Holiday houses in Pleasanton

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Top-rated holiday rentals in Pleasanton

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Home in Half Moon Bay

5 out of 5 average rating, 103 reviews

Fabulous Beach Get Away - Brand New Beach House

MichelleRating, 5 stars3 weeks ago
We had a great time at Rita’s place! Great location and very comfortable for our group of 6. Highly recommend!!
Guest favourite

Home in Stinson Beach

4.93 out of 5 average rating, 401 reviews

Bright and Cozy Beach Cottage

GemmaRating, 5 stars4 weeks ago
Just what we needed, a nice getaway that was not too far from our home and was in beautiful, peaceful surroundings. there are lots of activities besides going to the beach, including many beautiful hikes in the surrounding area. The weather was rainy, so we did not get to go out that much but staying in the cozy cottage was perfect because we got to just kick back, hang out with each other, watch movies, and play card games. We tried to get the fire started in the fireplace, but because of the moisture in the air, the fire hood that was available for use was wet and even if we tried with a starter log, it did not burn that long. But that’s OK because it was more than enough heat from heaters that made it nice and warm in the cottage. Also, the cottage was next to one of the best coast side restaurants in the area—Parkside Cafe, where we dined every night—conveniently located just down the street. Excellent seafood! We definitely will come back and stay here.
Guest favourite

Home in Discovery Bay

5 out of 5 average rating, 78 reviews

Lighthouse Holiday Home in Discovery Bay

KatherineRating, 5 stars3 weeks ago
This home was perfect for our group! Every year we book a place large enough for 5-13 people and spend a week together to ring in the new year. This was easily one of the best places we've stayed in! Lots of kitchen supplies, fun activities, clean towels and blankets, amazing instructions and manual made everything super easy, and Jules was incredibly responsive!! Couldn't ask for a better host or a better house!
Guest favourite

Townhouse in Discovery Bay

4.94 out of 5 average rating, 108 reviews

Marlin Cove - Pet & Boat Friendly Oasis

MikeRating, 5 stars1 week ago
Matt and Deb’s property was AMAZING! We were looking at relocating to the area and chose this property to stay at to get a feel for the area. It was the perfect choice. Beautiful view, great location, boat dock to bring your toys. The property is very well updated and clean. Beds are super comfortable. Would absolutely stay again.
Guest favourite

Guesthouse in Walnut Creek

5 out of 5 average rating, 276 reviews

Oak Knoll Hideaway

CarolRating, 5 stars3 weeks ago
This home was absolutely perfect! Great decor and amenities, just as described in the listing. If you need a place in the Walnut Creek area, this is the one to choose. William and Chris were great hosts. We plan to return.
Superhost

Apartment in San Francisco

4.88 out of 5 average rating, 360 reviews

Beautiful 1 bdrm Apt with Ocean Views and Hot Tub

ColinRating, 5 stars1 week ago
Unbelievable view. Worth the price just for that. Can see the entire ocean from the bedroom and the hot tub. Place was well stocked with extras. Albina was extremely kind and attentive. Would stay again.
Guest favourite

Home in Stinson Beach

4.89 out of 5 average rating, 46 reviews

Gated Seadrift Lagoon with all the ToyZ!

EmilyRating, 5 stars3 months ago
We’ve stayed at this property several times and always look forward to going back for a relaxing and fun trip. The location on the lagoon is perfect, with expansive outdoor space and plenty of kayaks and paddleboards to use, as well as an easy walk to the beach. The kids love the game room and mini golf green, when they need a break from the water. Comfortable & clean sleeping and hanging out areas and a well-stocked kitchen. Quick and friendly communication. It is clear that the owners care about the property and their guests. Can’t wait for the next visit!
Guest favourite

Tiny home in Half Moon Bay

4.85 out of 5 average rating, 643 reviews

Small Beach Cottage Near the Coastal Trail

ThomasRating, 5 stars2 weeks ago
Matt was a friendly host. We enjoyed having our breakfast on the sunny patio and our dog loved the secure fenced in yard. The weather was great but if we had to stay inside there was only one inside chair provided. The bed was comfortable and everything was tidy and clean. The walk to the beach was an easy one and the beach is beautiful! We found everything we needed in the house and kitchen. We would definitely say here again.
Guest favourite

Condo in Pacifica

4.97 out of 5 average rating, 108 reviews

Game room, 20 min to SF, hot tub, beach 1 block

VikkiRating, 5 stars1 month ago
The property was perfect for our family of four. Our kids loved the game room. The beds were comfortable, the house was clean and stocked with everything we needed. Anna was very responsive whenever I needed to communicate with her. Would absolutely recommend staying here :)
Guest favourite

Villa in San Rafael

4.92 out of 5 average rating, 249 reviews

Tranquil Waterfront Haven

AnaisRating, 5 stars5 days ago
Gorgeous home in a beautiful setting. House is just as beautiful as described and Sherry was incredibly welcoming and helpful!
Guest favourite

Cottage in Bolinas

4.98 out of 5 average rating, 202 reviews

Enchanting cottage in charming Bolinas

RochelleRating, 5 stars1 month ago
Peaceful and clean with all the modern comforts
Guest favourite

Home in Stinson Beach

4.93 out of 5 average rating, 289 reviews

Luxury and Design- 200 ft or 1 min walk to beach

HayleyRating, 5 stars1 week ago
A+ stay at Greg & Robbie’s home. We are already plotting our next stay. It truly was a slice of heaven!

Popular amenities for Pleasanton holiday rentals

Stay near Pleasanton's top sights

San Francisco Premium Outlets170 locals recommend
Stoneridge Shopping Center48 locals recommend
Tully's Coffee45 locals recommend
BART Dublin_Pleasanton station38 locals recommend
Regal Hacienda Crossings ScreenX, IMAX & RPX34 locals recommend
Trader Joe's25 locals recommend

Other great holiday rentals in Pleasanton

Guest favourite

Home in Grand Lake

4.86 out of 5 average rating, 51 reviews

Grand Craftsman by Lake Merritt

AllegraRating, 5 stars1 month ago
My family of 8 stayed here for Christmas and it was perfect. The house is spacious and comfortable, we loved the walkability to Grand Ave, and enjoyed the hot tub. Everything you need to cook in the kitchen, laundry available, etc. Would recommend and stay again!
Guest favourite

Home in Oakland

4.99 out of 5 average rating, 113 reviews

Beautiful Home. Gorgeous Views. Five Bedrooms.

JohnRating, 5 stars3 weeks ago
Wonderful place to stay with family and friends for a new year’s vacation in the Bay Area. Beautiful views over the city and a private and peaceful location. Great host that was very accommodating while maintaining our privacy. A great experience and would definitely stay again.
Guest favourite

Cabin in Oakland

4.97 out of 5 average rating, 229 reviews

Spa style cottage! Jacuzzi, Sauna, Pool, Views!

LuciaRating, 5 stars1 week ago
Thank you both for hosting my husband and I for his birthday. We really enjoyed our stay. From beginning to end, super easy and chill vibe. Great communication, clear instructions on how to enjoy sauna and hot tub, loved looking out the window to see the beautiful mountains, appreciated the clean cottage and were grateful for the sweet hospitality.
Guest favourite

Home in Vallejo

4.88 out of 5 average rating, 8 reviews

A place like home.

TrinetteRating, 5 stars1 month ago
My family and I enjoyed our stay very much. Vikki made sure all accommodations and amenities were in place. We enjoyed and we will stay there again and highly recommend her. The space was excellent.
Superhost

Campervan/RV in Half Moon Bay

4.89 out of 5 average rating, 9 reviews

Breathtaking CA Coast Airstream - Beachfront (NEW)

JasonRating, 5 stars4 weeks ago
Our family really enjoyed our time here. It was a once in a lifetime experience with breathtaking views and nice amenities. We are definitely planning on coming back soon. Overall a great experience. Note that there are 3 other camper vans in the same area, but it still felt quite private the way the property was laid out along with fencing. Additionally, it got quite cold at night and with the power saving mode the property implemented, the heater wasn't wasn't nearly as strong as we would have liked compared to what it as like during the day. Otherwise it was a fantastic stay.
Guest favourite

Bungalow in Novato

4.94 out of 5 average rating, 81 reviews

Novato Farmhouse Inn

RoderickRating, 5 stars2 weeks ago
Very comfortable and well stocked kitchen with everything we needed to prepare food. Bed bath as comfortable, and towels were ample and of good quality. Was private, though do share wall with owner. Home was clean and roomy, and the basket of eggs the owner presented upon arrival was truly appreciated. We would definitely stay here again.
Guest favourite

Home in Campbell

5 out of 5 average rating, 24 reviews

3 bdrm 2bath bright renovated private deck

NathanRating, 5 stars2 months ago
I always choose to stay at Emrehans when I need a place near San Jose. Very beautiful, clean home/yard, great location. Emrehan communicates well and has been very accommodating to me. Very good price for the stay. Would recommend.
Guest favourite

Home in Richmond

4.96 out of 5 average rating, 73 reviews

Quiet Gem w/city access 2BR 1BA

AlisonRating, 5 stars2 months ago
It's a lovely place. I hope to have an opportunity to stay there again.

Quick stats about holiday rentals in Pleasanton

  • Total rentals

    130 properties

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Alameda County
  5. Pleasanton