Cottage holiday rentals in Pleasure Point

Relaxing Modern Home|Chefs Kitchen|Private Patio

Spend your coastal vacation in this newly designed 1940’s Cottage. Thoughtfully designed with a mix of both modern and traditional elements, this Cottage feels warm and inviting from the moment you enter the space. Enjoy the beautiful California weather in the private patio featuring native coastal landscaping. Whether you are spending your days at the beach, surfing, exploring the Redwoods or looking to simply unplug and unwind we look forward to hosting you at our Coastal Cottage. P# 221094

Amazing Seabright Beach Cottage

Classic and sweet Santa Cruz cottage. This is literally our Grandma's beach house. 3 bedroom home that is 2 doors away from one of the best beaches in Santa Cruz. 2 queen bedrooms upstairs and 1 full downstairs. Could be described as "shabby chic" but we see it as the adorable original rustic vacation house it was built as and has been its whole 130 years. The kitchen is updated but maintains it's old charm. The rest (aside from the addition of indoor plumbing) is still pretty much the same.

Hawaiian Beach House-1 block beach-Family Friendly

Beach & Lagoon Front! Views of the ocean from all decks and the kitchen/great room. 3 min walk to the beach. This house is centrally located to everything Santa Cruz has to offer. Two bedrooms, two bathrooms, a spacious layout with a large eat-in kitchen great room, formal dining room, living room with fireplace, along with an outside deck with a fire pit This house is ideal for family get-togethers. There is nothing like sitting around the fire and listening to the waves crash on the beach.

Pleasure Point Beach Cottage

Enjoy Pleasure Point living in this sweat cottage. Just a few minutes stroll and you’re at the beach and some of Santa Cruz’s best surf. Cruise the cliffs on bikes, hit the waves, or BBQ and soak up the sun! You’re sure to enjoy this special little house and its big back yard. Enjoy the fully stocked kitchen, 50 inch 4k TV, hot outdoor shower, big gas BBQ, 2 beach cruisers, 2 soft surf boards, beach toys, a wagon (great for beach transport), and much more!

Creekside Bliss #1 - The Santa Cruz

Santa Cruz County Vacation Rental Permit# 191283. Newly remolded beachy creek side cottage, bright and airy, fully equipped kitchen. Located in the Santa Cruz mountains 1/2 mile from downtown Boulder Creek on a secluded property. Close to many event and wedding venues. Fifteen minute drive to Big Basin State Park, 30 minutes to Santa Cruz and Beach Boardwalk, close to many wineries and lots of hiking trails. Twenty minutes from Roaring Camp Railroad.

Surf Cottage in Pleasure Point

Nestled in a tree-lined corner you'll find the Surf Cottage at Pleasure Point, a lovingly curated home by a California native who lived in NYC and Paris. Stay in surf-shack style with vintage finds, Moroccan rugs, and a collection of objects and artwork from around the world. You'll be just steps away from breathtaking ocean views, sandy beaches and world-renowned surf spots. Come for some coastal vibes and experience all that Santa Cruz has to offer.

Coastal Architectural Gem in Capitola

A nantucket-inspired cottage in Capitola was designed by award-winning architect Tobin Dougherty. This iconic beach house has been showcased in many publications, including Sunset Magazine, Fine Homebuilding, and Better Homes and Gardens. It is a true architectural gem that I am honored to share with you and your loved ones. Conveniently located just a .3 miles/6 minute walk to Capitola Village, Gayle's Bakery, and the Beach.

Private Cottage with a View

Brand new clean and cozy home with all the comforts you will need. Netflix and chill, or BBQ on your private patio, this home is indoor and outdoor living. Enjoy the plushness of this brand new home with a great view. Only 12 minutes to the ocean or boardwalk and step outside your front door to the redwoods. Privacy and proximity to amazing hikes, restaurants and town are perfect here. Just come relax in this plush cozy home.

Amazing Country Setting at Cottage Creek Vineyards

Lovely 1000 Sq. ft. Cottage in the heart of wine country. A 400 sq. ft. delightful back patio with fire pit, full kitchen and bathroom makes this the perfect home away from home. Amenities include queen bed, wifi, TV's, fire place, & parking. We are a live winery and have wine tasting the first & 3rd Weekend of every month from 12-4:30. We usually have live music, wine tasting is in the same vicinity as the Cottage.