Cottage holiday rentals in Half Moon Bay

4.99 out of 5 average rating, 151 reviews

Cottage in Marshall

Tranquil waterfront cottage with private beach

Take in the maritime beauty of Tomales Bay from the comfort of this luxury waterfront cottage. Turn the wooden steering wheel on the front door and enter a light-filled living room with high ceilings and sweeping views of the bay. Seals, otters and rays make their way into the bay; at high tide perhaps you'll be lucky and catch a glimpse of a sting ray from the glass window in the living room floor. Our private beach is the perfect spot to go for a swim, or launch your paddleboards and kayaks.

4.96 out of 5 average rating, 113 reviews

Cottage in Pescadero

Bean Hollow West Cottage

This lovely 2 bedroom 2 bath cozy cottage is a great place to stay while exploring the beautiful coast of No. California. The cottage is tucked away in silence interrupted only by the faint sound of the distant ocean. It has a spectacular ocean view surrounded by a peaceful pond, incredible sunsets, lots of trees and wildlife. Sits 5 minutes from Bean Hollow Beach and many others minutes away between Half Moon Bay and Santa Cruz. This cottage is safe and private with beautiful outdoor living.

4.98 out of 5 average rating, 416 reviews

Cottage in Woodside

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

Cottage in Lagunitas-Forest Knolls

4.97 out of 5 average rating, 209 reviews

Creekside cabin in Redwoods w/modern interior

Serene West Marin retreat, we lovingly call, L’il Zuma. Sits in a majestic redwood grove in the heart of San Geronimo valley. Cross a foot bridge over a gentle, seasonal creek to find a charming home with a custom, modern interior. Open floor plan with skylights, a full bedroom & sleeping loft & access to decks bringing the outdoors in. Unwind in your magical, private retreat. Minutes from Fairfax & easy access to West Marin's best parks, biking, hiking trails & beaches. Life is good!

4.97 out of 5 average rating, 345 reviews

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

4.97 out of 5 average rating, 177 reviews

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.

4.97 out of 5 average rating, 232 reviews

Cottage in Bolinas

Enchanting cottage in charming Bolinas

The Casita is a charming one bedroom cottage in the highly desirable coastal community of Bolinas. With all new appliances and fixtures, this bright sunny spot on half acre garden will keep you enchanted your entire stay. The rental is perfect for a couple or small family, with a separate bedroom and cozy pull out sofa. With a darling treehouse outside your window and plenty of peace and quiet, you will never want to leave.

4.92 out of 5 average rating, 369 reviews

Cottage in Stinson Beach

Casa Venida by the Beach, Light & Stylish Cottage

Our cottage is a haven of tranquility just a few steps from family-friendly Stinson Beach and a 5-minute walk to town. Surrounded by private decks and a fenced yard (hammock, chaise lounges, hot-water outdoor shower, outdoor dining area and a gas BBQ), there are relaxing spots all over the property to chill with a book or hang out with family. Well-behaved dogs allowed! Please be aware of this in case you have allergies.

4.96 out of 5 average rating, 138 reviews

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!

4.97 out of 5 average rating, 470 reviews

Sea Otter Cottage in Santa Cruz!

This quaint cottage, just a block and a half from the beach, was built in the early 1900's yet lovingly updated to maintain Old World Charm. Take a short stroll to the beach, quaint restaurants, shopping or the harbor. Enjoy provided paddle boards, cruiser bikes & boogie boards or have a bonfire in the backyard before ending your day with a relaxing soak in the hot tub!