Vacation rentals with outdoor seating in Windsor

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Windsor

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in Windsor
Private Entrance Suite in Heart of Wine Country
Situated in an upscale neighborhood, this exquisite guest suite boasts a private entrance on a safe, quiet cul-de-sac in the heart of the wine country. The en-suite is perfect for a romantic getaway, comfortable for an infant or small child, and ideal for the business traveler. We are 5 miles from Healdsburg and 3 from the Sonoma Co. Airport. Three parks within 4 miles encompass over 20 miles of hiking/biking. The Russian River, Redwoods, and Sonoma Coast are only a short, panoramic drive away.
Aug 19 – 26
$109 per night
4.98 out of 5 average rating, 349 reviews
Superhost
Townhouse in Healdsburg
B - Wine Country Getaway
Great Townhouse for a wine country getaway. Please use the Airbnb app for self check-in instructions! The owner is severely allergic to animals, so please do not request or bring any animal with you. We have an automated backup generator for loss of power issues! Full kitchen, Outdoor patio, BBQ, Fire pit (propane tank included but not fuel), Two bikes included in stay. California King Tempurpedic bed. Laundry room, Fully renovated bathroom.
Feb 6 – 13
$139 per night
4.83 out of 5 average rating, 537 reviews
Guest favorite
Cottage in Windsor
Vineyard Cozy Cottage & Hot Tub
Now booking monthly stays- let’s talk!!! Nestled in the Russian River Valley is where you will find Woolsey Road Cottage. Our spaciously designed 840 sf cottage is located on our 7 acre family owned property that is within 15 minutes to Santa Rosa, 15 minutes to the Russian River. We offer a beautiful cottage to rest and refresh close to multiple wineries, fantastic dining, great hiking and outdoor activities!
Nov 7 – 14
$172 per night
5.0 out of 5 average rating, 114 reviews

Popular amenities for Windsor outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Windsor
Winelight Vineyard Home With Spa
Jun 27 – Jul 4
$200 per night
4.96 out of 5 average rating, 376 reviews
Guest favorite
Home in Windsor
Gorgeous Victorian in the HEART of Windsor
Sep 22 – 29
$394 per night
4.99 out of 5 average rating, 100 reviews
Guest favorite
Home in Windsor
Luxury Wine Country Estate with pool & hot tub
Aug 16 – 23
$573 per night
4.99 out of 5 average rating, 134 reviews
Guest favorite
Home in Healdsburg
Healdsburg Garden House
Jul 5 – 12
$197 per night
4.92 out of 5 average rating, 513 reviews
Guest favorite
Home in Windsor
Home near golf course w/Hot tub in Windsor
Mar 6 – 13
$269 per night
4.95 out of 5 average rating, 134 reviews
Guest favorite
Home in Healdsburg
Wine Country Cottage Walkable to River or Downtown
Dec 20 – 27
$224 per night
4.96 out of 5 average rating, 144 reviews
Guest favorite
Home in Windsor
Luxurious home and pool
Sep 25 – Oct 2
$495 per night
4.93 out of 5 average rating, 147 reviews
Guest favorite
Home in Healdsburg
Vineyard Modern Barn House - Dry Creek Valley
Nov 13 – 20
$411 per night
4.98 out of 5 average rating, 391 reviews
Guest favorite
Home in Santa Rosa
Sunshine cottage
Nov 9 – 16
$135 per night
4.88 out of 5 average rating, 225 reviews
Guest favorite
Home in Santa Rosa
Russian River Valley View & Brewcation Home
Nov 18 – 25
$278 per night
4.95 out of 5 average rating, 194 reviews
Guest favorite
Home in Graton
Eco Luxury Private Sanctuary / The Farmhouse Oasis
Sep 13 – 20
$432 per night
5.0 out of 5 average rating, 552 reviews
Guest favorite
Home in Cazadero
Ranch Stay for 2
Feb 10 – 17
$113 per night
4.94 out of 5 average rating, 109 reviews

Apartment rentals with outdoor seating

Guest favorite
Apartment in Santa Rosa
Robin's Nest
Oct 26 – Nov 2
$102 per night
4.99 out of 5 average rating, 249 reviews
Guest favorite
Apartment in Sebastopol
Amy's Local BNB - walk to town **and hot tub!**
Jun 14 – 21
$145 per night
4.98 out of 5 average rating, 598 reviews
Guest favorite
Apartment in Santa Rosa
Sonoma County Getaway: Mins to Wineries & Downtown
Jul 10 – 17
$149 per night
4.92 out of 5 average rating, 157 reviews
Guest favorite
Apartment in Santa Rosa
Getaway At The Grove- 1,400 sq ft unit
Mar 16 – 23
$132 per night
4.91 out of 5 average rating, 246 reviews
Guest favorite
Apartment in Penngrove
Valley View-Sonoma Mountain Terrace
Oct 12 – 19
$173 per night
4.97 out of 5 average rating, 379 reviews
Guest favorite
Apartment in Santa Rosa
1 Bedroom Garden Apmt, Smart TV/AC, 85 Walk Score
Jul 2 – 9
$229 per night
4.96 out of 5 average rating, 115 reviews
Guest favorite
Apartment in Petaluma
Victorian Garden Apartment - Petaluma
May 7 – 14
$101 per night
4.97 out of 5 average rating, 263 reviews
Guest favorite
Apartment in Guerneville
Giant Redwood Guesthouse
Jun 11 – 18
$118 per night
4.92 out of 5 average rating, 252 reviews
Guest favorite
Apartment in Petaluma
Central charming studio w/pvt patio + breakfast
Oct 11 – 18
$131 per night
4.97 out of 5 average rating, 456 reviews
Guest favorite
Apartment in Sonoma
Lily's Loft
Feb 9 – 16
$135 per night
4.93 out of 5 average rating, 239 reviews
Guest favorite
Apartment in Sonoma
2 bedroom Apartment with Balcony Downtown Sonoma
Dec 23 – 28
$529 per night
4.99 out of 5 average rating, 148 reviews
Guest favorite
Apartment in Sonoma
Above and On Broadway - MaryJean’s Place
Jun 22 – 29
$343 per night
4.97 out of 5 average rating, 172 reviews

Condo rentals with outdoor seating

Guest favorite
Condo in St. Helena
2 Bedroom Flat in Downtown St. Helena
Aug 12 – 19
$403 per night
4.99 out of 5 average rating, 184 reviews
Guest favorite
Condo in Windsor
2BR with Resort Amenities, Hot Tub, Pool, BBQ
Aug 29 – Sep 5
$292 per night
4.94 out of 5 average rating, 16 reviews
Guest favorite
Condo in Windsor
Great Wine Country and Golfing Resort Getaway!!
Jan 21 – 28
$221 per night
4.93 out of 5 average rating, 69 reviews
Superhost
Condo in Windsor
Wine Country, CA, 1-Bedroom #2
Apr 7 – 14
$176 per night
New place to stay
Condo in Santa Rosa
Beautiful Downtown 1-BD Sanctuary Home!
Aug 10 – 17
$232 per night
4.85 out of 5 average rating, 47 reviews
Condo in Windsor
3bdm-Penthouse-Windsor WorldMark
Sep 19 – 26
$607 per night
5.0 out of 5 average rating, 3 reviews
Condo in Windsor
1 BR Worldmark Windsor Resort Condo Wine Country
Sep 14 – 21
$300 per night
New place to stay
Room in Windsor
Private Room in Downtown Windsor
Sep 4 – 11
$87 per night
5.0 out of 5 average rating, 3 reviews
Superhost
Condo in Windsor
Wine Country, CA, 3-Bedroom Z #1
Mar 30 – Apr 6
$243 per night
New place to stay
Superhost
Condo in Windsor
Wine Country, CA, 2-Bdr Queen Z #1
Mar 3 – 8
$189 per night
New place to stay
Superhost
Condo in Windsor
Wine Country, CA, 2-Bdrm Twin #2
Mar 11 – 18
$215 per night
New place to stay
Superhost
Condo in Windsor
Wine Country, CA, 2-Bdrm Twin Z #1
Mar 12 – 19
$215 per night
New place to stay

Quick stats about vacation rentals with outdoor seating in Windsor

Total rentals

140 properties

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

7.3K reviews

Nightly prices starting at

$60 before taxes and fees

Destinations to explore