Vacation rentals with a pool in Sonoma County

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Top-rated rentals with a pool in Sonoma County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in The Sea Ranch

4.97 out of 5 average rating, 243 reviews

Award-Winning Forest Getaway: @thesearanchhouse

**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet

Sep 2 – 9

G$85,014 GYD per night

Guest favorite

Home in Glen Ellen

4.96 out of 5 average rating, 173 reviews

Top 5%. Renowned Vineyard Home. Near Wineries

Immerse yourself in a Wine Country experience that has captured the attention of prestigious publications - Condé Nast Traveler - Esquire - House Beautiful - House & Garden - The Wine Daily - Bon Traveler - Refinery 29 - The Bold Italic - Sunset Magazine WHY YOU'LL LOVE IT - Vineyard setting and views - Minutes to award-winning wineries, restaurants & spas - Pool, hot tub, bocce ball court - Fully-stocked kitchen - Ultra high-speed Internet - Complimentary tasting at the Estate Winery next door

Dec 22 – 29

G$235,573 GYD per night

Guest favorite

Guest suite in Sonoma

4.91 out of 5 average rating, 344 reviews

Wildwood Retreat and Pool

The Wildwood Retreat is located on a wooded 2 acre country property in the hills above Sonoma just minutes from the Historic Downtown Sonoma Plaza. The newly remodeled studio apt is very private on a separate level below the main house conveniently close to the pool. Amenities include a king size bed, kitchenette, private bath,sunny deck,pool access and convenient parking. Great walks are just outside your door. This tranquil retreat is ideally located for enjoying all the Wine Country offers.

Nov 21 – 28

G$30,926 GYD per night

Guest favorite

Home in Glen Ellen

5.0 out of 5 average rating, 127 reviews

Tuscan Wine Country Villa with Pool sleeps 6

Picturesque and beautifully appointed villa on acreage with heated (seasonally) pool. Hot tub spa open year 'round. Gourmet kitchen, fireplace, stone work, patio and vistas. Ideal location for luxuriating in the beautiful Sonoma Valley; near wineries and quaint village of Glen Ellen. Discount for 7+nights not blocking both weekends. When requesting a reservation, please tell us about yourselves and confirm you understand our house rules: no additional visitors or parties of any kind. Thank you!

Dec 31 – Jan 7

G$177,602 GYD per night

Guest favorite

Cottage in Sonoma

4.91 out of 5 average rating, 101 reviews

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.

Oct 11 – 18

G$161,549 GYD per night

Guest favorite

Villa in Santa Rosa

4.93 out of 5 average rating, 100 reviews

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!

Feb 20 – 27

G$163,399 GYD per night

Guest favorite

Home in Kenwood

4.99 out of 5 average rating, 271 reviews

Sonoma Vineyard Home With Pool & Stunning Views

In one of the loveliest spots in Sonoma Valley. Stunning views of vineyards and mountains beyond. New, modern swimming pool and hot tub. Bocce Ball court through olive trees. Interior designer furnishings. New gourmet kitchen overlooking pool and vineyard. Dozens of wineries nearby. Beautiful lawn surrounding pool. Two acres. Fully updated with all new furniture. Fire pit overlooking vineyards. Perfect for friends & families in town for lazy weekends or Wine Country weddings.

Dec 8 – 15

G$214,705 GYD per night

Guest favorite

Home in Graton

5.0 out of 5 average rating, 563 reviews

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict covid cleaning protocols

Apr 27 – May 4

G$97,628 GYD per night

Guest favorite

Guest suite in Santa Rosa

4.99 out of 5 average rating, 142 reviews

Wine Country Retreat w Pool & Spa - Near Vineyards

This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up highway 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in a quiet, peaceful setting.

Oct 22 – 29

G$39,139 GYD per night

Guest favorite

Guesthouse in Sonoma

4.99 out of 5 average rating, 208 reviews

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!

Jul 28 – Aug 4

G$54,354 GYD per night

Guest favorite

Home in The Sea Ranch

5.0 out of 5 average rating, 106 reviews

Argonautica: Oceanfront Sea Ranch Escape

Legendary Sea Ranch beauty, and the best of contemporary design await you at this oceanfront Cal-Green certified home. This 2017 newly-built home provides you a perfect floor plan, the latest technology for the tech-savvy, detail-oriented vacationer, and a bright interior amidst this incomparable natural setting. Ocean and cypress views abound from nearly every room in this Frank/Architects-designed home. Smuggler's Cove beach, and the best of Sea Ranch are steps away.

Oct 14 – 21

G$199,050 GYD per night

Guest favorite

Guesthouse in Sonoma

4.94 out of 5 average rating, 193 reviews

Modern Cottage with Pool in Heart of Wine Country

This charming cottage is ideally situated for exploring Sonoma, Glen Ellen and Napa. It's perfect for a romantic getaway, friend-trip, or family fun. The private unit has gourmet appliances and a minimalist-country style. It has its own deck with outdoor dining and lounge chairs where you can relax. The ~1 acre property has vineyards, a large salt water pool and patio, and a garden with fresh veggies and herbs as well as many fruit trees. TOT #3140N.

Sep 7 – 14

G$53,683 GYD per night