Holiday Homes in Windsor

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 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.
Elegant Vineyard Living at a Private Wine Country Estate
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 €147
includes taxes & fees
8 Feb - 9 Feb
Cobb Mountain Chalet Main For
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 €224
includes taxes & fees
8 Feb - 9 Feb
2 Hidden Wine Country Gem Upstairs Unit
TV

Emerald Lodge quiet efficiency

Emerald Lodge quiet efficiency
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is €183
includes taxes & fees
2 Feb - 3 Feb
Emerald Lodge quiet efficiency
Fridge, microwave, oven, stovetop

Wineries & Wine: A Comforting Getaway in Wine Country

Wineries & Wine: A Comforting Getaway in Wine Country
Northwest Santa Rosa
9.4 out of 10, Exceptional, (22 reviews)
"This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean."
United States
Gayle C.
Wineries & Wine: A Comforting Getaway in Wine Country
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 €413
includes taxes & fees
1 Feb - 2 Feb
Cozy Riverfront Cabin - Beach Access & Wood Stove
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.
Glen Ellen Retreat #1 Hot Tub and King Beds
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 €343
includes taxes & fees
30 Jan - 31 Jan
Glen Ellen Retreat #3 King Beds
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 €354
includes taxes & fees
1 Feb - 2 Feb
Russian River Brew-cation Home
Interior

Norcal Hideaway

Norcal Hideaway
Guerneville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful setting "
United States
LouAnn O.
The price is €413
includes taxes & fees
2 Feb - 3 Feb
Norcal Hideaway
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 €216
includes taxes & fees
3 Feb - 4 Feb
Cozy cabin deep in the redwoods / WiFi & Hot Tub
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.
Russian River Retreat! Woodsy Guerneville Bungalow
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 €375
includes taxes & fees
8 Feb - 9 Feb
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
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.
Relaxing Vineyard View, Rooftop Deck & Game Room
Outdoor dining

Bright and modern - Water views - Close to beach

Bright and modern - Water views - Close to beach
Dillon Beach
10.0 out of 10, Exceptional, (18 reviews)
"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"
United States
Donald H.
The price is €383
includes taxes & fees
2 Feb - 3 Feb
Bright and modern - Water views - Close to beach
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 €355
includes taxes & fees
9 Feb - 10 Feb
Winemaker's Delight: 3BD/3BA Russian River Valley
Property grounds

Redwoods getaway w/ decks & fenced yard

Redwoods getaway w/ decks & fenced yard
Guerneville
9.0 out of 10, Wonderful, (2 reviews)
"The cabin is thoughtfully and beautifully appointed. Perfectly cozy for our group of three (two adults, one tween) and a dog. We really enjoyed our stay. Very close to a lot of fun activities and peaceful. Host Mike was awesome and communicative."
United States
Beth G.
The price is €379
includes taxes & fees
2 Feb - 3 Feb
Redwoods getaway w/ decks & fenced yard
Outdoor dining

Float Home -Cozy 3 BR & Dog Friendly

Float Home -Cozy 3 BR & Dog Friendly
Guerneville
10.0 out of 10, Exceptional, (4 reviews)
"Fantastic place to stay in. My friends and I had a great time there and it was very close to everything we needed. "
United States
T C.
Float Home -Cozy 3 BR & Dog Friendly
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 €404
includes taxes & fees
1 Mar - 2 Mar
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Terrace/patio

Artsy Retreat - Woodstove, Grill, and Patio

Artsy Retreat - Woodstove, Grill, and Patio
Guerneville
10.0 out of 10, Exceptional, (1 review)
The price is €431
includes taxes & fees
1 Feb - 2 Feb
Artsy Retreat - Woodstove, Grill, and Patio
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 E

Hotel E

10/10 Excellent
"Clean rooms and great staff"
Cheri 3-night trip
Posted 2 days ago
Hotel E

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
472
Accommodation
1063 Holiday Homes
Lowest Price
€147
Highest Price
€431