Modern 5-Star Beachfront Home w/ 360 Ocean Views!
Gas fireplace and rotating TV.
Wake up to breakfast with an ocean view.
Primary bedroom
Bar seating for four.
Exceptional
(40 reviews)

HAPPY CLAM OCEANFRONT 5BD/3.5BA

Oceano

8% off
NZ$9,636
for 7 nights, 1 home
NZ$1,377 per night
includes taxes & fees
HAPPY CLAM OCEANFRONT 5BD/3.5BA
Living area
Lower Patio
Dining
Dining Room
Exceptional
(56 reviews)

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

San Luis Obispo

16% off
NZ$14,255
for 7 nights, 1 home
NZ$2,036 per night
includes taxes & fees
Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!
Dining
Living area
Private kitchen
Room
Exceptional
(86 reviews)

Avila Valley Luxury Estate with Pickleball Court

San Luis Obispo

8% off
NZ$22,706
for 7 nights, 1 home
NZ$3,244 per night
includes taxes & fees
Avila Valley Luxury Estate with Pickleball Court
Exterior detail
Dining
Terrace/patio
Room
Exceptional
(81 reviews)

Happy Clam Casa Oceanfront Beach House w/Private GuestHouse

Oceano

8% off
NZ$8,781
for 7 nights, 1 home
NZ$1,254 per night
includes taxes & fees
Happy Clam Casa Oceanfront Beach House w/Private GuestHouse
Absolutely Stunning!!
Pool
Living area
Terrace/patio
Exceptional
(123 reviews)

Beautiful Pool Side Tuscany Setting!!

San Luis Obispo

9% off
NZ$7,737
for 7 nights, 1 villa
NZ$1,105 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
NZ$3,669
for 7 nights, 1 home
NZ$524 per night
includes taxes & fees
The Pelican House, home away from home, will consider pets, 1.5 mi. to beach!
Lobby
Exterior
Private kitchen
Living area
Exceptional
(50 reviews)

Beautiful custom home near beach

Oceano

8% off
NZ$8,691
for 7 nights, 1 home
NZ$1,242 per night
includes taxes & fees
Beautiful custom home near beach
The main entrance of the house, welcomes you to an amazing stay
Prepare and enjoy your meals on the massive open kitchen!
Enjoy a heartwarming BBQ meal on the wooden patio.
Colorful, bright and relaxing common space
Exceptional
(15 reviews)

Family Retreat in The Village - Yard & Patio

Arroyo Grande

5% off
NZ$5,086
for 7 nights, 1 home
NZ$727 per night
includes taxes & fees
Family Retreat in The Village - Yard & Patio
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
NZ$5,158
for 7 nights, 1 home
NZ$737 per night
includes taxes & fees
Central Coast Getaway
Interior
Private kitchen
Hot tub and side patio view.
Dining Room Table
Exceptional
(26 reviews)

Modern Luxe Barn Loft with Hot Tub in Wine Country

San Luis Obispo

8% off
NZ$8,881
for 7 nights, 1 home
NZ$1,269 per night
includes taxes & fees
Modern Luxe Barn Loft with Hot Tub in Wine Country
Front door/Porch
roof deck
Kitchen island and table
Main Living Room
Exceptional
(79 reviews)

Family friendly Grover Beach house located blocks from the ocean.

Grover Beach

8% off
NZ$5,622
for 7 nights, 1 home
NZ$803 per night
includes taxes & fees
Family friendly Grover Beach house located blocks from the ocean.
Interior
Welcome to your private cabin
Enchanting garden setting
Dining
Exceptional
(35 reviews)

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

San Luis Obispo

8% off
NZ$5,570
for 7 nights, 1 cabin
NZ$796 per night
includes taxes & fees
Private Creekside Cabin in See Canyon | Gated | Near Avila, Pismo & SLO
Upstairs master bedroom w/ King Bed, Smart TV, sitting area & en suite bathroom
Stairs up to bedrooms.
Super close proximity to the beach!
Front of the home with space for 2 cars in the garage and 2 in the driveway.
Excellent
(6 reviews)

Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️

Oceano

8% off
NZ$9,800
for 7 nights, 1 home
NZ$1,400 per night
includes taxes & fees
Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️
Private kitchen
Outdoor spa tub
Dining
Living area
Exceptional
(32 reviews)

windermere village

Arroyo Grande

8% off
NZ$6,401
for 7 nights, 1 home
NZ$914 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
NZ$11,188
for 7 nights, 1 home
NZ$1,598 per night
includes taxes & fees
HOME AWAY FROM HOME BEACH HOUSE!!!
Private kitchen
Room
Property grounds
Exterior
Exceptional
(10 reviews)

Cozy Private Casita in Grover Beach close to beach

Grover Beach

16% off
NZ$1,912
for 7 nights, 1 home
NZ$273 per night
includes taxes & fees
Cozy Private Casita in Grover Beach close to beach
Outdoor dining
Private kitchen
Private kitchen
Room
Exceptional
(17 reviews)

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

Los Osos

8% off
NZ$2,233
for 7 nights, 1 apartment
NZ$319 per night
includes taxes & fees
Retreat Studio with Private Patio and Full Kitchen located on the central coast.
Working Winery Next Door
Winery Garden
Living Room
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
NZ$4,116
for 7 nights, 1 cottage
NZ$588 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. Bookabach 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 Bookabach 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 Bookabach. 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 Bookabach 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 Bookabach 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 Bookabach, 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 Bookabach 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.

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