Windsor vacation rentals
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Top-rated vacation rentals in Windsor
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Guesthouse in Sebastopol
4.93 out of 5 average rating, 674 reviewsSun Drenched Flat
Put up the burnt-orange parasol and settle down with book on the patio while the barbecue heats up. Sitting above a garage in a serene, walkable neighborhood, this sunlit retreat's beachy cream painted paneling gives it a chilled, refined vibe. Check out all that Sebastopol has to offer at: visitsebastopolnow.come This second story house is a very desirable space, located close to town, still being set on a very beautiful street in an friendly established older neighborhood. It is nestled between other structures on the property. One being a "Tiny House" that is right next door, my home sits behind the flat. The house has a full kitchen with all the utensils and necessary cooking items, pots pans etc. Large toaster oven that will even fit your frozen pizza. There is a space in front with some Adirondack chairs and BBQ if you want to relax outside. The house has its own separate entrance off the driveway. My house is in back of the flat, I may or may not see you, but I am available for any questions at any time. You will more than likely be greeted by our white cat with orange tips (named White Boy). If he gets a chance, Charlie our very exuberant Golden Doodle will give you a warm excited welcome. Located just 1 mile from the heart of the sweet town of Sebastopol, this area is a handy stepping off point to explore nearby wineries, scenic beaches, and shopping and restaurants at redwoods. A very nice mile walk to town or a five minute drive. There is a flight of stairs that you climb to get to the Flat space, it does not have wheelchair access. There are cats on the property, but they do not go inside the flat. Our Goldendoodle is extremely friendly. The leather couch folds flat into a double bed for accommodating two more guests. Access to the bathroom is through the bedroom however. There is no dedicated parking, however the street parking directly across from the flat, just up from, but not in front of the three mailboxes is usually always open.
Jul 1 – 8
Guest suite in Windsor
4.98 out of 5 average rating, 356 reviewsPrivate 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 12 – 19
Home in Windsor
4.99 out of 5 average rating, 101 reviewsGorgeous Victorian in the HEART of Windsor
Gorgeous renovated Queen Anne Victorian located in the heart of Windsor, CA combines quality finishes, modern convenience & vintage details. With a stylish kitchen, high ceilings, 3 beds/2 baths on a single level, HVAC & a huge lot with a Bocce Court. Walking distance to the Town Green, restaurants, wine tasting rooms and shopping. Just 3.5 miles from the Sonoma County Airport (STS), 5 miles to downtown Healdsburg, in the heart of the Russian River Valley & just 57 miles from the Golden Gate.
Sep 6 – 13
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
Guesthouse in Healdsburg
4.98 out of 5 average rating, 246 reviewsAlexander Valley: Wine Lover and Cycling Paradise
Sep 2 – 9
Cottage in Windsor
5.0 out of 5 average rating, 117 reviewsVineyard Cozy Cottage & Hot Tub
Dec 20 – 27
Home in Santa Rosa
4.89 out of 5 average rating, 227 reviewsSunshine cottage
Sep 24 – Oct 1
Guesthouse in Sebastopol
4.98 out of 5 average rating, 428 reviewsModern Bungalow Downtown Sebastopol
Jul 20 – 27
Farm stay in Healdsburg
4.97 out of 5 average rating, 470 reviewsGracianna Winery Vineyard Loft - Farm Stay
Mar 9 – 16
Guest suite in Santa Rosa
4.91 out of 5 average rating, 245 reviewsPeaceful Wine Country Retreat / PRIVATE ENTRANCE
Nov 11 – 18
Villa in Healdsburg
4.94 out of 5 average rating, 108 reviewsHilltop Vista Villa
Dec 30 – Jan 6
Apartment in Sebastopol
4.99 out of 5 average rating, 601 reviewsAmy's Local BNB - walk to town **and hot tub!**
Aug 21 – 28
Home in Healdsburg
4.96 out of 5 average rating, 429 reviewsDry Creek Valley Cottage
Mar 26 – Apr 2
Guesthouse in Santa Rosa
4.96 out of 5 average rating, 168 reviewsKV garden Cottage.
Oct 28 – Nov 4
Home in Windsor
4.93 out of 5 average rating, 147 reviewsLuxurious home and pool
Oct 31 – Nov 7
Guest suite in Graton
4.95 out of 5 average rating, 261 reviewsThe Flying Pig
Sep 13 – 20
Other great vacation rentals in Windsor
Guest suite in Santa Rosa
4.97 out of 5 average rating, 179 reviewsWine Country Retreat
Jan 5 – 12
Guesthouse in Sebastopol
4.9 out of 5 average rating, 1107 reviewsLemon Moon Cottage
Feb 9 – 14
Guesthouse in Healdsburg
5.0 out of 5 average rating, 100 reviewsLuxe Guest Suite in Dry Creek 5 mins From Town!
Dec 18 – 25
Guesthouse in Sebastopol
4.96 out of 5 average rating, 289 reviewsArbor View
Jun 18 – 25
Home in Healdsburg
4.93 out of 5 average rating, 522 reviewsHealdsburg Garden House
Nov 25 – Dec 2
Guesthouse in Santa Rosa
4.89 out of 5 average rating, 259 reviewsCentral Santa Rosa Garden Getaway
Jul 2 – 9
Home in Cazadero
4.95 out of 5 average rating, 114 reviewsRanch Stay for 2
Jan 19 – 26
Guest suite in Santa Rosa
4.94 out of 5 average rating, 16 reviewsPrivate Studio- Great location!
Apr 1 – 8
Home in Windsor
4.94 out of 5 average rating, 66 reviewsGourmet Kitchen in Wine Country w/Hot Tub + Office
Apr 1 – 8
Home in Healdsburg
5.0 out of 5 average rating, 8 reviewsThe Dragonfly Healdsburg
Mar 15 – 22
Guesthouse in Healdsburg
5.0 out of 5 average rating, 30 reviewsBucher Vineyard Cottage
Aug 1 – 8
Home in Healdsburg
4.98 out of 5 average rating, 47 reviewsHidden Oasis ~ a Private Luxury Home in Healdsburg
Jan 9 – 16
Quick stats about vacation rentals in Windsor
Total rentals | 350 properties |
---|---|
Rentals with dedicated workspaces | 160 properties have a dedicated workspace |
Rentals with a pool | 230 properties have a pool |
Pet-friendly rentals | 60 properties allow pets |
Family-friendly rentals | 250 properties are a good fit for families |
Total number of reviews | 11K reviews |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Windsor?
Yes! Work meets play with ease at over 160 vacation rentals in Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Windsor?
Four-legged friends are welcome in Windsor. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Windsor vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Windsor, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Windsor?
Experience the best of Windsor with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Windsor have a gym?
Absolutely! We offer over 100 condo rentals with a gym in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Windsor have self check-in?
Absolutely! We offer over 50 apartment rentals with self check-in in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Windsor have a bbq area?
Absolutely! We offer over 50 apartment rentals with a bbq area in Windsor. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Windsor have wifi?
Absolutely! We offer over 40 serviced apartment rentals with wifi in Windsor. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Windsor?
Windsor has more than 90 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Windsor?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with self check-in, over 10 homes with a gym, over 120 homes with wifi, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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