
Vacation rentals with a hot tub in Windsor
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Top-rated hot tub rentals in Windsor
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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.

Amy's Local BNB - walk to town **and hot tub!**
Amy’s Local BNB is nestled among huge fir trees in a quiet neighborhood a short walk from downtown Sebastopol. This sunny contemporary gem focuses on our commitment to local and sustainably sourced food, wine, and crafts. With a full kitchen, you can enjoy the comforts of a meal cooked “at home” from the local farmer’s market, or walk to superb local eateries. We will share maps to our favorite swimming hole on the Russian River or to ocean beaches, or introduce you to excellent local vintners.

Raven Haven: Cozy Forest Storybook Cabin w Hot Tub
Nestled among majestic redwoods in the historic Rio Nido hamlet near Guerneville, Raven Haus is a delightful Hansel and Gretel cottage. Surrounded by towering firs, the whimsical charm of this cottage captures the essence of a bygone era. Located just a mile from the renowned Korbel vineyards and tasting room, guests can explore the local wine scene. The proximity to the popular Rio Nido Lodge and Roadhouse offers convenient options for dining, drinks, and entertainment within walking distance.

Wine Country Retreat w Pool & Spa-1 Acre Grounds
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 hwy 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 an upscale, quiet, peaceful neighborhood.

Heart of the Russian River
Welcome to our sweet lilypad on the Russian River - located right across the road from Steelhead Beach in gorgeous Sonoma County! If you appreciate: organic/farm-to-table foods, wine tasting, antiquing, majestic redwoods, floating down a river, fishing, then you won't find a more perfect launch pad from which to explore the magnificent bounty that is Northern California. We are 15 minutes from Healdsburg, Sebastopol, Graton, Occidental, Guerneville, Santa Rosa, Windsor - so much fun to be had!

Botany House Designer Home with Hot Tub
Discover your Wine Country sanctuary in this lush, design-forward Santa Rosa retreat. With a chef’s kitchen, a six-person hot tub, a fire pit, and Restoration Hardware furnishings, every detail is crafted for comfort and style. Perfectly located near wineries, Michelin-star dining, and redwood adventures, it’s ideal for families or friends seeking luxury and connection. Book your escape today. We are pet-friendly. Message us on Social Media at Inspired in Sonoma for Inspiration and Tips.

Elegant & Spacious Luxury Wine Country Estate
The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

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

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.

Winelight Vineyard Home With Spa
Gated driveway, private, scenic, safe, secure, and impeccably clean. Unwind, prepare dinner on granite counter tops in this newly remodeled well-stocked gourmet kitchen. Enjoy plush amenities, fine decor, hot tub, romantic fireplace, French doors leading to outdoor decks, secluded rural vibe, reliably fast internet. Close to Sonoma County's best wineries, breweries and restaurants. There is a guest laundry, designer carport, and ample parking for guests.

10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Escape to a private and peaceful retreat surrounded by Russian River Valley Chardonnay and olive trees. Set on 10 acres of producing vines, our cottage offers vineyard views, a bocce court, fire pit, garden, cruiser bikes, and a sparkling hot tub. Immerse yourself in world-class food, wine, cycling, and nature. Guests staying 3+ nights will receive a complimentary bottle of Chardonnay crafted from our vines. Your perfect wine country escape awaits!

Luxurious, Private, Healdsburg Guest Cottage
1083 Guest House is comfortable luxury in a spacious private cottage within walking distance of four-star restaurants, wineries, fabulous boutique shopping, and the Russian River. Your secluded cottage is nestled in the trees with views of a wooded area and is the perfect base for your Wine Country get away. There is no stove/oven due to zoning/licensing so the cottage has a microwave, small air fryer, toaster and bbq.
Popular amenities for Windsor hot tub rentals
House rentals with a hot tub

Ocean View Spa House

Modern mid-century-inspired, Deer Ranch

Vineyard Views + Hot Tub | Bocce | 5 Min to Plaza

Healdsburg House - Chiquita Road

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

Hilltop Haven 🌅 view & hot tub

Cul-de-Sac | King | BBQ | Stocked | Washer+Dryer

Haven in the Woods
Villa rentals with a hot tub

An Italian Villa in the heart of Napa Valley!

Rivendell – Lovely Riverfront Home, Classic Style

Russian River Artist Retreat|Private Woods+Jacuzzi

Adventure Alexander Valley Lodge w/ Pool & Hot tub

Charming Home in Penngrove

Villa in French Chateau Estate in Napa Valley

Mountain Villa with Hot Tub

When in Glen | Views | Pool & Hot Tub
Cabin rentals with a hot tub

Fresh + Cozy Cabin fireplace + new Hot tub

Velouria - Hot Tub, Woodstove, Redwoods.

SPRiNGHiLL Yowza! Wine Tasting Hot Tub Redwoods

Unique Modern Mountain Getaway

Guerneville-2BR/1.5BA-SPA-wineries

Cozy Cabin in Redwoods | Hot Tub

Hot tub & steps from coffee, wine, water, & hikes

Coastal Cabin, with king bed, big deck, hot tub
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,561 GYD | G$43,515 GYD | G$42,260 GYD | G$42,678 GYD | G$43,306 GYD | G$46,235 GYD | G$45,189 GYD | G$43,515 GYD | G$43,933 GYD | G$45,189 GYD | G$45,398 GYD | G$45,607 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 hot tub in Windsor

Total vacation rentals
Explore 260 vacation rentals in Windsor

Nightly prices starting at
Windsor vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 5,020 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
260 of Windsor vacation rentals include wi-fi access

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

4.9 Average rating
Windsor stays are highly rated by guests—averaging 4.9 out of 5!
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- Lake Berryessa
- Muir Woods National Monument
- Six Flags Discovery Kingdom
- Jenner Beach
- Bolinas Beach
- Doran Beach
- Goat Rock Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Limantour Beach
- Trione-Annadel State Park
- Chateau St. Jean
- Armstrong Redwoods State Natural Reserve
- V. Sattui Winery
- Jack London State Historic Park
- Charles M. Schulz Museum
- Napa Valley Wine Train Wine Shop
- Mount Tamalpais State Park
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Iron Horse Vineyards
- Healdsburg Plaza
- VJB Vineyard & Cellars




