Holiday 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.

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Top guest favourite
A modern living room features a sleek gray sofa paired with a glass coffee table on a light area rug. Subtle wall accents and a cozy fireplace enhance the space, while large windows allow natural light to fill the room.
Apartment in Napa
4.99 out of 5 average rating, 249 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

Distinctly modern and exquisitely curated, this newly-remodeled 2nd floor condo at Silverado Resort is sleek, subdued, and moody. It’s perfect for a couple's retreat, a girls' getaway, 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.

Top guest favourite
A hot tub is positioned on a wooden deck, surrounded by tall trees and lush greenery. Two lounge chairs are set nearby, offering a relaxed space for guests to enjoy the serene environment.
Guest house in Walnut Creek
4.91 out of 5 average rating, 614 reviews

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.

Top guest favourite
A serene courtyard features a circular firepit surrounded by four wicker chairs, inviting relaxation. Sunlight filters through the trees, creating a warm ambiance. Lush greenery and a vineyard view extend beyond the enclosure, enhancing the tranquil outdoor space.
Guest suite in Napa
4.96 out of 5 average rating, 198 reviews

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.

Top guest favourite
The bedroom features a spacious bed with neutral bedding accompanied by vibrant accent pillows. A colorful piece of wall art adds visual interest, while two windows allow natural light to filter in. A small sitting area is present with a plant nearby, enhancing the welcoming feel.
Farm stay in Walnut Creek
4.99 out of 5 average rating, 583 reviews

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-11pm) for overnight guests only. Host lives upstairs.

Top guest favourite
The exterior of the villa is adorned with lush greenery and shrubs, creating a serene atmosphere. The warm-toned facade features a tiled roof and wooden shutters. A gravel driveway leads to the entrance, framed by neatly arranged garden spaces and decorative pots.
Villa in Napa
4.96 out of 5 average rating, 181 reviews

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!

Guest favourite
A comfortable living area features a light-colored sofa adjacent to a modern coffee table. Large glass doors lead to an outdoor space with views of the golf course, allowing natural light to fill the room. A fireplace adds a cozy touch.
Flat in Napa
4.89 out of 5 average rating, 160 reviews

Napa relaxation at its finest at Silverado Resort

Relax in our remodeled 1 bedroom king bed, 1 queen sleeper sofa & 1 bath condo at Silverado Resort & Spa on the 1st & 18th Fairway on the PGA North Golf Course. Plan a meeting or just get away from it all in the beauty of Napa Valley's wine country, only 10 min by car to downtown Napa, world class wineries & 5 star restaurants. Amenities include access to association pool, cocktail lounge, restaurants, pizza lounge, coffee lounge & market. Carport parking for one car included

Guest favourite
The outdoor area features a spacious patio with several lounge chairs, an umbrella, and a table near the pool. Large glass doors provide access to the interior, enhancing the connection between inside and outside. Lush greenery surrounds the property, contributing to the tranquil setting.
Guest house in Orinda
4.87 out of 5 average rating, 377 reviews

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.

Guest favourite
An open-concept living space is highlighted by a modern kitchen featuring light cabinetry and stainless steel appliances. Large windows provide natural light and scenic views. A cozy seating area includes a dark sectional sofa facing a television, and a colorful area rug adds warmth to the floor.
Guest house in Walnut Creek
4.96 out of 5 average rating, 127 reviews

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

Top guest favourite
Home in Glen Ellen
4.96 out of 5 average rating, 192 reviews

Vineyard Home • Press Pick • Walk to Wineries

WHY YOU'LL LOVE IT - Stroll your own private Sonoma vineyard - Resort-style outdoor living: pool, hot tub & bocce court with vineyard views - Prime location: minutes to top wineries, dining, spas & shops - Exclusive perk: complimentary tasting at the estate winery next door - Stylish modern interior with thoughtful amenities - Chef-ready, fully stocked kitchen - Ultra-fast, reliable WiFi - Attentive, responsive host

Top guest favourite
Guest house in San Rafael
4.97 out of 5 average rating, 200 reviews

Private Oasis Btwn SF, Napa. Big Views + Pool!

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!

Superhost
The entrance to a cave spa is framed by lush blooming plants, with stone walls and a wooden door. A sign announces 'Estate Cave - Spa Terra - Trinitas Tasting Room' above an arched entrance, complemented by a bench and vibrant flowers in the foreground.
Flat in Napa
4.82 out of 5 average rating, 105 reviews

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

Top guest favourite
A shaded outdoor dining area is set beside a heated pool. The space is furnished with a table and six metal chairs, accompanied by an umbrella. Lush greenery and tall trees provide a backdrop, enhancing the private and serene atmosphere of the yard.
Home in Walnut Creek
4.97 out of 5 average rating, 312 reviews

Gated 3 BR Home. Heated Pool. Top Location.

Fully remodeled gated home on exclusive private lane in the heart of Walnut Creek. 2000" ft, single story. Pool heated 365 days. Fully landscaped 1/2 acre Yard. Walk to shops, restaurants, parks, hiking and biking trails. Minutes from downtown Walnut Creek, freeways and train (BART) stations to SF and Bay Area. No Guest Cleaning Tasks for check out. *NO PARTIES OR EVENTS * STRICTLY ENFORCED *

Popular amenities for Fairfield rentals with a pool

When is the best time to visit Fairfield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹6,554₹7,721₹6,554₹8,080₹9,875₹9,875₹9,875₹9,875₹8,349₹7,990₹7,631₹7,631
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Quick stats about holiday rentals with a pool in Fairfield

  • Total holiday rentals

    Explore 40 holiday rentals in Fairfield

  • Nightly prices starting at

    Fairfield holiday rentals start at ₹2,693 per night before taxes and fees

  • Verified guest reviews

    Over 1,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Fairfield holiday 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!