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Windsor Holiday Rentals

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Holiday Rentals in Windsor

Interior
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

Bodega Bay
9.4 out of 10, Exceptional, (219)
"Nice big house and there were a couple of hide-a-beds we discovered."
United States
Virgil R.
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
Outdoor spa tub
Oceanfront - Hot Tub - Newly Remodeled Cottage

Oceanfront - Hot Tub - Newly Remodeled Cottage

Bodega Bay
9.8 out of 10, Exceptional, (399)
"Perfect getaway and the hot tub was a hit. "
United States
Jennifer T.
Oceanfront - Hot Tub - Newly Remodeled Cottage
Beach nearby, sun-loungers, beach towels
Bodega Bay on the Edge of Pacific Ocean

Bodega Bay on the Edge of Pacific Ocean

Bodega Bay
9.6 out of 10, Exceptional, (160)
"We had such a great time here. We'll definitely be back!"
United States
Ryan T.
Bodega Bay on the Edge of Pacific Ocean
Terrace/patio
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Monte Rio
9.8 out of 10, Exceptional, (348)
"Cute little spot. Kitchen had everything we needed and more. Lovely stay "
United States
Kevin M.
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Interior
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Bodega Bay
9.8 out of 10, Exceptional, (463)
"Perfect beach getaway for a couple of nights. The view was amazing and the home was cozy. We enjoyed the hot tub!"
United States
Megan H.
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Front of property
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

1.0 star property
Geyserville
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
United States
Tamara
The price is HK$597
HK$681 total
includes taxes & fees
13 Nov - 14 Nov
The Ranch at Lake Sonoma
Dining
Panoramic Ocean View--3 Min Walk To Beach

Panoramic Ocean View--3 Min Walk To Beach

Dillon Beach
9.6 out of 10, Exceptional, (329)
"We really enjoyed our stay. It is one of the best views in the village. Very clean and well equipped. Should have stayed longer…"
United States
Marla W.
Panoramic Ocean View--3 Min Walk To Beach
Outdoor dining
Casa Bella Estate in Wine Country w/ New Pool!

Casa Bella Estate in Wine Country w/ New Pool!

Kenwood
9.6 out of 10, Exceptional, (134)
"The house was amazing and the yard was perfect of our celebration of by 85th BD!"
United States
Renee L.
The price is HK$18,008
HK$29,780 total
includes taxes & fees
29 Nov - 30 Nov
Casa Bella Estate in Wine Country w/ New Pool!
Exterior
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

2.5 star property
Geyserville
9.2 out of 10, Wonderful, (13)
"The villa was exactly as described, and was the perfect location for our family reunion of eleven (ages 16 to 64). Plenty of comfortable bedrooms, and lots of group spaces to spread out or all gather together. We ate at some great restaurants, hiked, and visited the beach in Jenner. Highly recommend! "
United States
Carrie A.
The price is HK$3,463
HK$7,186 total
includes taxes & fees
17 Nov - 18 Nov
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

St Helena
10.0 out of 10, Exceptional, (249)
"Wonderful home, perfect place for a family of all ages! "
United States
Anonymous traveller
The price is HK$13,212
HK$16,927 total
includes taxes & fees
13 Nov - 14 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Beach nearby
Charming Bayfront Cottage with Gorgeous Views - Ideal for Quick Romantic Getaway

Charming Bayfront Cottage with Gorgeous Views - Ideal for Quick Romantic Getaway

Old Town Bodega Bay
9.0 out of 10, Wonderful, (96)
"Cozy cottage with spectacular views. Quiet, comfortable, would stay again. "
United States
Judy C.
Charming Bayfront Cottage with Gorgeous Views - Ideal for Quick Romantic Getaway
Interior
Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

Old Town Bodega Bay
9.4 out of 10, Exceptional, (349)
"Nice place right on the water. "
United States
Mary S.
The price is HK$1,974
HK$4,257 total
includes taxes & fees
13 Nov - 14 Nov
Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!
Property grounds
Harbor Kee Peaceful Escape By The Bay

Harbor Kee Peaceful Escape By The Bay

Bodega Bay
9.6 out of 10, Exceptional, (24)
"Nice historic house. Nice location. Clean"
United States
Sean G.
The price is HK$1,819
HK$4,552 total
includes taxes & fees
8 Dec - 9 Dec
Harbor Kee Peaceful Escape By The Bay
Outdoor pool, a heated pool
~ Home w/Gas Fireplace + 3 Cottages w/Baths + Hot Tub ~ Pool ~ Pet Friendly ~

~ Home w/Gas Fireplace + 3 Cottages w/Baths + Hot Tub ~ Pool ~ Pet Friendly ~

Guerneville
9.8 out of 10, Exceptional, (44)
"Overall was a nice stay. Great for private getaway "
United States
Monica L.
~ Home w/Gas Fireplace + 3 Cottages w/Baths + Hot Tub ~ Pool ~ Pet Friendly ~
Outdoor dining
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Kenwood
10.0 out of 10, Exceptional, (243)
"The property was stunning and made for the perfect stay! William was a wonderful host and was super quick to respond to my questions. Would highly recommend! "
United States
Niki W.
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Outdoor spa tub
~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~

~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~

Guerneville
10.0 out of 10, Exceptional, (93)
"We had a great time staying at this property on the river, located near Gurneville. It was clean, had kayaks/paddleboards, and the property manager was very communicative. I would definitely recommend this property to anyone looking to have some fun on the River! "
United States
Brett R.
~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~
Interior
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Bodega Bay
8.2 out of 10, Very good, (48)
"We had a nice time. Great location."
United States
Brady H.
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table
Outdoor spa tub
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres

Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres

Sonoma County
10.0 out of 10, Exceptional, (141)
"Stunning views, beautiful property - highly recommend. "
United States
Jackie C.
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres
Smart TV, fireplace, books, music library
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

Dillon Beach
10.0 out of 10, Exceptional, (287)
"Lovely house, setting and host!"
United States
Pamela W.
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true
TV
Bright, quiet home with amazing ocean/bay view, private hot tub & beach access

Bright, quiet home with amazing ocean/bay view, private hot tub & beach access

Bodega Bay
8.6 out of 10, Excellent, (59)
"Blue Horizon is a clean, comfortable place to stay for a family vacation. The dining room and living room have a great view of the ocean, and you can walk to the beach (less than a half-mile walk)."
United States
Susan H.
Bright, quiet home with amazing ocean/bay view, private hot tub & beach access
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
"Yes it was good and pretty large for a family of 4 "
Diganto 1-night trip
Posted 1 day ago
Hampton Inn & Suites Windsor - Sonoma Wine Country

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
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • 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 top-notch restaurants and wineries. 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?

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH: This holiday home rental outside of Windsor is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Windsor?

Choose from 32 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 Windsor Oaks Vineyards 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.