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.

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

VR#111596 Seemingly remote & private yet so close to everything, single level home with massive deck on 2 1/2 acres backs to park and trails. The cook’s kitchen & herb garden overlook our meadow. The hot tub, outdoor living room & garden shower are just a few of the surprises you will uncover. The 350 heritage oak tree with 10,000 sq ft canopy is a magnet for wildlife. Ask about detached office if you need to work from home; the internet is great. Polite well trained pets ok.

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

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!

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.

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.