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

Ocean View 1 block from the 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.

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.

1929 Spanish Casita With Bicycles For Two

Enjoy a high-touch, yet private casita near UCSC. Curl up with a book in your red leather armchair in the beautiful living room featuring down, Restoration Hardware furnishings and a gas burning fireplace. In the evening, take a seat on your private patio beneath a leafy pergola and enjoy a glass of wine at this historic, Spanish-style casita. Some of the BEST bakeries, natural grocery stores, wine tasting, beaches and restaurants are all a short walk/bike ride or drive away xx

Creekside Bliss #2- The Redwood

Santa Cruz County Vacation Rental Permit# 191283. Creek side cottage in a tranquil setting, newly remodeled, 1/2 mile from downtown Boulder Creek, with on site parking. Beautiful redwood forest setting on over two acres. Close to Santa Cruz Mountain wine tasting, hiking at Big Basin State Park, Henry Cowell State Park and Castle Rock, Roaring Camp Railroad, 30 minutes to Santa Cruz. Fully appointed kitchen. We are also close to most event venues in the Santa Cruz mountains.

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!

Seabright Cottages

The one-bedroom cottage is a peaceful retreat, nestled in a quiet family neighborhood. It is an 8-minute walk to the sunny Seabright Beach and close to all that is Santa Cruz. The sunny living room and private garden are great places to chill. It is a two-block walk to several excellent restaurants. We provide two beach cruisers, and it is less than a mile ride to either downtown Santa Cruz or the Marina. So park your car and have some fun.

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.

La Casita del Mar (The Seaside Cottage) at Twin Lakes Beach

Cozy beach cottage located 3 blocks from Twin Lakes Beach and Santa Cruz Harbor! (Permit 211376) Coffee shops and eateries are just around the corner with easy access to the Boardwalk and downtown Santa Cruz. Highly desirable parking on premises. An outdoor dining area is in back with a quaint sitting area in the front. Come and experience the Santa Cruz life in this adorable home!