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

Holiday Home in Windsor

Elegant Vineyard Living at a Private Wine Country Estate
8.4 out of 10, Very good, (6 reviews)
"Stayed here for a wedding "
United States
Lanna E.
The price is AU$1,347
includes taxes & fees
11 Feb - 12 Feb
Elegant Vineyard Living at a Private Wine Country Estate
Interior

Holiday Home in Cobb

Cobb Mountain Chalet Main For
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 AU$249
includes taxes & fees
8 Feb - 9 Feb
Cobb Mountain Chalet Main For
Outdoor pool

Holiday Home in Scenic Brush Creek

2 Hidden Wine Country Gem Upstairs Unit
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 AU$379
includes taxes & fees
9 Feb - 10 Feb
2 Hidden Wine Country Gem Upstairs Unit
TV

Holiday Home in Middletown

Emerald Lodge quiet efficiency
10.0 out of 10, Exceptional, (2 reviews)
"Very homey comfortable place. Peaceful 😊"
United States
Carol
The price is AU$309
includes taxes & fees
2 Feb - 3 Feb
Emerald Lodge quiet efficiency
Fridge, microwave, oven, stovetop

Holiday Home in Northwest Santa Rosa

Wineries & Wine: A Comforting Getaway in Wine Country
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.
The price is AU$477
includes taxes & fees
1 Feb - 2 Feb
Wineries & Wine: A Comforting Getaway in Wine Country
Dining

Holiday Home in Guerneville

Cozy Riverfront Cabin - Beach Access & Wood Stove
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful location and had everything we needed! "
United States
Maryrose H.
The price is AU$700
includes taxes & fees
1 Feb - 2 Feb
Cozy Riverfront Cabin - Beach Access & Wood Stove
Terrace/patio

Holiday Home in Glen Ellen

Glen Ellen Retreat #1 Hot Tub and King Beds
10.0 out of 10, Exceptional, (82 reviews)
"Very clean and excellent location."
United States
carrie k.
The price is AU$586
includes taxes & fees
1 Feb - 2 Feb
Glen Ellen Retreat #1 Hot Tub and King Beds
2 bedrooms, iron/ironing board, travel cot, free WiFi

Holiday Home in Glen Ellen

Glen Ellen Retreat #3 King Beds
10.0 out of 10, Exceptional, (73 reviews)
"Perfect for a weekend getaway with family."
United States
Tara C.
The price is AU$569
includes taxes & fees
1 Feb - 2 Feb
Glen Ellen Retreat #3 King Beds
Dining

Holiday Home in Northwest Santa Rosa

Russian River Brew-cation Home
10.0 out of 10, Exceptional, (55 reviews)
"The house was great! We enjoyed our stay"
United States
Warren M.
The price is AU$596
includes taxes & fees
1 Feb - 2 Feb
Russian River Brew-cation Home
Interior

Holiday Home in Guerneville

Norcal Hideaway
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful setting "
United States
LouAnn O.
The price is AU$704
includes taxes & fees
3 Feb - 4 Feb
Norcal Hideaway
Terrace/patio

Holiday Home in Guerneville

Cozy cabin deep in the redwoods / WiFi & Hot Tub
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 AU$385
includes taxes & fees
3 Feb - 4 Feb
Cozy cabin deep in the redwoods / WiFi & Hot Tub
Terrace/patio

Holiday Home in Guerneville

Russian River Retreat! Woodsy Guerneville Bungalow
10.0 out of 10, Exceptional, (1 review)
"Owner communication timely and professional "
United States
Mike H.
The price is AU$613
includes taxes & fees
11 Feb - 12 Feb
Russian River Retreat! Woodsy Guerneville Bungalow
Dining

Holiday Home in Forestville

The Cozy Pine Cone . Hot tub- Deck & Grill 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 AU$617
includes taxes & fees
30 Jan - 31 Jan
The Cozy Pine Cone . Hot tub- Deck & Grill Forestville
Games room

Holiday Home in Sebastopol

Relaxing Vineyard View, Rooftop Deck & Game Room
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 AU$753
includes taxes & fees
1 Feb - 2 Feb
Relaxing Vineyard View, Rooftop Deck & Game Room
Outdoor dining

Holiday Home in Dillon Beach

Bright and modern - Water views - Close to 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 AU$651
includes taxes & fees
3 Feb - 4 Feb
Bright and modern - Water views - Close to beach
TV, fireplace

Holiday Home in Northwest Santa Rosa

Winemaker's Delight: 3BD/3BA Russian River Valley
9.8 out of 10, Exceptional, (72 reviews)
"Comfortable beds and clean place. We enjoyed it"
United States
Amy F.
The price is AU$609
includes taxes & fees
9 Feb - 10 Feb
Winemaker's Delight: 3BD/3BA Russian River Valley
Property grounds

Holiday Home in Guerneville

Redwoods getaway w/ decks & fenced yard
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 AU$631
includes taxes & fees
2 Feb - 3 Feb
Redwoods getaway w/ decks & fenced yard
Outdoor dining

Holiday Home in Guerneville

Float Home -Cozy 3 BR & Dog Friendly
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.
The price is AU$664
includes taxes & fees
1 Feb - 2 Feb
Float Home -Cozy 3 BR & Dog Friendly
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Holiday Home in Southwest Santa Rosa

Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
9.8 out of 10, Exceptional, (57 reviews)
"Great place to launch your stay in Santa Rosa."
United States
Deirdre F.
The price is AU$677
includes taxes & fees
1 Feb - 2 Feb
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
Terrace/patio

Holiday Home in Guerneville

Artsy Retreat - Woodstove, Grill, and Patio
10.0 out of 10, Exceptional, (1 review)
The price is AU$753
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

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent
"Stopped here for one night on a road trip home. Front desk was super friendly and helpful during check-in and the room was nice and clean. Well worth the money!"
Rebecca 1-night trip
Posted 4 days ago
Hampton Inn & Suites Windsor - Sonoma Wine Country

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
472
Accommodation
1063 Holiday Homes
Lowest Price
AU$249
Highest Price
AU$1,347