Vacation rentals with a pool in Geyserville

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Top-rated rentals with a pool in Geyserville

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

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Superhost

Home in Ukiah

4.96 out of 5 average rating, 290 reviews

Eco-Chic Sunset Glidehouse-hottub, mountain views

G-oogle's architect in-residence, Michelle Kaufmann, designed this beautiful 3 bedroom, 2 bath, bright open concept home - the Sunset Glidehouse- named one of the 10 homes that changed America by PBS. The house is surrounded by sliding glass and embodies modern indoor/outdoor living. Quiet & perched on a mountain, home is only 5 minutes from the 101 above beautiful wineries.House, deck, pool & hot tub command views of surrounding mountains and vineyards. 03/21 new listing!@'Stellar Jay Valley'

Top guest favorite

A serene pool area features a sparkling blue pool surrounded by lounge chairs under palm trees. The natural landscape offers rolling hills in the background, while soft lighting from string lights enhances the tranquil atmosphere as the sun sets.

Home in Forestville

4.99 out of 5 average rating, 119 reviews

Giusti Ranch, by Vinifera Homes

“An amazing property that exceeds any descriptions that can be provided. From the grounds to the house everything is first-class” - Michael. This 19-acre family-owned working ranch is the perfect setting for your wine-country adventure. Enjoy the surrounding views, refreshing pool, hot tub, gourmet kitchen & spacious great room. Located just mins. from renowned wineries & Michelin-starred restaurants, Giusti Ranch, A Vinifera Homes Property has everything you need for a truly memorable stay!

Guest favorite

Shipping container in Santa Rosa

4.98 out of 5 average rating, 133 reviews

Luxury Container Home w Infinity Pool + 360 Views

Enjoy the sounds of nature from your own private 12 acre oasis in this unique container home. Set on a private road, and built on a ridge with incredible 360-degree panoramic views from sunrise to sunset, this modern dwelling has been thoughtfully crafted with simplicity and indoor-outdoor living at the forefront of design. From the valley views to the distant mountains, every room feels a part of nature. Enjoy your private oasis from the infinity pool and spa, w views overlooking wine country.

Top guest favorite

A serene pool area is framed by natural stone paving, with a wooden pergola enhancing the outdoor space. Lush greenery and shrubs provide a backdrop, while distant rolling hills can be seen in the background, adding to the scenic tranquility.

Guest suite in Healdsburg

4.93 out of 5 average rating, 446 reviews

Pony Ranch Vineyard Estate with Pool

Guest House with private entrance on gorgeous gated Vineyard Estate. Overlooks pool and vineyards with views to Mount St. Helena. Gas fireplace, refrigerator, microwave, Keurig coffee maker, queen bed. Seasonal private pool with fabulous views, occasionally shared with owners. Toilet and sink separate from shower. 8 minutes to the Healdsburg Plaza. Less than a mile from 3 wineries, very close to dozens more. Agricultural Education Programs available. Sonoma County TOT Certificate 1362N

Top guest favorite

Guesthouse in Cloverdale

4.95 out of 5 average rating, 224 reviews

Wing in Tuscan Villa with Vineyard and two bedrms

Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

Guest favorite

Home in Healdsburg

4.91 out of 5 average rating, 113 reviews

Vineyard Vista, Modern Farmhouse Cottage with Pool

Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

Top guest favorite

A private pool area features a refreshing swimming pool surrounded by natural landscaping. A float is seen in the water, while the stand-alone home with large windows provides a charming backdrop. Potted plants add greenery to the serene outdoor space.

Home in Graton

5 out of 5 average rating, 653 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

Superhost

Home in Kelseyville

4.9 out of 5 average rating, 169 reviews

Clear Lake A-Frame | Lake Views, Deck, HOA Pool

Quiet relaxation and luxury is found in this stylish cabin home at Clear Lake. The breathtaking lake and mountain views, fully equipped kitchen, eclectic mix of modern and vintage furnishings, and crazy fast WiFi make this spot perfect for a weekend or remote-work get-away! Explore Clear Lake and other nearby nature as well as indulge in delicious food at restaurants, shops and wineries only a few miles away. Come enjoy a rejuvenating escape only a couple of hours from San Francisco!

Guest favorite

An aerial view showcases a spacious family estate nestled among lush trees. The two-story house is complemented by a pool and hot tub, with a seasonal creek visible nearby. The surrounding greenery creates a serene and intimate setting in the heart of wine country.

Home in Santa Rosa

4.88 out of 5 average rating, 101 reviews

Farmhouse at Sonoma Oaks: Hot Tub · Pool · Bocce!

Spread over 5 gorgeous, oak treed acres, this spacious + peaceful family estate welcomes groups to wine country with a Bocce court, pool, hot tub, and a seasonal creek. The stylishly appointed home features 4 King bedrooms, formal dining, expansive game room with Foosball table and 2 fireplaces. Bonus King bedded guest cottage included for 9+ guests. Wild turkeys and deer roam the property. Close to wineries. 10-15 min to Kenwood + Glen Ellen. 30 to Sonoma Square + Healdsburg.

Guest favorite

An outdoor space features a plunge pool surrounded by a sun deck with lounge chairs and a sun umbrella. The home, with its wood accents, is set against a backdrop of tall redwood trees, contributing to a serene, natural setting.

Home in Occidental

4.95 out of 5 average rating, 154 reviews

Modern mid-century-inspired, Deer Ranch

Deer Ranch is a remodeled 2 bedroom, 1 bathroom home sitting on four acres of private land, with outdoor decks, hot tub, and plunge pool. This contemporary Frank Lloyd Wright-styled-like home sits on top of a hill with meadows below and towering redwoods that add to a peaceful seclusion getaway, and still only minutes from the hamlet of Occidental (1.3 miles). The pool is open during the summer months only (late May-end of September). The hot tub is on all year-round.

Superhost

An aerial view captures the sprawling 80-acre ranch, surrounded by towering redwoods. Lush greenery and cultivated areas are visible, with structures peeking through the trees. The harmony of nature is showcased against a backdrop of the vibrant forest, offering a sense of tranquility.

Farm stay in Guerneville

4.99 out of 5 average rating, 172 reviews

Forest View Ranch Suite and Treehouse with Pool

Escape to our historic 80-acre ranch, this is not simply an overnight stay! Imagine a tranquil, breathtaking experience on a ranch in a redwood valley. Enjoy exclusive access to ranch amenities. Pool, Fire pits, Apple Juicing, Private Hiking Trails, Outdoor Bathtubs and Shower, Treefort, Seasonal Creek, Outdoor Kitchens, Canoe/Kayak Trips, Russian River Floats, Jeep treks, Private chef experience or cooking classes, Private yoga classes, Massage, Archery, and more!

Guest favorite

A small, circular pool is surrounded by lounge chairs and umbrellas. In the background, the multi-story building features balconies and landscaped greenery. A playground and additional seating areas are visible beyond the pool, creating a welcoming outdoor space.

Apartment in Windsor

4.88 out of 5 average rating, 175 reviews

Windsor 2 Bed/2 Bath Condo ~ Pool ~ Hot Tub ~ Gym

**Condo: 1,023 square feet 2 bedroom/2 bath- King size bed in the master bedroom, two twin beds in the 2nd bedroom (can be put together to make a king), and one queen Murphy bed in the living room. Additional amenities include a full kitchen and dining area, gas fireplace, washer and dryer and a private terrace with gas barbecue. Maximum occupancy is six. *** twin beds in 2nd bedroom can be put together to make a king size bed. Please request in advance.