Family-friendly vacation rentals in Windsor

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Top-rated family-friendly rentals in Windsor

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Guest favorite

Guesthouse in Sebastopol

4.93 out of 5 average rating, 683 reviews

Sun 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.

Oct 25 – Nov 1

ﺩ.ﺇ515 per night

Guest favorite

Apartment in Sebastopol

4.99 out of 5 average rating, 609 reviews

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.

Aug 29 – Sep 5

ﺩ.ﺇ611 per night

Guest favorite

Guest suite in Windsor

4.98 out of 5 average rating, 361 reviews

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 14 – 21

ﺩ.ﺇ488 per night

Guest favorite

Guesthouse in Santa Rosa

4.88 out of 5 average rating, 1040 reviews

Clean Comfy Cottage Downtown

Our tree shaded studio cottage is one block from the heart of downtown. Stay just a two block walk from Russian River Brewing. This clean and quiet cottage has a full kitchen, a comfortable queen bed. I am happy to customize the space to your needs. I offer soft and firm mattresses. I use cotton blankets so that you can have any weight on your bed that you would like. You are welcome to stack seven or more blankets at a time. I will adjust my cleaning regimen to meet your preferences.

Mar 8 – 15

ﺩ.ﺇ398 per night

Guest favorite

Guest suite in Santa Rosa

4.97 out of 5 average rating, 182 reviews

Wine Country Retreat

Nestled in an upscale leafy neighborhood with stunning views of Spring Lake Regional Park from the deck. This bright, air conditioned, space comes with its own deck and propane grill for your sole use. The cottage also has a kitchen with a refrigerator, range, dishwasher, microwave, toaster oven, Keurig coffee maker etc. We also have a washer and dryer in the property and a tv. The cottage has its own entrance and is attached to the main house. It's not a detached unit. TOT account #1847

Jan 25 – Feb 1

ﺩ.ﺇ548 per night

Guest favorite

Home in Healdsburg

4.93 out of 5 average rating, 529 reviews

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

Apr 10 – 17

ﺩ.ﺇ844 per night

Guest favorite

Guest suite in Santa Rosa

4.92 out of 5 average rating, 249 reviews

Peaceful Wine Country Retreat / PRIVATE ENTRANCE

Tax ID 2726N GUEST SUITE/PRIVATE ENTRANCE with Sitting Room, Large Private Bedroom & Bath. Includes a King size bed, Cable TV, Wi-Fi and Breakfast. Enjoy the beautiful view of the garden and rolling hills of Sonoma Valley’s Wine Country while relaxing in the fully stocked sitting room sipping on a glass of wine, tea, or coffee. In the evening, unwind on the patio that is just outside of the sitting room while sitting under the stars and majestic trees.

Oct 5 – 12

ﺩ.ﺇ508 per night

Guest favorite

Guest suite in Santa Rosa

4.99 out of 5 average rating, 326 reviews

The Suite Life! Permit Number#SVR22-078

Our private Airbnb is an extremely comfortable guest suite of over 700 square feet with air conditioning and a gas fireplace. It's beautifully decorated with a large sofa and dining area. You'll have complete privacy with your own entrance and parking space plus free WiFi. Located in a beautiful area. World class wineries, and parks are minutes away. Please feel free to message Janette with any questions about the suite! Permit Number#SVR22-078

Apr 25 – May 2

ﺩ.ﺇ451 per night

Superhost

Townhouse in Healdsburg

4.83 out of 5 average rating, 542 reviews

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.

Dec 12 – 19

ﺩ.ﺇ593 per night

Guest favorite

Apartment in Santa Rosa

4.99 out of 5 average rating, 257 reviews

Robin's Nest

Our home is a 10 minute drive to downtown Santa Rosa, where you will find Russian River Brewing Company, 45 minute drive to the coast, and a little over an hour to San Francisco. The apartment is above our 2 car garage. It's a quiet 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, and close to Sonoma County wineries, breweries and hiking trails.

Jul 3 – 10

ﺩ.ﺇ445 per night

Guest favorite

Bungalow in Santa Rosa

4.91 out of 5 average rating, 527 reviews

Historic Santa Rosa Cottage - New West Properties

A perfect getaway with Hot Tub. Located in the West End Neighborhood of Santa Rosa Ca, ideal for visiting many Sonoma County destinations and an outstanding location for cyclists. Backyard, BBQ, w/d, full kitchen. Portable air conditioner - cools down at night. We welcome well-behaved dogs. Note quiet hours between- 8 am 9pm due to city noise ordinance - maximum 4 sleeping guest - 2 daytime visitors. 2 off street parking spaces 1822

Jan 12 – 19

ﺩ.ﺇ575 per night

Guest favorite

Guesthouse in Santa Rosa

4.9 out of 5 average rating, 677 reviews

Wine Country guest house

This large private studio apartment is modern and cozy. You are next to beautiful country side while you are in the city. There is a large patio for you to relax and enjoy the beautiful wine country view. You can drive or ride your bike to Sonoma Wine Country at HWY 12 or to Russian River Brewery. The Listing excludes Tax.

Dec 20 – 27

ﺩ.ﺇ403 per night