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Pismo Beach Winter Rentals & Holiday Homes
Discover winter rentals Pismo Beach - We found 7 exact matches
When do you want to travel?
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Frequently Asked Questions About Pismo Beach Winter Rental
What are the top rated Winter Rentals in Pismo Beach?
There are a lot of options in Pismo Beach. If you plan on staying in the Pismo Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Pismo Beach:
- Walk to the beach & Downtown! Family Size Condo! Two-car garage! Host By Owner!
- Paradise in Pismo! Beachside Bliss - 1 block from beach access!
- Welcome to Your Beach Retreat in Beautiful Pismodice!
- Five minute walk to Pismo Beach!
- Beachfront Retreat With Balcony Overlooking Pacific Ocean
- Beach View Luxury Property In Downtown Pismo - Walk To Everything !
- Luxury Condo in the Heart of Downtown Pismo Beach, Rooftop Spa! 322 Stimson Ave,
- Spacious Luxury Condo, Recently Built 324 Stimson Ave, Pismo Beach
- Endless Summer with Ocean Views, Ocean Side Hwy 101
- Just Finished and Furnished! Spacious Luxury Condo 326 Stimson Ave, Pismo Beach
How much does it cost to rent a place to stay near Pismo Beach in the wintertime?
The average cost for winter rentals in Pismo Beach is $482 per night. Piratecovecottages has a wide list of great winter places to stay near Pismo Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Pismo Beach that allow pets?
Yes, here are the top cottage/chalet rentals in Pismo Beach that allow you to bring your pet or dog:
- SNOW BIRDS Monthly discounts available! 1 block to pier 1/2 block to sand
- Cottage Inn by the Sea
- Lakefront Grover Beach Home ~ Walk to Ocean!
- Beachwalk-boogie boards, beach chairs , all here!
- Room for Everyone, Block from the Beach
- 282 Harloe Ave.
- Beachcomber Inn
- LOCATION, LOCATION, LOCATION! 7 Bedrooms - VIEW - Steps to Sand/Ocean/Pier
See all pet-friendly vacation rentals in Pismo Beach on Piratecovecottages
Do you have any winter rentals in Pismo Beach that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Pismo Beach to find what works for you.
Are there winter accommodations in Pismo Beach that have indoor swimming pools?
As of 2026, the data from Piratecovecottages shows that there are over 7 private swimming pools or indoor pools accommodations near Pismo Beach along with other great amenities.