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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.
$191 nightly
The price is $210
Dec 4 - Dec 5
Total with taxes and fees
Love Shack private retreat
Executive Room, 1 King Bed | Terrace/patio
Calderwood Inn

Calderwood Inn

3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (247)
"Great innkeepers Relaxing upscale setting "
United States
Janice
$181 nightly
The price is $210
Nov 17 - Nov 18
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)
"Beautiful place to stay with view of the river."
United States
Dorte
$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)
"One of the cleanest rentals we have ever stayed in. Kudos to the owners "
United States
James
$315 nightly
The price is $354
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)
"Boho chic decor, well equipped kitchen, oh-so-comfy beds! We had a great stay at this hidden gem - got out to the ocean and redwoods, then snuggled down by the fireplace and relaxed much of the time! Kerri was easy to communicate with, check in and out was super easy. We’d love to visit again and highly recommend!"
United States
Lori A.
$268 nightly
The price is $297
Nov 20 - Nov 21
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)
"Location, location, location. You can't get better than the Inn at St. Helena. Also, the people we interacted with at the Inn/venue were very nice. The breakfast was definitely made with love too. However, I just can't get past a couple of the cleanliness issues I had with the room. There were multiple spider webs that were hanging from the crown molding and the decor in the space.Also, the water bottles that were left in the room for us as guests were labeled with a sticker that indicated...
United States
Christina N.
$483 nightly
The price is $550
Nov 17 - Nov 18
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
Dec 3 - Dec 4
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)
"Lovely shabby chic vibe in the most charming setting possible, loved each moment!"
United States
Patricia G.
$1,134 nightly
The price is $1,285
Nov 18 - Nov 19
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

Budget Inn

Budget Inn

10/10 Excellent
"Very clean the staff extremely friendly and helpful"
Nestor 4-night trip
Posted 1 day ago
Budget Inn

Find out more about Windsor

Windsor Guest Houses information

Number of reviews
696
Accommodation
18 Guest Houses
Lowest Price
$158
Highest Price
$1,722

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 $158 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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