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Search Guest Houses in Windsor

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Guest Houses in Windsor

Vineyard Country Inn
Property grounds

Vineyard Country Inn

3.5 star property
9.2 out of 10, Wonderful, (707)
"Great place with very friendly staff."
$262 nightly
The price is $301
Oct 6 - Oct 7
Total with taxes and fees
Vineyard Country Inn
Guerneville Lodge
View from property

Guerneville Lodge

3.0 star property
8.4 out of 10, Very Good, (325)
"Al was great to work with, very flexible and accommodating. Sweet room, comfy bed and amazing library!"
$249 nightly
The price is $284
Oct 12 - Oct 13
Total with taxes and fees
Guerneville Lodge
Calderwood Inn
Executive Room, 1 King Bed | Terrace/patio

Calderwood Inn

3.5 star property
9.2 out of 10, Wonderful, (243)
"Great front porch sitting area. Cookies. Wine in living room. "
$233 nightly
The price is $270
Nov 2 - Nov 3
Total with taxes and fees
Calderwood Inn
Sonoma County stunner near wineries & parks with hot tub & garden - walkable
Outdoor spa tub

Sonoma County stunner near wineries & parks with hot tub & garden - walkable

9.0 out of 10, Wonderful, (85)
"Had a great stay at Bruce’s. Nice place for 2 people. Located close to everything. Hot Tub is a plus. Would definitely stay again."
Sonoma County stunner near wineries & parks with hot tub & garden - walkable
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
Exterior

Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

9.6 out of 10, Exceptional, (23)
"Great location! Property needs updating. Manager needs better customer service. "
$1,149 nightly
The price is $1,300
Oct 20 - Oct 21
Total with taxes and fees
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
Escape to Sebastopol's charm, near The Barlow. We love Dogs!
Property grounds

Escape to Sebastopol's charm, near The Barlow. We love Dogs!

9.8 out of 10, Exceptional, (102)
"Great stay! I had to stay a week in Sebastopol for work and the Mod Podge offered a great home away from home! Can’t wait to come back just for leisure and play!!! 👍"
Escape to Sebastopol's charm, near The Barlow. We love Dogs!
Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit
Exterior

Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit

10.0 out of 10, Exceptional, (19)
"Very clean and comfortable. Enchanting garden. Would definitely stay again!"
$265 nightly
The price is $293
Oct 5 - Oct 6
Total with taxes and fees
Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit
Charming guest house near Sonoma
Terrace/patio

Charming guest house near Sonoma

9.6 out of 10, Exceptional, (29)
"Nicely appointed, quiet, great location!"
Charming guest house near Sonoma
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Outdoor dining

Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

10.0 out of 10, Exceptional, (21)
"We had an outstanding time staying in St Helena am most importantly in this beautiful villa at the Inn of St Helena. Totally private and serene. This was a perfect place to stay to kick off my birthday trip. I hope we can come back. "
$509 nightly
The price is $576
Oct 19 - Oct 20
Total with taxes and fees
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Historic Bed & Breakfast Whole House Rental w Breakfast Included
5 bedrooms, iron/ironing board, travel crib, WiFi

Historic Bed & Breakfast Whole House Rental w Breakfast Included

9.8 out of 10, Exceptional, (26)
"Welcoming and comfortable "
$1,559 nightly
The price is $1,767
Oct 29 - Oct 30
Total with taxes and fees
Historic Bed & Breakfast Whole House Rental w Breakfast Included
Vignoble House St. Helena/Napa Valley
Outdoor pool, a heated pool

Vignoble House St. Helena/Napa Valley

9.8 out of 10, Exceptional, (18)
"Our family and friends stayed at vignoble. Wonderful accommodations, great location, helpful in fulfilling our needs during our stay. Second time (10years ago). Would stay again"
Vignoble House St. Helena/Napa Valley
Love Shack private retreat
Property grounds

Love Shack private retreat

9.0 out of 10, Wonderful, (2)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
Love Shack private retreat
Bunkhouse at Side Road Farm charming one bedroom cottage
Property grounds

Bunkhouse at Side Road Farm charming one bedroom cottage

9.8 out of 10, Exceptional, (55)
"Had a nice stay at the bunkhouse. Sue added in many nice amenities. It was just what we needed for our stay in the area. Clean, comfortable and easy to get to from Healdsburg. "
Bunkhouse at Side Road Farm charming one bedroom cottage
Dedicated Patio, Roku & Self Check-In
1 bedroom, desk, WiFi

Dedicated Patio, Roku & Self Check-In

8.8 out of 10, Excellent, (13)
"Great property located on the West side. Very convenient to everything. Very quiet and nice too."
Dedicated Patio, Roku & Self Check-In
The Well House with outdoor seating and loft!
Property grounds

The Well House with outdoor seating and loft!

"I didn't see it explicitly stated that the bedroom and kitchen-bathroom areas are separated by a shaded porch. It may not be a big deal to some, but we stayed during 100F weather, so having to step out of the air-conditioned space was not ideal. Additionally, the kitchen-bathroom area is not air-conditioned, so it was like an oven in there while trying to cook meals. Finally, the water pressure in the shower was very low. I rated the surrounding area as OK because it was really hot and dusty. It...
The Well House with outdoor seating and loft!
Wine Country Retreat w Pool & Spa - Near Vineyards
Terrace/patio

Wine Country Retreat w Pool & Spa - Near Vineyards

10.0 out of 10, Exceptional, (15)
"Wonderful host and property. Perfect stay for the weekend with every amenity you could think of! "
Wine Country Retreat w Pool & Spa - Near Vineyards
Casa Bella
Sundeck

Casa Bella

3.0 star property
9.8 out of 10, Exceptional, (24)
"Great Bed and Breakfast, friendly staff"
Casa Bella
Daisy's Guest House
Exterior

Daisy's Guest House

3.0 star property
9.4 out of 10, Exceptional, (6)
"Very nice bed and breakfast. Carol was wonderful, very personable. Great breakfast!"
Daisy's Guest House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Hotel La Rose

Hotel La Rose

10/10 Excellent
"Quiet and historic hotel. Good location "
Hannan 1-night trip
Posted 1 day ago
Hotel La Rose

Find out more about Windsor

Find out more about Windsor

Windsor Guest Houses information

Number of reviews
1,594
Accommodation
18 Guest Houses
Lowest Price
$270
Highest Price
$1,767

Frequently asked questions

What is the nightly rate for a guest house in Windsor?
Rates for Windsor guest houses vary, but travelers can find great-value prices from $270 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Windsor guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Windsor guest house and a B&B?
A guest house in Windsor is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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