
Vacation rentals with a pool in Guerneville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Guerneville
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Petaluma Wine Country relaxing get away w/pool/spa
Your own studio guest house retreat complete w/ Cal king bed, massage chair, large bathroom w/ walk-in tiled shower, vaulted beam ceilings, wall fireplace, A/C/heater, 2nd bed sleeper sofa for adult/kids,, Wi-Fi, 60 “TV w/swing arm for in bed movies, walk-in closet, , pool, spa, outdoor furniture, refrig, high top table. Walk to downtown, restaurants, theater district. Hiking 2 blocks away. Washer/dryer *during off Summer months outdoor cushions removed due to the weather. Pool/spa hrs 9am-9pm

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

The Deer Retreat – Privacy and Comfort
At the end of a private road (recently redone), the Deer Retreat offers privacy to enjoy the newly renovated pool, the hot tub, and the full outdoor kitchen. With sprawling views of a large private backyard, you will be sure to spot some deers or wild turkeys who call this peaceful place home. When staying inside, you will enjoy the privacy of the 2 large en-suite master bedrooms which are located at opposite ends of the house, or regroup in the large vaulted living room with open kitchen.

Sonoma Wine Country Estate Guest House
Are you intrigued by the historical 1917 Crane Canyon Estate in Sonoma Wine Country with the prohibition-era speakeasy and tales of grand Gatsby-like parties?... Or the incredible panoramic views of Sonoma Wine Country?... Or the generous hosts who'll happily point you to the best off-the-beaten-path Sonoma and Napa county treasures... (or just as happily stay out of your way ;) ?... TAKE A BREAK FROM LIFE. We are here to help you do that. ***We are UNABLE to accommodate SERVICE ANIMALS.

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.

Nama'Stay - A Peaceful Zen Retreat
Welcome to Nama'Stay. One of the most sought out rentals in the Russian River area, for a good reason. Featuring fastest local Internet available. Low cleaning fee and minimal check-out requirements. Located steps away from the Rio Nido Roadhouse resort. Immediate neighbor to Korbel. Just 1.25 miles from downtown Guerneville. Perfect for a couple, or group up to 4. Modern and renovated 2BD with Private hot tub. Professionally cleaned and managed. Fully stocked with amenities.

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 cleaning protocols

Riverside Lodge House in Guerneville
This bright home dazzles with stylish mid-century furnishings sourced from local antique shops and a brick-fronted fireplace. Prep meals in a warm kitchen to serve at a robust hardwood table; cookout on the private decked patio; enjoy a swim in the separately fenced-in pool (shared with the home next door). Pets are welcome! Enjoy walks on the longest stretch of beach in Guerneville across the street from the house and swim with the neighbors who enjoy the public river access.

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.

Luxury home (+ pool house) with views, pool & spa
This wine country luxury retreat is a perfect venue for a family or small group escape. Includes a 2 level main house with 3 bedrooms, a large pool, hot tub and separate pool house. Plus wine cellar/game room, work area, family room, gourmet kitchen, five gorgeous stone fireplaces, and a patio kitchen with a gas range & dining area. This beautiful property feels like your own private resort, set on nearly 4 acres including gardens and spectacular views of Mt St Helena.

Leo’s Lodge - Lux Retreat with Pool and Hot Tub
Leo's Lodge is a beautifully remodeled home with a gourmet kitchen, luxurious amenities and a modern aesthetic. Nestled into a hillside with wrap-around decks and porches you can easily access the private pool, hot tub or outdoor shower. On the deck there is a BBQ and romantically lit outdoor dining area. This is your personal oasis away from the world and the hammock beckons! Three of the 4 bedrooms have ensuite bathrooms and with 4.5 bathrooms no one has to share!

BungalowTerrace-HotTub/Arcade/MassageChair/Gym
Welcome to the Bungalow Terrace! Step away into a magical journey full of life & color. A living 1950's Fairytale tucked high above the Redwoods. A place to dream peacefully, Live by the sun & Love by the moon. Designed for couples/families and any and all looking to treat themselves somewhere over the rainbow. The Bungalow Terrace is a sanctuary of magic, fun, and tranquility that will provide memories for a lifetime.
Popular amenities for Guerneville rentals with a pool
House rentals with a pool

Tropical Oasis with Pool & Hot Tub 30min to Sonoma

Historic 1880's Craftsman Style Home with Pool.

PrivateWarm&Cozy+Spa+Pool+FirePit+Wifi!

Spacious home w/heated pool/hot tub, lovely yard

Nice Wine Country Family Home

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views

Happy House Getaway - Pool, Hot Tub & Wine Country

Pacific Gardens Retreat
Condo rentals with a pool

WM Windsor 1 Bedroom Condo

WorldMark Windsor, CA

Santa Rosa - Self Contained Suite 5 Mins Away

Windsor Resort 2bdr Queen

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

Windsor, CA, 2 Bedroom Queen #1

1 BR Worldmark Windsor Resort Condo Wine Country

3bdm-condo Windsor-WorldMark Resort
Other vacation rentals with a pool

Hidden Apartment at UpValley Inn & Hot Springs

Guesthouse

5-Bedroom Creekside Wine Country Retreat

Healdsburg Modern Sleeps 8, pool, spa, firepit

Luxe, Wine Country Retreat Stroll to Sebastopol

Modern Barn Nestled in the Countryside

Glen Ellen Gem-2 Bed/2 Bath Oasis + Stunning Pool

Peaceful 2BR 1.5BA Oasis, Seasonal Pool & Hot Tub
When is the best time to visit Guerneville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$78,972 GYD | G$68,944 GYD | G$72,913 GYD | G$78,136 GYD | G$93,596 GYD | G$87,955 GYD | G$104,878 GYD | G$104,460 GYD | G$104,460 GYD | G$83,986 GYD | G$75,838 GYD | G$68,735 GYD |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about vacation rentals with a pool in Guerneville

Total vacation rentals
Explore 70 vacation rentals in Guerneville

Nightly prices starting at
Guerneville vacation rentals start at G$18,803 GYD per night before taxes and fees

Verified guest reviews
Over 4,080 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Guerneville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Guerneville rentals

4.8 Average rating
Guerneville stays are highly rated by guests—averaging 4.8 out of 5!
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