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Windsor Holiday Rentals

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Holiday Rentals in Windsor

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

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

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

Bodega Bay on the Edge of Pacific Ocean

Bodega Bay
9.6 out of 10, Exceptional, (161)
"We had such a great time here. We'll definitely be back!"
United States
Ryan T.
Bodega Bay on the Edge of Pacific Ocean

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

Monte Rio
9.8 out of 10, Exceptional, (349)
"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!

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

St Helena
10.0 out of 10, Exceptional, (250)
"Wonderful home, perfect place for a family of all ages! "
United States
Anonymous traveller
The price is NZ$3,852
includes taxes & fees
17 Nov - 18 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

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

Casa Bella Estate in Wine Country w/ New Pool!

Kenwood
9.6 out of 10, Exceptional, (135)
"The house was amazing and the yard was perfect of our celebration of by 85th BD!"
United States
Renee L.
The price is NZ$6,628
includes taxes & fees
29 Nov - 30 Nov
Casa Bella Estate in Wine Country w/ New Pool!

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 NZ$154
includes taxes & fees
17 Nov - 18 Nov
The Ranch at Lake Sonoma

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

'Wabi Tei' Serenity with Panoramic Ocean View. Hot Tub, BBQ, XBOX, WiFi, Pets OK

Dillon Beach
9.6 out of 10, Exceptional, (154)
"We enjoyed our stay here. Plenty of spaces to sit and enjoy the ocean views. The house was clean, furniture was comfortable, beds were great and the bedrooms had spectacular views of the coast below. The hoat was responsive and check-in and check out was a breezw."
United States
Chad F.
'Wabi Tei' Serenity with Panoramic Ocean View. Hot Tub, BBQ, XBOX, WiFi, Pets OK

~ 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 ~

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 NZ$1,034
includes taxes & fees
1 Dec - 2 Dec
Harbor Kee Peaceful Escape By The Bay

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

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

COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

Bodega Bay
9.6 out of 10, Exceptional, (193)
"The house was clean and very centrally located. Everything was as described. Pamala was nice and made every effort to accommodate us. I would return here."
United States
Verne
COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.

Forestville
9.8 out of 10, Exceptional, (296)
"We loved our stay here and would not hesitate to book again. It had everything we needed to cook meals for our family, was a fantastic environment, and the hot tub was magical. "
United States
Amanda M.
Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.

OCEAN VIEWS FROM EVERY ROOM! - WALK TO BEACH! - FREE WIFI! - 3,300 sqft

Bodega Bay
10.0 out of 10, Exceptional, (176)
"Beautiful home, beautiful views! Everything was great!!"
United States
Jerry F.
OCEAN VIEWS FROM EVERY ROOM! - WALK TO BEACH! - FREE WIFI! - 3,300 sqft

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

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

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as NZ$154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.