
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.

Arches - Olive Grove Cottage
Relax in the best possible location that our charming Sonoma Valley has to offer. It's peaceful, beautiful and convenient (walking distance even) to wineries, hiking trails, horseback riding, dining and the town Plaza. If this unit is booked, try our other unit: Arches Vineyard View on AirBnb. https://www.airbnb.com/h/archesview. Pets are welcome SUBJECT TO PRIOR APPROVAL, for a fee along with house rules, so long as the guest assumes 100% responsibility for damage, disruption and liability.

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

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.

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.

Farm Cottage With Private Pool
*NOTE: the pool is solar heated and is only open JUNE 1- OCTOBER 31. Private, quiet, peaceful family or couple-friendly rustic farm cottage, wine country retreat with a private pool minutes away from wineries, like Schug, Gloria Ferrar, Viansa, Ram's Gate and Sonoma town square. Solar-heated pool is open June-October. We are locked in by three dead-end roads, so it's very quiet. Large deck, large pool patio, kids' play structure, and more. Horses are our neighbors and life slows down here.

Villa Annadel - Stunning 5 Bedroom with a Pool
Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

Spectacular Stone Pool/Spa with Views; Near Plaza
A spectacular stone pool and spa with bubbling stream compliments the warm and welcoming Summers House. (Please see notes below regarding pool and spa fees.) The house exudes charm. Sweeping views reach to the San Francisco Bay. Art, antiques and books create an embracing ambiance. Nestled into three, private wooded acres, Summers House is near wineries, and just 10 minutes from Sonoma Plaza restaurants, shops, and events. Well equipped kitchen, great dining spaces, large deck, comfy beds.

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.

Serene 1 BR Condo at Silverado Resort
Calming, relaxing, and stylish, this newly-remodeled 2nd floor condo at Silverado Resort is modern, serene, and peaceful. It’s perfect for a couple's celebration, a special birthday, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries
Right on the golf course in a private, gated community! We are 200 Ft from a gorgeous pool which is open during the summer, and about a 3 minute drive to the main clubhouse. We also just put in new hardwood floors, and fully remodeled the kitchen and baths in 2019. 3-7 Night Minimum Stay, based on season. Perfect location in the heart of Napa's wine country. This home is nestled in the famous Silverado Resort, just minutes from Napa's famous wineries and downtown restaurants.

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.
Popular amenities for Fairfield rentals with a pool
House rentals with a pool

Luxury home, heated spa tub, walk to restaurants

Fully renovated private cul-de-sac home in Marin

Napa Getaway w/ Pool, Spa & Outdoor Lounge

Sonoma Country Club Wine Country w/ pool

Sonoma Ranch, private pool on 7 acres!

Modern wine country stunner with pool & pickleball

Nice Wine Country Family Home

Vineyard Haven: Pool, Hot Tub & Wine Country Charm
Condo rentals with a pool

Lakeside Retreat (w/ private parking)

Silverado Resort Dual Suite golf course villa

Silverado! Luxe King Suite Mountain View Balcony

Remodeled Napa, CA Silverado Golf Course Condo

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Spring Escape | Silverado 2BR Golf Course View

Fairways Silverado Golf and Country
Other vacation rentals with a pool

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Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

707 BARREL LOUNGE Cottage

Petaluma Wine Country relaxing get away w/pool/spa

The Cabana

4BD Pool Jacuzzi + Arcade Air Hockey - Napa Vibe

Tropical Garden Cottage +HOT TUB &POOL by Downtown
When is the best time to visit Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 239 | ﺩ.ﺇ 323 | ﺩ.ﺇ 331 | ﺩ.ﺇ 331 | ﺩ.ﺇ 404 | ﺩ.ﺇ 404 | ﺩ.ﺇ 404 | ﺩ.ﺇ 404 | ﺩ.ﺇ 342 | ﺩ.ﺇ 250 | ﺩ.ﺇ 246 | ﺩ.ﺇ 246 |
| 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 ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 1,850 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Fairfield vacation rentals include wi-fi 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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