
Holiday rentals with a pool in Guerneville
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Top-rated rentals with a pool in Guerneville
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Farpoint: Heated Infinity Pool, Mountain Views
Nestled in the Mayacamas mountains, this elevated home offers a peaceful and luxurious retreat in the center of Sonoma wine country. The large infinity pool - gas-heated all year - perches over the magnificent view. Inside, the living room and dining room are furnished to comfortably seat 12 adults. A pool table, ping pong, three dining tables, 75" 4K TV, and large hot tub provide endless options. Hiking trails surround the house. Grocery stores and farmer’s markets are less than 8 minutes away.

Pool•Spa•6 Bikes•1mi to Town•Fire Pit•ShuffleBoard
This beautifully designed 3bd/2bth luxury home is bursting with resort-like amenities to ensure your stay is relaxing & fun. Comfortably sleeps 8, incl. a pull-out couch in a private bonus room - 1mi - Dwntwn Healdsburg & 20+ wineries. - Pool & Hot Tub - Lush 3/4 acre lot w/20+ orchard trees - 6 Adults Bikes - Shuffle Board, Outdoor Giant Chess & Jenga, Croquet, Ping Pong - Outdoor Dining, BBQ, Lounge Seating, Fire Pit - Pac N Play & High Chair - 3 Smart TV's -Netflix/Disney+ - Pet friendly

Modern Log Cabin w/ Pool, Spa & FP Near DT & River
Sunny fully fenced modern log cabin, 3BR/2BA with private pool and SPA in a quiet neighborhood. Surrounded by 380 degrees of lush trees, allowing peaceful tranquility. Impeccably maintained, well-appointed, newly refurbished interior exudes comfort and style. Rich wood flooring throughout, combined with gas fireplace, central air + heat supports absolute comfort. One mile walking distance from downtown Guerneville, the river, restaurants, bars and wineries. 2-Car attached garage ToT#4148

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.

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.

Petaluma Wine Country relaxing get away w/pool/spa
Your own studio guest house retreat complete w/ Cal king bed, 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

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.

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!

Wine Country Retreat- Privacy-Spa/Pool/Games

Nice Wine Country Family Home

Serene Wine Country Retreat with Pool & Hot Tub

Luxury home (+ pool house) with views, pool & spa

Happy House Getaway - Pool, Hot Tub & Wine Country
Apartment rentals with a pool

WorldMark Windsor, CA

Superior Wine Country Condo - 2 Bdm Condo-Sleeps 6

Santa Rosa - Self Contained Suite 5 Mins Away

Perfect Friends and Family Getaway Instant Book

2Bdm Condo Windsor WM Resort#4

Resort Amenities Near Top Food & Wine - Slp 6

Windsor Resort 2bdr Queen

Make This Your Best Vacation Ever - 2 Bdrm Condo
Other holiday rentals with a pool

Guesthouse

Serene Wine Country Haven with Pool & Hot Tub

Modern Barn Nestled in the Countryside

Tranquil Sonoma Retreat by Kohmsa Stays

Elegant Vineyard Getaway Nestled in Healdsburg

Mid-Century Retreat | Pool, Hot Tub, Fire-Pit

Healdsburg Homestead | Wine Tastings Included

Wine Country Guest Cottage
When is the best time to visit Guerneville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 321 | € 280 | € 296 | € 318 | € 381 | € 358 | € 426 | € 425 | € 425 | € 341 | € 308 | € 279 |
| 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 holiday rentals with a pool in Guerneville

Total holiday rentals
Explore 70 holiday rentals in Guerneville

Nightly prices starting at
Guerneville holiday rentals start at € 76 per night before taxes and fees

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

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Guerneville holiday rentals include wifi 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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- Lake Berryessa
- Muir Woods National Monument
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- Schoolhouse Beach
- Clam Beach
- Doran Beach
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- Johnson's Beach
- Caymus Vineyards
- Bowling Ball Beach
- Healdsburg Plaza
- Mayacama Golf Club
- Limantour Beach
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