Vacation rentals with a pool in Fairfield

4.99 out of 5 average rating, 457 reviews

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.

4.95 out of 5 average rating, 494 reviews

Home in Sonoma

Luxe WineCountry getaway with Pool, hottub & Bocce

Thornsberry House is a luxe Wine Country home nestled between the 2 oldest wineries in California and just minutes from the Sonoma Square. It is renovated with a boutique hotel feel to accommodate the most discerning traveler. It consists of 2 separate buildings with 3 bedrooms, connected by a breezeway and large deck with a heated pool, hot tub and bocce. Situated on the east side of town, it is in short equal distance to Buena Vista and Gundlach Bundschu, the 2 oldest wineries in California.

4.96 out of 5 average rating, 189 reviews

Guest suite in Napa

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.

4.98 out of 5 average rating, 113 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

Welcome to Casa Vina! Located in one of the best locations at Silverado, close to the HOA pool, Grill and baked goods from the Market, this end unit cottage has golf course and mountain views, a wood burning fireplace and no one upstairs. Updated with mid-century West Elm furniture, 55" TV, enlarged shower, Casper Mattress, stainless steel kitchenette and Keurig coffee maker, this is one of the nicest junior suites at Silverado. Discounted spa day passes available for purchase, when available.

5 out of 5 average rating, 106 reviews

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.

4.97 out of 5 average rating, 260 reviews

Guesthouse in Oakland

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 82F May 1st-Oct. 31st. 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)

4.99 out of 5 average rating, 136 reviews

Golf Course Views, Pool, King Bed & Balcony

You’ve found the perfect Napa resort condo with pool access! You’ll enjoy sweeping views and understated elegance that creates a bright airy ambience. Two king bedrooms, both with ensuite bathrooms, offer comfort and convenience, as do modern furnishings, a chef-quality kitchen, Wi-Fi, and a workspace. Relax on the balcony overlooking the lush putting green. Resort amenities provide swimming, cycling, pampering, dining, shopping, and more Napa Valley attractions await you beyond the resort!

4.88 out of 5 average rating, 162 reviews

Home in Napa

Silverado Napa Breath Taking Remodel 3 bed 2 bath

Beautiful Silverado Resort & Spa luxury remodeled home with 2 bedrooms, 3 beds (one is pullout sofa in living room), 2 bath, and luxury accommodations with gated entry. 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. Tennis courts access and extensive walking trails. Located on the grounds of Silverado Resort and Country Club. Just minutes to downtown Napa and numerous wineries.

4.96 out of 5 average rating, 170 reviews

Villa in Napa

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!

Guesthouse in Walnut Creek

4.91 out of 5 average rating, 592 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 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.

4.97 out of 5 average rating, 180 reviews

Guesthouse in San Rafael

Hillside Oasis Btwn SF, Napa w/ Big Views + Pool!

Welcome to your retreat! Drive through the gate to a peaceful setting. Sunset from your private deck in the hills above San Rafael. It's like a treehouse but with no stairs! Stay home all day (guests love the bed!) or visit the adorable towns and famous hikes of Marin. 45 mins to Napa/Sonoma or 15 min to San Francisco - experience the best of the Bay from here. Happy to help you plan. Separate building from main house. TV: Netflix, Hulu, Disney+ & more! Pool heated May - August.