Holiday Homes in Windsor

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Windsor holiday homes

Property grounds

Windsor Home with Sauna & Outdoor Fire Pit

Windsor Home with Sauna & Outdoor Fire Pit
Windsor
The price is €742
includes taxes & fees
25 Mar - 26 Mar
Windsor Home with Sauna & Outdoor Fire Pit
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)
"What an amazing place! The hosts made it very easy to be prepared for our stay."
United States
Eric B.
The price is €921
includes taxes & fees
15 Apr - 16 Apr
Elegant Vineyard Living at a Private Wine Country Estate
Interior

2BR Bungalow | Russian River & Wine Country

2BR Bungalow | Russian River & Wine Country
Forestville
10.0 out of 10, Exceptional, (5 reviews)
"The place was beautiful! We had everything we needed for a great stay!"
United States
Jenn L.
The price is €342
includes taxes & fees
18 Mar - 19 Mar
2BR Bungalow | Russian River & Wine Country
Outdoor dining

Cobb Mountain Chalet King Size Suite

Cobb Mountain Chalet King Size Suite
Cobb
9.2 out of 10, Wonderful, (25 reviews)
"Wonderful spot! Clean, quiet, great, shower and lovely deck. "
United States
Chloe K.
Cobb Mountain Chalet King Size Suite
Terrace/patio

Glen Ellen Retreat #2 King Beds

Glen Ellen Retreat #2 King Beds
Glen Ellen
10.0 out of 10, Exceptional, (161 reviews)
"Absolutely loved our time at the Glen Ellen retreat. The home is so cozy and welcoming. "
United States
Amanda D.
The price is €447
includes taxes & fees
23 Mar - 24 Mar
Glen Ellen Retreat #2 King Beds
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)
"Loved our stay!!"
United States
kristen s.
The price is €464
includes taxes & fees
18 Mar - 19 Mar
Winemaker's Delight: 3BD/3BA Russian River Valley
Dining

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (15 reviews)
"Great location on the river. Can't wait to come back in the summer."
United States
Gregg B.
The price is €437
includes taxes & fees
18 Mar - 19 Mar
Cozy Riverfront Cabin - Beach Access & Wood Stove
Property grounds

Private Lofted Downtown Studio

Private Lofted Downtown Studio
Sebastopol
9.8 out of 10, Exceptional, (44 reviews)
"Fabulous, beautiful and within walking distance to downtown!"
United States
Jacqui S.
The price is €359
includes taxes & fees
22 Mar - 23 Mar
Private Lofted Downtown Studio
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, (59 reviews)
"Great place to launch your stay in Santa Rosa."
United States
Deirdre F.
The price is €508
includes taxes & fees
31 Mar - 1 Apr
Charming Wine Country Getaway: Cozy Hot Tub, BBQ, & Mini Golf Fun
TV

Walk to Downtown Sebastopol * Luxe Vacation Living

Walk to Downtown Sebastopol * Luxe Vacation Living
Sebastopol
10.0 out of 10, Exceptional, (3 reviews)
"Amazing spot. "
United States
Anonymous traveller
The price is €259
includes taxes & fees
18 Mar - 19 Mar
Walk to Downtown Sebastopol * Luxe Vacation Living
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, (19 reviews)
"We had a blast perfectly located next to store and beach and an absolutely beautiful home!"
United States
Donald H.
The price is €402
includes taxes & fees
5 Apr - 6 Apr
Bright and modern - Water views - Close to beach
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, (83 reviews)
"Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!"
United States
sandra h.
The price is €447
includes taxes & fees
23 Mar - 24 Mar
Glen Ellen Retreat #1 Hot Tub and King Beds
Smart TV

Serenity at the Russian River

Serenity at the Russian River
Mirabel Heights
10.0 out of 10, Exceptional, (37 reviews)
"Clean and comfortable place to stay, easy-check in, good amenities and location. Would definitely stay again."
United States
Scott W.
The price is €462
includes taxes & fees
18 Mar - 19 Mar
Serenity at the Russian River
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 €257
includes taxes & fees
29 Mar - 30 Mar
2 Hidden Wine Country Gem Upstairs Unit
Exterior

Luxury Sonoma Wine Country Retreat Near Healdsburg • Fire Pit • 2-for-1 Tastings

Luxury Sonoma Wine Country Retreat Near Healdsburg • Fire Pit • 2-for-1 Tastings
Healdsburg
10.0 out of 10, Exceptional, (9 reviews)
"Kitchen was great, easy area for our dog.."
United States
Brad G.
The price is €393
includes taxes & fees
25 Mar - 26 Mar
Luxury Sonoma Wine Country Retreat Near Healdsburg • Fire Pit • 2-for-1 Tastings
Games room

Relaxing Vineyard View, Rooftop Deck & Game Room

Relaxing Vineyard View, Rooftop Deck & Game Room
Sebastopol
10.0 out of 10, Exceptional, (19 reviews)
"What a great property! Everything was super clean. Kitchen had everything we needed. Comfortable beds. Fabulous outdoor space next to vineyards and across from a school. And, the little game room with shuffleboard and arcade game was a nice added bonus. Will definitely book again."
United States
Christina C.
Relaxing Vineyard View, Rooftop Deck & Game Room
Fridge, microwave, oven, stovetop

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery

Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Santa Rosa
9.4 out of 10, Exceptional, (25 reviews)
"Very friendly and communicate host that provided a clean, well-appointed space"
United States
Tyler A.
The price is €487
includes taxes & fees
18 Mar - 19 Mar
Spacious 3BR 2BA Villa with Bocce Court near Matanzas Creek Winery
Terrace/patio

Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK

Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK
Monte Rio
Cozy Riverfront Cabin w/ Dock, Fire Pit & Dogs OK
Beach towels

Harbor Kee Peaceful Escape By The Bay

Harbor Kee Peaceful Escape By The Bay
Bodega Bay
9.6 out of 10, Exceptional, (26 reviews)
"We really enjoyed the historic home. Centrally located, close the restaurants "
United States
Pati K.
The price is €481
includes taxes & fees
18 Mar - 19 Mar
Harbor Kee Peaceful Escape By The Bay
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 €376
includes taxes & fees
23 Mar - 24 Mar
Russian River Retreat! Woodsy Guerneville Bungalow
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 Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

10/10 Excellent
"The room was a little warm at night. I couldn’t figure out how to adjust the temperature on the thermostat. And I was too lazy to ask for help. For breakfast, I liked the cooked to order eggs and potatoes"
Braden 2-night trip
Posted 3 hours ago
Holiday Inn Windsor Wine Country by IHG

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
597
Accommodation
1063 Holiday Homes
Lowest Price
€135
Highest Price
€915