Search Vacation Homes in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Windsor holiday homes

Dining

Elegant Vineyard Living at a Private Wine Country Estate

Elegant Vineyard Living at a Private Wine Country Estate
Windsor
8.4 out of 10, Very good, (6 reviews)
"Stayed here for a wedding "
United States
Lanna E.
The price is HK$3,665
HK$7,944 total
includes taxes & fees
26 Jan - 27 Jan
Elegant Vineyard Living at a Private Wine Country Estate
Terrace/patio

Russian River Retreat! Woodsy Guerneville Bungalow

Russian River Retreat! Woodsy Guerneville Bungalow
Guerneville
10.0 out of 10, Exceptional, (1 review)
"Owner communication timely and professional "
United States
Mike H.
The price is HK$1,193
HK$3,356 total
includes taxes & fees
26 Jan - 27 Jan
Russian River Retreat! Woodsy Guerneville Bungalow
Outdoor pool

2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is HK$905
HK$2,110 total
includes taxes & fees
26 Jan - 27 Jan
2 Hidden Wine Country Gem Upstairs Unit
Interior

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (4 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is HK$921
HK$3,030 total
includes taxes & fees
26 Jan - 27 Jan
2BR Bungalow | Russian River & Wine Country
Interior

Cobb Mountain Chalet Main For

Cobb Mountain Chalet Main For
Cobb
9.6 out of 10, Exceptional, (14 reviews)
"A always a great stay this is my fourth stay."
United States
Richard D.
The price is HK$526
HK$1,351 total
includes taxes & fees
2 Feb - 3 Feb
Cobb Mountain Chalet Main For
Interior

Norcal Hideaway

Norcal Hideaway
Guerneville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful setting "
United States
LouAnn O.
The price is HK$1,181
HK$3,412 total
includes taxes & fees
26 Jan - 27 Jan
Norcal Hideaway
TV, fireplace

Winemaker's Delight: 3BD/3BA Russian River Valley

Winemaker's Delight: 3BD/3BA Russian River Valley
Northwest Santa Rosa
9.8 out of 10, Exceptional, (72 reviews)
"Comfortable beds and clean place. We enjoyed it"
United States
Amy F.
The price is HK$1,177
HK$3,361 total
includes taxes & fees
9 Feb - 10 Feb
Winemaker's Delight: 3BD/3BA Russian River Valley
Dining

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Forestville
10.0 out of 10, Exceptional, (6 reviews)
"Had a good time here, home is cozy and clean "
United States
James D.
The price is HK$1,170
HK$3,407 total
includes taxes & fees
26 Jan - 27 Jan
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Dining

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful location and had everything we needed! "
United States
Maryrose H.
The price is HK$1,107
HK$3,874 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Riverfront Cabin - Beach Access & Wood Stove
Terrace/patio

Wine Country Bungalow

Wine Country Bungalow
Santa Rosa
9.8 out of 10, Exceptional, (49 reviews)
"We stayed here because we were helping a family member move. This spot was perfect for us. Clean and quiet after a long day with everything we needed. I'd stay here again in a heartbeat. "
United States
Joe C.
Wine Country Bungalow
2 bedrooms, iron/ironing board, travel cot, free WiFi

Glen Ellen Retreat #3 King Beds

Glen Ellen Retreat #3 King Beds
Glen Ellen
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is HK$1,287
HK$3,189 total
includes taxes & fees
26 Jan - 27 Jan
Glen Ellen Retreat #3 King Beds
TV

Walk to Downtown Sebastopol * Luxe Vacation Living

Walk to Downtown Sebastopol * Luxe Vacation Living
Sebastopol
10.0 out of 10, Exceptional, (2 reviews)
"Amazing spot. "
United States
Anonymous traveller
The price is HK$1,269
HK$2,458 total
includes taxes & fees
26 Jan - 27 Jan
Walk to Downtown Sebastopol * Luxe Vacation Living
Terrace/patio

Cozy cabin deep in the redwoods / WiFi & Hot Tub

Cozy cabin deep in the redwoods / WiFi & Hot Tub
Guerneville
10.0 out of 10, Exceptional, (1 review)
"We stayed the weekend with friends at this beautiful hideaway in the woods and had a wonderful time. The house was spotless, the jacuzzi was perfect, the lighting was fun and ethereal, the fireplace was cozy, tv was easy to operate and had Netflix (thanks!). The beds are on the soft side, and curtains are sheer, which didn’t bother us, but that might be hard for some folks. We had a great time! Thank you so much!!!"
United States
Laine & Guy H.
The price is HK$1,131
HK$2,096 total
includes taxes & fees
4 Feb - 5 Feb
Cozy cabin deep in the redwoods / WiFi & Hot Tub
Terrace/patio

Glen Ellen Retreat #1 Hot Tub and King Beds

Glen Ellen Retreat #1 Hot Tub and King Beds
Glen Ellen
10.0 out of 10, Exceptional, (82 reviews)
"Very clean and excellent location."
United States
carrie k.
The price is HK$1,364
HK$3,284 total
includes taxes & fees
26 Jan - 27 Jan
Glen Ellen Retreat #1 Hot Tub and King Beds
Games room

Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (17 reviews)
"Nice, quiet place to stay in Sonoma. Lots of outdoor space for the kiddos. "
United States
Aaron G.
The price is HK$1,279
HK$3,602 total
includes taxes & fees
26 Jan - 27 Jan
Relaxing Vineyard View, Rooftop Deck & Game Room
Dining

Russian River Brew-cation Home

Russian River Brew-cation Home
Northwest Santa Rosa
10.0 out of 10, Exceptional, (55 reviews)
"The house was great! We enjoyed our stay"
United States
Warren M.
The price is HK$1,201
HK$3,492 total
includes taxes & fees
26 Jan - 27 Jan
Russian River Brew-cation Home
Terrace/patio

Charming Dog-Friendly Home Near Regional Park

Charming Dog-Friendly Home Near Regional Park
Sebastopol
10.0 out of 10, Exceptional, (18 reviews)
"Great location and comfortable stay. "
United States
HEATHER T.
The price is HK$1,193
HK$2,950 total
includes taxes & fees
26 Jan - 27 Jan
Charming Dog-Friendly Home Near Regional Park
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Southwest Santa Rosa
9.8 out of 10, Exceptional, (57 reviews)
"Great place to launch your stay in Santa Rosa."
United States
Deirdre F.
The price is HK$1,099
HK$3,672 total
includes taxes & fees
27 Jan - 28 Jan
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Interior

Private Vineyard-View Wine Country Home Near Healdsburg and Sonoma Wineries

Private Vineyard-View Wine Country Home Near Healdsburg and Sonoma Wineries
Healdsburg
10.0 out of 10, Exceptional, (8 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is HK$1,396
HK$3,098 total
includes taxes & fees
17 Feb - 18 Feb
Private Vineyard-View Wine Country Home Near Healdsburg and Sonoma Wineries
Terrace/patio

Somms Rest ⎮ Designed. Curated. Peaceful.

Somms Rest ⎮ Designed. Curated. Peaceful.
Mirabel Heights
10.0 out of 10, Exceptional, (31 reviews)
"Enjoyed our stay. Lovely home. Perfect for relaxing family getaway. "
United States
Frank R.
The price is HK$1,329
HK$4,015 total
includes taxes & fees
26 Jan - 27 Jan
Somms Rest ⎮ Designed. Curated. Peaceful.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

The Lodge at Bodega Bay

The Lodge at Bodega Bay

10/10 Excellent
"lovely facilities. Cold winter visit with outdoor fire pits, beautiful sunset views well heated hot tub and pool .restaurant ian's bar great gathering place. I had one of my best salads ever in the restaurant. winter salad"
HOLLY 1-night trip
Posted 2 days ago
The Lodge at Bodega Bay

Find out more about Windsor

Windsor Vacation Homes information

Number of reviews
528
Accommodation
1063 Vacation Homes
Lowest Price
HK$1,351
Highest Price
HK$7,944

Explore a world of travel with Expedia