
Holiday rentals with a hot tub in Windsor
Find and book unique rentals with a hot tub on Airbnb
Top-rated rentals with a hot tub in Windsor
Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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)

Cosmo Beach: Riverfront Sanctuary
Riverfront dog friendly 1.5 acre oasis on the Russian River. The property is private, lush, serene & sunny, with access to a huge private beach. The house is modern yet rustic & is fully equipped. It has gorgeous river valley/redwood/bridge views, decks, spa, boats, fireplace, serious kitchen, fruit trees, grapevines & wildlife. Centrally located between Healdsburg, Sebastopol & the Sonoma Coast. Fantastic wineries, trails & redwoods are minutes away. 3 beaches & river park are only steps away

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!

Redwood Treehouse Retreat - Hot tub, fire pit
Welcome to our Redwood Treehouse Retreat, where cozy meets luxury in the heart of nature. Nestled in the ancient trees, this romantic escape offers privacy and indulgence. Relax in the hot tub, cozy up by the fire, recharge your EV, and explore. We’re centrally located: 5 min from Occidental, 10 min to Russian River/Monte Rio beach, 20 min to coast/Sebastopol, and 30 min to Healdsburg. A perfect base to discover all the wonders of this captivating region. Your dreamy, secluded getaway awaits.

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

Spanish Wine Country Cottage with Hot Tub!
Cozy and Spacious are two descriptive words that haven't been able to perfectly define the same house until now! This Spanish cottage makes perfect use for an ideal getaway in the heart of Santa Rosa's Downtown, minutes from famous wineries and breweries. The backyard is your ideal place to relax in a hot tub or under the lights, surrounded by producing fruit trees. Need an escape from reality, look no further! Parking can be challenging due to the downtown location.

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!

Wine Country Home With Mini Golf & More
Welcome to the ultimate home for fun and relaxation with your favorite people! Gather around the crackling fireplace for cozy nights, splash and soak in the hot tub with jets that hit just right, and fire up the BBQ for a backyard feast. End the night roasting marshmallows at the fire pit or challenge each other to a round of mini-golf right at home. Perfect for families and friends to laugh, relax, and make unforgettable memories together!

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 rentals with a hot tub in Windsor
House rentals with a hot tub

Ocean View Spa House

Water’s Edge - Ocean Views, Private Hot Tub

Redwood Treehouse Retreat

Easy elegance in this wine country home

Dillon Beach Nirvana

Rated Top 5% Modern Cozy Farmhouse in the Redwoods

Happy House Getaway - Pool, Hot Tub & Wine Country

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food
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

Adventure Alexander Valley Lodge w/ Pool & Hot tub

Charming Home in Penngrove

5 Acre Villa Retreat w/ Vineyard, Pool, & Spa

Mountain Villa with Hot Tub

Wildflower by AvantStay|Steps to Sonoma Golf Club!
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

Guerneville-2BR/1.5BA-SPA-wineries

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

Russian River Tree Fortress of Solitude

The Black Sheep-Hot Tub, 12ft Movie Screen & EVc!

Cozy Fires, Hot Tub, Magical Vibe, Views | Top 5%
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $274 SGD | $268 SGD | $260 SGD | $263 SGD | $267 SGD | $285 SGD | $278 SGD | $268 SGD | $271 SGD | $285 SGD | $283 SGD | $268 SGD |
| 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 hot tub in Windsor

Total holiday rentals
Explore 260 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $64 SGD per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
260 of Windsor holiday rentals include wifi 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
- Bolinas Beach
- Six Flags Discovery Kingdom
- Jenner Beach
- Mount Tamalpais State Park
- Safari West
- Doran Beach
- Goat Rock Beach
- Johnson's Beach
- Limantour Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Chateau St. Jean
- Charles M. Schulz Museum
- Jack London State Historic Park
- V. Sattui Winery
- Point Reyes National Seashore
- Healdsburg Plaza
- Francis Ford Coppola Winery
- Artesa Vineyards & Winery
- Harbin Hot Springs
- Salt Point State Park
- Armstrong Redwoods State Natural Reserve




