
Cottage holiday rentals in Pleasanton
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Pleasanton
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pleasanton cottage rentals
Cottage rentals with a hot tub

The Double Dipsea Cottage
We loved staying at the Dipsea Cottage. It’s a beautiful, calming, and comfortable space. We really enjoyed being able to walk to the beach, restaurants, playground, and shops. We look forward to coming back here again!

Swallowtail Historic Art Studios
We loved our stay here. Bill was extremely sweet and kind. He even provided a lovely tray of coffee for us in the morning. The space was clean and quiet. The location was perfect for a relaxing end to our day. Would recommend!

Romantic Retreat in Garden & Trees - Villa Willow
Had the best time staying here , hot tub and spa was relaxing and was very well needed. House was clean and cozy would definitely book again

Wild West Village- Hot Tub & HUGE View FAST Wi-Fi
Mara is a great host, charming and thorough.........a great combination for us! Her detailed instructions and "hands-off" thereafter approach was perfect for us. The unit was just the right size for us and had everything we needed for our week plus stay. We hope to visit and stay again in the future as the location is perfect for us.
Pet-friendly cottage rentals

Riverfront Isleton Cottage < 1 Mi to Rio Vista!
Great place! Cabin looks amazing and they have everything you need. They anticipate your needs as well. Clean and relaxing!

Large Cottage Near SF, Beach, Airport w/ Backyard
We felt right at home; simply and amply appointed. It was surprisingly spacious for a one bedroom and easily accommodated four adults. The outdoor garden space was perfect for evening and morning relaxation. The sign of a GREAT host is how they handle an accidental (major) breakage. As guests, we were mortified. Diana was absolutely gracious. Thank you for your understanding, Diana.

Ocean View Cottage
Stayed for the first time in Pescadero with the family. Steve's place was perfect - great location, well equipped, lots of space. Loved the views and accessibility to it all. Thanks, Steve, for sharing your wonderful place with us.
Casa Venida by the Beach, Light & Stylish Cottage
Gem of a beachhouse, on a quiet street, just a short walk from the beach. Clean, tastefully decorated cabin and loved the peaceful back garden and front patio to enjoy the sun as well.

A Private Retreat in Nature - Bluebird Day Cottage
It was a joy to retreat to this cottage after a very busy work event. Definitely worthy of its 5 star rating. The combo of the hilltop location and beautiful garden vegetation made for a quiet, beautiful, and serene experience. Highlights included reading outside in the yard, hiking without needing to drive, seeing hummingbirds, a comfy desk for letter writing, great indoor lighting for reading, a well equip kitchen, great local recommendations, and Minie being such a responsive host. We also enjoyed a nearby AirBnB Experience: Dye a scarf with California plants with Auli in case that sounds interesting to you too.

Walk to BART Pet Friendly Cottage w/ 3 Queen Beds!
Great central location with lots of places to walk to. I grew up in Castro Valley but haven’t been back in many years. We stayed with our twin 5 year olds and there is a play place that is nearby. Katherine was very communicative and flexible with check in. There was a housekeeping issue and Katherine addressed this issue immediately. We couldn’t get the shower head in the master bath to work correctly but the guest bath shower worked just fine with good pressure. We were disappointed it rained while we were there because we didn’t get to use the backyard. It looked very inviting with the BBQ and fire pit. The dining table was great as we had my senior parents over for dinner and everyone fit comfortably. The home is beautifully decorated

🏆A travelers Dream 💤 Luxury New One Bedroom Home
Second stay, and I would love to stay a third time.

Lazycamp Tiny House
Jan is an incredible host! We’ve stayed at all of her Pleasant Hill locations, and this just might be our favorite one. She’s thoughtful with snacks, water, and coffee. The place is clean and has thoughtful touches. Definitely a great value too!
Private cottage rentals

Oakland. Super Location 2bdrm. Parking, Walk 2BART
It was an easy and comfortable place to settle into. Great bed, easy to use thermostat, lots of drawers and closet space. It has two nice decks to sit outside but we didn't use them much because the weather was pretty cold. I guess the weather is the only thing we can complain about! We enjoyed coffee and delicious pastries at the little cafe around the corner. And we had a short walk to see our son and grandchildren. A great place for us and we'd like to stay there again.
Brand new house in Silicon Valley
Lovely spot that’s convenient to walk to groceries and parks. It’s new, clean, well stocked with coffee, filtered water & basic spices. Bonus to have orange, lemon & avocado trees outside! Recommend to others looking for a convenient Mountain View location!

Bright & Beautiful Cottage
I literally couldn’t have asked for more. They were so responsive and helpful with anything we may need. I stayed here for a month for surgery and didn’t want to leave when the month was over. The tiny house was clean and exactly what I wanted and needed for my recovery. Close to everything I needed and wanted to get to. All the light and fresh air you can ask for. Recommendations for food and stores. Visits from their amazing dog!! I wouldn’t change a thing! What an amazing host, family, city, and tiny home. I will definitely be back.

Beautiful Downtown Mill Valley Cottage
My husband and I had a great time in Mill Valley. We were amazed at the location of this adorable cottage. It is walking distance to the library and to downtown MV, which had everything we could possibly need/want. Such an incredible community. Our host was helpful when we had questions and answered promptly. The cottage was cute, clean and cozy. Overall we loved our stay and would love to come back again someday!

Private Cottage near beach, park, public transport
This is a great place to stay in the bay! This reminds me of how are bnb was before it became really corporate. Her space was really charming and there were a lot of extras like food and blankets.

🌿 Serene Sunset Cottage 🌿 – San Francisco Bay View
This was our second long-term stay (each stay being several weeks) at the Sunset Serene Cottage and we will definitely be coming back for more. Consider this as your home away from home. The location and the view cannot be beat. The house is perfect for us as a couple - bedroom, kitchen, living room, and bathroom have everything you need for a relaxing and convenient stay. It’s surrounded by so much nature, and it was wonderful to have a busy day and then come home to this oasis. Neighborhood is also very safe and we took many walks to enjoy the view of the Bay. We thank Albena and Nikolay for promptly responding to our queries and for generously accommodating our special requests. Already planning our next visit! 🌅🏡💕

Gorgeous Getaway in Atherton
Very cute cottage in Atherton. Worked well for me and my colleague. We were able to park our car onsite. The area is very safe and quiet. You are within a few minutes from Stanford, downtown Palo Alto and Sandhill Road. David was very communicative, texting with specific directions and responding to questions throughout our stay. There were several bugs in the cottage (a few, random ants and a handful of spiders).

Creekside Bliss #1 - The Santa Cruz
Wow!! A great find! Gorgeous and serene surroundings with a SPOTLESS perfectly outfitted cottage. Every part of the cabin is thoughtfully decorated and well stocked. All the decor matches and has such sweet charm to it. It smelled lightly of peppermint when I arrived and all the linens were fresh, fluffy, and clean. The property is a dream and so very calm and quiet. Linda and Duane are SO NICE! They wrote me a welcome card and even jumped my car. Would stay again in a heartbeat.
Destinations to explore
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- San Joaquin River Holiday rentals
- Oakland Holiday rentals
- Sacramento Holiday rentals
- San Francisco Peninsula Holiday rentals
- Central California Holiday rentals
- San Francisco Holiday rentals
- San Francisco Bay Area Holiday rentals
- Gold Country Holiday rentals
- Northern California Holiday rentals
- Apartment rentals Pleasanton
- Rentals with a fire pit Pleasanton
- Rentals with outdoor seating Pleasanton
- Rentals with a patio Pleasanton
- Hotel rentals Pleasanton
- Fitness-friendly rentals Pleasanton
- Rentals with pools Pleasanton
- Rentals with a fireplace Pleasanton
- Family-friendly rentals Pleasanton
- Rentals with a washing machine and dryer Pleasanton
- Rentals with a hot tub Pleasanton
- Pet-friendly rentals Pleasanton
- House rentals Pleasanton
- Cottage rentals California
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Cruz Beach
- Capitola Beach
- Rio Del Mar Beach
- Golden Gate Park
- Stanford University
- Seacliff State Beach
- Oracle Park
- Twin Peaks
- Davenport Beach
- Bolinas Beach
- Montara State Beach
- Twin Lakes State Beach
- Pescadero State Beach
- Capitola State Beach
- New Brighton State Beach
- Rodeo Beach
- Muir Woods National Monument
- China Beach, San Francisco
- Mission Dolores Park
- Rockaway Beach
- Bonny Doon Beach
- Black Sands Beach
- Sumner Beach
- Children’S Fairyland