
Vacation rentals with a hot tub in Windsor
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Top-rated hot tub rentals in Windsor
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Stunning Sauna Cottage Retreat on Private Vineyard
Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

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.

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!

The Spectacular Spyglass Treehouse
Come, Experience the Extraordinary ~ Our Spyglass Treehouse awaits to immerse you in a memorable, magical experience of a lifetime. This magnificent creation by Artistree seamlessly blends artistry, sustainability, and a deep connection with the redwood forests. As you step into this architectural gem, you'll be greeted by a harmonious blend of local wood, bespoke furnishings, and wonderful amenities (king-size bed, sauna, cedar hot tub..) Come enjoy deep rest, romance, and rejuvenation!

Hilltop Haven 🌅 view & hot tub
Relax with the whole family at this peaceful place to stay on a quiet hilltop. This is a quaint 2 bedroom, 1 bath with a queen bed in one bedroom and bunk (twin over full) in the second bedroom. Relax in the hot tub or in the hammock on the backyard deck with a peaceful nature view or hang inside the cozy abode and make use of the fully-stocked kitchen. we have a limit of 4 overnight guests and 2 vehicles per Sonoma County permit rules. For more pictures on IG @hilltop_haven_vacation

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.

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.

Healdsburg Winemaker’s Wine Country Gem
Welcome to our 6-bedroom retreat, owned by a passionate Healdsburg winemaker, located in the heart of Windsor. This home is the perfect getaway for families, groups, or wine lovers looking to immerse themselves in the charm of Wine Country. Inside, each bedroom offering crisp linens, plush pillows, and soft lighting for ultimate relaxation. After a day of exploring the wineries, unwind in the private hot tub, where you can soak your cares away in style.

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!
Popular amenities for Windsor hot tub rentals
House rentals with a hot tub

Ocean View Spa House

Sunny Getaway - hot tub, walk to river, hike, wine

Rated Top 5% Modern Cozy Farmhouse in the Redwoods

Dillon Beach Nirvana

Happy House Getaway - Pool, Hot Tub & Wine Country

Pacific Gardens Retreat

The Deer Retreat – Privacy and Comfort

River Otter Retreat | Hot Tub, BBQ & Russian River
Villa rentals with a hot tub

Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog

Rivendell – Lovely Riverfront Home, Classic Style

Russian River Artist Cabin, Private Forest+Jacuzzi

Vineyard Villa: Pool | Spa | Games Room | EV Char.

Charming Home in Penngrove

Mountain Villa with Hot Tub

Private Pool & Large Deck: Modern Cotati Villa!

Villa Cabernet~Russian River Wine Lodge w/ 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

Coastal Cabin, with king bed, big deck, hot tub

Russian River Tree Fortress of Solitude
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$44,595 GYD | G$43,548 GYD | G$42,292 GYD | G$42,711 GYD | G$43,339 GYD | G$46,270 GYD | G$45,223 GYD | G$43,548 GYD | G$43,967 GYD | G$46,270 GYD | G$46,061 GYD | G$43,548 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$10,468 GYD per night before taxes and fees

Verified guest reviews
Over 4,880 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
100 properties have a dedicated workspace

Wi-Fi availability
250 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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