Cottage vacation rentals in Half Moon Bay

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Top-rated cottage rentals in Half Moon Bay

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Guest favorite

Cottage in Pescadero

4.96 out of 5 average rating, 111 reviews

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.

Top guest favorite

Cottage in Woodside

4.98 out of 5 average rating, 409 reviews

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!

Top guest favorite

Cottage in Berkeley Hills

4.91 out of 5 average rating, 517 reviews

Berkeley Hills Maybeck Cottage

Built in 1925, Maybecks' “Cubby” is your private, rustic, 750 sq ft, carriage house located less than a mile from Cal. Homey and basic - the deck is great for lunch, dinner, or just hanging out. It's an easy walk down to the gourmet ghetto, Thursday Markets, buses and BART. Carport provided, a car is recommended (hey it's located in the hills.) Not baby proofed, minimal fencing - sorry, no pets, babies or toddlers. Smoke free, no butts about it. Sorry, no loud music, or large gatherings.

Guest favorite

Cottage in Mill Valley

4.99 out of 5 average rating, 135 reviews

Beautiful Downtown Mill Valley Cottage

Excited to reintroduce our charming cottage to the Airbnb community after several months of our family’s use. Absolutely charming Downtown Mill Valley Cottage. Beautifully remodeled with the highest attention to detail and just a short 5-minute stroll to town. The open floor plan has great indoor-outdoor flow, perfect for enjoying the lovely patio and gardens. Perfectly situated to enjoy charming Mill Valley, Mt. Tam, Muir Woods, and Stinson Beach, as well as easy access to San Francisco.

Top guest favorite

Cottage in Lagunitas-Forest Knolls

4.97 out of 5 average rating, 199 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!

Top guest favorite

Cottage in Santa Cruz

4.97 out of 5 average rating, 339 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

Top guest favorite

Cottage in Boulder Creek

4.97 out of 5 average rating, 114 reviews

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.

Guest favorite

Cottage in Santa Cruz

4.98 out of 5 average rating, 166 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.

Top guest favorite

Cottage in Bolinas

4.97 out of 5 average rating, 222 reviews

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.

Guest favorite

Cottage in Stinson Beach

4.92 out of 5 average rating, 361 reviews

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.

Guest favorite

Cottage in Morgan Hill

4.95 out of 5 average rating, 226 reviews

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 two weekends and two Friday evenings a month. We usually have live music, wine tasting is in the same vicinity as the Cottage.

Top guest favorite

Cottage in Santa Cruz

4.97 out of 5 average rating, 460 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!