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Search Guest Houses in Windsor

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Guest Houses in Windsor

Property grounds
Love Shack private retreat

Love Shack private retreat

Middletown
9.0 out of 10, Wonderful, (2)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
United States
Gretchen F.
$190 nightly
The price is $209
Dec 8 - Dec 9
Total with taxes and fees
Love Shack private retreat
Property grounds
The Well House with outdoor seating and loft!

The Well House with outdoor seating and loft!

Middletown
"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...
United States
Sunshine
$184 nightly
The price is $184
Nov 23 - Nov 24
Total with taxes and fees
The Well House with outdoor seating and loft!
Property grounds
Vineyard Country Inn

Vineyard Country Inn

3.5 star property
St. Helena
9.4 out of 10, Exceptional, (726)
"Breakfast was ok and parking was good. Bed was comfortable and room was clean "
United States
Darlene
$202 nightly
The price is $232
Dec 8 - Dec 9
Total with taxes and fees
Vineyard Country Inn
Executive Room, 1 King Bed | Terrace/patio
Calderwood Inn

Calderwood Inn

3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (248)
"Great front porch sitting area. Cookies. Wine in living room. "
United States
Donald
$181 nightly
The price is $210
Nov 30 - Dec 1
Total with taxes and fees
Calderwood Inn
View from property
Guerneville Lodge

Guerneville Lodge

3.0 star property
Guerneville
8.4 out of 10, Very Good, (328)
"Al was great to work with, very flexible and accommodating. Sweet room, comfy bed and amazing library!"
United States
Suzy
$139 nightly
The price is $158
Dec 11 - Dec 12
Total with taxes and fees
Guerneville Lodge
Terrace/patio
Charming guest house near Sonoma

Charming guest house near Sonoma

Santa Rosa
9.6 out of 10, Exceptional, (29)
"Nicely appointed, quiet, great location!"
United States
Maria B.
$303 nightly
The price is $342
Dec 1 - Dec 2
Total with taxes and fees
Charming guest house near Sonoma
Exterior
Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit

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

Guerneville
10.0 out of 10, Exceptional, (21)
"Clean & comfortable beds; good location. "
United States
Jaclyn S.
$275 nightly
The price is $304
Dec 22 - Dec 23
Total with taxes and fees
Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit
Outdoor dining
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

Saint Helena
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. "
United States
Maureen C.
$509 nightly
The price is $576
Nov 23 - Nov 24
Total with taxes and fees
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
5 bedrooms, iron/ironing board, travel crib, WiFi
Historic Bed & Breakfast Whole House Rental w Breakfast Included

Historic Bed & Breakfast Whole House Rental w Breakfast Included

Saint Helena
9.8 out of 10, Exceptional, (26)
"Welcoming and comfortable "
United States
Jill K.
$1,519 nightly
The price is $1,722
Nov 23 - Nov 24
Total with taxes and fees
Historic Bed & Breakfast Whole House Rental w Breakfast Included
Exterior
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

St. Helena
9.6 out of 10, Exceptional, (25)
"Great location and amenities for a weekend stay. Walking distance to town and Patrice the Inn keeper is lovely!! Will stay again in the future!"
United States
Lisa S.
$1,084 nightly
The price is $1,235
Nov 25 - Nov 26
Total with taxes and fees
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
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

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

10/10 Excellent
"This was a good experience. The room was clean and spacious. Breakfast was okay though I’ve had better at other IHG properties. "
Gautam 1-night trip
Posted 13 hours ago
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Find out more about Windsor

Windsor Guest Houses information

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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 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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