Cottage vacation rentals in San Francisco Peninsula

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Top-rated cottage rentals in San Francisco Peninsula

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Guest favorite

Cottage in Oakland

4.91 out of 5 average rating, 398 reviews

Magical Modern Cottage with Garden

Find true escape surrounded by nature at this lovely modern cottage. Once featured in Dwell magazine, this home charms with its clever use of space, custom furniture and finishes, unique and tasteful decor, and outdoor patio and garden. Entire private cottage and shared side and backyard with patio seating. We are happy to suggest hikes, restaurants and other activities. We've compiled an extensive list of our favorite spots, both right in the neighborhood and also farther afield. The property is located in Rockridge, and also quite close to Temescal. Both have lots of great shopping, restaurants, coffee shops, and amenities. We are very pleasant 10-15 minute walk from the Rockridge BART station. BART provides easy access to SF (about 20 min) and other parts of the Bay Area. Parking on our street is free and usually plentiful. Street sweeping is on the second and fourth Monday/Tuesday of each month (check signs to be sure). The bedroom of the cottage is located up a short flight of stairs, so it isn't ideal for anyone with compromised mobility. The bathroom shower is fully functional but some particularly large/tall people may find it a little tight.

Sep 21 – 28

G$31,466 GYD per night

Guest favorite

Cottage in Oakland

4.96 out of 5 average rating, 100 reviews

7-30 Days Modern Garden Guesthouse, Step-Free

New build, all one level, no steps to entrance from street. Private quiet dedicated guesthouse. Plentiful, free street parking w/in one block. Keyless entry. 450 sq ft but feels larger. Queen bed, large closet, full kitchen, large bathroom, private patio. Free W/D. 2-55" TVs with digital antennae +Roku. Kitchen table doubles as desk. No cleaning fee. Our family plays in shared yard late afternoon with 2 friendly dogs. 7-30 days firm per business license. For two guests, choose "2" when booking.

Jan 18 – 25

G$25,992 GYD per night

Guest favorite

Cottage in Alameda

4.91 out of 5 average rating, 108 reviews

Garden Cottage in East End, Alameda

Comfortable retreat with a private entrance behind our family home. Modern studio, 220 square feet, includes full kitchenette and bathroom with shower. Ceiling fan, plenty of natural light, French doors, Wi-Fi. Double bed. Have Keurig/coffee maker/drip cone, induction cooktop. Ample street parking. Just four blocks to a locally-owned market, cafe, & bakery! This charming, quiet neighborhood is close to transit options to San Francisco, OAK airport, and BART. Check-in 3 pm, check-out noon.

Jun 24 – Jul 1

G$18,259 GYD per night

Guest favorite

Cottage in Daly City

4.94 out of 5 average rating, 661 reviews

Mini cottage near San Francisco & SF airport

Mini cottage w/ free parking. This small cottage is located in our beautiful backyard. It is close to everything. A 15 min drive to downtown San Francisco and SF airport. A 15 min walk to Westlake shopping center and Bart station to San Francisco. The beautiful unit has a private entrance, one bedroom with a queen bed and a private bathroom. We provide Wi-fi, towels, instant coffee, tea, and snack. More amenities for you to use: TV, microwave, refrigerator, hair dryer & electric kettle.

Sep 20 – 27

G$15,499 GYD per night

Guest favorite

Cottage in Lagunitas-Forest Knolls

4.96 out of 5 average rating, 135 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!

Jun 21 – 28

G$43,516 GYD per night

Guest favorite

Cottage in San Carlos

4.98 out of 5 average rating, 201 reviews

Carmelita Creek House

The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

Jan 29 – Feb 5

G$46,533 GYD per night

Guest favorite

Cottage in Richmond

4.97 out of 5 average rating, 234 reviews

The Villa - Walk to BART

The Villa is a sweet backyard cottage/tiny house in the safe and charming, neighborhood of Richmond Annex, bordering El Cerrito. Our guests say that they love “coming home” to the peace and comfort of The Villa after a day of exploring. Going to San Francisco? We are a 15 minute walk to BART. There are tons of beautiful outdoor activities in this area as well as organic groceries, restaurants and other essentials within easy walking distance. And lots of free parking on our street.

Nov 21 – 28

G$19,985 GYD per night

Guest favorite

Cottage in Stinson Beach

5.0 out of 5 average rating, 379 reviews

The Beach Cottage- A Simple Sanctuary

You will be about 40 paces to the beach (4th house from the beach) and a lovely 5-minute walk to town. On its own separate lot, with a sweet little yard with lounge chairs, Bbq, and a firepit, The Cottage is fresh, immaculate, peaceful, cozy, comfortable, romantic, and tranquil. Please know that without exception we do not accommodate children, pets, or stays over 12 days. IF YOU ARE GOING TO REQUEST A BOOKING AND SOMEONE WILL BE JOINING YOU PLEASE GIVE THEIR FIRST NAME.

Jul 5 – 12

G$62,632 GYD per night

Guest favorite

Cottage in Alameda

4.94 out of 5 average rating, 229 reviews

Quaint Early 1900s Cottage Close to Park, Beach and Hiking

Explore the historic island of Alameda, just a quick ferry or bus ride to S.F. We are located close to Webster St with a nice choice of restaurants, pubs coffee shops as well as stores for shopping. Alameda is great for walking with many beautiful Victorian homes and other historic architecture to admire. We are two blocks from Crown Beach. Bus stops for getting to SF and beyond are just a block away. The SF/Alameda ferry is a mile from the property -a very pretty ride.

Mar 5 – 12

G$24,270 GYD per night

Guest favorite

Cottage in Mountain View

4.96 out of 5 average rating, 142 reviews

Spacious Cottage w/Vaulted Ceiling

Come enjoy the peaceful seclusion of this backyard, 700sqft, cottage, in the heart of Silicon Valley. Unwind in your own private backyard nestled in the shade of fruit tree and other trees. Beautifully and fully furnished for your comfort. Conveniently located with easy commute to local high tech companies, Stanford University and train ride away to San Francisco. Pls check our other Airbnb unit if this cottage is not available.

Oct 17 – 24

G$32,848 GYD per night

Guest favorite

Cottage in San Mateo

4.95 out of 5 average rating, 465 reviews

Entire Private Studio by SFO, AC/Heat/Free Parking

Entire cottage with private entrance. * self check-in with codes * free parking on driveway * AC & heating * 1 queen bed, 1 sofa (converts into twin bed) * fiber speed WiFi * kitchenette with sink, dishes & utensils, microwave, oven, mini fridge, keurig coffee maker, water boiler, NO STOVE * 15 min drive to SFO * 10 min walk to Caltrain * walking distances to restaurants, bars & groceries * located at end of cul de sac in a safe & quiet neighborhood * TV with Chromecast

Jul 7 – 14

G$31,692 GYD per night

Guest favorite

Cottage in San Francisco

4.92 out of 5 average rating, 671 reviews

Private Garden Cottage behind lovely Victorian

Enjoy a victorian garden getaway with your own secluded private bedroom with integrated bathroom in a Garden Victorian in Glen Park. Relax or sit outside at the patio table and admire the garden. Bedroom is completely private and faces the back yard with private entrance. 5 blocks from the Glen Park BART Station. Street parking is easy in the neighborhood, you can park all day long. Street cleaning is every other week and on different sides of the street.

Sep 30 – Oct 7

G$26,683 GYD per night