
Holiday rentals with a pool in Pleasant Hill
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pleasant Hill
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Beautiful 4 Bedroom Hillside Retreat
Peaceful retreat on top a hill with breathtaking views of Pinole Valley and surrounded by nature. 4 bedroom 2.5 bathroom home comes with huge backyard, swimming pool*, gazebo, private driveway, beautiful panoramic views. circular driveway. View of the sunset every night. May see the turkey and herd of deer during your stay. 30 minutes away from San Francisco, 15 mins away from Berkeley, and 30 mins away from Napa. *Pool is available but NOT HEATD *Jacuzzi available, NOT HEATED and NOT WORKING

Lux Water View with Balcony Minutes -San Francisco
Luxury Waterfront Retreat | Breathtaking Panoramic Views Wake up to stunning, panoramic water views from every room and balcony in this spa-like, resort-style haven! Whether you're seeking a romantic getaway, executive retreat, or a peaceful stay for remote work or travel nursing, this luxurious space offers the perfect escape. Free onsite parking, 24/7 security patrol for your peace of mind Trader Joe's, restaurants, San Francisco, UC Berkeley, Emeryville Marina & access to Silicon Valley

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU
Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated May 31st to October 30th. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Tropical Garden Cottage +HOT TUB &POOL by Downtown
Stylish, beautiful and cozy Guest House in a serene, resort-like setting in Walnut Creek, 25 mile drive/BART from San Francisco downtown, 16 mi from Berkeley/Oakland, 50 mi from Napa Valley Wineries. Perfectly located in a quiet, safe and green neighborhood: 0.8 mi from Walnut Creek BART station and 1 mi from Walnut Creek downtown, having great restaurants, shopping and other family-friendly activities. The place is not big, has rustic charm and is good for couples, solo and business travelers.

Garden Oasis Studio with Spa and Pool Walnut Creek
Former Plus-rated Studio. How about a rejuvenating get-away with pool and hot tub? Picture window overlooking a garden. Sunbathe poolside. Watch TV from a comfy bed before falling into a restful sleep. 27 stairs to house, 3 stairs inside unit. Complimentary beverage for 3+ nights/return stay. After 10 stays, $100 credit. Deep cleaned. 2 separate units off same foyer; no shared walls. Private locked unit door. Shared access to spa/pool (9am-11pm) for overnight guests only. Host lives upstairs.

MCM Waterfront Pool/Hot Tub between SF and Napa
Mid Century Modern-MCM Time Capsule right on San Francisco Bay! 15 minutes to Golden Gate Bridge, 30 minutes to wineries. All original architectures and features. Stunning property! To make sure our house fits your needs PLEASE click on “Show more >” below and read our entire listing as well as the "House Rules" and "Safety & property" sections at the very bottom of this page before sending us a booking request. We live in a quiet neighborhood and have strict noise limits after 10pm!!

Private Mid-Century Luxury Near SF & Wine Country
Discover a fully private, non-shared, entire 630 sq ft modern suite in Marin—an ideal base for San Francisco and Wine Country. Perfect for couples or business travelers, this serene retreat features a chef’s kitchen, spa-like bathroom, and a dedicated workspace with ultra-fast Wi-Fi. Enjoy total privacy with a separate entrance, smart lock access, HEPA air filtration, and dedicated parking with on-site Tesla EV charging available during off-peak hours. A quiet, upscale getaway.

Nature Poolside Cabana - 30+ days rental
Lovely residential location, rustic glamping. Lounge by the pool or cuddle up by the electric fireplace. Surrounded by trees, birds singing, lovely views of the hills, you will feel at ease. Open the doors - it's an outdoor living/bedroom. NOTE only Outdoor Tiki Shower, very private/hot water. Parking on the street, well lit pathway/stairs to cabana. NO PARTIES. Only children over 12. Respect neighborhood, behave responsibly. Active security. Lite cooking, no oils please.

The Willow Cottage
Modern Farmhouse Cottage, walking distance to downtown Walnut Creek. Recently renovated unit sits on a sprawling 5 Acres, which feels like the country but also close to shopping and amazing restaurants. Includes full access to a pool, Chef style kitchen and an outdoor lounge area. Private entrance and plenty of free parking. If Interested, please contact me with: - Occupancy (total amount of guests, pets, cars, etc) - A bit about yourself and your interest in renting

Idyllic Sonoma Vineyard Farmhouse With Pool
Immerse yourself in wine country! The "Bottage" is a recently updated farmhouse style 2 bedroom, 1 bath home, set on 2.5 acres with 2 acres of Pinot Noir vineyard. It is also walking distance to tasting rooms, the popular Lou's Luncheonette and Hanson's Distillery. It is conveniently located on one of the most popular biking routes in Sonoma, only 5 miles to the Sonoma Square, 10 miles to Napa, and 40 miles to San Francisco.

Private Oasis Btwn SF, Napa. Big Views + Pool!
Enjoy sunsets from your private deck in the hills above San Rafael — a peaceful retreat that feels like a treehouse (with no stairs!). Just 15 mins to San Francisco and 45 mins to Napa or Sonoma, it’s the perfect base for exploring Marin’s towns and trails or simply relaxing (guests love the bed!). Separate building, heated pool (May–Sept), and streaming TV. I’m happy to help you plan your Bay Area adventure!

Pool, Hot tub, Napa, SFO Clean
No cleaning tasks! Easy check in and check out so you can enjoy our 5 star hosting! Centrally located, Pool , Hot tub Spa, near BART SFO Recently updated, perfect house for a relaxing stay. Sparkling clean! Comfortable, well maintained and cared for! 4 bedrooms and 2 bathrooms with fully equipped kitchen high speed internet, self check in and large spacious backyard with a pool and a hot tub.
Popular amenities for Pleasant Hill rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Cozy Modern Home 4BD/3BA & Gr8 Amenities

Sonoma Ranch, private pool on 7 acres!

Waterfront home w/ private dock and pool

Chic & Fun Mid-Century Modern sleeps 8 (pool)

Large Charming Home Surrounded by a Vineyard

Craftman’s Castle

4 bedroom cozy mid-century modern home w/pool
Apartment rentals with a pool

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

1 Bedroom Grand Suite in Iconic Napa Resort

Downtown Modern Living Condo!

Waterfront Condo! Great for Month rentals!

Napa Valley 1BR Villa on Prime Resort w/Amenities

Napa 1br Luxury Suite - Vino Bello

1br Unit Wine Lover's Paradise: NAPA

2BR Condo, Quiet, FREE Parking, Work Here
Other holiday rentals with a pool

Fully renovated private cul-de-sac home in Marin

Contemporary Condo w/ pool. SF/WC Bay Area.

By The Bay Retreat

Livermore Cottage, Pets ok.

Carneros Country Estate, Sonoma

NO Cleaning Fee Vino Bello Resort-Studio

Country Club Living on Golf Course & amazing views

Coastal Zen Den
When is the best time to visit Pleasant Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 SGD | $204 SGD | $163 SGD | $160 SGD | $161 SGD | $192 SGD | $179 SGD | $202 SGD | $192 SGD | $220 SGD | $195 SGD | $182 SGD |
| Avg. temp | 10°C | 12°C | 14°C | 16°C | 19°C | 21°C | 23°C | 23°C | 22°C | 19°C | 13°C | 10°C |
Quick stats about holiday rentals with a pool in Pleasant Hill

Total holiday rentals
Explore 50 holiday rentals in Pleasant Hill

Nightly prices starting at
Pleasant Hill holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 410 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Pleasant Hill holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pleasant Hill rentals

4.5 Average rating
Pleasant Hill stays receive an average rating of 4.5 out of 5 from guests

Nearby attractions
Pleasant Hill’s top spots include Veranda LUXE Cinema, Century 16 Pleasant Hill and Pleasant Hill Station
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