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

Silverado! Luxe King Suite Mountain View Balcony
Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Wood burning fireplace. *Price incl tax. Walk to pool, market, dining, lounge at mansion. Modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.

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.

Silverado Napa Remodeled 3 bed 2 bath
Beautiful Silverado Resort & Spa home with 2 bedrooms, 3 beds (one is pullout sofa in living room), & 2 baths in a gated community. One bathroom is ensuite. Home sleeps 6 guests. One of the pools is next to the unit (open seasonally). Remodeled kitchen, dining room and laundry in property. About 10 stairs from carpet to front door. Tennis court access and extensive walking trails. Located on the grounds of Silverado Resort and Country Club. Just minutes to downtown Napa and numerous wineries.

Sherrie's Vineyard View Retreat-Pool, Spa, N.Napa
Enjoy our vineyard view and a glass of wine by the firepit! Relax in our ONE BEDROOM SUITE, ON THE LOWER LEVEL OF OUR TRI-LEVEL HOME. Conveniently located in N. Napa, we're near Alston Park for hiking, wineries, places to eat & shop. Enjoy a fresh-baked BREAKFAST, a dip in the pool (heated mid-June to Sept), spa (year-round) & many places for relaxing. Our suite is well appointed with a comfortable bed, fine linens, duvet, robes & slippers. DRIVING SERVICES may be added to enhance your tours.

Designer Sonoma Getaway with Pool, Hot Tub & 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.

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.

Private Oasis Btwn SF, Napa. Big Views + Pool!
April 2026: The pool is open! 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! 1st Green Business Certified vacation rental in Marin!

707 BARREL LOUNGE Cottage
LIVE ALOHA IN SONOMA! Enjoy this tropical Hawaiian Getaway in the Heart of Sonoma Wine Country. Sonoma is a great little town to eat, drink, shop, hike, bike, walk, swim, and relax. There is so much to do here! This cottage will put you in a vacation state of mind as soon as you arrive. Relax around the pool, enjoy a good book, walk into town or hire a car service and visit some of the many amazing wineries in the Sonoma-Napa-Alexander Valleys. COME ENJOY ALOHA IN SONOMA!

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

Large Charming Home Surrounded by a Vineyard
Stay in a vineyard in the heart of the Sonoma Valley wine country. Large home surrounded by 8 of the acres planted Pinot Noir vines. This all one level 4000 sq ft home flows seamlessly room to room. Brand new pool includes a 25 m swim lane and built-in hot tub. Views galore of vineyards, lawns & surrounding vistas. The home has been furnished with charming antique furniture that has been in our family for generations giving it a flair of nostalgia.

2bdr/2ba Silverado Resort : Gated + Golf Views
Escape to a newly renovated Silverado Resort condo tucked beneath oak trees, offering serene golf course views and a true Napa Valley retreat. Bright, spacious, and thoughtfully updated, it’s perfect for relaxing after wine tasting, exploring local wineries, or enjoying scenic mornings with coffee overlooking the greens. Guests may enjoy a complimentary wine tasting at Amizetta Winery (based on availability). Contact host after booking.
Popular amenities for Fairfield rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Pool, Hot tub SFO, Napa, Clean Home

Luxury home, heated spa tub, walk to restaurants

4BD Pool Jacuzzi + Arcade Air Hockey - Napa Vibe

Eclectic Hideaway with Backyard Pool & Hot Tub

*Heated* Swimming Pool Retreat Near Sonoma Square

Private Vineyard • Walk to Wineries • Press Pick

Napa, SF Bay Area, Pool
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Silverado Resort Dual Suite golf course villa

Casa Vina at Silverado Resort and Spa | Fireplace

Romantic Luxurious Resort in Napa Valley, Sleeps 4

Fairways Silverado Golf and Country

One Bedroom Cottage Along the Napa River

1 bed | 1 bath | Silverado Resort Experience

Bright Napa Condo • Pool View + 10min to DT
Other vacation rentals with a pool

Charming 1912 Sonoma Bungalow w/ Pool!

A Travelers Dream Come Stay with us!

Romantic Mtn Studio - Pool, Sauna, Views!

Remodeled Napa, CA Silverado Golf Course Condo

Las Palmas Cottage

Oak & Vine: Pool | Hot Tub | Fire Table | BBQ | EV

Napa, Sonoma, Bay Area HotTub & Pool, LittleCastle

Garden Guesthouse near UC Davis, California
When is the best time to visit Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $101 CAD | $119 CAD | $101 CAD | $124 CAD | $152 CAD | $152 CAD | $152 CAD | $152 CAD | $129 CAD | $94 CAD | $93 CAD | $93 CAD |
| 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 vacation rentals with a pool in Fairfield

Total vacation rentals
Explore 30 vacation rentals in Fairfield

Nightly prices starting at
Fairfield vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 1,830 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Fairfield vacation rentals include wifi access

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

4.9 Average rating
Fairfield stays are highly rated by guests—averaging 4.9 out of 5!
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