Windsor Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Windsor holiday rentals

Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6

Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6
Windsor
The price is HK$1,951
HK$3,441 total
includes taxes & fees
5 Mar - 6 Mar
Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6
A heated pool

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Windsor
9.2 out of 10, Wonderful, (44 reviews)
"Check-in was a little difficult, but the condo itself was convenient and a great stay."
United States
SB L.
The price is HK$1,561
HK$2,910 total
includes taxes & fees
5 Mar - 6 Mar
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6

TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6
Windsor
The price is HK$1,951
HK$3,441 total
includes taxes & fees
5 Mar - 6 Mar
TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6

One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6

One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6
Windsor
The price is HK$1,951
HK$3,441 total
includes taxes & fees
8 Mar - 9 Mar
One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6
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$4,035
HK$8,385 total
includes taxes & fees
11 Mar - 12 Mar
Elegant Vineyard Living at a Private Wine Country Estate
Property grounds

Windsor Home with Sauna & Outdoor Fire Pit

Windsor Home with Sauna & Outdoor Fire Pit
Windsor
The price is HK$1,251
HK$6,398 total
includes taxes & fees
25 Mar - 26 Mar
Windsor Home with Sauna & Outdoor Fire Pit
Front of property

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Nice camping spot "
United States
Evelyn
The price is HK$464
HK$529 total
includes taxes & fees
5 Mar - 6 Mar
The Ranch at Lake Sonoma
Exterior

Enchanting Retreat in the heart of Redwoods

Enchanting Retreat in the heart of Redwoods
Guerneville
8.8 out of 10, Excellent, (12 reviews)
"Beautiful, clean house nestled in the woods. Loved the hot tub and the fire pit in the AM. Super comfortable mattresses."
United States
Jennifer H.
The price is HK$1,096
HK$2,387 total
includes taxes & fees
5 Mar - 6 Mar
Enchanting Retreat in the heart of Redwoods
TV, fireplace

Tranquil Redwood Retreat

Tranquil Redwood Retreat
Guerneville
8.8 out of 10, Excellent, (10 reviews)
"Perfect hun for enjoying downtown guernville "
United States
Alex A.
The price is HK$1,180
HK$2,497 total
includes taxes & fees
8 Mar - 9 Mar
Tranquil Redwood Retreat
Iron/ironing board, free WiFi

Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
The price is HK$731
HK$2,112 total
includes taxes & fees
5 Mar - 6 Mar
Sonoma Stonehouse, Wine Country Vibes
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$922
HK$3,033 total
includes taxes & fees
22 Mar - 23 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.
The price is HK$457
HK$1,187 total
includes taxes & fees
8 Mar - 9 Mar
Cobb Mountain Chalet King Size Suite
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$906
HK$2,105 total
includes taxes & fees
5 Mar - 6 Mar
2 Hidden Wine Country Gem Upstairs Unit
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 HK$1,306
HK$3,216 total
includes taxes & fees
16 Mar - 17 Mar
Glen Ellen Retreat #2 King Beds
Porch

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is HK$1,631
HK$1,819 total
includes taxes & fees
5 Mar - 6 Mar
Backyard Garden Oasis
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 HK$1,108
HK$3,378 total
includes taxes & fees
10 Mar - 11 Mar
Bright and modern - Water views - Close to beach
Interior

Russian River Retreat! Woodsy Guerneville Bungalow

Russian River Retreat! Woodsy Guerneville Bungalow
3.0 star property
Guerneville
The price is HK$1,335
HK$3,369 total
includes taxes & fees
5 Mar - 6 Mar
Russian River Retreat! Woodsy Guerneville Bungalow
Dining

Cozy Riverfront Cabin - Beach Access & Wood Stove

Cozy Riverfront Cabin - Beach Access & Wood Stove
Guerneville
9.6 out of 10, Exceptional, (15 reviews)
"Wonderful location and had everything we needed! "
United States
Maryrose H.
The price is HK$1,054
HK$3,660 total
includes taxes & fees
8 Mar - 9 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 HK$843
HK$2,513 total
includes taxes & fees
5 Mar - 6 Mar
Private Lofted Downtown Studio
Beach

The Tiny Tipsy Turtle

The Tiny Tipsy Turtle
Guerneville
10.0 out of 10, Exceptional, (49 reviews)
"Great location to walk to town!"
United States
Brenda R.
The price is HK$765
HK$1,504 total
includes taxes & fees
16 Mar - 17 Mar
The Tiny Tipsy Turtle
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

Harvest Inn

Harvest Inn

10/10 Excellent
"The absolute best in Napa Valley. Look nowhere else."
Taaj 3-night trip
Posted 22 hours ago
Harvest Inn

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
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  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find holiday rentals in Windsor?

Yes, there are holiday rentals in Windsor close to Dom Whitney Tasting Lounge, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Windsor has a good selection of wineries and top-notch restaurants. Make sure you have time to check out the festivals while you're in the area.

What are some of the best holiday rentals that Windsor has to offer?

Bodega Bay on the Edge of Pacific Ocean: This holiday home rental outside of Windsor is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Windsor?

Choose from 30 Expedia holiday rentals in Windsor for a memorable holiday.

What can I see and do in Windsor?

Family-friendly attractions include Dom Whitney Tasting Lounge and Powell's Sweet Shoppe - Windsor, whereas Russian River is a spot to enjoy the outdoors. Windsor Golf Club and Pacific Coast Air Museum are other places to visit while you're in town.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.