
Vacation rentals with a pool in Fairfield
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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 1BR King Suite This 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.

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.

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.

Chic Retreat in Napa: Pool Access, Kitchen, Patio
Imagine vacationing a stone’s throw from Napa Valley wineries while staying in a resort so entertaining that the fun and relaxation is multiplied exponentially. You’ll have every comfort and convenience in this stylish condo with king bed, 2 patios and access to resort amenities, such as restaurants, pool, Tesla charging station, and laundry. Guests rave about cleanliness, décor, and responsive host. Make this condo your headquarters for wine tasting or exploring downtown Napa/Yountville

An Italian Villa in the heart of Napa Valley!
Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

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 mile from Berkeley/Oakland, 50 mile from Napa Valley Wineries. Perfectly located in a quiet, safe and green neighborhood: 0.8 mile from Walnut Creek BART station and 1 mile from Walnut Creek downtown, having great restaurants, shopping and other family-friendly activities. The place is not big and is good for couples, solo and business travelers.

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

Garden Oasis Suite with Spa and Pool, Walnut Creek
How about a rejuvenating get-away with pool and hot tub? Relax on a patio lounger overlooking a tropical garden. Enjoy an evening snack while watching a movie. Super comfy bed and separate living room. Deep cleaned. 2 separate units off same foyer; but no shared walls. Private locked unit door. Shared access to spa/pool (9am-11pm) for overnight guests only. 27 stairs to reach house. Host lives upstairs. Complimentary beverage for 3+ nights. After 10 stays, $100 credit.

Relax and Rejuvenate. Cave Spa, Incredible Views
Relax and rejuvenate your spirit in this uniquely designed home, situated under a canopy of sprawling oaks and with incredible panoramic views of Mt. Diablo and the 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.

Mountaintop poolside suite, sauna, views!
Gorgeous studio with private entrance is perfectly situated in Marin County, mid-way between Nor-Cal Wine Country and San Francisco. This is a beautiful area with endless fun and options for your getaway! The first-floor studio in our two-story guest house is remodeled with high-end finishes. Sunny outdoor patio, pool and sauna await with shared sunset overlook; generous space for two people to enjoy! Marin ToT 078730

Getaway in Napa! Bowling, Spa and More all Open!
Many of the area's most awarded wineries are just a short drive away. Only 10 minutes from downtown, home to Oxbow Public Market and the Napa Valley Wine Train, shopping & world-class dining. • Guest checking in must be 21+ with valid ID & card for $250/night refundable security deposit (credit card only) • Resort fee of $6.32+tax/night paid at check-in • Name on reservation must match photo ID at check-in
Popular amenities for Fairfield rentals with a pool
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Luxe WineCountry getaway with Pool, hottub & Bocce

Pool, Hot tub, Napa, SFO Clean

Sonoma Country Club Wine Country w/ pool

Vineyard House Pool Hot Tub by Inspired in Sonoma

Sonoma Ranch, private pool on 7 acres!

Modern wine country stunner!

Chic & Fun Mid-Century Modern sleeps 8 (pool)
Condo rentals with a pool

Furnished 1 bedroom Apartment, Pool, Gym - Monthly

Wine Country Living at it's best at Silverado CC

Fairways Silverado Golf and Country

One Bedroom Cottage Along the Napa River

*Fairway Retreat at Silverado

Your wine and wellness retreat at Silverado Resort

Cozy condo by the lake

Holiday Haven in Wine Country
Other vacation rentals with a pool

Peaceful Writer’s Cabin in Marin

Uplifting Fam.Retreat|Sleep14|Games|Pool| DrySauna

Napa Valley Getaway in Silverado

Garden Guesthouse near UC Davis, California

Stunning Private Retreat awaits

Napa, SF Bay Area, Pool

Craftman’s Castle

5 O’Clock Somewhere - Pool / Conveniently Located
When is the best time to visit Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ268 | ﺩ.ﺇ316 | ﺩ.ﺇ268 | ﺩ.ﺇ331 | ﺩ.ﺇ404 | ﺩ.ﺇ404 | ﺩ.ﺇ331 | ﺩ.ﺇ334 | ﺩ.ﺇ338 | ﺩ.ﺇ327 | ﺩ.ﺇ312 | ﺩ.ﺇ312 |
| 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 40 vacation rentals in Fairfield

Nightly prices starting at
Fairfield vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 1,930 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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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