Holiday Rentals Windsor from £50: Find Short-Term Rentals & Holiday Accommodations

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

Bodega Bay - Sonoma Coastline : 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. You can relax into your holiday with a garden and a selection of books.

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Our top choices for Windsor holiday rentals

A cozy cabin with a loft bedroom, wooden exterior, and a small balcony.

1. Wildhaven Sonoma Glamping

Healdsburg

NEERJA

includes taxes & fees

20 Aug - 21 Aug

A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

2. The Ranch at Lake Sonoma

Geyserville

Evelyn

includes taxes & fees

20 Aug - 21 Aug

A white building with a covered porch, potted plants, and a bicycle.

3. Mandala Springs Wellness Retreat Center

Cobb

Victoria

includes taxes & fees

20 Aug - 21 Aug

A patio with outdoor seating, a large tree, and a wooden fence.

4. Rouge Cobb Mountain Hotel - Cabin 2

Cobb

Keila

includes taxes & fees

20 Aug - 21 Aug

A row of cabins surrounded by tall trees in a forested area.

5. Rouge Cobb Mountain Hotel - Cabin 3

Cobb

JOSELITA

includes taxes & fees

24 Aug - 25 Aug

A bedroom with a wooden ceiling, a large bed, a chair, and a sliding glass door leading to an outdoor area.

6. Rouge Cobb Mountain Hotel - Cabin 4

Cobb

includes taxes & fees

15 Sept - 16 Sept

A compact living space with a wooden ceiling, a refrigerator, a dining table with chairs, a sofa, and a television mounted on the wall.

7. Rouge Cobb Mountain Hotel - Cabin 1

Cobb

Bethany

includes taxes & fees

9 Sept - 10 Sept

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Top Windsor Hotel Reviews

Hotel E

8/10 Good

"This is a really nice place to stay. The valet parking is easy. Has an Elevator which isn’t always the case in old buildings. Staff is great and lots of great restaurants close by which is good since no restaurant on site. Breakfast is bagels, yogurt, hard-boiled eggs, etc. coffee in the lobby is super good. My room had a fridge but no microwave. Everything worked well. The only thing to be aware of is there is a park across the street with lots of unhoused people in it. Most people didn’t seem to mind. Lots of people walking around the shops and restaurants. But does seem a bit sketchy at night walking around alone."

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

8/10 Good

"Very chill place for a young family to hang out. Easy to get around and a cool 50's vibe. Close to a few stores. Drinks by the pool were not great candidly. Frozen they were not. The outside bar could do with a lot more ice and a few actual blenders to make proper frozen drinks. But lite-bites by the pool were great. Kids loved the quesadillas and hummus snacks. And service was helpful."

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, apart-hotels, 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 £50 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?

Bodega Bay - Sonoma Coastline: 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. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals are there in Windsor?

Choose from 31 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.

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