Oak Shores Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Oak Shores vacation rentals

Executive Loft, 2 Bedrooms | Living area | 55-inch LED TV with digital channels, TV, Netflix
The Lofts at The Market

Aparthotel in Paso Robles

The Lofts at The Market
4.0 star property
9.6 out of 10, Exceptional, (59)
"The location and communications was amazing! Loved our stay!"
United States
April
The price is ￥28,803
￥32,979 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Lofts at The Market
Property grounds
Littlefield Bungalow Suite

Vacation Home in San Miguel

Littlefield Bungalow Suite
9.8 out of 10, Exceptional, (21)
"Wonderful, peaceful, and clean!"
United States
Molly T.
The price is ￥9,608
￥28,480 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Littlefield Bungalow Suite
Interior
Studio Oasis on Vine

Apartment in Paso Robles

Studio Oasis on Vine
2.0 star property
9.8 out of 10, Exceptional, (6)
"Centrally located, very comfortable bed. "
United States
Gina
Studio Oasis on Vine
Exterior
Tipsyon12th |Walk2DT| Pet friendly

Cottage in Paso Robles

Tipsyon12th |Walk2DT| Pet friendly
10.0 out of 10, Exceptional, (10)
"We were only there 2 nights but had a terrific stay. Angelique is a wonderful hostess and the property is well equipped and in wonderful condition. "
United States
Michael C.
The price is ￥18,716
￥67,581 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Tipsyon12th |Walk2DT| Pet friendly
Exterior
Cactus Casa - Pet, king bed, wlk2DT, Chef's kitchen

Cottage in Paso Robles

Cactus Casa - Pet, king bed, wlk2DT, Chef's kitchen
9.8 out of 10, Exceptional, (13)
"This was a beautiful home in a beautiful neighborhood. "
United States
Kelly S.
The price is ￥18,716
￥57,560 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cactus Casa - Pet, king bed, wlk2DT, Chef's kitchen
Fridge, microwave, oven, stovetop
Central Ace High Bungalow

Cottage in Paso Robles

Central Ace High Bungalow
8.6 out of 10, Excellent, (4)
"Easy great place to stay at! Right in town but quiet "
United States
John J.
The price is ￥14,499
￥35,390 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Central Ace High Bungalow
Outdoor dining
Phoenix Rising Villa Sauret Ste

Vacation Home in Paso Robles

Phoenix Rising Villa Sauret Ste
10.0 out of 10, Exceptional, (6)
"This was a fantastic place to stay. The views are incredible, the suite is new and was done very well, and Bobbi and Bill could not have been kinder, more attentive hosts. We will certainly be back again. "
United States
Todd L.
The price is ￥25,735
￥37,352 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Phoenix Rising Villa Sauret Ste
Terrace/patio
Indian Valley Acorn Retreat

Vacation Home in San Miguel

Indian Valley Acorn Retreat
7.8 out of 10, Good, (7)
"Very nice, semi-remote location. Great post-Holiday getaway with the Mrs. and the dog.We had a wonderful time!"
United States
Steve S.
The price is ￥12,752
￥40,827 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Indian Valley Acorn Retreat
Fridge, microwave, oven, stovetop
Gorgeous Downtown Villa with Gameroom LP10

Villa in Paso Robles

Gorgeous Downtown Villa with Gameroom LP10
9.6 out of 10, Exceptional, (52)
"This was a very cute, clean house in a great location. The beds were comfortable, the kitchen was well supplied, and the living spaces were cozy. It’s walking distance to the square. "
United States
Mara H.
The price is ￥86,261
￥167,068 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Gorgeous Downtown Villa with Gameroom LP10
Fridge, microwave, oven, stovetop
Wine Country Modern Farmhouse | Heated Pool & Spa

Vacation Home in Paso Robles

Wine Country Modern Farmhouse | Heated Pool & Spa
10.0 out of 10, Exceptional, (26)
"We had a great time at Mitch’s place! There were a good amount of us with a mix of adults and kids. It was super hot and we got plenty of pool time. The house was confortable and well stocked. Mitch is super responsive to any questions we had. Would def stay here again!"
United States
Lauren M.
The price is ￥121,114
￥209,398 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Wine Country Modern Farmhouse | Heated Pool & Spa
Fridge, microwave, oven, stovetop
Downtown Paso: Rosé Getaway 2 Bed/1 Bath

Vacation Home in Paso Robles

Downtown Paso: Rosé Getaway 2 Bed/1 Bath
10.0 out of 10, Exceptional, (30)
"Excellent, cozy, stocked. Great location. Will stay again."
United States
Daniel B.
The price is ￥28,075
￥68,476 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Downtown Paso: Rosé Getaway 2 Bed/1 Bath
Property grounds
Downtown Cozy Cottage, two blocks from downtown and new!

Cottage in Paso Robles

Downtown Cozy Cottage, two blocks from downtown and new!
10.0 out of 10, Exceptional, (70)
"Comfortable place to stay"
United States
Jeanne R.
The price is ￥20,354
￥37,979 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Downtown Cozy Cottage, two blocks from downtown and new!
Property grounds
Casa Caballo: Vineyard views and close to downtown

Vacation Home in Paso Robles

Casa Caballo: Vineyard views and close to downtown
10.0 out of 10, Exceptional, (15)
"Wonderful house for our 31st annual sister's trip!"
United States
Karin B.
The price is ￥35,093
￥82,840 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Casa Caballo: Vineyard views and close to downtown
Interior
Bella Vista- Paso Wine Country with Vineyard Views

Vacation Home in San Luis Obispo County

Bella Vista- Paso Wine Country with Vineyard Views
10.0 out of 10, Exceptional, (22)
"Great option for a group. Lots of conversation space and options."
United States
Melanie E.
The price is ￥35,093
￥82,840 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Bella Vista- Paso Wine Country with Vineyard Views
Outdoor dining
Phoenix Rising Villa King Suite

Apartment in Paso Robles

Phoenix Rising Villa King Suite
10.0 out of 10, Exceptional, (4)
"Spectacular view and lovely space. "
United States
Jeffrey F.
The price is ￥25,735
￥37,352 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Phoenix Rising Villa King Suite
Fridge, microwave, oven, stovetop
Park St Classic, King Bed, Located in Heart of Paso Robles

Vacation Home in Paso Robles

Park St Classic, King Bed, Located in Heart of Paso Robles
10.0 out of 10, Exceptional, (6)
"Location and house great "
United States
kristina m.
The price is ￥28,776
￥52,313 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Park St Classic, King Bed, Located in Heart of Paso Robles
Outdoor dining
Oaxaca en Los Robles - Views, King bed, EV charger, 5 min to Downtown

Apartment in Paso Robles

Oaxaca en Los Robles - Views, King bed, EV charger, 5 min to Downtown
10.0 out of 10, Exceptional, (5)
"We had a fabulous stay at this wonderful vrbo. Great communication with the hosts. It was a wonderful birthday getaway."
United States
Michele W.
The price is ￥26,109
￥48,812 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Oaxaca en Los Robles - Views, King bed, EV charger, 5 min to Downtown
Exterior detail
WESTSIDE SPANISH BUNGALOW -HOT TUB & Walk to Downtown Square!

Vacation Home in Paso Robles

WESTSIDE SPANISH BUNGALOW -HOT TUB & Walk to Downtown Square!
10.0 out of 10, Exceptional, (122)
"Wonderful stay."
United States
Scott P.
The price is ￥24,986
￥62,767 total
includes taxes & fees
Jan 5 - Jan 6, 2026
WESTSIDE SPANISH BUNGALOW -HOT TUB & Walk to Downtown Square!
Fridge, microwave, oven, stovetop
Downtown Paso: The Treetop Getaway

Vacation Home in Paso Robles

Downtown Paso: The Treetop Getaway
10.0 out of 10, Exceptional, (5)
"This place was PERFECT!! Such a great find and can't wait to come back. Very clean, all new/remodeled property with everything you can think of. They've thought of EVERY detail which I love because I'm all about the details. My husband and I have been to Paso 4-5 times and have always stayed in a hotel but this time we brought my parents with us for the first time to celebrate my Dad's 70th bday so I decided to get us a house instead. Best decision ever! It was so nice to be able to make...
United States
Bryn K.
The price is ￥31,506
￥72,872 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Downtown Paso: The Treetop Getaway
Terrace/patio
Bohemian Oasis on Vine

Vacation Home in Paso Robles

Bohemian Oasis on Vine
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥45,593
￥85,625 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Bohemian Oasis on Vine
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

Paso Robles Inn

Paso Robles Inn

10/10 Excellent
"This property is amazing. I love the location and the rooms are so cute. We’ve stayed here twice and the breakfast bar at the hotel serves delicious food."
Brogan 2-night trip
Posted 1 day ago
Paso Robles Inn

Find out more about Oak Shores

Search for holiday rentals in Oak Shores on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Shores using one of the methods below:

  • View our selection of featured holiday rentals in Oak Shores
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Look no further and take a look at our great range of rental properties in Oak Shores!

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?

Cambria Victorian Castle: Walk to Beach, Village Shops, Wineries and Galleries!: Visitors like this Oak Shores vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Oak Shores?

Choose from 11 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 Lake San Antonio and Justin Vineyards and Winery.

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.