Cottage holiday rentals in Pleasanton

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Top-rated cottage rentals in Pleasanton

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Guest favourite
A private garden space features a white wicker seating arrangement, providing a comfortable area for relaxation. Colorful flags from various countries are strung overhead, adding a festive touch. Surrounding greenery enhances the tranquil ambiance, inviting guests to enjoy the outdoors.
Cottage in Alameda
4.9 out of 5 average rating, 406 reviews

Large Cottage Near SF, Beach, Airport w/ Backyard

Beautiful, spacious, and quiet cottage 1-bedroom 1-bath, 860sqft, with a private garden, located in the prestigious Alameda Gold Coast neighborhood, safe, 7miles to OAK Airport, 5miles to Oakland Coliseum, 9miles to UC Berkeley, walk to the beach, easy transportation to San Francisco by ferry, bart, or bus. It is walking to coffee shops, restaurants, grocery stores. Next to Crown beach with spectacular view of San Francisco. Parties are not allowed. Top speed Internet. Pet allowed, $50 per stay.

Top guest favourite
Cottage in Berkeley
4.82 out of 5 average rating, 431 reviews

Soak up the Serenity from a Swing Seat at Claremont Cottage

Linger over a coffee in the zen, vine-covered courtyard at this secluded cottage nestled in the back of a period property in Berkeley. Crisp white sheets, craftsman furniture, and painted wooden cladding make for a sophisticated yet rustic haven. The main room is cozy with a big skylight, comfortable queen bed, swivel chair, and desk and chair. There is a small kitchenette. Outside is a stone patio, a swinging bench that overlooks a koi pond, and a small outdoor table and chairs. ZCSTR2021-0842

Guest favourite
A solar-heated pool is set within a spacious patio of brick pavers. Two white lounge chairs sit beside the pool, accompanied by large umbrellas providing shade. Lush greenery and a wooden fence are visible in the background, enhancing the serene atmosphere.
Cottage in Sonoma
4.93 out of 5 average rating, 122 reviews

Farm Cottage With Private Pool

*NOTE: the pool is solar heated and is only open JUNE 1- OCTOBER 31. Private, quiet, peaceful family or couple-friendly rustic farm cottage, wine country retreat with a private pool minutes away from wineries, like Schug, Gloria Ferrar, Viansa, Ram's Gate and Sonoma town square. Solar-heated pool is open June-October. We are locked in by three dead-end roads, so it's very quiet. Large deck, large pool patio, kids' play structure, and more. Horses are our neighbors and life slows down here.

Top guest favourite
A rustic cabin is surrounded by lush greenery, featuring a stone pathway leading to a sunlit patio with seating. An umbrella provides shade over a dining area, while a lounge chair invites relaxation. Tall trees frame the scene, enhancing the serene outdoor setting.
Cottage in Berkeley
4.91 out of 5 average rating, 534 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.

Top guest favourite
A charming cottage is depicted, featuring a front porch with a small table and chairs under an umbrella. A fenced area with lush greenery is visible, enhancing the outdoor space. Sunlight illuminates the exterior, creating a welcoming ambiance.
Cottage in El Sobrante
5 out of 5 average rating, 131 reviews

Your Most Romantic and Peaceful Getaway

Tucked away on the border of Orinda and El Sobrante, our fully remodeled romantic cottage features a kitchen, deck, and private parking. This space is perfect for romantic getaway, with many hiking paths and restaurant nearby. With one bedroom and one bath, this cottage provides freshly remodeled atmosphere of romance, warmth, comfort, and home. This cottage is nestled in the back corner of our property, with ample privacy and a designated driveway. It is a perfect home away from home.

Top guest favourite
The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.
Cottage in San Carlos
4.98 out of 5 average rating, 250 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.

Top guest favourite
A welcoming living area features a light-colored sofa with red and white cushions. A wooden coffee table with decorative items anchors the space, while vibrant flowers in a vase add a touch of color. A dining area is visible, accompanied by a side chair.
Cottage in Santa Clara
4.94 out of 5 average rating, 210 reviews

Manzanita Cottage in the Heart of Silicon Valley

*We respond to inquiries quickly! We use CDC cleaning guidelines. Our property is powered 100% by solar* The Manzanita Cottage is a perfect getaway for business or vacation travelers. The cottage is well appointed and has everything you need for an extended or short stay. This private & inviting cottage is big on amenities: stove, oven, microwave, coffee maker, dishwasher, washer & dryer, etc. We have two other units on our property: The Orchard tiny house and The Manzanita cottage.

Top guest favourite
A charming rural landscape is depicted, featuring neatly arranged grapevines in the foreground. A single-story home with a light exterior is visible in the background, flanked by lush trees and a trailer. Clear blue skies complete the serene vineyard setting.
Cottage in Livermore
4.97 out of 5 average rating, 217 reviews

G & M #2 Livermore Wine/ E-Bike Getaway (pets ok)

E-Bikes (Hot Tub) 1 Queen bed 1 bath full kitchen fully furnished studio / everything needed for a short stay. ( pet ok $20.00 per pet per stay Notify at booking). No pets left alone in home Includes country breakfast fixings and continental breakfast 1st morning. Free washer dryer, BBQ , gas Fire Pit. Many excellent wineries close. With great restaurants 5 minutes to downtown Livermore. Loaner E- Bikes or Uber there are bike trails to most Livermore wineries 5 min. from here.

Top guest favourite
A welcoming front view of a single-story cottage is presented, featuring a central entrance with a decorative door. Potted flowers in vibrant colors are arranged along the walkway, complemented by a paved driveway. Lush greenery surrounds the property, creating a serene setting.
Cottage in Mountain View
4.97 out of 5 average rating, 182 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 < https://www.airbnb.com/rooms/36591781> if this cottage is not available.

Top guest favourite
A cozy cabin exterior is set among tall trees, featuring a stone patio with two Adirondack chairs. The structure has large windows that invite natural light, while the surrounding landscape includes rocks and pine needles, creating a natural and serene environment.
Cottage in Boulder Creek
4.98 out of 5 average rating, 130 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.

Top guest favourite
The exterior of a cheerful yellow cottage is framed by lush greenery and trees. A stone pathway leads to the entrance, which features a large clock on the wall and a decorative chair in the foreground, inviting a serene outdoor atmosphere.
Cottage in Cleveland Heights
5 out of 5 average rating, 243 reviews

Trixie's Studio Garden Cottage

We have a lovely private garden cottage available in a quiet Oakland neighborhood, very close to Lake Merritt. Shopping, restaurants, and cafe's are a 10 minute walk away. Cozy furnished, sound proofed studio with blackout windows, thermal heated flooring, small kitchen, bath & living area. Free high speed internet, security & housekeeping service. Ample street parking and very close to public transportation.

Top guest favourite
The exterior of Molly's Cottage is displayed, featuring a charming facade with a dark door and window shutters. A patio table is set with four chairs under a large green umbrella, surrounded by potted plants. Tall trees provide a natural backdrop.
Cottage in Walnut Creek
4.89 out of 5 average rating, 209 reviews

Molly's Cottage, Downtown Walnut Creek

Molly's Cottage Is a one bedroom cottage in Downtown Walnut Creek, ready for your business or pleasure visit. It has a comfortable living room, a full kitchen, and two private outdoor garden patio areas. In addition to the queen bed in the bedroom there is a twin sleeper in the living room. AC: In 2024 we had an unprecedented heatwave so now there is a portable AC, as well as ceiling fans.

Popular amenities for cottage rentals in Pleasanton

Quick stats about cottage rentals in Pleasanton

  • Nightly prices starting at

    Pleasanton holiday rentals start at £128 per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pleasanton rentals

  • 4.9 Average rating

    Pleasanton stays are highly rated by guests – averaging 4.9 out of 5!