Holiday Homes in Pleasanton

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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Pleasanton holiday homes

Desk, WiFi, bed sheets
Cozy Studio l Downtown San Jose

Cozy Studio l Downtown San Jose

Cozy Studio l Downtown San Jose
2.0 star property
Northside
10.0 out of 10, Exceptional, (1)
"Perfect studio with plenty of space for myself and my dog. Felt safe walking my dog at night and overall great location. Nice backyard area for my dog. I would definitely stay here again and recommend 10/10. "
United States
Giovanna I.
The price is €282
includes taxes & fees
28 Dec - 29 Dec
Cozy Studio l Downtown San Jose
Exterior
Lakefront Haven • Boat Rental • Sleeps 4 people

Lakefront Haven • Boat Rental • Sleeps 4 people

Lakefront Haven • Boat Rental • Sleeps 4 people
Discovery Bay
9.0 out of 10, Wonderful, (17)
"Beautiful location "
United States
Lisa C.
The price is €204
includes taxes & fees
29 Dec - 30 Dec
Lakefront Haven • Boat Rental • Sleeps 4 people
Interior
Modern & Urban Oasis Steps to BART- 3Beds

Modern & Urban Oasis Steps to BART- 3Beds

Modern & Urban Oasis Steps to BART- 3Beds
Lower Bal
10.0 out of 10, Exceptional, (1)
The price is €261
includes taxes & fees
12 Jan - 13 Jan 2026
Modern & Urban Oasis Steps to BART- 3Beds
Fridge, microwave, oven, stovetop
The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP

The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP

The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP
Northside
10.0 out of 10, Exceptional, (28)
"Very nice house but on a busy street Great landlord. Good location near the things we wanted to do"
United States
Tony V.
The price is €286
includes taxes & fees
12 Jan - 13 Jan 2026
The Charming Home Nearby UCU, San Jose Downtown, Airport, SAP
Smart TV
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge

Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge
Oakland
9.4 out of 10, Exceptional, (74)
"Solid apartment with a fantastic location.The apartment was spacious and had everything we needed. Host was responsive and kind.I’m hoping this can be our go to Vrbo whenever we visit Oakland."
United States
amy p.
The price is €338
includes taxes & fees
29 Dec - 30 Dec
Sunny Spacious House in Vibrant Berkeley/Oakland Rockridge
Interior
Cozy Studio w/ Kitchenette/Patio. Near Trail, BART & Downtown. Pet Friendly.

Cozy Studio w/ Kitchenette/Patio. Near Trail, BART & Downtown. Pet Friendly.

Cozy Studio w/ Kitchenette/Patio. Near Trail, BART & Downtown. Pet Friendly.
Walnut Creek
10.0 out of 10, Exceptional, (2)
"This was a cozy space that had everything one needed to be comfortable for a short stay in Walnut Creek."
United States
Gillian H.
The price is €106
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio w/ Kitchenette/Patio. Near Trail, BART & Downtown. Pet Friendly.
Interior
Downtown SJ The Hensley House

Downtown SJ The Hensley House

Downtown SJ The Hensley House
Hensley
9.0 out of 10, Wonderful, (32)
"Very nice accommodations in San Jose"
United States
Frank L.
The price is €196
includes taxes & fees
28 Dec - 29 Dec
Downtown SJ The Hensley House
1 bedroom, iron/ironing board, WiFi, bed sheets
Modern little poolside house By Downtown Mountain View!

Modern little poolside house By Downtown Mountain View!

Modern little poolside house By Downtown Mountain View!
Shoreline West
9.4 out of 10, Exceptional, (9)
"This rental was all that I hoped for and I'll try to book it again when I visit my children nearby"
United States
Nancy A.
The price is €241
includes taxes & fees
16 Jan - 17 Jan 2026
Modern little poolside house By Downtown Mountain View!
Exterior
Minimalistic Garden Level 1B/1B Victorian Cottage in Alameda

Minimalistic Garden Level 1B/1B Victorian Cottage in Alameda

Minimalistic Garden Level 1B/1B Victorian Cottage in Alameda
West Alameda
9.8 out of 10, Exceptional, (73)
"Hello, we had a very nice stay in Alameda, a perfect jumping off place for our family as we got our daughter situated at UC Berkeley. Go Bears! Thanks, Navin! We’ll see you again soon."
United States
Matt H.
The price is €263
includes taxes & fees
28 Dec - 29 Dec
Minimalistic Garden Level 1B/1B Victorian Cottage in Alameda
Fridge, microwave, oven, stovetop
Modern 2-Bed Family Haven 🏡 Pet-Friendly + EV Charging 🐾⚡

Modern 2-Bed Family Haven 🏡 Pet-Friendly + EV Charging 🐾⚡

Modern 2-Bed Family Haven 🏡 Pet-Friendly + EV Charging 🐾⚡
North San Jose
10.0 out of 10, Exceptional, (6)
"Clean new great yard and all the amenities anyone can use."
United States
Rob L.
The price is €410
includes taxes & fees
3 Jan - 4 Jan 2026
Modern 2-Bed Family Haven 🏡 Pet-Friendly + EV Charging 🐾⚡
Smart TV
Convenient Modern COZY 4BA/2BR Hidden GEM

Convenient Modern COZY 4BA/2BR Hidden GEM

Convenient Modern COZY 4BA/2BR Hidden GEM
Milpitas
10.0 out of 10, Exceptional, (5)
"Very nice property"
United States
Chad H.
Convenient Modern COZY 4BA/2BR Hidden GEM
3 bedrooms, WiFi, bed sheets
Cozy Designer 3BR 7-mins to Oakland Airport

Cozy Designer 3BR 7-mins to Oakland Airport

Cozy Designer 3BR 7-mins to Oakland Airport
Davis Tract
8.0 out of 10, Very good, (1)
"overall GREAT stay, however i wish there were more items available for cooking that was a bit of a challenge, but over all the place is GREAT"
United States
Jaime A.
Cozy Designer 3BR 7-mins to Oakland Airport
Beach
Large home - Sleeps many 4B/2B

Large home - Sleeps many 4B/2B

Large home - Sleeps many 4B/2B
Walnut Creek
9.6 out of 10, Exceptional, (11)
"We had a great stay! Hector was very communicative about the check in process and ensured that we had everything we needed. The house was clean, well kept, and comfortable. "
United States
Stefanie J.
The price is €500
includes taxes & fees
27 Dec - 28 Dec
Large home - Sleeps many 4B/2B
Exterior
Beauty Home 3Br/2Bath Nearby Downtown in San Jose

Beauty Home 3Br/2Bath Nearby Downtown in San Jose

Beauty Home 3Br/2Bath Nearby Downtown in San Jose
East San Jose
10.0 out of 10, Exceptional, (2)
"Tung is a very responsive and considerate host. Thanks!"
United States
Robin B.
Beauty Home 3Br/2Bath Nearby Downtown in San Jose
TV
Luxury Private Bedroom steps from DT Mt View

Luxury Private Bedroom steps from DT Mt View

Luxury Private Bedroom steps from DT Mt View
2.0 star property
Jackson Park
The price is €131
includes taxes & fees
30 Dec - 31 Dec
Luxury Private Bedroom steps from DT Mt View
TV
Sun-Filled 4-bedroom house with AC in Menlo Park.

Sun-Filled 4-bedroom house with AC in Menlo Park.

Sun-Filled 4-bedroom house with AC in Menlo Park.
2.0 star property
North Fair Oaks
10.0 out of 10, Exceptional, (2)
"Clean house, very spacious, comfortable beds and the sheets smell sooo good! Location was convenient in a very nice neighborhood."
United States
Denise S.
The price is €465
includes taxes & fees
29 Dec - 30 Dec
Sun-Filled 4-bedroom house with AC in Menlo Park.
Interior
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park

2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
Menlo Park
8.0 out of 10, Very good, (7)
"A nice little place to call home for a few days while we visited the surrounding area. "
United States
Daniel M.
The price is €258
includes taxes & fees
30 Dec - 31 Dec
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
4 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful Luxury Victorian Home Near SF, Beach,OAK

Beautiful Luxury Victorian Home Near SF, Beach,OAK

Beautiful Luxury Victorian Home Near SF, Beach,OAK
West Alameda
10.0 out of 10, Exceptional, (37)
"Beautiful home, many rooms and beds! Well equipped kitchen."
United States
Caroline
Beautiful Luxury Victorian Home Near SF, Beach,OAK
Smart TV
Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311

Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311
North San Jose
6.8 out of 10, (6)
"In town for to nights for a Niners game, place worked well. Close to tram that goes to the stadium. "
United States
Eric M.
Beautiful, Safe, Clean, Spacious 2 bd/1ba in N San Jose 951311
TV, offices
Berkeley's BEST Family Home & Neighborhood Walk to UC

Berkeley's BEST Family Home & Neighborhood Walk to UC

Berkeley's BEST Family Home & Neighborhood Walk to UC
Elmwood
10.0 out of 10, Exceptional, (13)
"This an amazing place to stay. The flat is light-filled, very clean, spacious and has one of the best locations you could ask for. I HIGHLY recommend this rental. Bit will not disappoint!"
United States
Nadira C.
The price is €526
includes taxes & fees
24 Jan - 25 Jan 2026
Berkeley's BEST Family Home & Neighborhood Walk to UC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasanton Hotel Reviews

Sonesta Silicon Valley

Sonesta Silicon Valley

10/10 Excellent
"This is our go to hotel when we visit our family in Milpitas. Staff are amazing and we love the restaurant in the hotel."
Rose 1-night trip
Posted 1 day ago
Sonesta Silicon Valley

Find out more about Pleasanton

Pleasanton Holiday Homes information

Number of reviews
318
Accommodation
774 Holiday Homes
Lowest Price
€106
Highest Price
€526

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