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Compare Cottages in San Simeon with updated reviews, rates, and availability.

Captain Java's Cottage in beautiful Morro Bay!

10.0 out of 10, Exceptional, (325)
"We stayed here on our first visit to California. Relaxing cozy spot to use to go wine tasting in Paso Robles, driving up Hwy 1 for the gorgeous views and coming back to Morro Bay to walk the beach which is just a house away from Captain Java’s Cottage. So clean and inviting. Salina and Dave’s extras added to such a nice stay. "
Captain Java's Cottage in beautiful Morro Bay!

Revine Lago-Vine Cottages-Luxury Suite with Private Hot Tub and Fire pit!

9.6 out of 10, Exceptional, (79)
"Accurate property description close to all amenities "
Revine Lago-Vine Cottages-Luxury Suite with Private Hot Tub and Fire pit!

Wine Down Cottage in the Heart of Cambria

10.0 out of 10, Exceptional, (258)
"I will keep this very short. Awesome location for the area. Great communication with the owner at anytime before and during the stay. Really nice, comfy cottage. Perfect for two and would be very comfortable and just right for up to four people. Very dog friendly. "
Wine Down Cottage in the Heart of Cambria

Treetop Cottage - Unstoppable View!

9.8 out of 10, Exceptional, (134)
"Great view, clean,well equipped Super cute decor. Love it. We will be back "
Treetop Cottage - Unstoppable View!

Perfect Pink Paradise

10.0 out of 10, Exceptional, (90)
"Love this place, it was amazing. Very beautiful and quiet. The first bedroom may need a darker shade. The neighbors porch light stayed on until late hours and it shined right into the room. I like a dark room so it was tough to fall asleep quickly. Nothing that a curtain couldn’t fix. "
Perfect Pink Paradise

Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.

9.6 out of 10, Exceptional, (71)
"This is a lovely property on a private, secluded estate. It is scenic. The house is very comfortable and nicely furnished. The beds were very comfortable. The owner Ron was very helpful and welcoming."
Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.

Paso Robles Cozy Cottage

9.6 out of 10, Exceptional, (127)
"When looking at the property online, it was described as a cottage. I was expecting maybe a small living room, a bathroom, and a bedroom. I did not want to rent a studio because my friend and I can't share a room to sleep. This was no more than a studio at all."
Paso Robles Cozy Cottage

"THE ORCHID COTTAGE" PETS OK!

9.6 out of 10, Exceptional, (145)
"Our family thoroughly enjoyed our four-night stay, and our host was wonderful. Highly recommend!"
"THE ORCHID COTTAGE" PETS OK!

Heart of Downtown Walk to The Square, Two Patios + Fire Pit

10.0 out of 10, Exceptional, (63)
"The location was amazing, perfect location. We walked downtown after dinner, photo shoot in the park and a couple tasting rooms. Definitely recommend the place, and will definitely want to return "
Heart of Downtown Walk to The Square, Two Patios + Fire Pit

Tipsyon12th |Walk2DT| EV | Pet|

10.0 out of 10, Exceptional, (4)
"We loved our time here! Communication with host was great and listing was accurate. Wonderful accommodations. My only wish is that it was warmer while we were there so we could have enjoyed the outdoor spaces more! Will definitely come back to stay again!"
The price is AED 367
AED 1,511 total
includes taxes & fees
17 Mar - 18 Mar
Tipsyon12th |Walk2DT| EV | Pet|

Cooperage by Avantstay Vineyard, Views, Soccer

3.0 star property
Cooperage by Avantstay Vineyard, Views, Soccer

Cottage By The Sea At Cayucos where serenity is found, 3 minute walk to beach

10.0 out of 10, Exceptional, (140)
"Awesome, well maintained, cozy cottage in a great location. Everything’s exactly as advertised and the owner was very responsive and friendly. Will likely return in the future. Highly recommend."
Cottage By The Sea At Cayucos where serenity is found, 3 minute walk to beach

Olive with a Twist-Right in the Heart of Paso Robles on the West Side!

10.0 out of 10, Exceptional, (190)
"The very cute cottage is as-advertised. I liked the easy check-in and very small, no-stress, to-do list upon check-out. It was clean, and well-appointed, the bed was comfy and it was perfect for a long weekend in Paso with just the two of us and our dog. It was in easy walking distance to the square."
Olive with a Twist-Right in the Heart of Paso Robles on the West Side!

Downtown Cozy Cottage, two blocks from downtown and new!

10.0 out of 10, Exceptional, (54)
"We had an amazing time at the farmhouse cottage. The attention to detail really shows in their home. The bed was very comfortable and there were supplies for anything we needed. We appreciate how accurate the photos are to what the cottage looks like. Highly recommend staying here, you won’t be disappointed. Loved how close it is to downtown too! Thank you! "
The price is AED 731
AED 1,186 total
includes taxes & fees
25 Mar - 26 Mar
Downtown Cozy Cottage, two blocks from downtown and new!

Upscale Beach Cottage - rock view - paddleboards

2.0 star property
8.0 out of 10, Very Good, (1)
The price is AED 826
AED 1,442 total
includes taxes & fees
16 Mar - 17 Mar
Upscale Beach Cottage - rock view - paddleboards

One of a kind property- An Acre on the Ocean & Classic Beach Cottage

10.0 out of 10, Exceptional, (9)
"My daughter and I and our family stayed at this beautiful beach cottage for five days over New Year’s, and it was simply magnificent. The cottage is so quaint and precious, simple, clean and charming right out of a Dickens novel.We brought our doggies there’s a beautiful lawn in front of the cottage and then just steps away to your own in San Simeon, which was just simply divine and glorious. I walked every morning with my daughter and friends and family over the pebble Stone rocks and through...
One of a kind property- An Acre on the Ocean & Classic Beach Cottage

Fiorella Sofia-Vine Cottages-Just Minutes from the Heart of Downtown!

9.8 out of 10, Exceptional, (56)
"Great spot perfect to share with another couple "
Fiorella Sofia-Vine Cottages-Just Minutes from the Heart of Downtown!

Fog & Stars Cottage - Just steps to Embarcadero, water & downtown!

10.0 out of 10, Exceptional, (57)
"Great view, steps from all the shops/restaurants, yet quiet. Communication was great. Hope to be back soon!"
The price is AED 1,157
AED 2,074 total
includes taxes & fees
31 Mar - 1 Apr
Fog & Stars Cottage - Just steps to Embarcadero, water & downtown!

Artist Vineyard Cottage - coastal influence in the heart of Wine Country!

10.0 out of 10, Exceptional, (248)
" We love staying at the Artist Cottage. We have stayed several times. The owners take great pride in providing a welcome, comfortable and clean environment. "
Artist Vineyard Cottage - coastal influence in the heart of Wine Country!

Romantic Getaway for 2

9.8 out of 10, Exceptional, (9)
"I GOT MARRIED AND COULDNT WAIT TO SHOW FUTURE WIFE/WIFE HOW BEAUTIFUL THE PLACE WAS.. AFTER OUR WEDDING WE STAYED ON THE PROPERTY AND THE OWNER SCOTTY PERSONALY WENT OUT OF HIS WAY TO MAKE SURE OUR STAY WAS NOTHING BUT AMAZING .. ITS SO QUIET AND PEACFUL . THE TASTING ROOM IS WALKING DISTANCE AWAY , THE WINE IS SO TASTEY . MY NOW WIFE AND I WILL BE BACK . "
Romantic Getaway for 2
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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Other property types in San Simeon

The Lofts at The Market

4.0 star property
9.6 out of 10, Exceptional, (47)
"Excellent accommodations in Paso, very well cared for and clean. "
The price is AED 818
AED 936 total
includes taxes & fees
13 Apr - 14 Apr
The Lofts at The Market

Cabin in the Wine Country-Surrounded by vineyards

9.8 out of 10, Exceptional, (88)
"Lovely, cozy cabin set in a relaxing countryside setting. Recommend! "
The price is AED 679
AED 1,112 total
includes taxes & fees
16 Mar - 17 Mar
Cabin in the Wine Country-Surrounded by vineyards

Fantastic Condo with Forever Views in Cayucos

9.8 out of 10, Exceptional, (137)
"Absolutely amazing views, best location for accessing all that Cayucos has to offer by foot. Helpful and attentive hosts with fully stocked home. It truly has everything! We can't wait to return!"
Fantastic Condo with Forever Views in Cayucos
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.

Frequently asked questions

How much do cottages in San Simeon cost?
Cottages in San Simeon range between and per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in San Simeon with Expedia?
Booking a cottage in San Simeon is as easy as entering your travel dates and selecting your ideal place for a vacation in the outdoors. From luxurious retreats to low-cost properties and cottages that include conveniences like a kitchen, Expedia has something for all styles. As for irresistible deals? We’ve have them as well!
How can I find cheap cottages in San Simeon?
A great way to compare cheap cottages in San Simeon is with Expedia’s handy filter tool. Refine your search by star rating, amenities and budget to nab unbeatable prices in just a few clicks.