
Holiday rentals with a pool in Pleasant Hill
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Pleasant Hill

Total holiday rentals
Explore 40 holiday rentals in Pleasant Hill

Nightly prices starting at
Pleasant Hill holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 420 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Pleasant Hill holiday rentals include wifi access

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

4.8 Average rating
Pleasant Hill stays are highly rated by guests – averaging 4.8 out of 5!

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

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.

Poolside Retreat with Views • Private Guesthouse
Private hillside retreat with sweeping views, heated pool (May–Sep), & a standalone guesthouse all to yourselves. Ideal for couples seeking a peaceful escape, yet minutes from Marin's trails, charming towns, & easy day trips to San Francisco, Napa, Sonoma. Enjoy the privacy of a secluded getaway with the confidence of a top 1% local Superhost, personal recommendations, and a curated guidebook to help you experience the very best of the area. Marin's 1st Green Business Certified vacation rental.

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!
Tucked between pine, oak, & redwood trees is a 4 year old, high end cottage nestled with amazing views of the mountains. Peaceful, upscale gated, property. 1 mile to large regional parks for hiking, mountain biking & horse stables. Nature at its best! Pool heated to 82F 4/1-10-31. 16 miles to San Francisco, 5-10 minutes to many restaurants. Jacuzzi & barrel sauna, grill. Large patio, pool /new deck (6500 sq foot outdoor oasis shared with main house small family of 4). Own spot in driveway.

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-10pm) for overnight guests only. Host lives upstairs.

Craftman’s Castle
This upscale three bedroom home sits on a large grassy lot. Featuring a master suite with king bed overlooking the sky blue pool, dine in the fully equipped kitchen, work remote at our comfortable work station, lounge on the spacious patio, warm up at the fireplace or fire pit, barbecue, or walk on nearby canal trail. Ample parking, washer/dryer, large screen T.V. There is an ADU that is rented occasionally. It is next to the detached garage (not part of rental). No windows view backyard.

Fully renovated private cul-de-sac home in Marin
Fully renovated 2-bedroom, 1.5-bathroom home with 3 beds, central AC, strong wifi, family-friendly amenities, private pool, and putting green in Gerstle Park, San Rafael, CA. Short walk to parks, tennis / pickle ball court, restaurants, bars, and shops. 30-minute drive to San Francisco, Berkeley, or Wine Country. Whether it's sightseeing, wine tasting, or local cuisine you're seeking out, we've got you covered. *Loud music + parties are prohibited **Pool is only accessible Apr - Oct

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!!

Zen Meets Pool Retreat!
Welcome to your peaceful get-away! Just minutes off both hwy 80 and hwy 24 and BART, you will find this quiet nook waiting for you to enjoy private outdoor living, complete with pool and hot tub, pool side seating with umbrellas and fire pit, patio with grill and of course, all the modern amenities inside to ensure a quiet and decompressing time away from it all! Have a fun sneak preview on youtube by entering the following search: Airbnb 100 Reviews Zen Meets Pool Retreat

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

Lafayette Treehouse - Relax and Rejuvenate
Relax and rejuvenate your spirit in this uniquely designed home, situated under a canopy of sprawling oaks. It has incredible panoramic views of Mt. Diablo and the surrounding valley, and multiple areas to relax. Hang out on the deck with a glass of wine, take a dip in the refreshing salt-water pool, or just melt away in our therapeutic cave spa. Centrally located in the East Bay just minutes from Lafayette, Walnut Creek, Berkeley and ~35 minutes from San Fran.

Private Luxury Suite – Near SF & Wine Country
Escape to your private 630 sq ft modern retreat in Marin! This stylish suite for 2 is the perfect base for SF & Wine Country. Enjoy a chef’s kitchen, spa-style bath, dedicated workspace, private entrance, and Tesla EV charger. A serene, upscale getaway for couples or business travelers seeking comfort and privacy. Seasonal access to a nearby community lap pool (guest access available; fee may apply).
Popular amenities for Pleasant Hill rentals with a pool
House rentals with a pool

Modern Escape with pool + hot tub, views of Mt Tam

Cozy Modern Home 4BD/3BA & Gr8 Amenities

Napa, Sonoma, Bay Area HotTub & Pool, LittleCastle

Sunol Chalet | 80 Acres • Pool • Gym • Game Room

Waterfront home w/ private dock and pool

Resort Style Retreat -Private Pool, Hot Tub & View

Napa, SF Bay Area, Pool

Luxury Pool + Hot Tub Retreat -Game Room Near Napa
Apartment rentals with a pool

Lakeside Retreat (w/ private parking)

Quiet & Comfortable Entire Furnished Apartment

Downtown Modern Living Condo!

Shop, Hike & Sip Wine: Pleasanton Gem w/ Balcony!

Walk to Beach! Alameda Condo w/ Pool Access

New listing, AC, spacious condo w mountain view

2BR Condo, Quiet, FREE Parking, Work Here

Waterfront Retreat in Bay Area, near San Francisco
Other holiday rentals with a pool

Farm in the city & sweeping bayview

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

Private Garden Cottage Belmont Hills*Pool*HotTub*

By The Bay Retreat

Peaceful Writer’s Cabin in Marin

Trailside Home, Panoramic Views

Serenity Cottage #C- private guesthouse oasis

Quiet area in the Four Corners
When is the best time to visit Pleasant Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 SGD | $224 SGD | $213 SGD | $162 SGD | $163 SGD | $194 SGD | $181 SGD | $204 SGD | $194 SGD | $194 SGD | $182 SGD | $195 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 |
Destinations to explore
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- Rentals with a hot tub Pleasant Hill
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- Rentals with pools Contra Costa County
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- Rentals with pools United States
- Stanford University
- Golden Gate Park
- Muir Woods National Monument
- Lake Berryessa
- Golden Gate Bridge
- Oracle Park
- Moscone Center
- University of California-Berkeley
- SAP Center
- Mission Dolores Park
- Levi's Stadium
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
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- Painted Ladies
- Baker Beach
- San Francisco Zoo
- Winchester Mystery House





