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Holiday Rentals in Windsor

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Holiday Rentals in Windsor

Unobstructed ocean views in a cozy setting

10.0 out of 10, Exceptional, (45)
"Our stay here was wonderful, very cute beach house and wonderful view of the ocean. "
Unobstructed ocean views in a cozy setting

The Ranch at Lake Sonoma

1.0 star property
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 !"
The price is €58
includes taxes & fees
30 Jul - 31 Jul
The Ranch at Lake Sonoma

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (314)
"Great location. Easy walk to the beach. "
Panoramic Ocean View--3 Min Walk To Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (442)
"The house is lovely and perfecty located for us with our dog to enjoy walks on the beach! We especially loved the view (of course) and the garden area in the front. It was the perfect getaway location. We plan on making this a yearly stay. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

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

9.8 out of 10, Exceptional, (330)
"Cute little spot. Kitchen had everything we needed and more. Lovely stay "
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

10.0 out of 10, Exceptional, (6)
"We had a pleasant stay at the property over the Memorial Day weekend. It’s away from the crowds but yet 15 mins from Sonoma Lake for water sports and 30 mins from Healdsburg. Amazing view and great time in the pool. "
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

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

9.6 out of 10, Exceptional, (180)
"We loved the cozy bungalow, perfect location and close to everything at Bodega Bay. The place was very clean and comfortable. Pam was extremely helpful. "
COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

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

8.0 out of 10, Very good, (42)
"We love the property, quiet and close to beach. We recommend bringing enough food and water for ur stay. Local markets r very expensive. "
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (385)
"Our third stay and first time booking three nights which seems to be the sweet spot for an extended weekend since you get two full days to relax along the coast. Already can't wait to book our next visit to this charming property!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

Stunning Views of CA Coast : Beautifully Remodeled Home

9.8 out of 10, Exceptional, (347)
"We have stayed in many homes around the bay, and this was one of the most comfortable places we've visited. It was a homey, clean, and comfortable place. "
Stunning Views of CA Coast : Beautifully Remodeled Home

Malibu of the North Oceanfront w 3 Suites

10.0 out of 10, Exceptional, (1)
"Amazing stay and fabulous hosts. Everything was just as advertised and will be going back again in the future."
The price is €587
includes taxes & fees
30 Jul - 31 Jul
Malibu of the North Oceanfront w 3 Suites

Bodega Bay on the Edge of Pacific Ocean

9.6 out of 10, Exceptional, (150)
"Perfect stay"
Bodega Bay on the Edge of Pacific Ocean

Beautiful Coast Home 3 Minutes From Beach!

8.2 out of 10, Very good, (11)
"The home was beautiful, comfortable and clean and lots of amenities."
The price is €593
includes taxes & fees
26 Aug - 27 Aug
Beautiful Coast Home 3 Minutes From Beach!

Scenic and tranquil in the heart of Sonoma wine country.

10.0 out of 10, Exceptional, (95)
"The home was very clean, was lovely as advertised with a beautiful yard and views. The host was helpful and we had a wonderful time."
Scenic and tranquil in the heart of Sonoma wine country.

Renovated home w/ breathtaking views of the bay and new hot tub

10.0 out of 10, Exceptional, (48)
"Thank you - fantastic place with a great view. We would highly recommend the property to anyone looking on VRBO. "
The price is €727
includes taxes & fees
26 Aug - 27 Aug
Renovated home w/ breathtaking views of the bay and new hot tub

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (20)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is €350
includes taxes & fees
30 Jul - 31 Jul
Escape to Wine County in your independant Cottage in Downtown Calistoga

4.5 Bedrooms, 3 Baths, 2 Kitchens, 180 degree views and a 'Man Cave'

9.2 out of 10, Wonderful, (179)
"We enjoyed our stay. The ocean views were gorgeous. It was fun to walk to the nearby bar for a cocktail. Kids had fun with the arcade game. There was enough space in the living room and kitchen for everyone to gather.We would stay here again."
4.5 Bedrooms, 3 Baths, 2 Kitchens, 180 degree views and a 'Man Cave'

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

10.0 out of 10, Exceptional, (22)
"The host was very communicative before and during our stay. The property was very clean and exactly as shown in the pictures. Thanks for a great stay!"
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.

10.0 out of 10, Exceptional, (107)
"Lovely, comfortable, spacious house, perfect for 5 couples to reconnect and relax. Kitchen, dining room, living room, patio and pool area all great spaces to gather. Large bedrooms afford privacy. And the natural surroundings are beautiful and peaceful. "
Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.

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

10.0 out of 10, Exceptional, (236)
"Wonderful accommodations for a family weekend in the wine country!"
The price is €1,862
includes taxes & fees
12 Aug - 13 Aug
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
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

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?

COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!: This holiday home rental outside of Windsor is located on the waterfront, and offers a selection of books, WiFi and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Windsor?

Choose from 39 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 La Crema Estate at Saralee's Vineyard 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.