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

Chic & Fun Mid-Century Modern sleeps 8 (pool)
Plan your vacation/staycation at this cheerful, clean, single-level home in a great location (10 min to Mount Tam/Sausalito, 20 min to San Francisco/Muir Woods, 45 min to SFO/OAK, 60 min to Sonoma/Napa). Mid-Century Palm Springs vibe in Mill Valley! A fun home, but not a party space. With your Inquiry please tell us where you’re coming from, have you been here before, family or friends, etc. Nightly rate includes 12% TOT! The uncovered 8’-deep Pool is usually warm enough to enjoy May - Sept.

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)

Luxe WineCountry getaway with Pool, hottub & Bocce
Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Farm in the city & sweeping bayview
Our house is a half mile from downtown San Rafael. It is a 1/2 acre with goats, chickens, organic gardens,llamas and pool. It is a farm and resort all in one! We have a bay and city view from almost every room in the house. Wineries 20 miles away. Don't' worry if youre not intereted in the farm, the unit is far enough away that you will not be bothered by it. For those who love a good petting zoo, feel free to visit our friendly animals. Please do not ask for a discount. We do not offer them.

1 BR suite in Rock & Roll History
A gated driveway and private entryway greets you as your arrive at your bucolic getaway. We are located next to a popular Open Space preserve great for hiking or biking. Both San Francisco and the Wine Country are 45 minutes away! Crosby, Stills, Nash & Young lived on this property when they produced their classic "Deja Vu" album in the early 70's. The album cover photo was taken under our special and majestic oak tree and the photo was developed in the dark room that is now the bedroom.

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!!

Mountain View Retreat
Exclusive garden level retreat in the peaceful coastal hills of Marin County. Private entry French doors open to expansive decks, magnificent views, large infinity pool, hot tub, & gas barbecue grill. 2 Flat-screen cable TV's, with premium channels, (living room & bedroom). High-speed Wi-Fi internet throughout. Central location for easy access to San Francisco, Sonoma/Napa wine country, Pacific Coast beaches, spectacular Redwood forests, and endless miles of hiking & biking trails.

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.

Romantic Tropical Garden Casita
As you step through the entrance and under the arch, you are transformed into another time and place. We have been told by guests they feel it reminds them of Italy, France, and Spain. The Hacienda is very private, behind the walls of the early California style home. The gardens are lush and filled with birds of all kinds. There are several vignettes to relax and watch nature. Nights are cool so there is no need for A/C if you leave window open at night.

Tranquil Waterfront Haven
Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.

Historic D Street Private Bungalow!
You will enjoy easy access to everything from this centrally located place. The right pets welcome, but unfortunately we can’t have dogs swimming because it affects the pool negatively— so sorry! We have a 3-year old + Aussie named Luna and she’s good with other dogs, but can be territorial at first. Please cover couch and bed & cleanup after pets —I don’t charge a pet fee so please be mindful of keeping the bungalow clean. Much appreciated.
Popular amenities for Kentfield rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Vineyard-House Escape in Sonoma Wine Country

Eclectic Hideaway with Backyard Pool & Hot Tub

Nice Wine Country Family Home

*Heated* Swimming Pool Retreat Near Sonoma Square

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.

Beautiful 4 Bedroom Hillside Retreat

Large Charming Home Surrounded by a Vineyard
Apartment rentals with a pool

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Waterfront Condo! Great for Month rentals!

Beautiful Wine Resort, Studio

Modern, bright 2 bedroom/1 bath 2nd story

Napa Valley 1BR Villa on Prime Resort w/Amenities

Napa Luxury Resort King Studio (5)

1br Unit Wine Lover's Paradise: NAPA

One Bedroom Cottage Along the Napa River
Other holiday rentals with a pool

A quiet retreat in Lafayette.

Private Sonoma Vineyard Estate + pool, spa, views

Walk to Town. Fairfax Fun!

Beautiful Nob Hill Studio Apt

Entire 1BR Steps from Moscone Center

Mid-Century Retreat | Pool, Hot Tub, Fire-Pit

Coastal Zen Den

Cozy-Chic Mission Bay Apt | Walk to Oracle + Chase
Quick stats about holiday rentals with a pool in Kentfield

Total holiday rentals
Explore 50 holiday rentals in Kentfield

Nightly prices starting at
Kentfield holiday rentals start at € 58 per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Kentfield holiday rentals include wifi access

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

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