A lake surrounded by hills with trees and yellow wildflowers.

Oak Shores Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Oak Shores vacation rentals

A wooden dining table with a vase of orange flowers, two wine bottles, and a glass vase with green stems.

1. 'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing
Adelaida District
10.0 out of 10, Exceptional, (44 reviews)
"Great location"
United States
Jaswinder S.
$456 nightly
The price is $498
Oct 4 - Oct 5
Total with taxes and fees
'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing
A spacious living area with a high ceiling, a dining table with chairs, a sofa, and a TV mounted on the wall.

2. The Lofts at The Market

The Lofts at The Market
4.0 star property
Downtown Paso Robles
9.6 out of 10, Exceptional, (80 reviews)
"Very cute,cozy loft! Walking distance to Downtown."
United States
Michelle Rocio
$234 nightly
The price is $267
Oct 12 - Oct 13
Total with taxes and fees
The Lofts at The Market
Outdoor dining

3. Phoenix Rising Villa Sauret Ste

Phoenix Rising Villa Sauret Ste
San Miguel District
10.0 out of 10, Exceptional, (12 reviews)
"Amazing stay and beautiful view "
United States
Peter N.
$232 nightly
The price is $254
Oct 4 - Oct 5
Total with taxes and fees
Phoenix Rising Villa Sauret Ste
A balcony with a view of a dry landscape, a table, and two chairs.

4. Phoenix Rising Villa King Suite

Phoenix Rising Villa King Suite
San Miguel District
10.0 out of 10, Exceptional, (10 reviews)
"Super welcoming and friendly! Gorgeous views, such a lovely thing to wake up to. "
United States
Lane P.
$232 nightly
The price is $254
Oct 4 - Oct 5
Total with taxes and fees
Phoenix Rising Villa King Suite
A dining area with a table set for four, a view of the countryside, and a sliding glass door leading to an outdoor patio.

5. Paso Robles - Vineyard Getaway - Video Tour

Paso Robles - Vineyard Getaway - Video Tour
San Miguel District
10.0 out of 10, Exceptional, (126 reviews)
"Beautiful property with great views. Hosts were great and the communication was swift and in detail to help make a great stay."
United States
Martin L.
$292 nightly
The price is $311
Oct 4 - Oct 5
Total with taxes and fees
Paso Robles - Vineyard Getaway - Video Tour
Outdoor furniture with a glass-top table and chairs, a small shed, and a wooden structure with a window.

6. Ranch style living with incredible views!

Ranch style living with incredible views!
Cambria
10.0 out of 10, Exceptional, (30 reviews)
"Great stay! "
United States
ALEXIS
$219 nightly
The price is $232
Oct 4 - Oct 5
Total with taxes and fees
Ranch style living with incredible views!
A beach with waves and a sunset sky.

7. The Redwood Hearts Cottage in Cambria

The Redwood Hearts Cottage in Cambria
Cambria
9.8 out of 10, Exceptional, (36 reviews)
"Delightful home and host!"
United States
John S.
$502 nightly
The price is $558
Oct 5 - Oct 6
Total with taxes and fees
The Redwood Hearts Cottage in Cambria
A wooden deck with a chair and a table.

8. Coastal Retreat Big Sur Style • King Beds • EV+Pet

Coastal Retreat Big Sur Style • King Beds • EV+Pet
Cambria
10.0 out of 10, Exceptional, (71 reviews)
"We were delighted with the hospitality, cleanliness, and location."
United States
David H.
$774 nightly
The price is $841
Oct 9 - Oct 10
Total with taxes and fees
Coastal Retreat Big Sur Style • King Beds • EV+Pet
A beach with dark sand, waves crashing against rocks, and a clear sky.

9. Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
Cambria
10.0 out of 10, Exceptional, (213 reviews)
"We keep returning to the Squirrel's Cottage because of how clean, comfortable and cheerful it is. We also love being just 2 short blocks to the Fiscalini Preserve."
United States
Beatrice D.
$458 nightly
The price is $508
Oct 7 - Oct 8
Total with taxes and fees
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
A stone-walled bathroom with a large window, a wooden bench, and a tiled floor.

10. The Vineyard House - Paso Robles

The Vineyard House - Paso Robles
San Miguel District
$1,278 nightly
The price is $1,363
Oct 4 - Oct 5
Total with taxes and fees
The Vineyard House - Paso Robles
A room with a wooden door leading to a view of a tree and landscape.

11. Traveler’s Dream! Lux Wine Country Escape

Traveler’s Dream! Lux Wine Country Escape
Adelaida District
10.0 out of 10, Exceptional, (11 reviews)
"Loved the house and awesome views. "
United States
Sue Ann R.
$715 nightly
The price is $781
Oct 4 - Oct 5
Total with taxes and fees
Traveler’s Dream! Lux Wine Country Escape
A modern kitchen with a large island, bar stools, stainless steel appliances, and large windows offering a view.

12. Hilltop Vineyard Estate | Infinity Pool + Views

Hilltop Vineyard Estate | Infinity Pool + Views
Adelaida District
10.0 out of 10, Exceptional, (1 review)
"Great place"
United States
Arrow G.
$1,051 nightly
The price is $1,148
Oct 6 - Oct 7
Total with taxes and fees
Hilltop Vineyard Estate | Infinity Pool + Views
A two-story house with a deck and outdoor seating area.

13. Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!

Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!
Willow Creek District
9.4 out of 10, Exceptional, (23 reviews)
"Fantastic stay."
United States
Michael A.
$339 nightly
The price is $371
Oct 4 - Oct 5
Total with taxes and fees
Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!
A modern living room with a grey sofa, a wooden coffee table with a plant, and a large wooden ceiling.

14. Casa Caballo: Vineyard views and close to downtown

Casa Caballo: Vineyard views and close to downtown
Adelaida District
10.0 out of 10, Exceptional, (16 reviews)
"Excellent place to stay... What a nice setting"
United States
Ariane T.
$646 nightly
The price is $687
Oct 4 - Oct 5
Total with taxes and fees
Casa Caballo: Vineyard views and close to downtown
An outdoor patio with a wooden table and wicker chairs, overlooking a scenic landscape.

15. Views, King bed, EV charger, 5 min to Downtown

Views, King bed, EV charger, 5 min to Downtown
Adelaida District
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful cozy room and location. Hosts go out of their way to make guests feel welcome and comfortable. We’ll be back!"
United States
Alina
$296 nightly
The price is $324
Oct 5 - Oct 6
Total with taxes and fees
Views, King bed, EV charger, 5 min to Downtown
A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area and a hillside house.

16. Paso Wine Country Farmhouse | Pool, Spa, Game Room

Paso Wine Country Farmhouse | Pool, Spa, Game Room
Adelaida District
10.0 out of 10, Exceptional, (29 reviews)
"We had the best stay! The house was amazing! Great location for wine tasting and Mitch was super responsive!! "
United States
Natalie J.
$1,053 nightly
The price is $1,153
Oct 27 - Oct 28
Total with taxes and fees
Paso Wine Country Farmhouse | Pool, Spa, Game Room
A grand entrance with a view of mountains, a covered area with columns, and a patterned floor.

17. Vino On Vineyard by LUX Retreats Paso

Vino On Vineyard by LUX Retreats Paso
Willow Creek District
10.0 out of 10, Exceptional, (31 reviews)
"Perfect location, accommodations and view!"
United States
Catherine O.
$852 nightly
The price is $931
Oct 4 - Oct 5
Total with taxes and fees
Vino On Vineyard by LUX Retreats Paso
Paso Robles Stay Living Room

18. Paso Robles Wine Country Stay, Pool and Views

Paso Robles Wine Country Stay, Pool and Views
Adelaida District
8.0 out of 10, Very good, (1 review)
"The stay was nice. We would have appreciated a later check-out time especially because it was day light savings time and we lost an hour... We had to rush, rush, rush the morning to check out and that was a bummer... Otherwise, the property was nice, clean with great views from the front yard. "
United States
Pamela L.
$1,072 nightly
The price is $1,116
Oct 4 - Oct 5
Total with taxes and fees
Paso Robles Wine Country Stay, Pool and Views
A covered outdoor seating area with wicker furniture, a table, and a view of vineyards.

19. Bella Vista- Paso Wine Country with Vineyard Views

Bella Vista- Paso Wine Country with Vineyard Views
Adelaida District
10.0 out of 10, Exceptional, (29 reviews)
"Lovely with a beautiful view."
United States
Maureen C.
$649 nightly
The price is $691
Oct 26 - Oct 27
Total with taxes and fees
Bella Vista- Paso Wine Country with Vineyard Views
A person seated at a table with a bottle of wine and a glass, overlooking a scenic landscape.

20. FarmStay HillTop wine country views 4BR/4BA

FarmStay HillTop wine country views 4BR/4BA
Adelaida District
10.0 out of 10, Exceptional, (1 review)
"Wild Rose did not disappoint! Great location and property, just as advertised. We had a group of 12 adults and there was plenty of room for everyone. Courtney was extremely responsive and awesome to work with. We will be back. Highly recommend."
United States
Lance H.
$771 nightly
The price is $808
Oct 4 - Oct 5
Total with taxes and fees
FarmStay HillTop wine country views 4BR/4BA
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 Oak Shores Hotel Reviews

Pelican Inn & Suites

Pelican Inn & Suites

8/10 Good
"The one thing that guests should be aware of is that housekeeping only cleans your room if requested the night before."
Sandra 5-night trip
Posted 9 hours ago
Pelican Inn & Suites

Find out more about Oak Shores

Everything you need to know about Oak Shores vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Shores vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Shores vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Shores vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Shores. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oak Shores in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $232 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oak Shores rentals

At Expedia, we put the best Oak Shores vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oak Shores rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Shores vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Shores. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Oak Shores?

Yes, we give you a choice of vacation rentals near top local attractions in Oak Shores, or you can go with a secluded option if you're looking for relaxation. Oak Shores is known for its beaches and restaurants.

What's the top vacation rental in Oak Shores?

Cottage By The Sea And Trails. Blocks from the Fiscalini Preserve.: You might want to consider this vacation home rental near Oak Shores, which offers a balcony, a barbecue grill, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Oak Shores?

Choose from 12 Expedia vacation rentals in Oak Shores for a memorable vacation.

What’s there to see and do in Oak Shores?

While exploring the area, visit family-friendly sights like Coastal Discovery Center at San Simeon Bay, or get outside and enjoy nature at Lake Nacimiento. In the larger area, you’ll find Justin Vineyards and Winery and Hearst Castle.

What’s a vacation rental in Oak Shores like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Oak Shores. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family trips.